Rent accommodation and lodging by owners in Windward Cay with Owner Direct. We have been matching holiday guests with private vacation rental homes, chalets, and condos for short term and long term lodging since 1994.

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  • Orlando Villa with Pool

    Kissimmee: Chatham Park: Villa
    3 BDR • 2 BA • Sleeps 8 • #207246
    109 to 169 USD/night Paypal
    The house is located in a community called Chatham Park, which is south of Orlando, approximately 10 minutes from Disney. The purpose of the home is receiving families with children who want to escape the routine of hotels, and want to experience living in a condo with a predominance of U.S. Residents. The house is extremely spacious and can accommodate people who go to Orlando and enjoy all the shopping outlets. The house is single story (great for small children and luggage in transit), is in a condominium super quiet and well located. The house has capacity for 8 people (with 6 people in beds in the rooms, plus 2 on sofa bed). It has 3 bedrooms, 2 full bathrooms, TV room, living room, dining room and kitchen (both for 6 people), balcony with furniture, private heated swimming pool and central air conditioning. Bedding, bath towels and hair dryer are all available. There is a sofabed in the living room, which sleeps two children. The master suite is very spacious, with a queen bed, closet, and a private bathroom. The second bedroom has a double bed and conventional closet and the third bedroom has two single beds and wardrobe. The private pool house with a beautiful view of the lake is a difference worth mentioning, especially in the evening when you can sit comfortably on the porch and relax after a day of many activities. It has a fully equipped kitchen with all utensils and appliances, stove, microwave, dishwasher, fridge-freezer with ice maker, coffee maker and electric kettle. In the laundry area, washer and dryer. Cable TV, telephone with free calls to the U.S. And WI-FI complement your entertainment!
  • Pool View at Windsor Hills

    Kissimmee: Windsor Hills: Condo
    3 BDR • 2 BA • Sleeps 6 • #239241
    119 to 329 USD/night Credit Card
    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 Condo in Windsor

    Kissimmee: Windsor Hills: Condo
    3 BDR • 2 BA • Sleeps 6 • #226556
    99 to 289 USD/night Credit Card
    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.
  • Disney World Florida Wow

    Kissimmee: Oak Island Cove: Villa
    4 BDR • 3 BA • Sleeps 8 • #213600
    155 to 245 USD/night Credit Card Paypal
    Located very close to Disney, in fact Animal Kingdom is only 3.4 miles; while the furthest park (Universal) is approximately 20 minutes depending on traffic. Our very cozy detached single home features a very private pool and attached jet spa (heated for free upon request); 4 separate bedrooms: two master bedrooms each with king size beds and their en-suite bathrooms; 2 other bedrooms: one with a bunk bed (double on bottom and single on top) and a 4th bedroom with twin beds share the 3rd bathroom. TV's in all bedrooms with free cable; fully equipped kitchen to prepare your meals or snacks; WiFi; telephone land line with free calls in USA and Canada; 55'' TV in living room with game console. The neighborhood is a safe and tranquil residential area very close to all major attractions, restaurants and shopping malls. Our villa can easily accommodate 2 vehicles in the driveway. We recommended to rent a vehicle at the airport if you are not already using your own car. Other Things to Note a) 13.5% Florida and Osceola County Sales and Tourists tax will be added to daily rates advertised. B) Pool heat is FREE upon request during the winter months. C) Departure cleaning fee of $110 to be added for all guests D) Complimentary crib and a high chair are available in the house. E) BBQ rental is available at extra cost, please ask for details.
  • Orlando Comfort, Splash

    Kissimmee: Windsor Palms: House in a gated community
    4 BDR • 3 BA • Sleeps 9 • #137232
    150 to 320 USD/night Star Rating
    Do you want Orlando comfort. Our 4 bed, 3 bath luxury pool home in the gated Windsor Palms Resort was completely remodeled. Fully equipped kitchen, dining room, living room with 46" HD TV, DVD, PS 2, WI-FI and reading lounge complete your vacation oasis. Just bring your swimsuit and toothbrush. Do you want Orlando splash. Swim and relax in the private pool/spa right outside the lanai, or flipflop to the enormous pool and Jacuzzi steps away at the Windsor clubhouse, also with tennis, volleyball, basketball, movie theater and mini-mart. Access to all amenities included. Do you want Orlando fun. Disney is 2.5 short miles away. Universal and Sea World are within 12 miles. Easy access to all Orlando attractions, golf and restaurants; that is, if you ever want to leave your oasis.
  • 2 Master Luxury

    Kissimmee: Windsor Palms: Villa
    4 BDR • 3 BA • Sleeps 8 • #208048
    150 to 184 USD/night Credit Card Paypal
    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.
  • Cozy Windsor Hills 6br/4ba

    Kissimmee: Windsor Hills: House in a gated community
    6 BDR • 1 Loft • 4 BA • Sleeps 14 • #248921
    189 to 459 USD/night Credit Card Paypal
    ? This 6 bedroom 4 bathroom 3500 sqft luxury home is located in Windsor Hill Resort, one of best upscale vacation home resort. ? 3 KING/1 QUEEN/4 TWIN BEDs. All bedrooms include TVs and are beautifully themed in stylish neutral tones, making them perfect for guests of all ages. 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 bedrooms and a game room (3 king rooms, 1 queen room, 2 twin/twin rooms) - Jump to Safety & Security: Gated community with 24 hour security guard - Games room with pool table, Foosball and Air Hockey - Private heated pool(fee extra) and SPA in screened lanai; Child Safety fence provided - FREE long distance phone calls to USA, Canada - FREE 75MB high speed WiFi internet access - 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 professional property management company. 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 Other things to note - Optional Pool Heat is $25.00 plus tax per day. - Optional BBQ Gas Grill with full Propane tank is $65 for one week. - Early check-in/ late check-out will subject to a fee of $45/hr
  • 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 Credit Card Paypal
    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!
  • Lake View Villa - One of

    Kissimmee: Crescent Lakes: Villa
    7 BDR • 1 Den • 4 BA • Sleeps 16 • #115717
    246 to 270 USD/night Credit Card Paypal
    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.
  • Luxury 6br Windsor Hills

    Kissimmee: Windsor Hills: House
    6 BDR • 4 BA • Sleeps 12 • #244184
    189 to 459 USD/night Credit Card Paypal
    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!
  • Easy Reach of all the

    Kissimmee: Seasons FL: Villa
    4 BDR • 3 BA • Sleeps 8 • #203936
    114 to 145 USD/night Credit Card Star Rating
    This is the perfect place to relax after a busy day at the parks. You can recharge by the heated private, screened pool and enjoy the comfortable pool furniture on the large deck area. The pool deck is provided with a removable safety fence and alarmed doors for added protection of the young ones. The fully air conditioned house is beautifully furnished and fully equipped to cater for all your family’s needs. There is upgraded cable T.V., a DVD player, C.D. Player and a Play Station with games. The garage has been turned into a games room with a pool table, air hockey, dartboard. The laundry facilities are within the games room. In the games room there is a selection of board games and books for you to enjoy. This house has two master bedrooms with en-suites which makes it ideal for two families sharing. The pool backs onto a fenced area to the rear and either side and there have been privacy panels erected so guests will have the ultimate privacy. There are padded chairs and a table on the deck so you can kick back and have a cool refreshing drink poolside or stretch out on one of the padded sunloungers. There are also umbrellas to help shade you if the sun gets a little too warm.
  • Brand New Luxurious

    Kissimmee: Windsor At Westside: House
    7 BDR • 6 BA • Sleeps 16 • #233495
    299 to 799 USD/night Paypal
    Brand new luxurious vacation home. 20 minutes to Disney, Universal Studios, Sea World, and the Convention Center are minutes away. 7 bedrooms, kid rooms themed with Harry Potter, Star Wars, frozen and Snow White. A gaming room, private parking, pool, hot tub. Beautiful clubhouse and facilities including Exercise room, tennis, kids playground, pool, lazy river and water park. Perfect vacation home for couples, solo adventurers, business travelers, families (with kids), big groups, and furry friends pets.
  • Sunset Vista Lakeside

    Kissimmee: Sunset Lakes: Villa
    4 BDR • 3 BA • Sleeps 8 • #72063
    134 to 159 USD/night Paypal
    ***Our rental rates INCLUDE pool and spa heating Sunset Lakes is a small, quiet, exclusive, gated community with luxury homes situated around two private lakes. Directly off Highway 192 and only minutes from Disney and all other attractions. Our spacious luxury furnished home overlooks the larger lake and has the best of everything you need for a fantastic holiday with family or friends and is equipped to the highest standard. There is cable television in all the rooms and 2 DVD players. - FREE WiFi internet access - FREE unlimited calls to landlines and mobile/cell phones based in USA, Canada and a few other countries - FREE limited calls to landlines in UK and numerous other countries - FREE use of the BBQ (all we would ask is that you clean it and if the propane runs out that the bottle be replaced for future guests) - FREE use of the safe - Cable TV with 220 channels and thousands of free movies - Accidental Damage Waiver Insurance so no security deposit has to be paid or claimed againstt The spacious family room, with an enormous sliding glass door onto the pool deck, has two sofas, a coffee table, two side tables with lamps, and large 50" 4K cable HDTV with WiFi connectivity, a DVD player and music system. A truly tranquil place to relax. An adjoining dining area with table and chairs seats six and has its own door which opens onto the covered lanai area of the pool deck. The great American kitchen with breakfast bar and stools has everything you could wish for: refrigerator/freezer, dishwasher, waste disposal, full cooker and microwave. All cutlery and crockery are provided, plus a set of outdoor crockery for use around the pool. A separate utility room houses the washing machine and dryer, with the iron and ironing board. So you can travel lightly. The en-suite master bedroom, with sliding patio doors opening onto the pool deck, has a king-size bed, dressing table, two bedside cabinets with lamps, flat screen cable HD TV and a music system. Double doors lead you into:- The private en-suite bathroom with large Roman-style oval bath tub, walk-in shower, his and her basins, hair dryer and walk-in wardrobe. The second bedroom, with a queen-size bed, chest of drawers, bedside table and lamp, built-in wardrobe, cable TV and a DVD player, shares:- A half bathroom (toilet and vanity unit) with:- The third bedroom which has two twin beds, chest of drawers, lamp, built-in wardrobe and cable TV. The fourth bedroom has two twin beds, chest of drawers, lamp, built-in wardrobe, cable TV and is next to:- The second main bathroom with shower, bath, toilet and basin. The fantastic fully-screened pool with raised deck, pool seat and inground jacuzzi/spa has unique fiber optic lighting and overlooks the peaceful lake where wildlife can often be seen. It is a marvelous way to relax after a hectic day in the theme parks or after a round of golf. The inground jacuzzi/spa also overlooks the lake, has fiber optic lighting and is both fully automated and heated - just turn on the timer switch and relax in the warmth of the heated spa. The surrounding "cool" deck includes a shower and the shaded lanai has a ceiling fan with light giving comfort to outdoor eating. All the pool furniture is "top of the range" luxury and includes a table, four padded relaxer chairs with footstools and four padded chaise loungers. Pool towels are provided. A FANTASTIC PLACE TO WATCH THE FLORIDIAN SUNSETS. For golfers, Orange Lake and Champions Gate have world-class courses and are within minutes drive.
  • Well-Appointed Two

    Kissimmee: The Arbors Of Sendera: Apartment
    2 BDR • 2 BA • Sleeps 6 • #224442
    67 to 67 USD/night Paypal
    2 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
  • Spacious 4br, 3

    Kissimmee: Emerald Island: Townhouse in a gated community
    4 BDR • 4 BA • Sleeps 10 • #242667
    109 to 199 USD/night Credit Card Star Rating
    NEW. BE THE FIRST TO REVIEW. SPACIOUS 4BR 3.5BA Townhome with 2 Master Suites in gated Vacation Resort "EMERALD ISLAND RESORT", close to DISNEY This spacious town home is located close to the community pool and clubhouse in the popular gated Vacation Resort "EMERALD ISLAND RESORT". Downstairs you will find the open living area with Flat Screen TV as well as the dining area. The open kitchen is fully equipped with the essential for preparing a meal during your vacation. Enjoy your Coffee etc on your screened in Patio. The Master King Suite is also located on Groundfloor For your convenience there is a half bath and washer and dryer downstairs BED ROOMS are configured as follows: * 1 Master KING bed room with private bath located on the ground floor, TV Upstairs you will find the other bed rooms: * 1 Master QUEEN with private bath and screened in balcony overlooking the Conservation Area * 1 'PRINCESS' TWIN bed room, TV * 1 'MICKEY' TWIN bed room, TV * a shared MICKEY Themed bath with Shower/tub combo * 2 Single Rollaway beds There is also a Crib and Highchair for your use. FREE WiFi Internet. AIR CONDITIONING/Heating throughout. Located only 10 minutes away from Disney this is a great place to vacation. RESORT AMENITIES: At the clubhouse enjoy the heated Pool, 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 Court 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 **Parking: EMERALD ISLAND RESORT does NOT ALLOW RV's, Campers, Buses, Boats or Trailers to be parked on the property. Semi-trucks are not permitted along with any truck in excess of 24 feet
  • Spacious 4br 2.5ba Pool

    Kissimmee: Bass Lake Estates: Villa
    4 BDR • 3 BA • Sleeps 10 • #231826
    119 to 199 USD/night Credit Card Star Rating
    SPACIOUS 4BR 2.RBA Pool Home with View, Master Suite on Groundfloor at BASS LAKE ESTATES, close to all Major Attractions, Shopping and Dining Enjoy this great Home with space for the whole Family. On the ground floor you will find am open fully equipped kitchen, 2 living room areas and dining space, with access to your partially covered, screened Pool Patio. BED ROOM CONFIGURATION: 1 Master Suite with private bath, separate walk in shower and tub (downstairs), TV All other Bedrooms are located upstairs: 1 QUEEN Bed Room 1 QUEEN Bed Room 1 TWIN Bed Room 1 SOFA BED in Living Room, sleeps 2 shared bath
  • Florida Hills Pool Home

    Kissimmee: Indian Point: Vacation Rental
    4 BDR • 3 BA • Sleeps 10 • #9454
    175 to 198 USD/night Credit Card Paypal
    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.
  • 2019 New 7 Bedroom Pool

    Kissimmee: Windsor Hills: House in a gated community
    7 BDR • 4 BA • Sleeps 15 • #247646
    189 to 459 USD/night Credit Card Paypal
    This is a truly luxurious vacation home at a GREAT VALUE!! 2019 Newly Renovated. Our Luxurious Villa features: • 7 bedroom 4 bath villa with private pool • Pool heating is an optional fee • 3 King bedrooms, 2 Queen bedrooms, 2 Twin/Full bedrooms • All bedrooms have HD TVs • FREE Baby Crib, high chair • Child Safety Pool Fence • Fully equipped kitchen with all major appliances • Wireless Internet Service • Full size washer and dryer • Full Dining room, Living Room and Great Room • Professionally decorated and furnished • Games Room with Pool Table, and Gaming TV • Very short walk to the Clubhouse • Our property manager is one of the best in the Disney area. They care about delivering excellent service as much as we do. A perfect match. This home will bring the excitement of Disney to you and have everyone talking about your trip for months to come. In addition to this beautiful home, you as our guest will have full access to the Windsor Hills clubhouse, sundry shop, resort-style pool, game room, exercise room, theater, and all other amenities at no extra cost. You are also just minutes away from shopping and restaurants.
  • Top Encore Resort Home

    Encore Club: House
    6 BDR • 6 BA • Sleeps 13 • #234420
    280 to 550 USD/night Credit Card Paypal
    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
  • Your Oasis Away from Home!

    Kissimmee: Windsor Hills: House in a gated community
    5 BDR • 5 BA • Sleeps 12 • #250431
    175 to 275 USD/night Credit Card
    This is a terrific 5-bedroom/5-bathroom rental home located in Windsor Hills Resort. This beautiful villa includes upstairs and downstairs King Bedroom suites. It also has a Queen Bedroom, Twin Bedroom and sleeper sofa on the first floor. And there is an another Twin Bedroom on second floor making this home ideal for two families and up to 12 guests. The home is professionally furnished and decorated for comfort with beautiful furniture, relaxing paint colors, and appealing decorations inside and out. There are 6-flat screen TV's house ranging from 29" to 60" in size and there is High-Speed Internet, Cable TV, and a surround sound system. The SOUTH facing pool/ hot tub and private pool deck with privacy screening make this outdoor space special. Carpeted game room includes slate pool table, foosball table, 32” TV, Xbox game system, video chairs, and washer /dryer. Family friendly home includes cribs, stroller and high chair if needed. Windsor Hills is a beautiful gated community just 1.5 miles (2.5 km) from the gates of Walt Disney World. The resort offers a variety of recreation and activities for all ages including children's playgrounds throughout development, state-of-the-art fitness center, large community pool, sand volleyball, basketball and tennis courts, 40-seat movie theatre, video arcade and billiards. The resort offers a shuttle bus service to Walt Disney World, Seaworld and Universal Studios. This home is within close walking distance from Windsor Hills Community Center.
  • Luxurious Villa Newly

    Kissimmee: Emerald Island: Villa in a gated community
    4 BDR • 3 BA • Sleeps 10 • #206639
    165 to 219 USD/night Credit Card Paypal Star Rating
    Located at the prestigious Emerald Island Resort South East facing pool and spa Secluded pool deck back onto natural reserve, no rear neighbor, bushes partitions planted on both side, great privacy 4 Bedrooms +3 bathrooms All flooring, painting, contemporary furniture and appliances are newly purchased in Aug 2013. All brand new and high quality. This include: - 60' Samsung 3D Smart TV with unlimited movies from Netflix - Two King Master suite bedrooms with 32' Samsung smart TV - Bedroom with 2 twin size sleigh beds and 32' LED TV with Playstation 3 - Bedroom with twin+full bunk bed with trundle and 32' LED TV with Wii console - Sleeps up 10 people - Fully equipped gourmet kitchen with granite counter top - Stainless steel appliances with ice-maker - Top quality linens and high end furniture in contemporary style - washer and dryer, hair dryer, iron, coffee maker, blender etc. - High speed WIFI internet (N speed) - Free Local call - Keyless lock system, no keys and unauthorized entry to the villa during your stay - Young children/baby equipment (stroller, play yard, baby monitor, high chair, booster seat) - Game room with pool table, basketball game and award winning Step 2 Market toy kitchen entertainment unit
  • Luxury 6br Windsor Hills

    Kissimmee: Windsor Hills: House
    6 BDR • 4 BA • Sleeps 12 • #244182
    188 to 448 USD/night Credit Card Paypal
    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 - Pool heating is an optional fee - 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!
  • 4br Home with Private Pool

    Kissimmee: Crystal Cove: Villa in a gated community
    4 BDR • 2 BA • Sleeps 10 • #250245
    110 to 209 USD/night Credit Card
    GREAT 4BR HOME WITH PRIVATE POOL, LOCATED IN GATED "CRYSTAL COVE", it is just a short drive to Walt Disney World, Universal Studios, SeaWorld, and Old Town Kissimmee. Enjoy your Vacation at this great Vacation Home with an open, fully equipped kitchen, Living and Dining Area. BED ROOM CONFIGURATION: 1 Master KING bed room, TV, Master Bath with double sinks and tub 1 QUEEN Bedroom, TV 1 TWIN Bedroom, TV 1 TWIN Bedroom, TV shared bath with Shower/Tub combo Sleeper Sofa in Living Room Meal preparation is simple with a fully-equipped kitchen, in which all pots and pans, dishes, glassware, and eating utensils are included. A kitchen-side breakfast nook is the perfect place for morning coffee and tea. The open floor plan of this condo makes it easy to entertain family and friends. Movies are displayed wonderfully in the living room on the 50" plasma TV. The whole family will enjoy the private swimming pool, especially after adventurous days at the nearby Theme Parks. A screened patio makes the evenings even more comfortable and provides the perfect setting for a pool-side picnic. AIR CONDITIONING entire house (Air Conditioning and Heating Pump) MAX 2 Cars on Driveway! **No Parties are allowed at this home, please respect your neighbors
  • Air-Conditioned Game-Room

    Kissimmee: Emerald Island: Villa in a gated community
    7 BDR • 5 BA • Sleeps 16 • #201533
    240 to 425 USD/night Credit Card Star Rating
    3 Miles from Disney in exclusive Emerald Island gated resort community * Air-conditioned game room with pool table, air hockey, foosball and large screen TV * 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 (9 total) * Wii 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
  • 7br Luxury Pool Home with

    Kissimmee: Windsor At Westside: House
    7 BDR • 1 Loft • 5 BA • Sleeps 18 • #247643
    189 to 699 USD/night Credit Card Paypal
    Remarkable Home with 7 BR Pool/SPA/Game, Nearby Disney Brand new luxury 7BR/5BA 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: - 7 luxurious bedrooms (2 king rooms-1 with crib, 2 queen rooms, 1 twin/full room, 1 full/full room, 1 two twins/ full room) - South Facing Private Pool and SPA in screened lanai, with Child Safety Fence - 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 - 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
  • New. 9br Luxury Pool Villa

    Kissimmee: Windsor At Westside: House
    9 BDR • 1 Loft • 6 BA • Sleeps 22 • #247640
    229 to 789 USD/night Credit Card Paypal
    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
  • A Bit of Disney World

    Kissimmee: The Villas at Seven Dwarfs Lane: Townhouse in a gated community
    4 BDR • 4 BA • Sleeps 8 • #204779
    125 to 135 USD/night Credit Card Paypal
    HERE you will find yourself to be at the center of the magical and enchanting fun capital of Florida with its endless list of attractions, restaurants, and family activities with all the major amusement parks just minutes away Freshly painted interior, NEW laminate flooring, NEW porcelain tiled baths, NEW beds with NEW mattresses. The majority of other furnishings have also been replaced including NEW Refrigerator and NEW front loading Washer and Dryer. Modern LED HDTV’s in all bedrooms and a large HDTV in the Living room with 250 channels of news, sports and entertainment at your fingertips. A Bluray/DVD player is also provided. The townhouse is provided with linens, towels, hair dryers, iron, ironing board, kitchen utensils (pots/pans/dishes/cutlery), toaster, coffeemaker, kettle, etc. There are no nickel and dime extras to be imposed upon your stay (other than a cleaning fee if your stay is less than a week). Resort facility use is FREE, Television is FREE, Telephone service throughout the United States and Canada is FREE. Wireless Internet service is FREE. Parking is FREE. The Resort offers a huge beautiful swimming pool (heated), a hot tub, a play area for children, tennis, basketball, beach volleyball and bocce ball courts. There is a small lake for fishing. Paddle boats should be available by Spring and a splash pad is scheduled for the Summer. The Clubhouse has a gym, a games arcade and pool tables. Security guards on duty 24/7 at this beautiful gated community. Trip Advisor currently ranks Villas at Seven Dwarfs Lane at #11 of 51 resorts. For location, convenience and atmosphere, it's absolutely ideal. Contact us for any additional assistance or information you may require.
  • 3 Bedroom/2 Bath Home with

    Kissimmee: Chatham Park: Home
    3 BDR • 2 BA • Sleeps 6 • #238250
    101 to 128 USD/night Paypal
    Beautiful 3 bedroom/2 bath home tastefully furnished for short or long term guests. Amenities include ceiling fans in living room and all three bedrooms. Custom pool that is 15' x 30' compared to standard pool size of 12' x 20'. Crib and bedding plus a high chair and umbroller for little ones. Barbecue Free Long distance throughout US, Canada, and Puerto Rico. Kitchen is fully equipped with ice maker refrigerator, stove/cooktop, dishwasher, microwave, and all cookware, blender, coffee maker, crockpot, dishes, glasses, and cutlery. Distance to parks: Disney...............5 miles Sea World.........6 miles Universal...........8 miles Home is so close to parks that you can come home for a swim and return in the evening. Screened in lanai features patio table with umbrella and four chairs plus three lounge chairs Flexible check in and check out times if available. Conscientious owner and management team assure that guests are well cared for during their stay.
  • Condo in a Resort

    Kissimmee: Windsor Hills: Condo
    2 BDR • 2 BA • Sleeps 6 • #206775
    99 to 289 USD/night Credit Card
    Stay in Kissimmee's latest and greatest new resort, Windsor Hills is a 24 hours guarded gated community with a large 1 acre lake located within the heart of Orlando’s premier tourist attractions. Windsor Hills boasts the closest proximity to Central Florida's theme parks. The main features include a massive multi million dollar clubhouse facility with an array of amenities including a large lagoon styled double olympic beach-entry heated swimming pool with water slide, toddler pool, fountains, waterfalls, 48 seat movie theatre, fitness center, foosball, air hockey, ping pong, video arcade, pool tables, sundry shop (convinience store) and each condo building complex has 2 elevators. The outdoor activities include basketball, tennis, sand volley ball, putting green, kids playground and even RV parking. Windsor Hills is located along North Old Lake Wilson Road, adjacent to US 192 in Kissimmee’s tourist corridor (Shopping, restaurants and souvenir shops are just 1/2 mile away). Located just 2 miles from I-4, Windsor Hills is only 1 1/2 miles to Disney, 10 minutes to Seaworld, 15 minutes to Universal Studios and 30 minutes from Orlando airport.
  • Stunning Lake View Orlando

    Kissimmee: Crescent Lakes: Vacation Rental
    5 BDR • 1 Den • 3 BA • Sleeps 10 • #54733
    195 to 240 USD/night Credit Card Paypal Star Rating
    Stunning Lake View vacation rental 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. Games Room with 8ft pool table etc; Wireless HI-Speed Internet, Large Screen TV, TV all rooms, 2 lounges & luxurious furnishings. Calla Lily is extremely spacious & built on natural wooded conservation areas in the 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 & spa. Calla Lily is a very open & spacious house and the Family room has a 55" HDTV with streaming channels including Netflix subscription, 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, Alarm system, it's fully Licensed plus Crescent Lakes has security patrols and video surveillance for your added peace of mind. Communal facilities include children's' play areas, basketball, volley ball and tennis courts and a BBQ area.
  • 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 Credit Card Paypal Star Rating
    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.
  • Any Closer to Disney &

    Kissimmee: Emerald Island: House
    6 BDR • 4 BA • Sleeps 14 • #11772
    185 to 228 USD/night Paypal
    Just 2 short side-roads to Disney, you get to the parks or back in less than 10 minutes regardless of traffic! South-facing pool with a wooded conservation area, not another house, behind you. Child-friendly with games, toys, and interactive Disney furnishings. Clubhouse privileges with high-speed internet PC's, arcade games room, wireless internet, tennis courts, volleyball court, sauna and exercise room. Built by experienced Disney area owners, the house is well-maintained and carefully managed. Enjoy your Disney vacation! Sauna, exercise room and spa 200 yards away in the Clubhouse. South facing private pool with wooded backyard; no back-to-back houses. Gated community, with club-house with a community pool, spa, sauna, exercise room, internet connected computers, and lounge area. Within the complex are volleyball courts, barbeque areas and a children's 'tot-lot' for safe play in the sunshine. Emerald Island also has lots of refreshing walks and nature paths with abundant local foliage.
  • Wow! This is the One

    Kissimmee: Windsor Hills: Villa
    6 BDR • 4 BA • Sleeps 14 • #73895
    288 to 444 USD/night Paypal
    My husband and I are from Canada and recently purchased this villa in Kissimmee, Florida so that we and our family can escape the snow and soak up some sunshine. This is why it was important to us to have a south facing pool so that no matter what time of year or what time of day, you know you are going to be getting as much sunshine as possible!! After purchasing the property, I spent some time redecorating and updating the property so it will feel like home to us when we go there. We have added many features that are only found in the most luxurious accomodations and put us a notch above what you would normally expect to find. Check out the pictures and I think you will like what you see!! NEW televisions in every bedroom NEW home theater - fully air conditioned, recliner seating, granite-topped bar, 60" t.v./surround sound NEW games room - full air conditioned, carpeted, foosball, ping pong and air hockey NEW game components - Wii, PlayStation 2, Karaoke - all with assortment of games/CD's NEW furnishings in 9 rooms NEW granite countertop in kitchen NEW 32" t.v. outside on pool deck NEW landscaping - enjoy a view of palm trees, orange trees and bird of paradise from the lanai FREE Wifi - password protected for your security FREE Local and International calls FREE safe for your use FREE baby equipment - 1 high chair,1 baby gate, 2 strollers, 1 bed rail, 1 baby listener, 1 walker FREE electric BBQ FREE library of assorted games, books and DVD's for your entertainment
  • Grand Superior Condo 3bd

    Kissimmee: Laguna Bay Villas: Apartment in a complex
    4 BDR • 2 BA • Sleeps 7 • #250441
    89 to 180 USD/night Credit Card Paypal Pet Friendly
    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.
  • The Private Retreat in

    Kissimmee: Lindfields: House in a gated community
    3 BDR • 3 BA • Sleeps 6 • #238346
    131 to 153 USD/night Credit Card Paypal Pet Friendly
    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.
  • 2 Miles from Disney World

    Kissimmee: Windsor Hills: Villa in a gated community
    5 BDR • 5 BA • Sleeps 12 • #248106
    180 to 325 USD/night Paypal
    We invite you to experience the Magic of Disney in our beautiful 5 Bedroom, 5 Bath Villa. Located in Windsor Hills, one of the Orlando's most popular communities and minutes from Disney World, our villa is perfect for large groups traveling together. Whether you plan on visiting the parks all day or relaxing at the resort, Finding the Magic Villa is a perfect place to call home. Our 5 Bedroom, 5 Bath Villa is 2,966 sq. Feet and sleeps up to 12 guest in style. Our Villa includes 2 King Bedrooms, 1 Queen Bedroom and 2 Bedrooms with Full/Twin Bunk Beds, so there is more than enough space for everyone to spread out and relax after a long day at the parks. The Villa has its own private pool/spa, private theater and game room, so the kiddos always have something to do. Each room includes a flat screen tv, for the moments you want to be alone. The Villa has a fully-equipped kitchen, open dining room, plenty of space and includes all of the comforts of home. Windsor Hills is a gated community located about 2 miles from Disney World Resort. It offers a 140,000 gallon lagoon style pool, water slides and splash pad. For those wishing to remain active, the resort has a fitness center, tennis courts, basketball courts, putting green and even a beach volleyball court. The resort also offers a private movie theater, game room, ATM and DVD rentals. A stay at our Villa will have your family and friends talking about their Magical vacation for years. Find the Magic today!
  • 4 bedrooms Townhouse Close

    Kissimmee: Fiesta Key: Townhouse
    4 BDR • 4 BA • Sleeps 8 • #143905
    120 to 130 USD/night Paypal Star Rating
    Why stay in a hotel when you can have more space and your own privacy, this home is fully equipped with all your need to complete your vacation with a home away from home accommodation. 3.5 miles away from Walt Disney World main gate, close to all attractions, restaurant, shopping and golf course.
  • Luxury Windsor Hills 6br

    Kissimmee: Windsor Hills: Villa
    6 BDR • 4 BA • Sleeps 14 • #243122
    189 to 459 USD/night Credit Card Paypal Star Rating
    This house has been fully redecorated and furnished recently , to serve our esteemed customers with comfort, safety and cleanliness. Adults will be pampered with our extravagant furnishings, all the bedrooms are luxuriously appointed with top-of-the line mattresses and bedding, HDTV. You will be able to find everything you could possibly need to made a big feast for the loved ones from our fully equipped grand kitchen. Other than the spacious Mediterranean style dinning area, a casual dining can also be accommodated at the comfortably seated breakfast nook and the breakfast bar. Outside of the kitchen is a covered lanai with screened swimming pool and tub with great privacy and enough sunshine. Loungers, together with table and chairs give you extra room to enjoy a beautiful day or a peaceful private time, or you may just jump into the crispy clean water and welcome each golden sunrise. Tired of the outdoor excitement. No problem, come in and have a beer in the fun Superhero game room. You will find everything new includes 8ft slate pool table, air hockey, football, bar table, stools and a 48" TV with Sony Playstation 3 Game Console. ?Key features: Bedrooms: - 6 bedrooms, 4 full bath rooms, comfortably sleeps up to 13 people and 1 baby - Two en-suites with private bath room. - Queen Suite bedroom on the 1st floor, easy access for seniors - Two Disney theme bedrooms for kids, with 2 twin beds in the Starwars room, 1 full and 1 twin bed in the Frozen room Entertainment: - HDTV in family room, LCD TV in every bedroom, DVD players, Free Wi-Fi , free North American and Mexico phone call - Superb games room: PS4 game console/games, pool table, air-hockey, foosball, LCD TV Kitchen and Dining Area: - Fully Equipped Full Size Grand Kitchen - Granite Counter-top - Stainless steel refrigerator, electric range, dish washer and microwave oven. - Dining table extendable to seat 8-10. - Breakfast nook: a table seating 4-6. Private pool/SPA: - Higher view and distanced from other villas in the back. - Child Safety Pool Fence. - Optional Pool/SPA heater available - Pool heating is an optional fee General: - Custom-made window treatments throughout the entire house - Ceiling Fans throughout the entire house - Dual temperature control for upstairs and downstairs - Jump to Safety & Security: Gated community with 24 hour security guard * FREE baby gear included (full size crib, high chair, stroller, Pack'n Play) * FREE long distance phone calls to USA, Canada * FREE 100MB high speed WiFi internet access * FREE on site parking * Fresh towels and linens included * Large size washer and dryer included in unit * No check in required / secure key-less entry to unit * Our vacation home is managed by Florida Top professional property management company. 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 * Short 5 minute drive to the major shops and restaurants located on Highway 192 -Irlo Bronson Memorial Highway. 2 minute to Walmart.
  • Excellent 3 Bedroom

    Kissimmee: Terra Verde: Townhouse in a gated community
    3 BDR • 2 BA • Sleeps 6 • #207827
    99 to 129 USD/night Credit Card Star Rating
    Magnificent 3 Bedroom townhouse close to Disney, other attractions, and shopping!! Home is tastefully furnished with 3 TV’s, free long distance (Within US or Canada), free Wi-Fi, cable TV and personal hot tub in the backyard for a memorable vacation. Villa can accommodate up to 6-8 persons comfortably. So if it is a family or friends getaway make yourself at home and enjoy staying comfortably for fraction of the cost. We provide all linen and towels, and accommodate any special requirements to accommodate your stay. Kitchen is fully equipped. Master Bedroom has a queen bed and attached bathroom. Other two bedrooms come with two twin beds each and a bathroom to share. Unit includes Washer/Dryer. Community is gated with 24 hour security with award winning club house with a Pool and Tiki bar, Fitness centre and game room. Other close attractions include: Universal studios 20 minutes SeaWorld 15 Minutes LEGOLAND 40 minutes
  • Best Location. Newly

    Kissimmee: Crestwynd Bay: Townhouse in a gated community
    3 BDR • 1 Loft • 3 BA • Sleeps 6 • #248918
    77 to 145 USD/night Credit Card Paypal
    3 Bedroom, 3 Bathroom, Sleeps 6, Free WiFi, HDTV, Wii, Stroller, Crib, highchair. Location: This newly renovated 3 bedroom townhouse is located in the Crestwynd Bay resort, just 1.5 miles away from Disney. 24HR Walmart is 2 minutes away. This gated community features a community pool, nature trails, and children playgrounds. Why pay for an expensive hotel room when you can have the whole house all to yourself, while paying less. This professionally managed 3 bedroom unit includes 1 king bed, 1 queen bed, and 2 twin beds. All beds come with the highest quality mattresses, guaranteed to recharge you from a day in the parks. This unit also comes with 3 full baths, so fighting for bathrooms will become a thing in the past! - Centralized AIR CONDITIONING in Home - Free High Speed WiFi - Free Long Distance Phone Calls to USA, Canada, and Mexico - Free Cable TV In ALL BEDROOMS - Free Parking - Free Access to all facilities within the community - Full-size laundry in home - Heated community Pool - HAIR DRYER, IRONING BOARD & IRON INCLUDED - No Check in required / Security Keypad with unique door code
  • Affordable Beautiful 5

    Kissimmee: Paradise Palms: Home
    5 BDR • 5 BA • Sleeps 14 • #248103
    150 to 370 USD/night Credit Card
    5 Bedrooms 5 Bathrooms Private screened pool, jacuzzi plus covered lanai 2 Master Suites with King size bed and flat screen TV in all bedrooms Big flat screen TV in living room. 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: 2 King Beds, 1 Full size bed, 3 Twin Beds, 1 Bunk Bed (full + twin) Downstairs: - Fully equipped kitchen - Living room are with Big Flat screen TV and a dvd player. - Private screened in pool and jacuzzi plus covered lanai, patio furniture - Dining Area and breakfast bar - Master Bedroom #1: 1 king size bed, Flat screen TV - Master Bathroom #1: Toilet, Shower, dual vanity with Granite counter top - Guest Bedroom #1: 2 twin size beds and Flat screen TV - Guest Bathroom #1: Toilet, Tub Shower Combination, Single Vanity with Granite Top - Laundry Room: Full size washer and dryer, Iron, Ironing board Upstairs: - Master Bedroom 2: King size bed, plus flat screen TV. - Master Bathroom2: Tub, Shower, Toilet, Dual Vanity with Granite counter Top, - Guest Bedroom #2: 1 Full bed, 1 Twin bed and a flat screen TV - Guest Bathroom #2: Toilet, Shower, Single Vanity with Granite Top - Guest Bedroom #3: 1 bunk bed (full + twin) plus Flat screen TV - Guest Bathroom # 3: Toilet, Shower Tub Combination, Single Vanity with Granite Top - 2nd Living Area Check Availability
  • Disney & Universal Studios

    Kissimmee: Windsor Palms: Townhouse in a gated community
    3 BDR • 3 BA • Sleeps 6 • #245633
    115 to 115 USD/night Paypal
    The first reason that you may want to trust Alena & I with your family vacation's lodging is our reputation. In business for 20 years , Alena & I have served travelers to the Theme Park region meticulously , earning countless 5-Star reviews across many booking sites. This is our full time job. We live here, we are not absentee owners like most other villas . We are easy to communicate with before , during , and after your visit to our villas. We are available in person, by e-mail, phone and text. Both of us are theme park workers, and we are happy to answer any questions that you may have . Our paramount goal is to make our villas as clean as possible . We update our mattresses and bedding and cookware regularly. Our location, less than three miles from Walt Disney World's Animal Kingdom , is the second reason that you may consider us for lodging . There are very few privately owned condo/town home resorts , with human gate attendants , this close to the theme parks . Most of the others are timeshares . We are not a timeshare . There are no strings , and no hidden costs when you book with us . Book with us and you deal directly with Alena and me. We are the cleaners, and we are licenced to clean. No one else, other than you and us , has access to the villa while you are staying with us . As theme park workers, Alena & I are put through a back round check every year, and I am also a Notary Public in the State of Florida. When you book with a large company, with absentee owners , you may not know who is servicing your villa and who has access to the villa . Alena & I look forward to serving your lodging needs here in Central Florida !
  • Killarney Way!

    Kissimmee: Compass Bay: Townhouse in a gated community
    4 BDR • 4 BA • Sleeps 8 • #233640
    117 to 117 USD/night Credit Card
    Located 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.
  • Bright and Luxurrious

    Kissimmee: Terra Verde: Villa in a gated community
    7 BDR • 1 Loft • 6 BA • Sleeps 16 • #209882
    200 to 390 USD/night Paypal Star Rating
    Welcome 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.
  • 4br/3ba, Renovated

    Kissimmee: Cumbrian Lakes: Villa in a gated community
    4 BDR • 4 BA • Sleeps 8 • #207113
    110 to 283 USD/night Paypal Star Rating
    Located in the quiet gated community of Cumbrian Lakes. Exclusive 4 bedrooms and 3 full bathrooms, including en-suite in the master bedroom. Can accommodate groups sleeping 8 guests. The master bedroom features a luxurious King size bed with private bath and shower, his and hers walk in closet. The second bedroom has also a beautiful King bed that has its own full bathroom. The third bedroom has an elegant Queen bed that shares a Jack and Jill washroom with the fourth bedroom that has two twin beds decorated with Mickey. You have a formal dining room and sitting area with kitchen and living area open space concept, leading to the patio pool area and your covered lanai. There are flat screen TV`s in all the bedrooms and family room. In your home there is lots of amenities offered. The full size kitchen offers modern appliances, dishwasher, microwave coffee maker, etc ... There is a full washer and dryer. You have cable TV, DVD, blueray, stereo music system, ps2 playstation, multiple choice of movies and board games. That`s not all... Professional pool table, air hockey and foosball in the game room. Free high speed internet and long distance calls to the USA, Canada and Mexico as well. This 4 bedroom Florida vacation home is located just a few miles from Walt Disney World Resort, Universal Studio, Worlds of Discovery Sea World, Aquatica and Discovery Cove. A 45 minutes drive to Daytona Beach. I also have a 7bd/7ba home listed on Owner direct with listing #210103.
  • Luxurious Storey Lake

    Kissimmee: Storey Lake: House in a gated community
    5 BDR • 1 Loft • 5 BA • Sleeps 14 • #233526
    250 to 395 USD/night Credit Card
    Welcome to the MOST AMAZING SINGLE FAMILY HOME of your dreams in Storey Lake Resort in Orlando, Florida. This 2-story, 5-bedroom and 5-bathroom rental home is in the Storey Lake Resort Community. The 5 bedrooms and 2 living rooms, all together with TVs, come in handy when sleeping up to 14 guests, personally decorated by the owner who paid attention in all details to make you feel like home. This home is just a stone thro from the multi-millon dollar clubhouse. For your convenience, this home includes water filtered in all showers, a washer and dryer, pool and jacuzzi, FREE WIFI and much more. Luxurious vacation home with 6 bedrooms and 5 bathrooms located near the theme parks in Orlando, Florida. This home has an upgraded professional furniture package giving you all the comforts of a vacation home and much more. Kitchen fully furnished and ideal for dining in with plenty of seating for everyone to dine together. Plenty of room to lounge and get together for some quality family time. Private bedrooms and multiple bathrooms giving everyone a chance to get ready for the day at their own pace. Private pool to enjoy the great weather that Orlando offers. This vacation home comes with a washer and dryer and FREE wireless high-speed internet for your convenience. Stainless steel appliances, granite counter tops, washing machine, dryer, and more. The community offers a great amenity package the whole family to enjoy, including a sports area with a sports court and golfing area. Storey Lake offers to you guests a luxurious place to live with a fun community for them to experience the great outdoors and the beauty of Florida. Storey Lake will feature a resort lifestyle for today's family with amenities for active guests that include multiple sports courts and a children's playground. The resort-style swimming pool is slated to feature a splash park and playground for children to enjoy. With lush surroundings, Storey Lake also features many nature trails and conservation areas. •Clubhouse: State of the art clubhouse •Playground: Children-friendly areas located throughout the community. •Splash Park: Children-friendly area next to the swimming pool. •Sport Court: Multiple sports courts located within the community. •Swimming Pool: Resort-style swimming pool featured in the community amenities. •Volleyball Court: One of the many sports courts located throughout the community
  • 3 Bedroom, 3 Bathroom

    Kissimmee: Windsor Palms: Townhouse in a gated community
    3 BDR • 3 BA • Sleeps 6 • #239359
    89 to 118 USD/night Paypal
    This is a 3 bedroom, 3 bathroom townhouse that sleeps six. It also has its own private south facing pool and is located in the clean and safe gated community of Windsor Palms, which is 4 miles south of Disney World. You are also close to all shopping and restaurants. This townhouse includes cable TV, free local calls and WiFi. The large main living area opens into a private south facing lanai with pool and patio furniture. Beyond the lanai is an open grassed common area where kids can run and let off steam. You’ll like being able to sit by the pool, enjoying a cocktail while the kids splash around in the pool or play in this open space. The main living area includes the dining room with its table for four and a nearby breakfast bar that can easily seat another two. The fully equipped kitchen has everything you need to prepare anything from snacks to a full course meal for your family. You’ll love the kitchen’s open design and looking out on the main living area and lanai. The upstairs master bedroom is a restful retreat in deep blues that offers a king-sized bed, cable TV and en-suite bathroom. The accompanying en suite bathroom has a shower/tub combination and large vanity. The downstairs bedroom includes a queen-sized bed, cable TV and large window to let in the Florida sunshine. The bedroom offers a door straight into the hall bathroom, which offers a shower/tub combination. This bedroom is perfect for grandparents who prefer to be on the ground level. The Finding Nemo kids bedroom is a child’s dream room with ocean themed wall paintings, matching Nemo bedspreads on the two twin beds and a wall-mounted TV so kids can watch their TV favorites. This bedroom offers a private bathroom with a shower/tub combination and ocean themed décor. Bedding: • Bedroom 1: King Master • Bedroom 2: Queen (downstairs) • Bedroom 3: 2 Twin Master “Nemo” Parking along with unloading/loading luggage is a breeze as you will have your own private driveway and numerous visitor stalls right across the street in case you have company or are utilizing more than one vehicle. The Windsor Palms Resort includes numerous amenities that as a guest are free for you to use. There’s an Olympic-sized swimming pool with a pool side Tiki bar, a hot tub, a splash park and playground. In the clubhouse you'll find a well stocked Sundry Shop, a games room, fitness room as well as a 50 seat movie theatre where you can watch free movies. You are also invited to enjoy the basketball, tennis and volleyball courts (basketballs, volleyballs etc are provided from the clubhouse for a security deposit). There are even bike rentals. For your peace of mind, whether you want to go for a stroll at night or just let your kids utilize the amenities around the the clubhouse, it is nice to know that, there is 24 hour security manning the gate. This is the ideal vacation getaway in Orlando. Take a moment to book your reservation today!
  • DISNEY DREAM VILLA ONLY 5

    Kissimmee: Encantada: Townhouse in a complex
    3 BDR • 3 BA • Sleeps 8 • #145928
    99 to 135 USD/night Paypal
    Minutes away from attractions. Miles away from stress. Situated in the heart of Orlando's most sought-after destinations is an incredible resort community, Encantada. Around the corner from the Walt Disney World® gates, and minutes from other Orlando theme parks, you'll be amazed at how close this community is to all of the excitement! The townhomes at Encantada make perfect vacation homes for families who want to be close to everything.
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Experience the difference, no waiting
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