Kissimmee Travel Guide
Kissimmee Accommodations
About Kissimmee - Located right in the center of Florida, in Osceola County, Kissimmee is a family-oriented destination known for its off-the-beaten-path adventures, endless sunshine, and proximity to world famous theme parks. It checks all the vacation-planning boxes with both natural and man-made treasures. Commonly referred to as “Kissimmee-St. Cloud” area due to the short distance between it and the adjacent city of St. Cloud, Kissimmee is that Florida destination with a wealth of attractions, dozens of great outdoor areas, and hours of sunshine almost every day of the year making it the perfect choice for short vacations and long-term stays. For your accommodations, Owner Direct can provide vacation rentals that will help you get the most out of your Kissimmee trip in a hassle-free way.
Where to Stay & Why - Owner Direct offers a wide variety of vacation rentals in Kissimmee, even pet-friendly homes with spaces where your furry pals can run around. No matter which lodging you choose, it will surely have multiple rooms, furnished living areas, a fully equipped kitchen, private pools, patio with a BBQ grill, and parking space(s). Some homes even have a hot tub, games room, theater room with surround sound, a breakfast area, and a screened lanai.
Other amenities can include TV (some have them in every bedroom), cable, high-speed internet, free phone calls within the US and some countries, DVD player, AC units, fans, washer and dryer, and for those traveling with babies or toddlers, there are even homes that provide high chair, crib, and an extra Pack ‘n Play.
If you decide to stay in a condo rental or a villa in a gated community, you’ll have access to the community park, BBQ area, clubhouse, and common pool.
What to See & Do - If you’re here for theme parks, go to Disney World - “The Happiest Place on Earth”, or step onto the movie set in Orlando Universal Resort. For adrenaline-rush attractions, head to the Forever Florida Ziplines, Panther Pounce tower jump, or the Peregrine Plunge. You can speed across the water on an air-boat at Cypress Lake or go canoeing at Shingle Creek Regional Park. Love shopping? The city boasts several malls and outlets, like Perfume Paris and Nike Factory Store.
Kissimmee is also a haven for nature lovers, and home to varied bird species and wildlife. Kissimmee lakes are popular with anglers. Take a trip to Tohopekaliga Lake and explore the Floridian flora and fauna, or stay on land to check out other entertainment spots. Florida is famous for alligators, and you can admire the great reptiles at Gatorland. Observe thousands of different species by riding the Gatorland Express Railroad or Screamin’ Gator Zipline. You’ll find recreational parks with playgrounds, waterside piers, boat slips, and social spaces in Downtown Kissimmee. Old Town is both an amusement park and a shopping mall. It’s a retro recreation of decades past, giving visitors a nostalgic trip. For something educational, take the young ones and young-at-heart to the Museum of Military History and Green Meadows Petting Farm.
Where to Eat & Drink - Foodies love Kissimmee. Everything from steaks and BBQ, to Mexican and Chinese food, can be found close to the city center. For a special night out, try Medieval Times on Irlo Bronson Highway, where your meal is accompanied by medieval entertainment like jousting, in an actual castle. The Bahama Breeze Island Grille offers a taste of the Caribbean, while Cafe d’Antonio serves tasty Italian dishes in a beautiful lakeside setting. Dessert? Kids will be amazed seeing ice cream made with liquid nitrogen at Abracadabra Ice Cream Factory on Main Street.
How to Get Here & Getting Around - With three airports serving the Central Florida area, getting here is easy. You can get in via the Orlando International Airport (MCO), Kissimmee Gateway Airport (ISM), or Orlando-Sanford International Airport (SFB). If you’re driving, take exit 242 if you’re coming from the north, or exit 249 from the south. Those traveling from Daytona Beach or the Tampa Bay area can take the I-4.
Getting around Kissimmee using public transportation is easy, but having a car is an excellent option. If you intend on visiting several theme parks, plan day trips and outings to the coast or Cape Canaveral, you will be able to control your schedule.
When to Go - The fantastic Florida climate makes Kissimmee a great option at any time of year. The three high seasons are Spring Break (March to April), Summer, (June to August), and Winter (December to January). The city tends to be busier at these times and attractions like Disney World are packed. October is one of the best months for a vacation here. It’s still warm, the city is less crowded, and there are Halloween events at Universal Studios for adults and Disney World for children.
Looking for more inspiration on what to do during your Kissimmee vacation? View our travel guide for ideas to add to your trip!
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Near Disney Family Home, 3
Kissimmee: Regal Oaks: Townhouse in a gated community- 3 BDR
- 3 BA
- Sleeps 8
- #231461
$95 to $145 USD/night
Gorgeous gated community at Regal Oaks. This 2 story town home has free parking spaces outside, and amenities include an amazing community pool and great restaurant, gym, small shop, tennis courts. Disney is minutes away and the beautiful town of Celebration is next door. Old Town is within walking distance. -
Beautiful Luxury Home in
Kissimmee: Paradise Palms: Villa in a gated community- 5 BDR
- 5 BA
- Sleeps 12
- #224703
$250 to $395 USD/night
Welcome to this exquisite 5 bedroom, 5 bathroom vacation rental home in the popular resort community of Paradise Palms. This unit has attained the coveted Grand status for being professionally decorated. Nothing beats the weather in Florida. And, with your very own pool and spa, you’re sure to enjoy hours of fun in the sun while working on that perfect tan. This unit sleeps 12, with each bedroom having its own flat screen. With 5 bathrooms, everyone can get ready for the day at their own pace. One of the benefits of a vacation home is choosing when to dine in and when to dine out. For those times when dining in makes sense, this unit seats 3 at the kitchen bar, 8 at the dining room table and even has seating for poolside dining. The kitchen is elegant with upgraded tile and cabinets along with granite counter tops and stainless steel appliances. For your viewing pleasure, this units comes with a 55’’ flat screen. FREE WIFI is available to ensure you stay connected during your stay. There is a full-size washer and dryer, conveniently located within the unit. -
Vacation Home near Walt
Kissimmee: Calabria: House- 5 BDR
- 4 BA
- Sleeps 10
- #209716
$247 to $396 USD/night Located in one of the newest communities in Kissimmee area, this 2 story Vacation House offers everything to make you and your family or friends want to come back again and again. Fully decorated, this exclusive and luxurious 5 bedroom house accommodates up to 10 guests comfortably. There's a covered patio with pool, extended pool deck and furniture. Adults can enjoy a BBQ while kids have fun splashing around the pool. This property also features a conservation view, that will always remember you that you are spending your Disney vacation in calm and surrounded by nature place. However, if you want to take some moments to get in touch with real life, you can take advantage of the internet wi-fi. -
Killarney Way!
Kissimmee: Compass Bay: Townhouse in a gated community- 4 BDR
- 4 BA
- Sleeps 8
- #233640
$117 to $117 USD/nightLocated in the heart of Disney World Area. Shops, Outlets, Major Parks and Restaurants are within a short distance by car. At the clubhouse you can enjoy a swimming pool and there is also a playground for the kids. Entrance to the complex is gated - password specific for your safety. -
Beautiful Villa 4 BR/3 BA
Kissimmee: Lake Berkley: Villa in a gated community- 4 BDR
- 3 BA
- Sleeps 9
- #202509
$109 to $179 USD/night 
Beautiful and Family friendly 4 BR/3 BA pool Villa located in the popular vacation resort of "Lake Berkley" and only 10 minutes to DISNEY. Spacious light villa with 2 living and 2 dining areas, space for the whole family. The property has 1 King Master with private bath room featuring separate walk in shower and soaker tub, 1 Queen master with private bath and 2 Twin rooms with two twin beds each and a shared bath. It also has a fully equipped kitchen and washer and dryer for your convenience. Highchair, Crib and Stroller are provided for your use. DVD collection and Library. Make sure you get time to use the community facilities which boast a Fitness Center, Cyber Café, Games Room and the Pool Side Tiki Bar. There is also tennis, basket ball, volleyball, table tennis and even a stocked Lake with Fishing Pier and nature walks ..... Equipment rental at the Hapimag Clubhouse. Located only 10 minutes away from Disney this is a great place to vacation! -
Fantastic 3br Townhome in
Kissimmee: Emerald Island: Townhouse in a gated community- 3 BDR
- 3 BA
- Sleeps 8
- #206419
$89 to $159 USD/nightUPGADED. All New Laminate Floors and NEW Mattresses in all Bed Rooms. Fantastic Emerald Island Resort Town Home - your home away from home, for the family whilst on vacation, without having the added expense of a pool. This Town home has a tastefully decorated Queen master suite, a Full Bed room and a Twin room with two twin beds. This property has a fully equipped kitchen and washer and dryer for your convenience whilst on vacation. At the clubhouse enjoy the Two Large Pools, Whirlpool, Sauna, Fitness Center, Cyber Cafe and the Pool Side Tiki Bar. The Basket ball half-courts and Volley Ball Courts and Video Arcade. There is a Tennis Center and Equipment Loan. World Class Golfing 10 minutes away at the Orange Lake Country Club. DISNEY is only 10 minutes away and UNIVERSAL Studios only 25 minutes OR Stay in the Resort to relax, you can't loose! -
New!! 6br Luxury Pool
Kissimmee: Windsor Hills: Villa- 6 BDR
- 4 BA
- Sleeps 14
- #243429
$189 to $459 USD/night * Last minute deal available! * Only one neighbor beside - Super Privacy! * Steps to Club house/resort water park. This NEWLY RENOVATED 6 bedroom 3.5 bathroom 2800 sqft luxury home is located in famous Windsor Hill Resort, one of best upscale vacation home resort. It’s only 2.5 miles to Disney Theme Park and close to everywhere. It’s the BEST LOCATION. BRAND NEW furniture and appliance in 2018!! This 6 bedroom villa has 3 KING ROOM/2 FULL&TWIN ROOM/1 QUEEN BEDROOM and 1 Crib. All bedrooms include large LED TVs and are beautifully themed in stylish neutral tones, making them perfect for guests of all ages. We use high quality, ultra comfortable mattresses which you can only find it in 5 stars hotel. Our home is at one of the few premium location in Windsor Hills with highland lot. Private east-facing heated pool and SPA in screened lanai. Windsor Hills resort offers a lagoon style pool with a large water-slide, hot tub, air conditioned/heated game room, fitness center, movie theater, convenience shop, basketball courts, sand volleyball court, 3 themed playgrounds, putting green and tennis courts. It also offers discount tickets to theme parks and a shuttle service. This really is a dream home for guests sharing a perfect vacation in Orlando with family and friends, all at a fraction of the cost of staying in a typical hotel! - Safety & Security: Gated community with 24 hour security guard - 65' Smart 4K LED TV, HDTV in every room - Games room with pool table, Foosball and Air Hockey - Private heated pool and SPA in screened lanai (pool heater fee applied) - FREE long distance phone calls to USA, Canada - FREE 75MB high speed WiFi internet access - FREE baby gear included (full size crib, high chair, stroller) - FREE on site parking - Fresh towels and linens included - Fully equipped dine-in kitchen with stainless appliances - Large size washer and dryer included in unit - No check in required / secure key-less entry to unit - Our vacation home is managed by top property management company in Florida. To make your vacation as smooth as possible, below are some additional services to help provide both necessities and some luxury items that you may enjoy: Concierge, Hire Equipment, Grocery Delivery, Party Planning, Weddings, Private Chef, babysitting, Transportation -
Economy - Cozy - Small
Kissimmee: Emerald Island: Townhouse in a gated community- 3 BDR
- 3 BA
- Sleeps 6
- #226961
$139 to $223 USD/night This 3 Bed and 2.5 Bath vacation home rental accommodates up to 6 people comfortably. We know that a beautiful and comfortable place is very important for long or short stays, especially when your destination makes part of a dream to many people. This beautifully decorated holiday villa is the perfect vacation home rental to getaway and unwinds. A well-deserved vacation in the best location and all you need in an updated fully equipped home just waiting for you. The perfect vacation home rental for a family of 6. Come enjoy the many amenities Emerald Island has to offer. Emerald Island Resort is a prestigious gated and guarded community located right on Disneys' doorstep. Guests can utilize all the facilities provided within the resort, which include the clubhouse sauna, fitness center, games arcade, and Internet cafe, Free Wi-Fi around the pool areas, Tiki-bar, 2 heated community pools and spas, volleyball, tennis courts, basketball facilities, kiddie play areas, and much more -
Luxury Home Comforts
Kissimmee: Windsor Palms: Condo in a complex- 3 BDR
- 2 BA
- Sleeps 6
- #41979
$100 to $150 USD/night 
Why stay in a hotel when you can stay in a luxury condo with all the benefits of 3 bedrooms, two bathrooms, kitchen, dining area and balcony with the resort benefits of an Olympic size pool, children's pool, spa, gym, cinema, business centre, games room, tennis courts, children's play area and more? -
Great Villa on a Gated
Kissimmee: Crystal Cove: Villa in a gated community- 4 BDR
- 3 BA
- Sleeps 8
- #207543
$135 to $190 USD/night This villa has everything you need for a memorable vacation. Decorated to a high standard, each bedroom has a flat screen TV and there is also WiFi and a DVD player. Large kitchen is fully equipped and the villa has a washer and a dryer for your laundry needs. The Master bedroom has a king size bed and the large en suite bathroom is very impressive. The walk in closet has lots of space for your convenience. The second bedroom has a queen bed and an en suite bathroom, the third bedroom has a queen bed and a shared bathroom with the fourth bedroom which has twin beds. There are 2 dining areas, the nook table can seat 4 and the dining table can seat 6 and there is also 2 breakfast bar stools. There is plenty of seating in the screened in pool area with 4 loungers and a patio table with 6 chairs. The pool and spa are a great treat after a long day and they can be heated in the cooler months. Guests can also enjoy a large clubhouse which is directly across the road from the villa, featuring resort-style pool, fitness center, kitchen and game room. We supply a card key for the clubhouse entrance. Disney is only a 15 minute ride and Seaworld is approximately 30 minutes. Only 5 minutes to highway 192 where you will find lots of restaurants and stores. -
Spacious, Comfortable
Kissimmee: Paradise Palms: House in a gated community- 5 BDR
- 4 BA
- Sleeps 12
- #209516
$247 to $396 USD/night This house is fully furnished and features a good taste decor. Feel as comfortable as you do in your own home while at the same time, will take advantage of luxury and amenities you would have in a hotel. The kitchen is fully equipped with cooking utensils, refrigerator, dishwasher and microwave, which you can use to prepare delicious home cooked meal whenever you want that home cooking instead of eating at restaurants. The laundry room is equipped with washer and dryer. The spacious mezzanine can be used as a bonus room, and features a sofa bed and a large flat screen TV. It's the ideal place to gather kids to watch cartoons play video games or use the wireless internet connection. Considering that you will be in the sunshine state, if you decide to stay at home and take a break from Orlando parks and shopping, nothing will be better than gather family and friends for a dip in the private swimming pool and BBQ. You will certainly have a great day with comfort and privacy. Let this oasis host your family and friends on your Disney vacation! -
Florida Hills Pool Home
Kissimmee: Indian Point: Vacation Rental- 4 BDR
- 3 BA
- Sleeps 10
- #9454
$175 to $198 USD/night 4 Bedroom, 3 Bathroom Stunning Luxury Family Pool Home. ***Private Pool Area, Hot Tub, Heated Pool, Children's Pool, Games Area and Free High Speed Wireless Internet Access, Free Telephone Calls*** Fully Equipped and superbly furnished for the occupancy of up to 10 people with AIR CONDITIONING and Heating. Large LCD HD TV with HD and Digital Cable Channels in the lounge. All Bedrooms have TV's connected to Cable TV channels. 10 minute’s from Disney, 2 minutes from the Shops, Restaurants and Entertainment on the Highway 192. SeaWorld and Universal Studio's are within an easy Drive. The Extended Pool Area is fenced giving you privacy to enjoy the Large Heated Swimming Pool, Spa / Hot Tub and for our younger guests their own Children's Pool. The covered lanai gives you shade to enjoy an “Al-Fresco” meal around the patio table. An Electric BBQ Grill is provided. The Large Deck area with padded Chairs, Reclining Chairs, Loungers and Stools provides ample space to enjoy the Florida Sunshine. The Games Area has a Pool Table, Air Hockey Table, Table Football and Electronic Dart Board. We also provide 3 sets of Golf Clubs and Tennis Racquets for our guests use. Manual wheel chair for hire at the villa for those people who have occasional mobility problems at a small additional cost. Have the convenience of having a wheel chair with you when you arrive at the Parks saving you the walk to and from the rental office. -
Beautiful Sunrise Villa in
Kissimmee: Lindfields: Home- 3 BDR
- 3 BA
- Sleeps 8
- #238349
$121 to $143 USD/night 
Sunrise Villa is a luxurious getaway close to all major attractions in a quiet, private & gated community in the town of Kissimmee. We provide an amazing retreat for a great deal. We are only 25 minutes from the airport & a stones throw away from Walt Disney World Orlando. Sunrise Villa has the capacity to sleep 6 – 8 people, a private swimming pool with jacuzzi & much more. Located inside the small community of Lindfields Reseve you will feel far away from the hustle and bustle of Kissimmee while only being minutes away from all the prime areas. -
Peaceful and Serene
Kissimmee: Lindfields: House- 5 BDR
- 2 BA
- Sleeps 12
- #7884
$155 to $220 USD/night Our home is situated on a small lake with a natural preserve behind that. We have a over sized pool which I have not seen any close to its size down here. The back of the house will have you wanting to spend all your time there and you may decide to skip the parks entirely. We also offer a Large Plasma TV in the family room and a LCD TV in each of the bedrooms. A computer with Internet access and free phone calls to the USA and Canada give you all the amenities of your own home. The size of the home is ideal for 2 or 3 families (sleeps 12) and has vaulted ceilings throughout for added spaciousness. The family room has a 27 inch TV, VCR and cable. The adjoining kitchen is modern and fully equipped. There are TVs in 2 of the other bedrooms. You can enter the pool area from the master suite, family room and full bath. The pool has a Jacuzzi which cascades into an oversized and illuminated pool which is 18 x 38 feet. A gas BBQ grill is located off of the lanai. There is a security alarm for the patio doors to the pool. -
Lake Front / Minutes to
Kissimmee: Sunset Lakes: House- 4 BDR
- 2 BA
- Sleeps 10
- #129578
$157 to $165 USD/nightThis is a spacious lake front home located in an upscale gated community. It comfortably sleeps up to 10 people. There is a private screened pool and a game room. There is free password protected WiFi. It is conveniently located just minutes from Walt Disney World, Universal Studios, and all other major attractions. There are many restaurants and shops just a few blocks away. There is a fishing dock and children's playground within the community. -
1.5 Mile to Disney 3br/3ba
Kissimmee: Crestwynd Bay: Townhouse in a gated community- 3 BDR
- 3 BA
- Sleeps 8
- #234421
$77 to $145 USD/night Welcome to our newly furnished townhouse. It is professionally renovated and managed with new furniture, bedding, kitchen, bath items and electronics. This home has 3 Bedrooms, 3 Bathrooms, Sleeps 8, Free Internet WiFi, HDTV, Wii, Stroller, Crib BEST LOCATION. Only 1.5 miles from Disney World. If you like to go Disney, there is no better location. Close to everywhere - Supermarket, Restaurant, Golf Course, Shopping Center, etc. Disney parks are busy - Don’t waste your valuable time on traffic. 5 STAR SERVICES. Our vacation home is professionally managed by the top Property Management Company in Disney Vacation Home Resorts Area. We spend more money to get you the BEST service. Because you are our guests, we care about your vacation and we want you to be 100% satisfied with our vacation home. SAFETY & SATISFACTION GUARANTEED. We have been in Vacation Home Rental business for many years with hundreds of happy guests. We know what you need and we care about what you think. YOU HAVE EVERYTHING YOU NEED! - HDTV in every room with 100+ HD Channels - FREE high speed WiFi internet - FREE pack’n’play crib, high chair, stroller - FREE On-site parking - Fresh towels and linens included - Fully equipped dine-in kitchen with stainless appliances - Laundry Room with full size washer and dryer, iron table - Heated Swimming Pool in community (only 1 minute walk) - Downstairs Bedroom With Shower Bathroom - Easy for seniors and people with disabilities - Safe and Peaceful Community Resort; Security Key-less Locker, easy to check in! ( Pets not allowed, non smoking only ) SAFETY & SATISFACTION GUARANTEED ! As full-time vacation home owners, we have been in this business for many years with hundreds of happy guests and 100% positive reviews. We know what you need and we care about what you think. Book from us, your satisfaction is guaranteed! -
Superb 3 Bedroom Townhouse
Kissimmee: The Villages At Mango Key: Townhouse- 3 BDR
- 2 BA
- Sleeps 6
- #77875
$77 to $86 USD/night Our lovely Vacation villa is set in the tranquil gardens of a gated community, 10 minutes from Disney and 25 minutes from Seaworld and Universal Studios and less than 5 minutes to all the Restaurants and Designer shopping outlets on highway 192. Consisting of 3 bedrooms including a master en-suite bedroom,a large through lounge diner and fully equipped kitchen. We have installed high speed wireless throughout our home which is also fully air conditioned and there are ceiling fans in all rooms. Our home is furnished with linens and towels together with a starter supply of toilet paper and bathroom soap. Replenishment of these supplies and provision of other supplies including, but not limited to, dishwasher soap, paper towels ,washing powder, trash bags etc is the responsibility of the guest Our phone provides free calls throughout the USA, Canada and Puerta Rico A fully screened Lanai with sun Loungers, table and chairs at the rear, perfect for those quiet moments in the morning or a nice relaxing drink in the evening. There is a beautiful heated swimming pool, hot tub and large sun deck for sunbathing. The master en-suite bedroom consists of a queen bed, New 32" flat screen HD TV and walk in closet and a floor safe. Upstairs are two twin bedrooms with new Flat screeen HD TV's and walk in closets, The second full bathroom is also upstairs. The Lounge has a new Sofa and love seat,tables and lamps together with a new 32" flat screen HD TV, a DVD player and a CD/Radio. There are parking bays are at the front of our home for your vehicles. From the lounge window you can see the real Florida with a vast area of forestry and wildlife. We have seen a wide variety of birds and a giant turtle ourselves. We have a large number of guests returning year after year to enjoy the peace and tranquility we offer together with our easy access to all theme parks,attractions and many golf courses. Our top tip = Consider taking a break during your day at the parks by returning to our resort for a quick swim or a dip in the pool, a relaxing hour or two on the pool deck will help ensure you have the energy for a late night at the parks -
Near all the Orlando
Kissimmee: Legacy Dunes: Condo in a gated community- 4 BDR
- 2 BA
- Sleeps 10
- #208540
$89 to $129 USD/nightNewly remodeled 4 bedroom condo 4 miles from Disney World. Literally 10 minutes from everywhere. Disney , Epcot , Animal Kingdom , Hollywood Studios , Celebration , Sea World , Universal Studios . Busch Gardens at Tampa is one hour drive . Gated community with free parking . Resort style swimming pool with fountains , tennis courts , fitness center , clubhouse, and children's playground. There is a cafe which serves a variety of fast foods and snacks . The condo has a screened balcony with a children's playground, lake and fountain view. It is fully furnished and fully equipped . Near enough the theme parks to come back for lunch and return to the theme parks later for the fireworks . Special rates for monthly and long term lets apply . Swim, play tennis, volleyball or basketball at Legacy Dunes itself or use the golf driving practice net . Walk and relax by the lake. Go to the gym or the clubhouse and games rooms . Orlando Kissimmee is a great location for a family holiday, with easy access to Florida's big attractions - Disney World , Busch Gardens ,Hollywood Studios , Islands of Adventure and Universal Studios . The amazing and awe-inspiring Typhoon Lagoon, and Blizzard Beach water parks are nearby . There are also rides through the Florida Everglades and plenty of children-friendly activities to keep everyone happy . The area has some excellent beaches , among them the white sandy beaches of Clearwater Beach on the Gulf coast and Cocoa Beach and Daytona Beach on the east coast. If it's nightlife you are looking for then there are plenty of attractions such as Downtown Disney , Universal Studios , City Walk , and Kissimmee main street along with the night clubs and restaurants on International Drive . Most people come for the theme parks . Visit Discovery Cove and swim with the dolphins . You could play golf nearby. There is a wide choice of golf courses , including a Nick Faldo course or visit nature reserves . Another must is to visit Busch Gardens at Tampa Bay - an hour drive . -
Windsor Hills Luxury Villa
Kissimmee: Windsor Hills: Villa in a gated community- 6 BDR
- 4 BA
- Sleeps 16
- #207232
$225 to $375 USD/night Our spacious family villa features 3500 square feet of luxury living space with 6 bedrooms and 4 bathrooms which can accommodate 16 comfortably. Our private villa also offers a screened in swimming pool with hot tub and a covered patio area. You can BBQ on our gas grill while watching the kids swim in the pool. Our villa is located in the Reserve section of Windsor Hills, a gated resort. Windsor Hills resort offers a lagoon style pool with a large waterslide, hot tub, game room, fitness center, movie theater, convenience shop, basketball courts, sand volleyball court, 3 themed playgrounds, putting green and tennis courts. Our villa is located 5 minutes from Walt Disney Theme Parks and minutes from Sea World, Universal Studios, Legoland, golf and many other popular Florida attractions. Windsor Hills offers discount tickets to theme parks and a shuttle service. -
Stunning Lake Views, only
Kissimmee: Oak Island Harbor: Villa- 4 BDR
- 3 BA
- Sleeps 8
- #202871
$200 to $200 USD/night Welcome to the house by the lake, a beautiful newly renovated villa, fully air conditioned, overlooking a magnificent lake offering executive living at affordable prices. If it's relaxed living and plush surroundings that you are looking for, then this villa has it all and only 2 miles from Disney! You too can enjoy our comfortable home whilst enjoying your Disney World, Sea World, Universal Orlando and Busch Gardens vacation. The home is equipped with just about everything to make your vacation experience a memorable and enjoyable one. Close enough to everything but in a tranquil neighbourhood perfect for your relaxation. -
Award Winning Vacation
Kissimmee: Emerald Island: Villa in a gated community- 4 BDR
- 3 BA
- Sleeps 8
- #202884
$140 to $203 USD/night Our beautiful Disney Vacation Villa rental, a fabulous holiday rental home with private pool, is set in Emerald Island Resort. Minutes from the Theme Parks the luxury accommodation of our holiday home at Emerald Island is the ideal place from which to explore and enjoy all the Orlando attractions and other entertainment Florida has to offer. The 2 story executive style Villa with 4 bedrooms 3 bathrooms,has been thoughtfully furnished by it's owners to the highest standards creating a vacation home with a stylish contemporary feel and ensuring plenty of individual living space. The entire vacation home is air-conditioned and tastefully decorated with cable TV's throughout, with a family room-sitting room- formal dining area - breakfast nook fitted kitchen and games room. The private villa overlooks a conservation woodland nature reserve and the private pool area is not overlooked by other properties from the rear. *4 Bedrooms; * King * Queen * Double *Twin *3 Bathroom, *Private Pool (S/e aspect) * extended Sundeck * Free standing SPA *Games room * Pool * Foosball * AirHockey * Basketball * Darts * PS2 * Xbox 360 * Games * Books *Family Room * 42'' lcd hd TV * Free access to Hundreds of Movies * Free Phone * Free Wi -Fi *Dining Room * Living room * Breakfast nook * Covered lanai * Baby High Chair * Two baby Cots * Baby Monitor*All Linens * Towels * Pool towels The Villa delivers the 'WoW' factor -
Bright and Luxurrious
Kissimmee: Terra Verde: Villa in a gated community- 7 BDR
- 1 Loft
- 6 BA
- Sleeps 16
- #209882
$195 to $377 USD/nightWelcome to our vacation home. This lovely villa is a bright and spacious vacation home with over 3000 sq/ft and 4 master suites. All the master suites have their own private bathrooms. Comfort and convenience are the hallmarks of this home. Premium cable TV, high speed Wi-Fi Internet access and free domestic calling are included. Our professional management company is on-call 24/7 on emergency. On the first floor you'll find family room with comfortable seating and a large cable TV, DVD, and CD stereo system all with surround sound; a fully equipped kitchen, large dining area, laundry room with washer and dryer, half bathroom, a queen bedroom and a huge king master suite overlooking the pool area. On the second floor there are three additional king suites, two twin bedrooms and the 5th bathroom. All bedrooms have cable TV and DVD's. Outside is a huge southwestern facing deck and covered lanai with in-ground pool and spa with a beautiful view of the lake. This is generously equipped with outdoor furniture, including loungers and a table with seating. The pool is heated on demand and has an underwater light. It also has a child safety fence. The villa is sited in a gated resort community. Security guards are on duty 24/7. It is conveniently situated near a great selection of restaurants and recreational activities. The resort amenities include a walk-in swimming pool with spa, movie theater, playground, fitness room, meeting room, mini-golf, tennis, basket ball, and beach volleyball along with a clubhouse. Wednesday is movie night. Complimentary coffee and tea are served in the club-house. The club is well managed. Many our guests found it is a good place to relax, know new friends, and have fun. The villa is only 10 minutes from Walt Disney World, and around 1-hour to either the east or the west coastlines. Rental rates are between $1,200 and $2,599 depending on date and season and also the number of people in your party. Want to watch Sunset, and fish in the backyard. This villa is for you. -
Crystal Cove - Kissimmee
Kissimmee: Crystal Cove: Condo- 4 BDR
- 3 BA
- Sleeps 8
- #229792
$140 to $150 USD/nightLooking for a dream vacation. This is the perfect vacation home for you that offers all comfort and privacy you need. Beautifully furnished and contemporary decor 4 bedrooms home is very spacious and features your own private pool. This comfortable vacation home at Crystal Cove Resort will make you feel at your home away from home. With your batteries recharged after a great night sleep on the comfortable bed, you will be ready to choose among the many things to do in Orlando just minutes away. Crystal Cove guests will enjoy its close proximity to Lake Toho, dining, shopping and entertainment. Approximate driving distances: Disney World - 15 minutes Universal Studios - 20 minutes SeaWorld - 20 minutes Orlando Premium Outlets - 30 minutes Daytona Beach - 1 hour and 30 minutes Guests can ask for Pool Heat or/and BBQ. Contact us for more information. About the Condo: Crystal Cove offers guests a large clubhouse featuring a resort-style pool, a fitness center, communal kitchen and games room. -
New 2016 8 Bed Executive
Kissimmee: Windsor At Westside: Villa in a gated community- 8 BDR
- 6 BA
- Sleeps 17
- #226561
$320 to $475 USD/nightOur luxury vacation home is on one of the largest plots in this brand new gated community Windsor at Westside (opened January 2016). The property is just around the corner (two minute walk) from the club house and its fantastic amenities (large pool, kiddies pool/splash area, hot tub, lazy river, play area equipment, football pitch, beach volley ball pitch, tennis court, basket ball, gym, indoor games room, shop, tikki bar etc.) It is one of the few properties with a South West facing pool and spa to ensure you get the sun until dusk. FREE WIFI throughout the villa. Windsor at Westside is ideally placed just 5 miles away from the edge of the Disney World estate and well placed by the surrounding road network to easily travel to all the other Theme Parks Orlando has to offer with many golf courses only a short distance away. The community is located close to shopping and dining outlets with Publix Supermarket/ local medical centre / bank only a 5 minute drive away. The community is only 30 miles from the Orlando International Airport. DOWNSTAIRS * Open plan large kitchen / dining / living room space. * The kitchen comes fully equipped with kettle, coffee machine, microwave, blender, toaster, electric tin opener and all the glass ware, dish ware and cutlery needed for 18 people. * Expandable Dining Table for 16 guests and an breakfast bar seating an additional four guests. * Living area with large sectional sofa and two accent chairs with 60" LED SMART TV with Cable and DVD Player plus Smart Keyboard to more easily surf the internet. * Sliding doors leading out to the SOUTH WEST FACING Pool (20' x 13') and Spa with complete outdoor furniture and pool toys under a covered Lanai. For a small extra cost the spa and pool can be heated. * Bedroom 1 - King master suite with en-suite with private pool access and two walk in wardrobes. We also have a crib / cot and high chair for guests to use. LED Smart 32 inch TV with cable channels. * Bedroom 2 - Queen bedroom with en-suite. LED Smart 32 inch TV with cable channels. * Laundry room with Washer / Dryer / Ironing facilities * Double Garage converted in to a games room with a dart board, pool table and air hockey which converts into a table tennis table. UPSTAIRS * Loft living area with large sectional sofa, desk, table and chairs 60" LED SMART TV, cable channels, Playstation 4, 2 hand sets with separate charger for wireless use, DVD / Bluray player plus SMART Keyboard. * Shuffle board table, foozeball, mini kitchenette with drinks fridge and popcorn maker. We also have a selection of video games, board games and DVDs to keep your family entertained. * 3 King bedrooms with en-suite and LED Smart 32 inch TV with cable channels. * 3 Double Twin bedrooms (which we can convert in to a short King bed) with shared bathroom facilities, each containing LED Smart 32 inch TV with cable channels. RESORT AMENITIES * 10,000 sq feet Clubhouse with State of the Art Fitness Centre * Resort-style large Pool, Kiddies splash area, Hot Tubs and Lazy River and Tiki Bar * Beach Volleyball Court & Multi-Purpose Sports Courts * Outdoor covered children's play area * Arcade & Shop Our villa is certainly a home away from home and we along with our management company will make sure that your stay exceeds your expectations. Experience true luxury Floridian living during your stay. -
Lake View Villa - Relax in
Kissimmee: Crescent Lakes: Villa- 7 BDR
- 4 BA
- Sleeps 16
- #201887
$225 to $256 USD/night 
Lake View Villa - Relax in this quiet Sub-division This 7 bedroom home offers everything you need and more... once you have booked with Owner direct you will be talking with the owner of this home who will offer every assistance possible to make your vacation just right... WE LOVE FLORIDA AND WE WANT YOU TO ENJOY IT AS MUCH AS WE DO Free Local, Long Distance & International Calls, Pool, Extra Large Jacuzzi / Spa with separate Kiddie Pool, Deep cushioned Patio Furniture, TV's in all bedrooms, iDock (iPod Docking Station) TV, Nintendo Wii & PlayStation2 with games in Snug room , Games Room with Pool, Air Hockey and Foosball, Baby package, including Cots/Cribs, Highchairs, Strollers and Stairgates- all free, Safe (free of charge), Pool safety fence, Alarms on all doors leading to pool, Board games, ..... and lots of additional extras. Crescent Lakes is great for families, as there are basketball/volleyball courts, children's play areas, and BBQ areas. Shops, restaurants and supermarkets are less than five minutes away. Twenty minutes to the majority of Orlando's attractions, including Disney World, Sea World, and Universal Studios. Ten minute drive to several golf courses. Crescent Lakes is adjacent to a nature preserve. -
Sunny South Facing Private
Kissimmee: Windsor Hills: House- 6 BDR
- 4 BA
- Sleeps 14
- #241446
$145 to $600 USD/night Situated in the Windsor Hills resort community about 2 miles from Disney, this 6-bedroom, 4-bath vacation rental home specializes in providing fantastic Florida vacations. With 2,812 square feet and accommodations for 14, guests can enjoy not only the private pool and spa in the enclosed lanai but also the unbeatable community amenities, including a lagoon pool, water slides, arcade and more. With an ideal location and fun for the whole family, all the magic of Disney is yours to discover. THE PROPERTY Master Bedroom 1: King Bed | Master Bedroom 2: King Bed | Bedroom 3 (Adventure Room): 2 Twin Beds | Bedroom 4 (Paris Room): 2 Twin Beds | Bedroom 5 (Sea Explore Room): 2 Twin Beds | Bedroom 6: Queen Bed | Additional Sleeping: 2 Folding Beds The Windsor Hills gated community features manicured lawns, a community pool with zero entry, a spa, as well as a snack bar, game room and exercise facilities. Between the cushioned lounge chairs, water slides and fountain water jets, there is something to keep everyone comfortable and entertained during your stay. This private home includes a private backyard with a south-facing pool and Jacuzzi spa within an enclosed lanai. Enjoy a soak in the hot tub or a dip in the pool, and when you're finished, step through the luxury French doors to enjoy all the comforts of home. Inside you'll find fabulous upgrades, from fresh paint and brand new light fixtures to new fans, furniture, and accessories. Additional amenities include wireless internet access, 7 flat-screen cable TVs and a washer and dryer. Prepare home-cooked meals with ease in the fully equipped kitchen, featuring quartz countertops, wood cabinetry, and stainless steel appliances. Dine at the kitchen 4-person table, the dining room 6-person table, or outside at the 6-person outdoor dining table. After dinner, head out to the game room in the garage where you'll find a pool table with a ping pong table-top, foosball and dartboard. For rest, 6 spacious bedrooms host new mattresses and box springs to sleep 12, while 2 separate folding beds sleep 2 additional guests. Two pristine full bathrooms showcase spa-like tiled showers, quality wood cabinetry and quartz countertops. THE LOCATION From this Kissimmee home, you're just minutes away from the magic of Disney as well as local shops, quality restaurants, beaches, walking trails and more. Hit all the Disney parks about a ten-minute drive away or less, including Animal Kingdom theme park, Magic Kingdom Park and Hollywood Studios. For more thrills, head to Universal's Island of Adventure and board the Jurassic Park River Adventure. When you tire of the parks, enjoy a quiet afternoon on the ChampionsGate Golf Course or get out on the water on a chartered fishing trip. Nearby you can spend the day shopping at the outlets, and in the evening, experience fine dining and first-class service at Bull and Bear Steakhouse at Waldorf Astoria Orlando. -
Newly Renovated Cozy
Kissimmee: Cumbrian Lakes: Villa in a gated community- 4 BDR
- 3 BA
- Sleeps 10
- #202000
$110 to $160 USD/night Located only 6 miles from Disney at Cumbrian Lakes Resort, a 24 hour gated community with many resort amenities. • 2 master en-suite with 23' LCD cable HDTV. • 2 sets of twin bedrooms with 22' LCD cable HDTV. • Sleeper sofas in family room with 42' LCD HDTV. • Game room with pool table and ping-pong tennis table• Free phone calls to local, domestic and Canada. • Free wireless high speed Internet access. • Large screened private pool with extended large porch and Lanai. ****Please note that we are unable to accommodate last minute bookings less than 14 days in advance. -
Spacious Villa, 5 Bedrooms
Kissimmee: Calabria: Villa- 5 BDR
- 5 BA
- Sleeps 10
- #238971
$175 to $265 USD/nightWELCOME to a new villa within the exclusive Calabria community. The 5 bedrooms and 4.5 bathrooms have been finished to a very high standard and the villa offers all the amenities for your perfect holiday. The house overlooks conservation land, an enviable location that is both beautiful and tranquil. The fully fitted kitchen includes a full size fridge/freezer with icemaker, a range, microwave oven, dishwasher and a waste disposal. Small electrical appliances include a toaster, a blender & a coffee maker. Plus ample crockery, glassware, and cutlery including plastic ware for the poolside. Our upstairs theatre room offers the utmost in comfort with reclining sofas and an 80" LED TV with Sony Blu-Ray Home Theatre and NetFlix. (discs not supplied) The downstairs leisure room has a 50" LED TV with NetFlix, cable and a Blu-Ray player. (discs not supplied) The gameroom has a full size pool table, foosball table, air hockey table and TV. Laundry area, with full size washing machine and separate tumble drier. The first master bedroom is located downstairs and has a king-size four poster bed, and TV with DVD. The en-suite has a bath with shower, basin and a separate toilet with a second basin. There is access to the pool area from this bathroom. Ideal for early morning swims. The second master bedroom is located upstairs and has a king-size bed and TV with DVD. The en-suite has a bath, a separate shower, his and her basins and a toilet. Bedroom 3 has a queen sized bed and TV with DVD. The 3rd bathroom is conveniently positioned right next to this bedroom. Bedrooms 4 & 5 contain 2 twin beds each and share an ensuite bathroom. Both bedrooms have a TV. The house is fully air-conditioned (it can be switched to heating if the nights get too cool). Wireless Internet is available throughout. The internet is the FASTEST available for the area (currently 15M). We hope you will enjoy our wonderful screened pool and spa area. There are lush padded sun loungers for relaxing and an outdoor table and chairs for alfresco meals. To comply with our Florida State Licence and our guests peace of mind the villa has the following safety features including smoke detectors, fire extinguishers, emergency lighting and safety alarms on all doors and windows leading to the pool & spa. Additionally, for added peace of mind, we have cameras covering the front and sides of the villa. These are not routinely monitored but, in the unlikely event of any suspicious behaviour, video files can be retrieved and examined. We respect our guests' privacy, so there are no cameras inside the villa or around the pool area. There is a safe available for guests to use at no additional cost. Two portable 'pak n play'/travel cots (linens are not provided) and two highchairs are available in the home. -
Stunning Lake View Orlando
Kissimmee: Crescent Lakes: Villa- 5 BDR
- 1 Den
- 3 BA
- Sleeps 12
- #54733
$195 to $240 USD/night Stunning Lake view home in an exceptional location with more privacy and seclusion than most homes in the Orlando area which means that my guests can relax and unwind in a unique and tranquil setting whilst still being close to all the area's main attractions. Wonderful Lake View Florida Vacation Rental Home near Disney. Our lovely Orlando Disney area rental pool home in Kissimmee has a wonderful lake front pool terrace, spa, lanai & it's only 15 minutes to Disney. Games Room with 8ft pool table etc; Wireless HI-Speed Internet, Large Screen TV, Cable TV all rooms, 2 lounges & luxurious furnishings. Calla Lily is extremely spacious & built on natural wooded conservation areas in the highly sought after, tranquil development of Crescent Lakes in Kissimmee. Calla Lily is a beautifully furnished home, very luxurious, spacious & comfortable and it’s set in an enviable location with fabulous lake views from the pool terrace. It is excellently maintained & regularly updated and our wonderful management company will be available to look after you during your stay. Our home is really popular as guests just love the house and the idyllic surroundings and I have received excellent reviews from my previous guests. The unique setting and the spacious homes on large lots was the reason we decided to buy a home on Crescent Lakes. It's the ideal environment to spend time relaxing and enjoying your vacation time. The pool terrace has a large covered lanai area and a large pool & a spa. Calla Lily is a very open & spacious house and the Family room has a 55" HDTV with upgraded Cable package, DVD with a selection of movies plus there are flat screen TVs in all bedrooms and living areas. There is a fully equipped kitchen with breakfast nook, 2 Living rooms, a Dining room, a large relaxing den area upstairs, a laundry room with washer & dryer etc; and a Games Room with Pool table, Air Hockey and Foosball. Our beautiful Kissimmee Vacation Rental Home is a high quality, luxuriously furnished home with lots of space plus it is built on an over sized lot with no other houses immediately on top of you which is quite unusual for the majority of homes in the Orlando Disney area and offers the maximum privacy & seclusion. The private pool backs onto a lake so it's nice & private for when you just want to relax & enjoy the Florida sunshine. Our home has Complimentary National & International calls, a Games Room, Wireless Internet, Baby Equipment, a Gas BBQ Grill, a Fully Monitored Alarm system, it's fully Licensed plus there's a 24 Hour security patrol for your added peace of mind. Communal facilities include children's' play areas, basketball, volley ball and tennis courts and a BBQ area. -
Lake Berkley Vacation
Kissimmee: Lake Berkley: Villa- 3 BDR
- 2 BA
- Sleeps 6
- #201215
$100 to $139 USD/night -
Large 5 Bed Villa with
Kissimmee: Emerald Island: Villa in a gated community- 5 BDR
- 4 BA
- Sleeps 12
- #226565
$180 to $315 USD/night Pamper yourself in this luxury Emerald Island Resort villa located 3 miles to Disney World. Offering outstanding amenities at affordable prices, this luxury villa with private west-facing pool and spa accommodates 12 guests in sheer comfort and luxury in 5 bedrooms consisting of 2 queen master suites and 3 kids bedrooms. Features •Privately owned spacious family villa only 5 minutes to Disney World - only 3 miles to Disney •2800 sqft of luxurious fully air conditioned living space •Sleeps up to 12 adults/children, ideal for 2-3 families. •5 bedrooms & 3 bathrooms including: • 2 x master en-suites with queen sized beds 1 x bedroom with a full size bed 2 x twin bedrooms with 2 twins each - A sleeper sofa in living room •Large family room leading onto large pool deck •Flat screen TV's, DVD players in master bedrooms, family room and living area •Quiet Living Room to front aspect with 2 large sofas •Fully equipped luxury kitchen with refrigerator & ice maker •Breakfast Nook with table & chairs for 8-10 •Dining Area off Living Room with seating for 8 •Covered lanai with infant pool safety fence •Swimming pool & spa with Sun Loungers •Utility room with washer, dryer, iron & ironing board •Free local calls •All linens and towels supplied •Pack 'n play for babies •Infant High Chair and stroller •Locally managed and maintained - 24 hour emergency service Resort Amenities: With its impressive entrance and manned gatehouse, you enter to find a delightful sub tropical landscape surrounding the Emerald Island resort. The clubhouse offers an array of complimentary amenities available to all guests staying at our home. You can stay in shape in the state-of-the-art fitness room; go for a walk in community nature walk areas; have a barbecue; stay in touch using the community IT Center; meet your clients in resort meeting rooms or enjoy a game of volley ball. Kids will have hours of enjoyment in the Children's playground as well. On those evenings when you don't feel like cooking, you can visit the many near-by restaurants. Location: •Disney World - 3 miles •Celebration Golf Club - 5 miles •Sea World - 14.5 miles •Universal Studios - 17 miles •Orlando International Airport - 24 miles •Kennedy Space Center Visitor's Center -50 miles •Cocoa Beach - 55 miles -
Air-Conditioned Game
Kissimmee: Emerald Island: Villa in a gated community- 7 BDR
- 5 BA
- Sleeps 16
- #209437
$240 to $425 USD/night3 Miles from Disney in exclusive Emerald Island gated resort community Air-conditioned Theater with 100" screen and game room with pool table 7 bedrooms, 4.5 bathrooms * 2 Master suites with King size beds, 2 Queen Bedrooms and 3 themed kids rooms * Large 40' x 23' pool area South facing pool deck Deep 40' x 10' screened lanai with fans No per person charge Free supply of gas for the grill High quality linens and towels provided Free secure wired/wireless internet Free phone calls within US and to many countries Full-size crib and an extra Pack ‘n Play Large LCD TVs in every bedroom, family room and game room (7 total) PS3 with many games Video Games and books Kids movie library 24x7 Monitored Security Accommodates up to 16 guests comfortably * Fully equipped kitchen * Separate Family and Living Rooms * Close to many golf courses and shopping centers * Discounts for last minute and multi-week stays -
Brand New Beautiful 4
Kissimmee: Storey Lake: Townhouse in a gated community- 4 BDR
- 3 BA
- Sleeps 10
- #238113
$144 to $251 USD/night BRAND NEW!! GREAT LOCATION. CLOSE TO ATTRACTIONS, SHOPPING, GROCERIES, RESTAURANTS!! Property Type: 4 Bedrooms / 3 Bath Townhome with Private Splash Pool Floor Area: 1800 sq. Ft. Location: Storey Lake Resort, Disney Area General: 4 Bedrooms 3 Bathrooms 1800sq ft of living space Private screened splash pool with covered lanai Master Suite with King Size bed Large flat screen TV in living room + DVD player. A large fully equipped kitchen with stainless steel appliances, including range, microwave, dishwasher and granite counters / breakfast bar. Washer and Dryer Hairdryer Iron and Ironing Board Free Internet Access Wifi Linens and Towels provided Bedding: King, 2 Queen beds, 2 Bunk Beds Downstairs: - Fully equipped kitchen - Living room with a Large Flat screen TV and a dvd player. - Private screened in splash pool with covered lanai and patio furniture - Dining Area + Breakfast bar - Guest Bedroom #1: Queen size bed - Guest Bathroom #1: Toilet, Shower, Single Vanity with Granite Top Upstairs: - Master Bedroom: King size bed - Master Bathroom: Combination Tub/Shower, Toilet, Dual Vanity with Granite Top, - Guest Bedroom # 2: 1 Queen bed - Guest Bedroom # 3: 2 Bunk beds - Guest Bathroom # 2: Toilet, Shower, Dual Vanity with Granite Top - Laundry Room: Full size washer and dryer, Iron, Ironing board -
Lake View Villa - One of
Kissimmee: Crescent Lakes: Villa- 7 BDR
- 1 Den
- 4 BA
- Sleeps 16
- #115717
$246 to $270 USD/night This 7 bedroom home offers everything you need and more... once you have booked with Owner direct you will be talking with the owner of this home who will offer every assistance possible to make your vacation just right... WE LOVE FLORIDA AND WE WANT YOU TO ENJOY IT AS MUCH AS WE DO Free Local, Long Distance & International Calls, Pool, Extra Large Jacuzzi / Spa with separate Kiddie Pool, Deep cushioned Patio Furniture, TV's in all bedrooms, iDock (iPod Docking Station) TV, Nintendo Wii & PlayStation2 with games in Snug room , Games Room with Pool, Air Hockey and Foosball, Baby package, including Cots/Cribs, Highchairs, Strollers and Stairgates- all free, Safe (free of charge), Pool safety fence, Alarms on all doors leading to pool, Board games, ..... and lots of additional extras. Crescent Lakes is great for families, as there are basketball/volleyball courts, children's play areas, and BBQ areas. Shops, restaurants and supermarkets are less than five minutes away. Twenty minutes to the majority of Orlando's attractions, including Disney World, Sea World, and Universal Studios. Ten minute drive to several golf courses. Crescent Lakes is adjacent to a nature preserve. -
Magic Landing - 4br Pool
Kissimmee: Magic Landings: Villa in a gated community- 4 BDR
- 3 BA
- Sleeps 8
- #243542
$119 to $199 USD/night4BR 3BR Single Family Home with private pool, Lake View, 2 Master Suites and Games Room in Magical Landings. Be the First to Stay & Review. Enjoy to be away from the Hustle & Bustle of the Tourist Area but being close enough for easy access to all the Major Orlando and Central Florida Attractions. Right Across from Osceola Heritage Park and Silver Spurs Arena, and close to Lake Nona Medical City. Bright and friendly, with Tiles through out this home welcomes you to enjoy your Central Florida Vacation. Screened in, partially covered Patio with Lake View. Private Games Room. BEDROOM CONFIGURATION: 1 Master QUEEN Bedroom with private bath, TV 1 Master QUEEN bedroom with private bath, TV 1 QUEEN Bedroom, TV 1 TWIN Bedrooms, TV 1 shared bath with shower/tub combo There is a Games area in the garage with Pool table. AIR CONDITIONING (Air Conditioning / Heating) and Free Wifi Internet throughout the house. POOL HEAT can be added at an addtl charge of $20/day +tax - inquire with us. PARKING: Space available for 2 cars ONLY on driveway NO RV's, Trailers, Boats, Campers, Oversized or Commercial Vehicles are allowed to be parked at any time. NO Parking on street between 12 midnight to 7am, NO Parking on Sidewalk or lawn. You will be towed! -
Luxury 6br Windsor Hills
Kissimmee: Windsor Hills: House- 6 BDR
- 4 BA
- Sleeps 12
- #244182
$189 to $459 USD/night Welcome to this newly renovated 6 Bedrooms Home At Windsor Hills Resort With Private Pool, Game Room LAST MINUTE DEAL AVAILABLE!! NEWLY RENOVATED & LUXURY ! You will definitely love this house. We have furnished the home to highest standard and choose only high-quality furniture and appliances - Because we understand how important for you to have all those comforts of home after a long day at Disney. You don't want to screw up your vacation by a cheap mattress or broken furniture. BEST LOCATION and AMENITIES Only a few minutes away from Disney, the most popular "Windsor Hills Resort" is simply the BEST combination of location and facilities. A huge Resort-Style Pool, Water Slides, Hot tub, Game Room, Tennis Court, Spa, Fitness Center, Theater Room, Basketball Court, etc. All of this is INCLUDED when you stay with us and is only a few minutes’ walk. And lots of extra services, such as discounted Disney tickets, shuttle to park, available at resort welcome center. WE PROVIDE EVERYTHING YOU NEED ! - East Facing Heated Pool and SPA in screened lanai, Our villa is one of the largest highland corner lots, far from neighborhood - 6 luxurious bedrooms with 3 KING/1 QUEEN/4 TWIN - Gated community with 24 hour security guard - Games Room with pool table, Foosball and Air Hockey - Large HD TV in every room - FREE high speed WiFi internet - FREE full size crib, high chair - Fresh towels and linens included - Fully equipped dine-in kitchen with stainless appliances - Laundry Room with full size washer and dryer, iron table - For Senior Guests: Bedroom on first floor with super comfortable mattress - Easy check in with secure key-less entry 5 STAR SERVICES. Our vacation home is professionally managed by the top Property Management Company in Windsor Hills Resort. We spend more money to get you the BEST service. Because you are our guests, we care about your vacation and we want you to be 100% satisfied with our vacation home. SAFETY & SATISFACTION GUARANTEED ! As full-time vacation home owners, we have been in this business for many years with hundreds of happy guests and 100% positive reviews. We know what you need and we care about what you think. Book from us, your satisfaction is guaranteed! -
Popular South Facing 4 Bed
Kissimmee: Eagle Pointe: Villa- 4 BDR
- 3 BA
- Sleeps 8
- #17492
$110 to $210 USD/night Fully air conditioned, 2 Master Bedrooms, 2 Twin rooms with shared Family Bath/Shower room. Spacious lounge area has TV, DVD, Video, Stereo, Window overlooking pool and patio doors leading to the lanai/pool area. South facing screened pool (24ftx13ft, 3 to 5 feet deep) with extended deck area (Table, 4 chairs, 4 loungers) and a lovely lake view. Villa has Internet access should you wish to keep in touch with back home and the keys to the villa are collected at the villa itself. The villa has its own private pool (heating is extra). The rear of the property is south facing and has sun on the pool and decking all day. The property backs onto a lake where fishing is allowed. -
Disney World
Kissimmee: Windsor Palms: House in a gated community- 6 BDR
- 4 BA
- Sleeps 16
- #240944
$200 to $200 USD/night 1. It has 3 bedrooms downstairs and 3 bedrooms upstairs. 2. Free international phone calls, free cable TV, free grill. 3.This gated community. Safety is always FIRST. 4. 2 portable travel cribs, height chair, and umbrella stroller are available too. 5. The shuttle bus service that transports guests to the Magic Kingdom, Epcot, Animal Kingdom, Disney's Hollywood Studios, Sea World and Universal Studios (local charge applies). The Resort sells discount attraction tickets that can be delivered to our villa or collected locally in Florida. 6 It is managed by professional management company. They have 24 hours service during the your stay. -
Orlando Sunshine Getaway
Kissimmee: Windsor Hills: Villa in a gated community- 5 BDR
- 5 BA
- Sleeps 11
- #243536
$179 to $299 USD/night Welcome to our luxury villa at Windsor Hills, featuring a south facing pool and hot tub with no real neighbors. One of the most important features of our home is that we offer a south facing pool so you can enjoy the sun any time of year and has no rear neighbors. Most south facing homes back right up to another property and are about 10 feet away from each other. Not my idea of relaxing. Most of the other homes with no rear neighbors face north, east, or west limiting the amount of beautiful sun the pool our pool area will receive. We have one the premier lots in the neighborhood. The pie shape backyard orientation is simply one of the best and offers an enormous backyard bigger than most. This provides a fair amount of space and privacy for our pool. Another great addition to the area is we have a large green space with a park directly across the street from our house which is a great feature. The home is center located and walking distance to the club house, three playgrounds, tennis courts and basketball courts. Windsor hills is less than 2 miles away from the Disney main gates. Our home offers five bedrooms and five bathrooms. Unlike some homes, we offer three bedrooms on the first floor, making our home the perfect choice for those travelers who prefer first floor living Each bedroom in our home has a flat panel tv We offer a great cable tv package, free long distance calling to the entire US and Canada. The family room includes new furniture, as well as a 60” HD tv. Your children will enjoy the new Mickey and Star Wars theme room and also the PS 4 and new gaming chairs in the garage. The house has been redecorated May 2018. Windsor Hills is a Premier Vacation neighborhood in the Disney area. It’s location is 2 miles from Disney, and close to all of the major theme parks .amenities keeps this neighborhood at the top of the list for the Disney area vacationers. This upscale gated community boast 24 hr. Security, a community pool, new waterslides and kid’s splash zone, games area, tennis courts, movie theater and convenience store. Centrally located in Florida, and close to the major highways, this Windsor Hills luxury home allows visitors to easily visit beaches on either side the Atlantic Ocean side ( Cocoa Beach ) 50m ) or on the Gulf of Mexico side ( St Pete Beach 70m ) in an easy day visit. Other attractions within an easy drive include Cape Canaveral (1 hour), Daytona Beach and Speedway (1.5 hrs.). Nearby Professional sports teams include the Orlando Magic, Tampa Buccaneers, Tampa Bay rays, and Tampa Bay Lightning. Don’t forget in March the Grapefruit League baseball spring training is in full swing throughout Florida! -
Think Big. Rent Paradise
Kissimmee: Villas at Island Club: Condo in a complex- 3 BDR
- 2 BA
- Sleeps 6
- #209536
$131 to $212 USD/night This wonderful townhouse is Island Club’s pride and joy. Enjoy a day at Disney and the evening fireworks while being just minutes from your vacation villa. You are sure to find the perfect balance of quality and economy in our comfortable 3 bedroom 2 bath holiday home. Besides, this unit was upgraded in August 2012 with new appliances, hardwood floor and contemporary decor. Suitable for up to 6 persons, this 1470 sq ft townhouse also features comfortable beds, fully equipped kitchen, large HD TV and free wi-fi, along with privacy. It will surely make you feel at your home away from home. With the batteries recharged after a night sleep, you will be ready to choose among the many things to do in Orlando. If you decide to take a day to rest or enjoy the gorgeous sunrise Florida, you can take advantage of the amenities offered by the Island Club Orlando community. -
New. Beautiful 3br
Kissimmee: Emerald Island: Townhouse in a gated community- 3 BDR
- 3 BA
- Sleeps 8
- #206571
$89 to $159 USD/nightBeautiful 3BR 2.5BATH Townhome in amazing Vacation Resort "EMERALD ISLAND" Your Home away from Home. Fully equipped for family living. Bring the kids - unit has a pack 'n play, stroller and baby bath. The 3 bed rooms are as follows: 1 Master Queen bed room with TV, ceiling fans and balcony - private ensuite bath featuring large shower 1 Queen bed room, TV, ceiling fan 1 Twin bed room, TV, ceiling fan - these tow rooms share a bath room with a shower/tub combo While at the "Emerald Island Resort" you can keep busy playing tennis on the lighted tennis courts or just take a nature walk. Relax at the Tiki Bar by the clubhouse pool. For the little folks there are two playgrounds. Of course you can just relax in the townhouse or at the clubhouse lounge. Only 5 mins from Disney, 20 mins from Sea World and 25 mins from Universal, 10 minutes from the Orlando Prime Outlet Mall Further Details: This location allows you to take advantage of all that the Orlando area has to offer. If it's Golf your looking for there are many courses close by. Recommended Golf courses in the area are King's Ridge, Highlands Reserve, The Legends and The Plantation. The local restaurants range from 'Kid Friendly' to adult dining. Need a day off from all of the excitement. Approximately one hour away is the Beach (East coast or West coast). Only one hour on RT4 and you could be at the Hard Rock Casino (Las Vegas style gambling). Make your vacation memorable, visit, enjoy, but most of all be comfortable -
Modern Pool Villa
Kissimmee: Encantada: Townhouse in a gated community- 4 BDR
- 3 BA
- Sleeps 8
- #201696
$120 to $180 USD/night Newly built villa which is tastefully decorated that will sleep 8 people. The spacious Master bedroom has a king size bed and en suite bathroom. Every bedroom has a flat screen TV as well as the family room . Telephone service with free US calls and the villa has internet access. The kitchen is fully equipped and all towels and linens are provided. The pool area has a great view of the lake and there is a pathway that leads to the clubhouse. The pool can be heated in the cooler months. Conveniently located close to shops and restaurants. The on site amenities within this secure gated resort are second to none and include the 9,000+ square foot clubhouse that features a cyber café, sundry shop, exercise facility, and a lakefront gazebo. Fishing is allowed from the dock. -
Monthly and Long-Term
Kissimmee: The Villages At Mango Key: Home- 2 BDR
- 2 BA
- Sleeps 4
- #239819
$118 to $118 USD/night Lovely 2 bedroom, 2 bath, fully furnished in excellent condition. Perfectly located in the village of Fernandina, you'll be only a short golf cart (included!) drive away from the Bradenton Village Center, the Gilchrist and Manatee Recreational Centers, and the Bonifay Country Club, among others. Property comes with everything you need including wi-fi, a gas golf cart, and a propane grill. Villages activities include golf, pickle ball, tennis, pool , yoga ,tai chi, archery, billiards, etc etc etc. This home just became available but won't be available for long. Note: You may see the last day of each month as being "unavailable." This day is set aside for house cleaning. If your plans involve renting for two or more consecutive months, please contact me and I will make the cleaning day "available." Gas golf cart available for $5 per day. If use of the cart is desired, rental for entire length of stay is required. In this listing, please select "vehicle (provided by owner) rental" under "Options." -
Emerald Island 6 Bedroom
Kissimmee: Emerald Island: House- 6 BDR
- 5 BA
- Sleeps 19
- #239319
$150 to $399 USD/night** Last Minute Specials** Our current deal is $99 per night for the 6 nights from either Dec. 8, 2018 to Dec. 15, 2018 OR January 6, 2019 to January 12, 2019. Summary of this House’s Best Features (from Guest Reviews) • Less than a 4-mile drive to Disney World’s Animal Kingdom • Leather couches and a recliner with a total of 5 reclining seats • Privacy on the pool deck with flowering hedge-plants along the perimeter • A high-quality pool & spa water heating system • A spa/jacuzzi next to the house pool with FREE use for 2 hours per day • A 10-foot roof over the entire width of the 40-foot pool deck (called a Lanai) • Luxurious wooden furniture throughout the 2900 square foot house • Professionally made drapes on all the windows • High quality TV reception on the 7 LED HD Smart TVs • Over 100+ TV channels including most HBO channels • High speed Wi-Fi throughout the house and property, even on the Lanai • A desk with a PC for your personal use as needed • A gated resort with 24/7 security • Clubhouse with a beautiful pool/spa, game room, tiki bar, Fitness Center and TV room Detailed Description of This House The Diamond on the Island is a house built and furnished for the traveler who demands the highest quality standards. It is located in the exclusive gated resort of Emerald Island. Two stop signs and two traffic lights, a 10-minute drive, separate you from Disney property. Your Magical Vacation starts when you see the dramatic palm tree-lined entrance with the beautiful foliage leading up to the security gates. Then you see the dolphin fountains and the very popular Clubhouse. As you meander down the street past the preserved park area, you begin to understand you are in a beautiful, elegant and secure world. The “Diamond on the Island” has 6 bedrooms and 5 ½ bathrooms with a maximum occupancy of 19. The 4 Master Suites with King Size beds and private baths allow several couples to have their necessary privacy. The two 2-twin-bed bedrooms and additional full-bath are furnished for the younger guests of your group, with fun, colorful and playful decor. The entire house is decorated in an elegant manner with upscale furnishing providing a warm and homey atmosphere for you to enjoy. As you enter the house, you are presented with a beautiful Burgundy Sofa and a Cocktail Table in the cozy Living Room. The floor here and throughout all downstairs rooms is tiled that allows you and your guests to relax, except for the Master Suite that has a high-quality diamond-patterned rug to provide the appropriate elegance for the Master Suite. A few steps in and you are at the stunning Dining Room with its double pedestal dining table and six high-backed upholstered chairs. The Grand Foyer Table with Marble top provides the majestic piece for the hallway leading into the Kitchen and Family Room. As you enter the Kitchen and Family Room area, you are overcome by the vaulted ceiling in the Family Room with its 18 feet long ceiling to floor drapes professionally made with the beautiful butterfly fabric and the 8 feet wide glass doors out to the pool deck from both the Kitchen and the Family Room. The two full size leather couches facing the 50-inch LED Smart TV invite you to relax on their power-reclining seats. The fully stocked Kitchen invites you to skip the fuss of going to restaurants and instead enjoy the pool and house. -
New 4 Bedroom New
Kissimmee: Storey Lake: Townhouse- 4 BDR
- 3 BA
- Sleeps 8
- #227046
$170 to $273 USD/night The Space This 4 bed/ 3 bath vacation holiday town home accommodates up to 8 guests. This homes features a spacious interior with stainless steel appliances. This home also includes the following complimentary items: 1 trash bag, toilet paper in all bathrooms, bath towels, wash cloths and linen for each room. Guest Access Storey Lake's State of the art clubhouse includes the following: - A playground: Children-Friendly areas located throughout the area. -A splash park: Children-friendly area next to the community pool. -Sport Court: Multiple sports courts located within the community. -A resort style swimming pool. -Volleyball Court -
Well-Appointed Two
Kissimmee: The Arbors Of Sendera: Apartment- 2 BDR
- 2 BA
- Sleeps 6
- #224442
$67 to $67 USD/night2 bed rooms, 2 beds each and a Sofa -bed for 2 people in the living room.You must be able to use a stair because the apartment is on a 2nd level. Featuring a Full Kitchen, Dining and Living room, 2 Full baths, Tv, Wi-fi and a Balcony. This Private community also has a full size Swimming Pool and Tennis courts . There is also a laundry room for your convenience. It is just 15-25 minutes from MCO airport and right in the middle of all Orlando Attractions. Just minutes to Disney World , Sea World and Universal and other attractions . Why spend thousands when you can have Orlando and all it has to offer for MUCH less!. . Just seconds off the US Hwy 192 in a gated community, yes, only minutes from all the major attractions, shops and restaurants. Disney is just minutes away with all the other major parks. Wal-Mart -- a huge superstore, where you can buy almost anything is only 5 minutes away with Publix (supermarket) and Target even closer. Within minutes you can be at large chain stores such as KMart and also two superb designer outlet malls, featuring all the famous names. There are numerous restaurants and bars within a 5 minute drive and some do provide at home delivery. Everything is in place to make your stay feel like home. Note: we are not a Resort -
4 Miles from Disney
Kissimmee: Indian Ridge Oaks: House- 3 BDR
- 2 BA
- Sleeps 6
- #211442
$85 to $135 USD/night [3 BR 2 BA Luxury Florida Vacation Villa - Only 4 Miles from Disney World] Villa is only 4 miles from Disney World and is close to Universal Studios & Sea World - Located in Kissimmee's beautiful community of Indian Ridge Oaks - Villa is located in the heart of the Orlando vacation area - Villa backs onto scenic Florida forest so sitting out on the pool deck is private and relaxing - This Villa is a great place for your Disney family vacation and is furnished in beautiful Florida decor - This 3 Bedroom Vacation Home sleeps up to 8 people and is great value - Villa is completely furnished and equipped with everything you'll need (even the pool towels) - Gas BBQ Grill, Wi-Fi Internet Service and Baby Equipment like Crib, Stroller, High Chair and Pool Safety Alarm are all standard with this Villa - Villa is privately owned and professionally managed - Discount Rental Prices - Last Minute Specials - All reservations are guaranteed - Free Long Distance Calls to anywhere in the US and Canada - Credit Cards accepted Villa is only 4 miles from the Disney World gates - Universal and Sea World are just 15 minutes away - Excellent access to both Highway 192 and Interstate 4 so going anywhere is easy - Grocery shopping, golf, tennis, water parks, boating, fishing, horseback riding and all the Orlando area attractions are close by - Both the Atlantic and Gulf Coast beaches can be reached in 2 hours by car - shopping, outlet malls, dinner shows and many restaurants are all close by - Villa is located just 20 minutes from the Orlando International Airport. Other Activities: Close to Disney World, Universal Studios & Sea World Villa Backs onto Scenic Green Space: The Villa's Pool & Deck face West (so they get the afternoon and setting sun) – The Pool Deck is a very nice place to relax in the the afternoon and evening - The Villa backs onto scenic Florida forest so the back is nice and private. - Villa sleeps up to 8 people - Sleeping accommodation is as follows - King Bed in the Master Bedroom - Queen Bed in Bedroom #2 - 2 Twin Beds in Bedroom #3 - Queen Sofa Sleeper in the Great Room. - Villa has Central Air Conditioning and all Bedrooms have Ceiling Fans for sleeping comfort. Free Extras Included in Rental: > Gas BBQ Grill, > Wi-Fi Internet Service > Baby Equipment: Crib, Stroller & High Chair. Free Long Distance: Villa rentals include free Long Distance Phone Service to anywhere in the US and Canada. Villa has 3 Flat Screen TVs All TVs are equipped with HD (High Definition) Premium Cable Service. -
**2018 Brand New** Luxury
Kissimmee: Windsor Hills: Villa- 6 BDR
- 4 BA
- Sleeps 14
- #243123
$189 to $459 USD/night LAST MINUTE DEAL AVAILABLE!! ? 2018 BRAND NEW 6 bedroom 4 bathroom 3500 sqft luxury home, located in famous Windsor Hill Resort, one of best upscale vacation home resort. It’s only 2.5 miles to Disney Theme Park and close to everywhere. It’s the BEST LOCATION! ? This 6 bedroom villa has 3 KING/1 QUEEN/2 FULL/2 TWIN BED and 1 Crib. All bedrooms include large LED TVs and are beautifully themed in stylish neutral tones, making them perfect for guests of all ages. We use high quality, ultra comfortable mattresses which you can only find it in 5 stars hotel. ? BEST SERVICE - this home is managed by top management company at Florida. Security and satisfaction guaranteed!! ? Windsor Hills resort offers a lagoon style pool with a large water-slide, hot tub, air conditioned/heated game room, fitness center, movie theater, convenience shop, basketball courts, sand volleyball court, 3 themed playgrounds, putting green and tennis courts. It also offers discount tickets to theme parks and a shuttle service. This really is a dream home for guests sharing a perfect vacation in Orlando with family and friends, all at a fraction of the cost of staying in a typical hotel! - 6 luxurious bedrooms and a game room (3 king rooms, 1 queen room, 2 twins/full rooms) - Jump to Safety & Security: Gated community with 24 hour security guard - 65' 4K Smart LED TV in living room, 42" to 46" TV in each bedroom - Games room with pool table, Foosball and Ping-pong table - Private pool and SPA in screened lanai, with child Safety Fence. - FREE long distance phone calls to USA, Canada - FREE 75MB high speed WiFi internet access - FREE baby gear included (full size crib, high chair, stroller) - FREE on site parking - Fresh towels and linens included - Fully equipped dine-in kitchen with stainless appliances - Large size washer and dryer included in unit - No check in required / secure key-less entry to unit
Kissimmee News and Events
Visit Kissimmee.com: Start your Florida vacation in Kissimmee and the possibilities are endless. Just a quick drive south of Orlando puts you right in the middle of all the activities and attractions that turn family vacations into non-stop fun and lasting memories.
Putting you near all the best theme park destinations in the Orlando area, Walt Disney World® Resort, Universal Orlando® Resort and SeaWorld® Orlando are just a short drive from Kissimmee.
Go flying across the water on a thrilling airboat ride and discover a world alive with tropical birds, turtles and legendary alligators. Travel to Old Town or tour the brick-lined streets of Celebration, where colorful restaurants offer a variety of dining options and unique shopping possibilities. If golf is your game, Kissimmee is a vacation dream come true. Our year-round warm weather and variety of golf courses are ideal for tourism and welcome everyone from beginners to touring pros.
Whether you’re planning a family vacation, meeting, convention or just a weekend getaway with friends, we invite you to come out and play in Kissimmee…the heart of Florida.
Visit Kissimmee.com: Free events You may think you know Kissimmee. The year-round sunny weather, the theme park thrills, the exciting dinner shows, the great shopping deals, the perfect place to create lasting memories. But the locals will tell you there are even more things to do. And the best part is, some of Kissimmee’s best-kept secrets are free!
In Kissimmee, stop at the historic Courthouse, the oldest in continuous use in the State of Florida; then meander through the downtown area to see the Kissimmee Sculpture Experience. Each year artists submit their work and a dozen are selected to adorn the tree-lined streets. Then head to Lakefront Park, but be sure to check out the Monument of States along the way.
For more leisurely meandering, head to St. Cloud, dubbed "The Friendly Soldier City" for the thousands of Civil War veterans who relocated here in the early 1900s. Let the antique stores, shops, waterfront parks, and restaurants guide you along as you stroll, shop, dine, and “people watch” all at your leisure. You’ll also enjoy the neo-traditional architecture and charm of downtown Celebration, which plays host to special events on a regular basis. It also provides an inviting international dining region with a variety of restaurants all within a four-block area.
If you’re a nature lover, you’ll be interested to know that Osceola County has the largest population of nesting bald eagles in the continental U.S. It’s also one of the country's few re-introduction sites for the endangered Whooping Crane. You and your kids can spot some of these awe-inspiring birds at Lake Lizzie Nature Preserve, the Osceola County Environmental Center, and in the Wildlife Management Areas of Bull Creek, Prairie Lakes, Three Lakes, and Triple N Ranch—all Great Florida Birding Trail sites near Orlando and the Central Florida region.
Take one day of your vacation to slow down the pace and just enjoy all of the freebies that the area has to offer. You’ll discover a different side of Kissimmee … the heart of Florida.
Putting you near all the best theme park destinations in the Orlando area, Walt Disney World® Resort, Universal Orlando® Resort and SeaWorld® Orlando are just a short drive from Kissimmee.
Go flying across the water on a thrilling airboat ride and discover a world alive with tropical birds, turtles and legendary alligators. Travel to Old Town or tour the brick-lined streets of Celebration, where colorful restaurants offer a variety of dining options and unique shopping possibilities. If golf is your game, Kissimmee is a vacation dream come true. Our year-round warm weather and variety of golf courses are ideal for tourism and welcome everyone from beginners to touring pros.
Whether you’re planning a family vacation, meeting, convention or just a weekend getaway with friends, we invite you to come out and play in Kissimmee…the heart of Florida.
Visit Kissimmee.com: Free events You may think you know Kissimmee. The year-round sunny weather, the theme park thrills, the exciting dinner shows, the great shopping deals, the perfect place to create lasting memories. But the locals will tell you there are even more things to do. And the best part is, some of Kissimmee’s best-kept secrets are free!
In Kissimmee, stop at the historic Courthouse, the oldest in continuous use in the State of Florida; then meander through the downtown area to see the Kissimmee Sculpture Experience. Each year artists submit their work and a dozen are selected to adorn the tree-lined streets. Then head to Lakefront Park, but be sure to check out the Monument of States along the way.
For more leisurely meandering, head to St. Cloud, dubbed "The Friendly Soldier City" for the thousands of Civil War veterans who relocated here in the early 1900s. Let the antique stores, shops, waterfront parks, and restaurants guide you along as you stroll, shop, dine, and “people watch” all at your leisure. You’ll also enjoy the neo-traditional architecture and charm of downtown Celebration, which plays host to special events on a regular basis. It also provides an inviting international dining region with a variety of restaurants all within a four-block area.
If you’re a nature lover, you’ll be interested to know that Osceola County has the largest population of nesting bald eagles in the continental U.S. It’s also one of the country's few re-introduction sites for the endangered Whooping Crane. You and your kids can spot some of these awe-inspiring birds at Lake Lizzie Nature Preserve, the Osceola County Environmental Center, and in the Wildlife Management Areas of Bull Creek, Prairie Lakes, Three Lakes, and Triple N Ranch—all Great Florida Birding Trail sites near Orlando and the Central Florida region.
Take one day of your vacation to slow down the pace and just enjoy all of the freebies that the area has to offer. You’ll discover a different side of Kissimmee … the heart of Florida.
Whether your idea of a fun night out is with food, drinks, or entertainment, you can have it all at Disney Springs’ Late Night Your Way. How about a dinner and a show? Manor Professional Wrestling Dinner Theater is perfect for tourists and locals who are fans of wrestling while enjoying the amazing meals from the Manor Kitchen. For those who want to bring home a skill after your vacation in Kissimmee, join the Cake Decorating Class every Sundays. These are just some of the happenings that you can enjoy during your stay in our Kissimmee vacation rentals.
For all events in and around Kissimmee, make sure to find out what is going on. Check the events website for the latest information ...
