Kissimmee Travel Guide

Kissimmee Pet Friendly Vacation Rentals

It can sometimes be hard to find Kissimmee accommodations that will accept pets but not anymore. With the help of Owner Direct Vacation Rentals software, our system helps you search for all available Kissimmee vacation rentals that will accept pets during your specified dates. We have many pet friendly lodging options to choose from such as those in Acadia Estates, Bass Lake Estates, BellaVida, Blackstone Landing, Blue Tree Resort. As each owner sets their own pet policy, there are many owners that do allow dogs, cats and even other critters to stay at their vacation rental home in Kissimmee.

We have 19 pet friendly vacation rentals in Kissimmee resorts. For your next holiday or vacation, consider bringing your pet and staying at a vacation rental. From condos to villas to homes, there is an accommodation option for every type of group. Owner Direct's friendly and responsive customer service and detailed website can make finding that perfect pet friendly rental a breeze.

Rental Amenities

Accessibility

Bedrooms

Total Rent

From 
To 

Rental Payment

Activities

Ski-Out
Ski-In    
Walk only

Waterfront
Water within
Walk only

Golf

19 Pet Friendly Vacation Rentals

Your Favs ()
view Tile View List View
sort by
  • Affordable Luxury. Pet

    Kissimmee: Indian Wells: House
    3 BDR • 2 BA • Sleeps 8 • #233285
    75 to 120 USD/night
    "Absolutely amazing!!! 5 friends and I rented this vacation home for a week and we absolutely loved it. The master bedroom was so nice and spacious and loved the shower in the master bedroom as well. The kitchen was perfect for all the cooking we did. There were pans for everything and enough plates and cups to accommodate everyone. Loved how comfy the couches are in the living room. Other then that is was wonderful and the pool was so enjoyable the water was always warm and we didn't pay for the heat. I guess we could say that if we could have moved there we would have lol.. It was the best experience ever. I also have to say Cindy was really amazing to work with considering these kept changing but she accommodated everything so we all could be together and have such an amazing experience!!!"Leah Welcome. This three bedroom vacation rental home is located in the suburban neighborhood of Indian Wells in Kissimmee, Florida. It's just minutes away from Disney, SeaWorld and Universal Studios as well as a huge variety of restaurants and shopping outlets making it perfectly centralized for a family friendly vacation. The home sleeps up to eight in your party. It has a King, Queen and (2) Twin size beds as well as a sofa that can be converted to a Queen size bed in the living room. The master bedroom has an en suite full bathroom with a walk in shower. There is a second bathroom which features a shower/bath tub. The privacy fence provides the seclusion you deserve to enjoy your private pool to the max. There is a charcoal grill in the yard which can be used to enhance your sunny pool party experience. Hassle-free check in and check out for your convenience Homeowner and property manager are highly responsive and committed to your satisfaction. Sparkling Private Screen Enclosed Swimming Pool with lounge chairs and chaise lounges (Heating Available at an extra charge) Comfortably Air Conditioned for your comfort with ceiling fans throughout the house Fenced Yard, Ideal for travelers with pet(s) Fully Equipped Kitchen with a breakfast table and microwave, blender, toaster, coffee maker, cookware, silverware and much more Private two car garage (garage door remote provided) House is professionally cleaned before and after guests An abundant supply of linens and towels for your use Free Internet, Cable TV with DVD in Living Area – TV in all bedrooms (3 flat screen tvs) Private Telephone with complimentary local and toll free calls Free use of Washer and Dryer Crib or Pack & Play and High Chair Provided Pet Friendly!!! Dogs only please. About Indian Wells: Renters may use community amenities including a large swimming pool, tennis courts, basketball courts, playground, secluded walking area and fishing. Walmart®, Wawa®, Publix® within a mile away for convenient grocery shopping and last minute pick ups Indian Wells is conveniently located off SR 535 which places you near shopping, restaurants, and championship golf. There are over 100 eating establishments from well known chains to small ethnic eateries within a 5-10 mile radius. Many restaurants can be found right on SR 535. Very close to Disney® attractions and many more attractions. We bought this home because we loved the Disney area but got tired of paying for expensive hotels. We hope you enjoy staying here as much as we do. This site is not affiliated in any way with the Walt Disney Company or any of it's affiliates or subsidiaries.
  • Disney Contemporary

    Kissimmee: Lindfields: House
    3 BDR • 2 BA • Sleeps 8 • #226100
    99 to 199 USD/night
    This 3 bed/2 bath fully furnished 1550sq ft with pool. Home is 4 miles from Disney on a reserve protected by Florida. 1.Master with en-suite shower and King Custom Designed Bed. 2.2nd Bedroom with Custom Headboard Queen Bed 3.3rd Bedroom with 1 twin Bunk beds with full bed on bottom shared bath. 4. Game Room with AIR CONDITIONING Also, All custom made furniture with (2) sleeper sofa beds. Sleeping additional (4) max. Private south facing screened pool (non heated) ***24 hours advance notice of pool heating to meet satisfactory heating preferences. 4 Person Hot tub separate for extra comfort. "L" Shaped Gated Backyard There are plenty of Extras Please just ask ...We will do OUR best to get you what you DESIRE
  • Beautiful Disney Villa

    Kissimmee: Lindfields: Villa
    4 BDR • 2 BA • Sleeps 16 • #229781
    129 to 399 USD/night
    This villa in the Lindfields area of Kissimmee, Florida is a wonderful and well appointed 4 bedroom vacation villa, in a quiet community, just 4½ miles west of Disney World. Lindfields has some of Kissimmee's finest and most expensive homes. This sprawling, 3 neighborhood estate remains as a very desirable location to rent. This is a premium quality villa, offering great value for money, combined with a luxury and practicality for your family to enjoy . We are here to cater to you above and beyond a roof and simple amenities ...We strive to make YOUR vacation MEMORABLE. This 4 bed/2.5 bath fully furnished 2952 sq ft under AIR CONDITIONING with large pool. Home is 4 miles from Disney on a reserve protected by Florida. Pool is 22x 30Ft with water features and changing light features. 1.Master with en-suite walk in shower, separate tub ,double vanity with granite and access to pool lanai of over 2400 additional sqft. With fenced in backyard and King Custom Designed Bed. 2.2nd Bedroom with (2) Custom Headboard Full Bed (upstairs) 3. 3rd Bedroom with (2) Custom Headboard Full Bed (upstairs) 4. 4th Bedroom with (6) twin Bunk beds custom upholstered. 5 Converted Garage game room with Pool Table (Adult Size) , castle style with upholstered bunk beds sleeping (4) under AIR CONDITIONING/Heat . Laundry inside home with steam dry. Private south facing screened pool (non heated) ***24 hours advance notice of pool heating to meet satisfactory heating preferences spa part of pool as well. There are plenty of Extras Please just ask ...We will do OUR best to get you what you DESIRE MAX Accommodations for 15 people. Parking for max 2 cars driveway #1 and 2 Cars in street
  • The Private Retreat in

    Kissimmee: Lindfields: House in a gated community
    3 BDR • 3 BA • Sleeps 6 • #238346
    131 to 153 USD/night
    Situated in the exclusive gated community of Lindfields Reserve which consists of only 16 villas, less than 5 miles from the magic of Disney World entrance. Enjoy the total privacy of this lovely 3 bedroom, 3 bathroom courtyard villa. Unlike most other villas the pool is located within it's own screened courtyard with a 6 foot privacy wall. This beautiful, recently refurbished home has a unique floor plan which includes a queen newly renovated en-suite bedroom that can accommodate the in-laws or teenagers located on the other side of the pool area, separate to the rest of the house. It opens directly onto the pool and provides direct access to the cabana bathroom from the court yard. The king master with recently refurbished en-suite also opens directly onto the pool. The twin room has two twin beds together with an en-suite shower room adapted for those less able. All bedrooms come with 32 inch tv, the master has a iPod docking station. There is ample room in the airy living area overlooking the pool which has a 55-inch tv, dvd player, iPod docking station, two 3 seater sofas (one converts into a queen size bed) and 2 comfy arm chairs. The dining room can accommodate 6 whilst the breakfast bar seats two. There is an additional sitting area overlooking the pool with love seat for those who wish to relax and read. The kitchen, with new granite countertops is very well equipped with an added selection of small electrical appliances, china, silverware,glassware & plasticware for the pool area, bar and outside table and chairs. Close (1 mile) to all the best local shops and restaurants.
  • Villa in Lindfields

    Kissimmee: Lindfields: Home
    3 BDR • 3 BA • Sleeps 6 • #238350
    131 to 153 USD/night
    Ultimate fully furnished vacation home. This perfect courtyard style villa is a 10 minute drive to the main entrance of Disney. There are only 16 units in the gated community of Lindfields Reserve all designed for perfect vacations. The private pool, hot tub and pool deck are the center piece to the surrounding 3 bedrooms, 3 bathrooms, spacious living room, kitchen and separate dining room. Open the sliding glass doors to expand your space for ultimate entertaining and fun!
  • Deluxe Holiday 4bd Pool

    Kissimmee: Indian Ridge Oaks: House
    4 BDR • 2 BA • Sleeps 10 • #248460
    110 to 199 USD/night
    The house is located in the area of Kissimmee near to Disney and is perfect to accommodate up to 10 people. This vacation house has a wonderful open layout with plenty of room for resting and entertaining. The large master suite has soaring ceilings and huge bathtub for a great relaxing soak. 3 other bedrooms are spaciously comfortable. This home has a Private swimming pool with massive lanai perfect for resting and relaxing. This Home has easy access to Disney, Universal and all theme parks. Location The property is about 15-20 minute drive from Disney Parks, SeaWorld and Universal Studios. The Orlando Premium Outlets is less than 10 miles away. Private Pool & Grill area THIS IS A NON SMOKING PROPERTY PETS ARE ALLOWED ON REQUEST. THERE WILL BE ONE TIME PET FEE OF $120
  • Grand Superior Condo 3bd

    Kissimmee: Laguna Bay Villas: Apartment in a complex
    4 BDR • 2 BA • Sleeps 7 • #250441
    89 to 180 USD/night
    This Luxury premium 3BD Condo Apartment is impressive fully furnished with 3 bedrooms / 2 baths. It has 1,220 sqft in a quiet and safe community, the apartment has a community pool, gym, tennis court and free parking, free wifi, cable TV. The large master bedroom has water and conservation views with a private master bath. The additional bedrooms feature walk in closets with a queen size bed in the 2nd and a twin in the 3rd bedroom. You'll enjoy the convenient location of this residence just under 20 minutes from Disney World, close to Universal theme parks, Orlando's famous shopping, excellent golf courses and incredible restaurants. Pets are welcome on request with additional pet fee of $120.
  • 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.
  • Premium Quality Villa

    Kissimmee: Lindfields: House
    4 BDR • 2 BA • Sleeps 10 • #250362
    129 to 399 USD/night
    Home in the Lindfields area of Kissimmee, Florida is a wonderful and well appointed 4 bedroom vacation villa, in a quiet community, just 4½ miles west of Disney World. Lindfields has some of Kissimmee's finest and most expensive homes. This sprawling, 3 neighborhood estate remains as a very desirable location to rent. This is a premium quality villa, offering great value for money, combined with a luxury and practicality for your family to enjoy .
  • Family Superior 3bd Condo

    Kissimmee: Grand Palms: Apartment in a complex
    3 BDR • 2 BA • Sleeps 7 • #248950
    89 to 180 USD/night
    This is a fabulous 3 bedroom 2 bath condo apartment located in a fabulous community of Grand Palms. This condo comes fully furnished, high ceilings, spacious living and dining area, galley kitchen with breakfast bar, large walk in closets in each room, large master bedroom has private bathroom and balcony that leads out to the rear of the property. It's located on second floor very spacious lots of light with community pool, tennis courts, grill, gym, etc. Pets allowed on request. There will be one time pet fee of $120. THIS IS A NON SMOKING PROPERTY.
  • Beautiful Sunrise Villa in

    Kissimmee: Lindfields: Home
    3 BDR • 3 BA • Sleeps 8 • #238349
    131 to 153 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.
  • Family Deluxe 3bd Condo

    Kissimmee: Villas at Island Club: Apartment in a complex
    3 BDR • 3 BA • Sleeps 6 • #248461
    89 to 180 USD/night
    This is a fabulous 3 bedroom 3 bath condo apartment located in a gated community of Villas Of Island Club. This condo comes fully furnished, high ceilings, spacious living and dining area, galley kitchen with breakfast bar, large walk in closets in each room, large master bedroom has private bathroom and patio that leads out to the rear of the property. It's located on second floor very spacious lots of light with community pool, tennis courts, grill, gym, etc. The space You will love this second floor condo close to all Disney theme parks, restaurants, shops and supermarkets. Suitable for business people, families, couples and friends, this is a superb location to enjoy all the activities Orlando has to offer. PETS ARE ALLOWED ON REQUEST. THERE WILL BE ONE TIME PET FEE OF $120. THIS IS A NON SMOKING PROPERTY.
  • Luxury Superior 3bd Pool

    Kissimmee: Indian Point: House
    3 BDR • 2 BA • Sleeps 8 • #243315
    105 to 199 USD/night
    This home rental features a private outdoor pool and full kitchen with a dishwasher. Free Wi-Fi and 50-inch flat-screen TV with cable, DVD player and Playstation for family entertainment is featured in each house. In-unit laundry facilities are also available for added convenience. This is a lovely 3BD House with Private Pool and is good to accommodate up to 8 people. This vacation home rental has a wonderful open layout with plenty of room for resting and entertaining. The large master suite has soaring ceilings and huge bathtub for a great relaxing soak. 2 other bedrooms are spaciously comfortable. This home has a Private swimming pool with massive lanai perfect for resting and relaxing. This holiday home has easy access to Disney, Universal Studios and SeaWorld. Restaurants, Grocery Stores, Pubs, Shopping and Golf minutes away. This house features 2 bathrooms. The unit is air-conditioned and free parking is available on site. THIS IS A NON SMOKING PROPERTY. PETS ARE ALLOWED ON REQUEST. THERE WILL BE ONE TIME PET FEE OF $120
  • Disney Contemporary-Pool

    Kissimmee: Lindfields: House
    3 BDR • 2 BA • Sleeps 12 • #224112
    99 to 199 USD/night
    This 3 bed/2 bath fully furnished 1742 sq ft now under AIR CONDITIONING Home is 4 miles from Disney. 1.Master with en-suite shower and kING Custom Designed Bed. 2nd Bedroom with Custom Wingback Queen Bed 3rd Bedroom with 4 twin Bunk beds with shared bath. Also, All custom made furniture with (2) sleeper sofa beds. 4 room (GAME ROOM ) has two more additional sleeping areas that is fully AIR CONDITIONING with arcade unit Private south facing screened pool (non heated) ***24 hours advance notice of pool heating to meet satisfactory heating preferences separate 3 person hot tub Fenced in "L" Shaped yard area There are plenty of Extras Please just ask ...We will do OUR best to get you what you DESIRE.
  • Stop Here!!! This is the

    Kissimmee: Royal Palm Bay: Condo
    3 BDR • 2 BA • Sleeps 8 • #203955
    75 to 125 USD/night
    It's so much nicer than staying in a hotel and Cheaper too !! Family members get their own bedrooms, there's a beautiful full-size kitchen for groceries and home style meals which saves money on eating out, and a full-size washer and dryer so you don't run out of clean clothes! Our condo is less expensive than a hotel too! And you have all comforts and conviences of home. The pool/clubhouse/sauna/hot tub/playground/tennis court are just a short 2 minute walk from you door. Royal Palm Bay is a very quiet community. Our Villa is very close to everything, but it is also in an area that is secluded and peaceful. We have two large ponds with some wild-life and two of these ponds have lovely fountains. We would like you to consider this your home away from home. Royal Palm Bay is only 5 miles to Disney property--including all Disney Theme Parks, About 7 miles to Sea World, About 9 miles to Universal Studios--including The Wizard-ing World of Harry Potter, 1 hour to Kennedy Space Center, 1 hour to Cocoa Beach, 1 hour to Hard Rock Casino, 1 hour to Blue Springs State Park to see Manatees up close, 1 1/2 hours to Clear water Beach, 1 1/2 hours to Busch Gardens, Many theme restaurants within 2 miles. Walmart and many other great shops are right off route 192.
  • Fully Furnished 3 Bedroom

    Kissimmee: Emerald Island: Townhouse in a gated community
    3 BDR • 1 BA • Sleeps 6 • #241471
    79 to 99 USD/night
    This spacious townhome with 3 bedrooms, 2.5 bathrooms is located in Kissimmee in a safe and secured Gated Resort Community, off Route 192. The house is minutes away (2 miles) from Disney's Hollywood Studios, Magic Kingdom, Animal Kingdom and Epcot. It is 20 minutes from Sea World and Universal Studios. Super Target, Wal-Mart and Orlando Premium Outlets are within 10 minutes. Several golf, fishing and boating facilities are also nearby. When at home, stay connected with Internet with free WiFi, or enjoy movies on the DVD Player/Cable TV. Kitchen is fully equipped for cooking and baking. Leave refreshed, relaxed and recharged. The home comes with a King size bed, a Queen bed, a pair of twin beds. Sofa can be used as a bed too to let 6-7 vacationers sleep comfortably. There are flat screen TVs in all bedrooms and in the living room with 250+ cable channels. Community offers Club House, multiple community pools, Tennis courts, Game Room, Gym and miles of scenic walkways,
  • Luxurious 3 Bedroom

    Kissimmee: Crestwynd Bay: Townhouse in a gated community
    3 BDR • 3 BA • Sleeps 7 • #233094
    79 to 99 USD/night
    This spacious townhome with 3 bedrooms, 3 bathrooms is located in Kissimmee in a safe and secured Gated Resort Community, off Route 192. The house is minutes away (1.5 miles) from Disney's Hollywood Studios, Magic Kingdom, Animal Kingdom and Epcot. It is 20 minutes from Sea World and Universal Studios. Super Target, Wal-Mart and Orlando Premium Outlets are within 10 minutes. Several golf, fishing and boating facilities are also nearby. When at home, stay connected with Internet with free WiFi, or enjoy movies on the DVD Player/Cable TV. Kitchen is fully equipped for cooking and baking. Leave refreshed, relaxed and recharged. The home comes with a King size bed, a Queen bed, a pair of twin beds. Sofa can be used as a bed too to let 7-8 vacationers sleep comfortably. There are flat screen TVs in all bedrooms and in the living room with 250+ cable channels.
  • Luxurious 3 Bedroom 3

    Kissimmee: Crestwynd Bay: Townhouse in a gated community
    3 BDR • 3 BA • Sleeps 7 • #136768
    79 to 99 USD/night
    Spacious newly built Townhome located in Kissimmee in a safe and secured Gated Community, off Route 192. The house is minutes away (1.5 miles) from Disney parks, 20 minutes from Sea World and Universal studio’s. Super Target and Super Wal-Mart, Orlando Premium Outlets are within 10 minutes. Several golf, fishing and boating facilities are also nearby. When at home, stay connected with Internet, or enjoy movies on the DVD Player/Cable TV. Kitchen is fully equipped for cooking and baking, Leave refreshed, relaxed and recharged. The house has Master suite with King bed and attached full bathroom, another bedroom with two Twin beds and a third bedroom with Queen bed. All 3 bedrooms are located on the 2nd floor. It is all about you - No compromise on quality unlike many hapless owners. And of course 100% satisfaction is guaranteed!
  • Lakefront Town Home Terra

    Kissimmee: Terra Verde: Townhouse in a gated community
    3 BDR • 3 BA • Sleeps 6 • #229671
    124 to 169 USD/night
    If you are looking for a luxury stay that is close to Disney our 3 bedroom townhouse in Terra Verde Resort and Spa is the ideal holiday location just off Highway 192. Trip Advisor has nominated the resort as the number one specialty lodging in Kissimmee. Terra Verde is a private gated Resort and is just 30 minutes from Orlando airport, 15 mins from Seaworld, 20 mins from Universal and 5 mins from Walmart and local restaurants. Our townhouse is close to the clubhouse which offers a 24 hour concierge service, Lounge/Meeting Room Complimentary Coffee, Newspapers, ATM Machine, Cable TV, Business Center and a Wireless Hotspot. There is also a communal pool and Tiki Bar which offers snacks, soft and alcoholic drinks. Our townhouse is fully air-conditioned with free local calls, wireless internet access and Cable TV. The patio area includes a private hot tub (8 persons) with outside tables, chairs and loungers. Its like home from home with everything you need to make your stay enjoyable.
The properties below do NOT meet one of your search or location preferences. You can click here to hide this list of properties if desired.
  • Stunning South Facing Pool

    Kissimmee: Windsor At Westside: House in a gated community
    9 BDR • 1 Loft • 6 BA • Sleeps 23 • #248929
    219 to 789 USD/night
    *** BRAND NEW 9BR VILLA**** Absolutely perfect for multi-family groups, or golf groups, this property features all the comforts of home and more. Book your vacation now at this beautiful home with pool and spa located in the gorgeous Windsor at Westside Gate Resort. Plus as our guest you get to enjoy all the amenities of the resort such as the lazy river, splash pool for the kids,2 other large pools, tennis courts, fully equipped exercise room, on site cinema, arcade games, and family restaurant The space Brand New luxury 9BR/6BA home in Windsor At WestSide! - 9 Luxurious Bedrooms (4 King, 1 Queen/Queen, 2 Twin/Full Room, 1 Twin/Twin, 1 Twin/Full Bunk Bed) , 1 Crib, sleep for 23 people - 6 Full Bathrooms - 3 Bedrooms With Private En-Suite Bath - Loft with Big Screen TV, Pool Table, and Foosball table - Gourmet Kitchen - Spacious Sitting and Dining Area - Private Pool and Spa - Free long distance phone calls to USA, Canada, and Mexico - Complementary high speed WiFi internet access in unit - Digital Cable TV included - Baby gear included (crib, high chair) - Fresh towels and linens included - Fully equipped dine-in kitchen with stainless appliances - Full sized washer and dryer included in unit - Hair dryer, ironing board & iron included - LCD TV with DVD player and Nintendo gaming console - Friendly customer support from a dedicated manager throughout your stay - Gated community with 24 hour security guard
  • **Grand Open** Luxury

    Kissimmee: Windsor At Westside: House in a gated community
    7 BDR • 1 Loft • 5 BA • Sleeps 18 • #248923
    189 to 699 USD/night
    - BRAND NEW Spacious 7 Bedroom Villa At Windsor at Westside Resort Free WiFi, Crib, Highchair, Liens - Private Pool with Child Safety Fence, No Rear Neighbor, Nice Green View! - large HD TV in every room! - Game room with Pool table, air hockey and Foosball table - Spacious Sitting and Dining Area - Decorated by professional designer - Free access to resort facilities within the community - Gated community with 24 hour security guard Key Features Include: - 7 Luxurious Bedrooms (3 King, 1 Queen, 1 Full/Full, 1 Bunk & Twin Room, 1 Full/Twin, 1 crib) -Sleeps 18 guest - 5.5 Full Bathrooms (3 Bedrooms with Private En-Suite Bath) - Private Pool and Spa (sectional sitting couch, patio set, 4 sun loungers, child safety fence) - Loft with 120’ projector and Wifi-enabled DVD/Blue Ray Player - Game room includes: Pool Table, Air Hockey, Foosball Table - Gourmet Kitchen - Spacious Sitting and Dining Area - Complementary high speed WiFi internet access in unit - Digital Cable TV included - Baby gear included (crib, high chair) - Fresh towels and linens included - Fully equipped dine-in kitchen with stainless appliances - Full sized washer and dryer included in unit - Hair dryer, ironing board & iron included - Free long distance phone calls to USA, Canada, and Mexico - Friendly customer support from a dedicated manager throughout your stay - Gated community with 24 hour security guard - Access to many resort facilities within the community Other things to note ** Pool Heat Fee $30 per day plus tax ** For safety reason, we don't put BBQ Grill onsite. But if you want, we can help you rent from professional company. It will be thoroughly cleaned and delivered with full propane starting at $65/wk. Other equipment rental is also available per request. * Early check-in/ late check-out will subject to a fee of $45/hr
  • Windsor Hills 5br/5ba

    Kissimmee: Windsor Hills: Villa
    5 BDR • 5 BA • Sleeps 12 • #241965
    185 to 350 USD/night
    This dream vacation home is centrally located at Windsor Hills Resort with a private South Facing Pool. The house is professionally designed and renovated with star hotel quality. High standard bedding & linens to ensure you the most comfortable night's sleep. * 2 Master bedroom suites, each with king-size bed * 1 Master bedroom with queen-size bed * 1 Princess Room with double twin beds and 1 Minion Room with double twin beds * Additional two folding beds will be provided upon request. Sleeps 12 max * Pool with raised, bubbling spa, sun deck and shaded lanai * Elegant furnishings and decor * Full-size kitchen with stainless appliances and granite counters * Laundry with washer and dryer * Family games room with Arcade game, pool table, basketball game and table-soccer foosball game, Xbox 360. * Resort clubhouse with pool, hot tub, games room, movie theater, tennis, volleyball, basketball, gymnasium and sundry shop * WIFI high speed internet provided FREE * Local and long-distance (US) calls FREE * Digital entry/lock system with unique, private code for each guest stay * Professionally managed, inspected and cleaned property. Local caretaker is just a phone call away. * Welcome amenities pack and starter toiletries included With its spa, pool, spacious rooms and games room - your family will find this spacious pool home the perfect base for a visit to Walt Disney World® Resort and the theme parks of Orlando. Be sure to take time-out during your stay to visit the Windsor Hills clubhouse and make new friends, enjoy the community pool, hot tubs, play in the games room, watch a family movie in the on-site theater, use the fitness center, shop in the sundry store, or make use of any of the other amenities that are included in your rental.
  • New!! Luxury Home with

    Kissimmee: Windsor Hills: Villa
    5 BDR • 5 BA • Sleeps 12 • #243428
    179 to 449 USD/night
    This NEWLY RENOVATED 5 bedroom 5 bathroom (All En-suites!!) 3000 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!! This 5 bedroom villa has 3 KING ROOM/1 FULL&TWIN ROOM/1 TWIN&TWIN 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 beautiful green view, no rear neighbors. 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! - 5 luxurious bedrooms(en-suite) and a game room (3 king rooms, 1 twin/twin room, 1 twin/full room) - Safety & Security: Gated community with 24 hour security guard - 65' Smart 4K LED TV, HDTV in every room, XBox One Game Console - Games room with pool table, Foosball and Air Hockey - Private heated pool and SPA in screened lanai - Pool heating is an optional fee - 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
  • Fantastic Villa on an

    Kissimmee: Formosa Gardens: Villa in a gated community
    5 BDR • 3 BA • Sleeps 10 • #248179
    150 to 250 USD/night
    Lots of space in this lovely villa, it is located on a popular gated resort called Formosa Gardens only 5 to 10 minutes to Disney and close to stores and restaurants. The new Margaritaville resort is 2 minutes away where there is a water park, stores and restaurants. The villa has 5 bedrooms, the spacious Master bedroom has a king size bed and en suite bathroom and patio doors leading to the pool area. . One of the twin bedrooms is Mickey Mouse themed and one is Star Wars themed.There are 3 bathrooms, one which leads direct to the pool and a large outside deck with overlooking the large private pool which can be heated for a charge in the cooler months, usually October to May.The pool faces South East so lots of sunshine throughout the day. There is a fully equipped kitchen and also a laundry room with washer and dryer. Great villa on a popular resort.
  • Emerald Island Resort 4

    Kissimmee: Emerald Island: House in a gated community
    4 BDR • 3 BA • Sleeps 10 • #238330
    136 to 200 USD/night
    This 4 bedroom 3 bath home is in Emerald Island Resort. One of the top well landscaped gated community in the area. South facing pool/spa, game room with pool table, foose ball, card table, dart board and TV. Club House has exerciser room, game room, Tiki bar, pool, hot tub, nature trail.
  • Modern Pool Villa

    Kissimmee: Encantada: Townhouse in a gated community
    4 BDR • 3 BA • Sleeps 8 • #201696
    120 to 180 USD/night
    Great 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. Great view from the pool overlooking the lake which has a circular path to walk around to the clubhouse and 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.
  • Florida Golf Villa Pool 4

    Kissimmee: Remington: Villa in a gated community
    4 BDR • 3 BA • Sleeps 9 • #249044
    99 to 129 USD/night
    Florida Villa Swimming Pool WiFi 9 Beds All Ensuite available in most months Rent this complete villa, 9 people can stay. Superior 4 Bedrooms, 3 Bathrooms, Sleeps 9 People, Heated Pool, Air-Conditioning, Free WiFi Broadband, HD Free Cable Television, Free Local Telephone Calls Games Room - Pool Table, PlayStation with Games, Bar Football Table, Dart Board. The Villa is located in the prestige Remington Golf Community. You play an 18 hole round of golf with a buggy included for $12. See the RemingtonGC website for offers. Near to Disney Parks, good links to SeaWorld, Universal Studios, International Drive, 2 Mins from Kissimmee Highway 192 DESCRIPTION Superior Single Storey Floridian Holiday Home, sleeps nine persons 4 Bedrooms - 2 Double Master Bedrooms - 2 Single Twin Bedrooms - All En Suite Gated Access Location - Private Golf 18 Hole Course Community - www.Remington-gc.Com Games Room - Pool Table, PlayStation with Games, Bar Football Table, Dart Board Helpline - 24 Hour Holiday Management Comprehensive Arrival Information Portfolio Rental Licensed - State Registered & Inspected , Complies with all Fire, Health and Safety Regulations Swimming Pool - Screened, Heating Optional Large Patio Sundeck with Pool Furniture Air-Conditioned throughout Internet - Free Wireless Broadband Cable TV - 3 TV's with DVD Players, Free Cable Digital Channels - Ipod & Games Connection Telephone - Free Local Calls House Alarm, Pool Entrance Alarm Safe - Free Hotel Type Safety Deposit Box Double Garage - Double Driveway Walk In Wardrobes Dining Seating for 10 Persons Oven/Hob, Dishwasher, Fridge Freezer, Washer/Dryer, Garbage Disposal Kettle, Coffee Maker, Toaster, Microwave Utensils - New Crockery, Cutlery Clothes Iron, Ironing Board, Hair Dryer Soap, Towels, Extra Linen, Extra Bed Rugs, Toilet Rolls Fire Extinguisher, Smoke Alarmed Cot Crib, High Chair, Push Chair Stroller - all complimentary Maid Service Cleaned - Prepared for your arrival, inclusive of bedding, towels etc. Maid Service Cleaning available during your stay (additional cost through villa management)
  • 6 Bedroom, 5.5 Bathroom

    Kissimmee: Terra Verde: Villa
    6 BDR • 6 BA • Sleeps 13 • #72821
    220 to 310 USD/night
    Our luxury 6 bedroom, 5.5 bath villa is located in the gated Terra Verde Resort and Spa. It contains all the comforts and amenities needed for an ideal vacation. Put your feet up, watch a movie, float in our PRIVATE pool, unwind in our spa, get competitive in our game room, or socialize with a drink at the Clubhouse Tiki Bar. Give yourself a workout in the gym. Going to Disney. Only a 10 Minute drive. Everything you need, awaits. The only thing missing is YOU... Tastefully decorated by a local Interior Designer taking comfort into consideration. We also provide a Pack and Play crib, Toddler Bed and High Chair for you little travelers. We also provide a BBQ and Free Wireless Internet.
  • Lake Front / Minutes to

    Kissimmee: Sunset Lakes: House
    4 BDR • 2 BA • Sleeps 10 • #129578
    157 to 165 USD/night
    This 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.
  • Disney Area Vacation Home

    Kissimmee: Fiesta Key: Townhouse in a gated community
    3 BDR • 3 BA • Sleeps 8 • #202182
    85 to 110 USD/night
    Three bedroom townhouse in Fiesta Key
  • New!! 6br Luxury Pool

    Kissimmee: Windsor Hills: Villa
    6 BDR • 4 BA • Sleeps 14 • #243429
    189 to 999 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 heating is an optional fee - 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
  • 7 Beds/7 Baths,South

    Kissimmee: Cumbrian Lakes: Villa in a gated community
    7 BDR • 1 Den • 7 BA • Sleeps 16 • #210103
    180 to 360 USD/night
    This is a beautiful 7 bedrooms / 5 full and 2 half bathrooms. The home is perfectly located in the quiet gated community of Cumbrian Lakes. The home has a fabulous view of one of the lakes in the community which is south facing. This house has just been upgraded with all new furniture and has plenty of room to sleep for 14 people. The bedding includes 3 king size bedding, 1 queen size that all have their own bathrooms. The three twin beds share two bathrooms. Twin bedding are all decorated with Disney theme. All rooms have new flat screen LED T.V. 28-32 inch. They all have cable in each room and DVD player in the bigger rooms. The living room has a leather couch and love seat with a 55 inch Led T.V. With close to 1000 channels availability. The pool area has a spa attached to it and has a pool heater for a small extra charge. It has plenty of space to sit and take the sun on those fabulous Florida sunny days. The pool area is also enclose with a lanai to keep any small intruders away. I also have a 4 bedroom and 3 washroom home Owner direct #207113 and you may also look at the reviews for reference.
  • Grand Opening!! Luxury 6br

    Kissimmee: Windsor Hills: House
    6 BDR • 4 BA • Sleeps 12 • #244183
    189 to 999 USD/night
    Welcome to this Brand New 6 Bedrooms Home At Windsor Hills Resort With Private Pool, Game Room LAST MINUTE DEAL AVAILABLE!! BRAND NEW & 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 - Pool heating is an optional fee - 6 luxurious bedrooms with 3 KING/1 QUEEN/2 FULL/2 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!
  • Beautiful 6 Bedroom; 5.5

    Kissimmee: Emerald Island: Villa
    6 BDR • 6 BA • Sleeps 12 • #248688
    182 to 296 USD/night
    Emerald Island Resort - Kissimmee, Florida is a resort paradise located 2.5 miles from the area's main attraction, Walt Disney World. During your stay, you will enjoy this well-appointed villa that has been designed and decorated to provide you and your family an abundance of luxury amenities and leaves you well equipped to vacation with all the usual items you would expect to find at home. Emerald Island Resort is only a short 25-minute drive from the Orlando International Airport and is situated central to all of Orlando’s famous attractions. The resorts amenities include a large clubhouse, resort pool with spa, fitness center, sauna and steam room, sand volleyball, tennis courts, game room, children's playground and BBQ/picnic area. This spacious 6 bedroom holiday villa can comfortably accommodate a larger family or group of up to 12 people. Home Features 6 Bedrooms 5.5 Baths Fully Equipped Kitchen Private Screened-In Pool and Lanai Pool heat is available for an additional $30.00 per day Spa - this is not a hot tub, the spa is only heated to the same temperature as the pool if pool heat is added. Patio with Outdoor Furniture and Spacious Deck Game Room with Pool Table Full-Size Washer/Dryer Dishwasher Central Air Towels and Bed Linens Internet Access with WIFI Cable TVs in Living Room and 5-Bedrooms 2881 Square Feet Pool Direction South Bedroom Configuration: 1-King 1-King 1-Queen 1-Queen 3-Twins (1-Bunkbed and 1-Twin) 2-Twins Come stay in this wonderfully designed resort where you’ll enjoy luxury living at its finest. Whether you want to escape for peace and quiet, or would rather explore for a bit of adventure, Emerald Island Resort can fulfill all of your desires. Emerald Island Resort was developed with the discerning vacationer in mind offering privacy and luxury all just minutes away from Orlando’s famed attractions. Emerald Island Resort was developed to ensure that it was close enough to see all that Orlando has to offer as well as to make certain that there was plenty to do right at the resort. Emerald Island caters to groups, both family, and business oriented, and continues to be one of the best and most sought-after accommodations in the Orlando, Florida area. Clubhouse Amenities Large Resort-style Pool Outdoor Spa Tiki Bar Spacious Clubhouse Internet Cafe Fitness Center Sauna and Steam Room Children's Playground Sand Volleyball Court Tennis Courts Basketball Beach Access Florida's renowned coastal regions are a short drive from Central Florida. Within an hour and 15-minute drive, you can be sunbathing in the sunshine state's fabulous Atlantic Coast or enjoying the amazing waters of the Gulf Coast. Key Policies: No smoking/vaping, No pets, No parties/events.
  • 2 Master Luxury

    Kissimmee: Windsor Palms: Villa
    4 BDR • 3 BA • Sleeps 8 • #208048
    150 to 184 USD/night
    Our Villa is situated on an oversized lot on the FABULOUS Resort-Style 24-hour gated community of Windsor Palms. This 5-star resort is just off Highway 192, about 3.5 miles from the gates of Disney. Our spacious, air-conditioned 4-bedroom, 3-bathroom villa is set in a quiet, private location. We have a private southwest facing pool, so it gets the sun all day long. Also, it does not face other pools, so lot of privacy. There are pool alarms on the doors that lead to the pool. Under our covered patio we have a table and chairs where you can have a snack while you take a dip in the pool. There are also separate lounging chairs for just laying out by the pool enjoying the sun or reading a good book. Our villa has cable TVs and ceiling fans in living and balcony/lanai area, and laundry facilities. It also has all the amenities for a perfect get-away. The Master suite 1 has a king-size bed with brand new linen, pillows and comforter, ample drawer space, TV and a walk-in closet. The ensuite bathroom comes complete with a soaker tub, walk-in shower, double sink vanity, separate toilet area with entrance to pool. The Master suite 2 has a King-size bed also with brand new mattress, linen and comforter, TV, walk-in closet, ample drawer space, and ensuite facilities including large walk-in shower, toilet and vanity. Bedroom 3 has Queen bed with built-in closet and drawer space. Bedroom 4 offers two twin beds and includes cable TV, a built-in closet and drawer space.
  • Beautiful Lake Berkley

    Kissimmee: Lake Berkley: Villa
    5 BDR • 3 BA • Sleeps 10 • #225692
    150 to 250 USD/night
    5 bed/3 bath luxury villa with secluded south facing pool and free Internet offers great access to all theme parks some 10 mins away. Situated just off highway 192, close to Wal Mart and Medieval Times. Our home is equipped with a high chair,pack and play, and sit and stand stroller for your convenience. The resort offers main club house with pool/spa, gym, children's play area, tennis court, volley ball/badminton court, fishing on lake, with 24/7 security on gated exclusive community of Lake Berkley. Master suite with king size bed, ensuite shower and corner bathroom with walkin closet. Second bedroom with queen size bed and ensuite bathroom, three twin rooms and a family bathroom. Games room/area with TV and DVD. Free Internet. Electric Grill available.
  • Pool View at Windsor Hills

    Kissimmee: Windsor Hills: Condo
    3 BDR • 2 BA • Sleeps 6 • #239241
    119 to 329 USD/night
    Windsor Hills is one of the greatest gated community located within the heart of Orlando’s premier tourist attractions which is less then 2 miles from Disney. Windsor Hills boasts the closest proximity to Central Florida's theme parks. Windsor Hills has all the amenities of a Five Star Hotel or Resort and is a great family oriented resort close to many restaurants. About 30 mins from Orlando airport and Universal Studios.
  • 3 Bedroom Windsor Hills

    Kissimmee: Windsor Hills: Condo
    3 BDR • 2 BA • Sleeps 6 • #226558
    99 to 289 USD/night
    Our 3 bed/2 bath (1 king, 1 queen, 2 twins) corner luxury condo in the popular Windsor Hills complex is less then 2 miles from Disney - off of Route 192 west of I4. Nicely decorated with all amenities and all new furnishings, new kitchen appliances, in unit washer and dryer, dishwasher, cable TV along with WIFI internet, TV in master bedroom and also in second bedroom, telephone. We also have a pack-n-play, high chair, and a stroller for your use and convenience. Private screened lanai.
  • Sunny 4 Bedroom

    Kissimmee: Buenaventura Lakes: Villa
    4 BDR • 3 BA • Sleeps 8 • #30903
    160 to 195 USD/night
    4 bedrooms including a fabulous ground floor MASTER SUITE with glass sliding doors out onto the pool deck; Stunning first floor Guest Queen with panoramic conservation woodland views; 2 Themed Twin bedrooms with dual controlled PlayStations; Living Room with 51" PLASMA HDTV and 250+ HDTV channels to watch; Lovely Dining Room with family dining table and pool view; Family Room has a Nintento Wii + 4 controllers; Well equipped Kitchen with Breakfast Bar and Breakfast Nook; Air-conditioned Games Room with Air-Hockey, Foosball; Table Tennis, Swirlball and Darts. South facing pool, extended sunbathing deck, fabulous conservation view with NO REAR NEIGHBOURS, and a safe area for the children to play. FREE calls to USA, CANADA, EUROPE AND UK; FREE digital cable TV - 250 channels to choose from; FREE high speed WiFi connection; Baby Package containing full size crib, highchair, stroller/s and baby-walker. All this AND we are walking distance from a 24 hour Wal*Mart Superstore and 2 miles from The Loop. Mickey & his Pals are just 10 miles. SeaWorld is 14 miles.
  • Brand New 5 Bedroom Luxury

    Solara Resort: Villa in a gated community
    5 BDR • 6 BA • Sleeps 13 • #244863
    179 to 449 USD/night
    BRAND NEW Spacious 3500sqft 5 bedroom 5.5 bathroom, walk to club house, decorated by professional designer. Solara Resort, one of newest and best upscale vacation home resort. It’s only 7 miles to Disney Theme Park and close to everywhere. GREAT LOCATION. Warning: ** Solara is a new resort, you maybe see some constructions at the area. ** Internet/Cable service is not available now Solara is a newly built high-end resort of 8 acres with 13,000 sq.Ft clubhouse located in Kissimmee/Orlando. It is one of the most convenient resorts for commuting, shopping, and dining with only 7 miles of Disney Theme parks. You will be able to enjoy the following features at the resort and club house: • Flowrider Surf Simulator** • Heated Grand Pool, lazy river • Fitness Center and Fitness Lawn • 24/7 Manned Gated Entrance • Sand Volleyball • Soccer Field • Basketball Court • Valet Trash Services • Easy Access to Theme Parks • Restaurant • Coffee Bar • Café & Lounge ** Pool heating is an optional fee
  • Luxury 7 Bed Villa Only 5

    Kissimmee: Emerald Island: Executive style house
    7 BDR • 5 BA • Sleeps 16 • #57085
    185 to 250 USD/night
    Here's a vacation home that has everything you ever wanted in your own home...Big Refreshing Pool...Oversized bubbling spa....Lots of room for everyone to relax and unwind. Our Home is the ultimate paradise for a Disney holiday which has to be experienced to be believed. Enjoy our enchanting home for less than the price of a hotel room. The villa is located on Emerald Island, which is a resort styled community only a few miles from Walt Disney World. It is situated on a secluded “land island” insulated by nature with controlled access to the resort via the main gate. In addition to the luxury of the villa, Emerald Island also boasts an impressive club house which is available for all guests and is the perfect way to relax in a more sociable environment and meet other residents of the paradise isle. The clubhouse incorporates a sauna, steam room, cyber café, games arcade, community pool with whirlpool spa, snack bar, sundry shop, movie rental, volleyball court, tiki bar, a children’s adventure playground and even a gymnasium. Florida breeze with 7 bedrooms and 4 ½ bathrooms is an elegant and spacious holiday home which is perfect for large family groups, sleeping up to 16 guests. The furnishings are of a luxury standard throughout. The villa’s 7 bedrooms are as follows: 2 Master bedrooms both with a King size bed, cable TV, walk-in closet and ensuite. A Disney themed bedroom with cable TV and a PS2. A twin bedded room with cable TV. 2 bedrooms with a Queen sized bed and cable TV. 1 bedroom with a king size bed and cable TV. The villa boasts a fully equipped kitchen including dishwasher, self-cleaning glass top range cooker and 25 cubic ft. Refrigerator with ice maker. The fully equipped Kitchen and family room serve as the hub of the house; it’s a large open plan area within easy reach of the entire home. You can choose to dine at the breakfast table or get a bit more formal in the dining room. The family room has an entertainment centre which includes a 47" TV. There is also another lounge and the villa has an area for laundry. FREE International and long distance phone calls, use of stroller, high chair and crib. In the game room, you'll have trouble deciding whether to play air hockey, foosball or darts...And if you can't make up your mind, grab a bike out of the garage and go for a ride. Check your email or look up a recipe for grilling steaks on the computer connected to High Speed Internet. Outside, there is a 8ft by 40ft covered patio, a large 14ft by 30ft heated swimming pool with whirlpool Spa, a lanai to provide shade from the Florida sun and a barbecue, so put some of those big steaks on that brand new gas BBQ Grill that sits on the pool deck. Soooo....Let's recap. 8 Televisions, VCR's, DVD Players, Direct TV, Stereo, PlayStation 2, foosball, air hockey, darts, board games, bicycles, BBQ, Pool, Spa, 7 Bedrooms, 4.5 Bathrooms and a big kitchen and family room...The only thing missing is YOU!!!
  • Lovely 8bd Pool Home W/Gm

    Kissimmee: Windsor At Westside: Home
    8 BDR • 6 BA • Sleeps 16 • #252099
    328 to 643 USD/night
    Windsor at Westside - Kissimmee, Florida is an upscale gated community located just 10 minutes from Walt Disney World. This luxury home sits nestled just outside of Orlando, Florida and has quickly become one of the most desired locations in the Orlando area. During your stay, you will enjoy this well-appointed home that has been designed and decorated to provide you and your family an abundance of luxury amenities and leaves you well equipped to vacation with all the usual items you would expect to find at home. Windsor at Westside is only a 30-minute drive from the Orlando International Airport and is situated central to all of Orlando’s famous attractions. This spacious 8 bedroom holiday villa can comfortably accommodate a larger family or group of up to 16 people. Home Features: 8 Bedrooms 6 Baths Fully Equipped Kitchen with Granite Countertops and Stainless Steel Appliances Pool and Patio with Outdoor Furniture and Spacious Deck Spa-This is not a hot tub, this is only heated to the same temperature as the pool if pool heat is added Upstairs Loft with Flat Screen Cable TV, Pool Table, and Foosball Full-Size Washer/Dryer Dishwasher Central Air DVD Player Towels and Bed Linens Wireless Internet Telephone with FREE Local Calls 65" Flat Screen Cable TV in Living Room Flat Screen Cable TVs in Loft and All Bedrooms 4034 Square Feet Pool Direction South Bedroom Configuration: 1-King (Ensuite, Downstairs, Owners Suite) 1-King (Ensuite, Upstairs, Suite 2) 1-King (Ensuite, Upstairs, Suite 3) 1-King (Upstairs, Bedroom 4) 1-Queen (Downstairs, Bedroom 2) 1-Queen (Upstairs, Bedroom 6) 2-Twins (Upstairs, Bedroom 5) 2-Twins (Upstairs, Bedroom 7) Come to stay in this wonderfully designed resort where you’ll enjoy luxury living at its finest. Whether you want to escape for peace and quiet, or would rather explore for a bit of adventure, Windsor at Westside can fulfill all of your desires. This resort community was developed with the discerning vacationer in mind offering privacy and peace, all just minutes away from Orlando’s famed attractions. Windsor at Westside was developed to ensure that it was close enough to access all that Orlando has to offer as well as to make certain there was plenty to do right within its gates. The neighborhood caters to groups, both family and business-oriented, and continues to be one of the best and most sought-after accommodations in the Orlando, Florida area. Clubhouse Amenities Resort Style Pool w/ Lazy River Outdoor Spa<br>Children's Water Playground Tiki Bar Sand Volleyball Fitness center Game Room Sundry shop Beach Access - Florida's renowned coastal regions are a short drive from Central Florida. Within an hour and 15-minute drive, you can be sunbathing in the sunshine state's fabulous Atlantic Coast or enjoying the amazing waters of the Gulf Coast.
  • Lovely 5br 4.5ba Townhome

    Kissimmee: Windsor At Westside: Townhouse in a gated community
    5 BDR • 5 BA • Sleeps 12 • #248949
    154 to 380 USD/night
    Windsor at Westside - Kissimmee, Florida is an upscale gated community located just 10 minutes from Walt Disney World. This luxury townhome is nestled just outside of Orlando, Florida and has quickly become one of the most desired locations in the Orlando area. During your stay, you will enjoy this well-appointed home that has been designed and decorated to provide you and your family an abundance of luxury amenities and leaves you well equipped to vacation with all the usual items you would expect to find at home. Windsor at Westside is only a 30-minute drive from the Orlando International Airport and is situated central to all of Orlando’s famous attractions. This spacious 5 bedroom holiday villa can comfortably accommodate a larger family or group of up to 10 people (12 with sofa pullout). Home Features: 5 Bedrooms 4 Full Baths, 1 Half bath Fully Equipped Kitchen with Granite Countertops and Stainless Steel Appliances Wireless Internet Patio with Outdoor Furniture and Spacious Deck Private Splash Pool Full-Size Washer/Dryer Dishwasher Central Air Xbox with 2 controllers DVD Player Towels and Bed Linens Telephone with FREE Local Calls 50" Flat Screen Cable TV in Loft 50" Flat Screen Cable TV in Living Room Flat Screen Cable T.V.'s. In All Bedrooms 2265 Square Feet Pool Direction North Bedroom Configuration 1-King 1-Queen 1-Queen 2-Twins 2-Twins Come stay in this wonderfully designed resort where you’ll enjoy luxury living at its finest. Whether you want to escape for peace and quiet, or would rather explore for a bit of adventure, Windsor at Westside can fulfill all of your desires. This resort community was developed with the discerning vacationer in mind offering privacy and peace, all just minutes away from Orlando’s famed attractions. Windsor at Westside was developed to ensure that it was close enough to access all that Orlando has to offer as well as to make certain there was plenty to do right within its gates. The neighborhood caters to groups, both family, and business oriented, and continues to be one of the best and most sought-after accommodations in the Orlando, Florida area. Clubhouse Amenities Resort Style Pool w/ Lazy River Outdoor Spa Children's Water Playground Tiki Bar Sand Volleyball Fitness center Game Room Sundry shop Beach Access Florida's renowned coastal regions are a short drive from Central Florida. Within an hour and 15-minute drive, you can be sunbathing in the sunshine state's fabulous Atlantic Coast or enjoying the amazing waters of the Gulf Coast.
  • New. 9br Luxury Pool Villa

    Kissimmee: Windsor At Westside: House
    9 BDR • 1 Loft • 6 BA • Sleeps 22 • #247640
    219 to 789 USD/night
    Remarkable Home with 9 BR Pool/SPA/Game, Nearby Disney Brand new luxury 9BR/6BA home in Windsor At WestSide. Absolutely perfect for multi-family groups, or golf groups, this property features all the comforts of home and more. Book your vacation now at this beautiful home with pool and spa located in the gorgeous Windsor at Wesside Resort. Key Features Include: - 9 luxurious bedrooms (4 king rooms-1 with crib, 1 queen/queen room, 3 twin/full rooms, 1 twin/twin room) - Jump to Safety and Security: Gated community with 24 hour security guard, plus in-house alarm system connected to security company - 120" HD Projector in Loft and Living Room with 65 inch Smart LED TV - Games room with pool table, Foosball and Air Hockey - Private heated pool (extended size) and SPA in screened lanai - FREE long distance phone calls to USA, Canada - FREE high speed WiFi internet access in unit - FREE baby gear included (full-size crib, high chair) - FREE on site parking - Fresh towels and linens included - Fully equipped dine-in kitchen with stainless appliances - Full sized washer and dryer included in unit - No check in required / secure key-less entry to unit ** Pool Heat Fee $30 per day plus tax ** For safety reason, we don't put BBQ Grill onsite. But if you want, we can help you rent from professional company. It will be thoroughly cleaned and delivered with full propane starting at $65/wk. Other equipment rental is also available per request. *** Early check-in/ late check-out will subject to a fee of $45/hr
  • Top Encore Resort Home

    Encore Club: House
    6 BDR • 6 BA • Sleeps 13 • #234420
    280 to 550 USD/night
    OVERVIEW Brand New house. Be one of the first to use this luxurious home. Decorated and inaugurated in May / 17. This 6 bedroom home is located at the Encore Club, a perfect Orlando location, less than 8 minutes to the happiest place on Earth. The Encore Club also offers exclusive on property amenities including a waterpark and fabulous clubhouse with a restaurant and bar. Sleeping up to 13 guests, there are bedrooms across both floors with 3 king sized bedrooms. A poker table, air hockey and foosball table as well as a PS4 video game console with provide hours of entertainment for the whole family. The outdoor patio is the best place to soak up some Florida rays with your very own private swimming pool and spillover spa. DOWNSTAIRS BEDROOM: King sized bedroom Family bathroom (shower) Laundry room is located downstairs UPSTAIRS BEDROOMS: King sized Master with en suite (shower, tub, twin vanities), 2x accent chairs, and a walk in closet King sized bedroom with en suite (shower/bath combo) A bedroom with bunk beds (Twin and Full sized bed), an en suite (shower), and a foosball table Queen sized bedroom A bedroom with 2x Twin sized beds Family bathroom (shower/bath combo, twin vanities) MAIN LIVING AREA: Spacious comfortable seating area with 2x leather sofas and 2x accent chairs Additional living area has a leather sectional, 5x seat card table, and an air hockey table KITCHEN: Fully equipped with a granite 4 seat breakfast bar Refrigerator/freezer, oven, microwave, dishwasher, coffee maker, toaster, blender All utensils, cookware, dinnerware, glassware DINING: Table seats 7 people ENTERTAINMENT: Each bedroom is furnished with a flat screen TV and access to complimentary Wifi Both main living areas have a large flat screen TV, one has a PS4 video game console OUTDOOR LIVING SPACE: Private swimming pool and spillover spa (optional heating) 4x sun loungers, 6 seat patio table, 2x patio chairs Pool bathroom ENCORE CLUB The Encore Club at Reunion Resort offers a whole new way of enjoying a luxury Orlando vacation home. Designed with the modern traveler in mid, the upscale gated community is perfect for family and friends vacations. With affordable, larger scales homes, with amazing amenities and a tropical clubhouse setting, guests are less than 8 minutes drive away from Walt Disney World. Peaceful, stunning amenities are all within easy reach of the theme parks, airports and major routes of Central Florida. Perfect for guests that prefer to arrive within their own private vacation home and let the complimentary shuttle service take care of the entire vacation’s transportation. FEATURES 8 minutes from Disney Upscale gated community with luxury amenities Vacation rental homes with pools Unlimited access to Encore’s amazing water park Tennis, Volleyball and play area Kid’s splash zone Pool bar Family friendly restaurant Fitness center Complimentary shuttle service to the parks
  • 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
  • Windsor Hills Resort

    Kissimmee: Windsor Hills: House in a gated community
    6 BDR • 4 BA • Sleeps 12 • #251205
    240 to 460 USD/night
    We are proud to offer this truly magnificent vacation home in Windsor Hills Reserve, the premier resort of Orlando that is 'Closest to the Magic'! This spacious home has 2800 sq ft of air-conditioned living space plus a games room with air hockey, basketball and PlayStation 4, located in a luxury 5-star gated community of Windsor Hills. Luxurious professionally decorated 6-bedroom, 4 bathroom home with 2 King en-suites less than 2 miles from the entrance of Disney. Want to relax after a long day in the parks. Take a dip in the spectacular private pool and jet spa which overlooks a beautiful conservation area. We have several homes close by, perfect for family reunions and large groups. You will enjoy your home away from home while you vacation in the Disney area. FEATURES INCLUDE: * Superhero-themed game room with PS4, pool table, air hockey and Foosball * Star Wars themed bedroom with AT AT bunk bed * Frozen themed bedroom with Frozen Castle bunk bed * Harry Potter themed bedroom with twin beds * South-west Facing Private Pool * Premium location - 3-4 minutes walking distance to the Clubhouse * TVs: Smart 4K HDTV in the family room and all bedrooms * FREE and UNLIMITED long distance phone calls to USA and Canada * FREE and UNLIMITED high speed WiFi Internet access * FREE baby gear included (crib, high chair, stroller) * FREE gas BBQ grill * FREE on site parking * Private pool, hot tub in screened lanai. Safety fence for kids * Fully equipped laundry room with washer/dryer and ironing facilities * Resort clubhouse with pool, hot tub, games room, movie theater, tennis, volleyball, basketball, gymnasium and sundry shop * Professionally managed, inspected and cleaned * Gated community with 24 hour security guard manned entry gates * Guest Welcome Center with guest services staff available 24 hours
  • 3 Bedroom Windsor Hills

    Kissimmee: Windsor Hills: Condo
    3 BDR • 2 BA • Sleeps 6 • #226557
    99 to 289 USD/night
    Our 3 bed/2 bath (1 king, 1 queen, 2 twins) corner luxury condo in the popular Windsor Hills complex is less then 2 miles from Disney - off of Route 192 west of I4. Nicely decorated with all amenities and all new furnishings, new kitchen appliances, in unit washer and dryer, dishwasher, cable TV along with WIFI internet, TV in master bedroom and also in second bedroom, telephone. We also have a pack-n-play, high chair, and a stroller for your use and convenience. Private screened lanai.

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.

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 ...
Experience the difference, no waiting
 
Toll Free USA, Canada
1.888.869.6377
Toll Free UK
0.800.249.4265
Toll Free Australia
1.800.150.197
International Rentals
1.250.469.9543