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Vacation Rentals in Kissimmee

House Of Fun At Windsor Westside With Pool

2427 Dubai St, Kissimmee, United States View map

Welcome to the House of Fun at Windsor Westside with Pool, where vibrant luxury intertwines seamlessly with family-friendly amenities. Located just an hour's drive from Kissimmee, this exquisite… More

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Pool, Pickleball, Gym, Playground Near Disney

2771 Bridge Court, Kissimmee, United States View map

Pool, Pickleball, Gym, Playground Near Disney Kissimmee villa is located in a residential area of Kissimmee and offers Wi-Fi as well as a 24-hour front desk and late check-out. Featuring a private… More

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Welcome To Magical Oasis! Where Laughter Awaits!

1508 Mumbai Way, Kissimmee, United States View map

Welcome to Magical Oasis! Where Laughter Awaits!, A captivating retreat located just 33 km from the vibrant city of Kissimmee. This enchanting oasis is designed for families and travelers seeking… More

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Paradise Palms-4 Bed Townhome W-Splashpool-3044Ppr

8976 Coco Palm Road,, Kissimmee, United States View map

Offering sunset views by Lake Davenport, which is around 25 minutes' walk away, the 3-bedroom Paradise Palms-4 Bed Townhome W-Splashpool-3044Ppr Kissimmee villa boasts a Jacuzzi for guests to relax. More

From US$ 159 Book Now

Modern Villa, Private Pool, Near Theme Parks And Full Resort Access

710 Pebble Beach Drive, Kissimmee, United States View map

Nestled 10 minutes' drive from Highlands Reserve Boulevard, the family Modern Villa, Private Pool, Near Theme Parks And Full Resort Access Kissimmee entices guests to explore various tourist… More

From US$ 402 Book Now

Beautiful Vacation Home Near Disney

Blue Diamond Street 4738, Kissimmee, United States View map

Situated 4.2 km from the Museum of Military History, the 0-bedroom Beautiful Vacation Home Near Disney Kissimmee entices guests to explore various tourist attractions in the area. More

From US$ 303 Book Now

4393Mo Townhouse 5 Bedrooms & 4 Bathrooms + Pool

4393 Quote St, Kissimmee, United States View map

Welcome to the 4393Mo Townhouse, an exquisite vacation retreat nestled just 11 km from the vibrant heart of Kissimmee. With its proximity to popular attractions such as Epcot(R) and Disney's Animal… More

From US$ 337 Book Now

Themed 8Br Home W Pool Game Room Cinema

2411 Luxor Dr, Kissimmee, United States View map

Offering a location around 4 km from Mystic Dunes Golf Club at Mystic Dunes Resort, Themed 8Br Home W Pool Game Room Cinema Kissimmee gives access to various tourist spots in the area. More

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Villas At Seven Dwarfs Resort - Near To Disney

2601 Gala Road South, Kissimmee, United States View map

**Welcome to Villas At Seven Dwarfs Resort - Near To Disney, where family-friendly elegance meets convenience just minutes from the magic of Orlando. More

From US$ 195 Book Now

Stunning 4Bd Close To Disney With Pool At Storey Lake 4369

4369 Quote Street, Kissimmee, United States View map

Nestled in the heart of Kissimmee, the Stunning 4Bd Close To Disney With Pool At Storey Lake 4369 is a perfect retreat for family vacations or unforgettable getaways. Just a quick 20-minute drive… More

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Champions Gate Oasis 4Br Vacation Haven

Challenge Drive 1216, Kissimmee, United States View map

Situated in the vibrant heart of Kissimmee, the Champions Gate Oasis 4Br Vacation Haven offers guests a unique and luxurious retreat just a short drive from Orlando's famed attractions. With its… More

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Bright Modern Townhome Retreat

8742 Good Vibes Place, Kissimmee, United States View map

Situated around 10 minutes by car from the Rum Run, Bright Modern Townhome Retreat Kissimmee villa features a patio with views of the garden. More

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Beautiful House Great Location Private Pool

Memories Lane 4829, Kissimmee, United States View map

Discover the charm of the Beautiful House Great Location Private Pool, nestled just 13 km from the vibrant center of Kissimmee. This stunning villa serves as an ideal retreat for families seeking a… More

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Disney Dream Home Prime Location Private Pool

Windermere Avenue 5023, Kissimmee, United States View map

**Disney Dream Home Prime Location Private Pool** offers a charming retreat for families seeking a magical escape. Nestled just 13 km from the vibrant heart of Kissimmee, this enchanting residence… More

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Dog Friendly Townhome Wsplashpool- 1600St

4815 Clock Tower Drive, Kissimmee, United States View map

The 4-bedroom Dog Friendly Townhome Wsplashpool- 1600St Kissimmee villa is located in a residential area, 4.6 km from the nonprofit Give Kids The World Village Resort and offers guests to take… More

From US$ 215 Book Now

Family Condo 2Bd Close To Disney At Storey Lake Resort

4731 Clock Tower Drive, Kissimmee, United States View map

**Welcome to Your Dream Family Getaway** Nestled just 12 km from the bustling heart of Kissimmee, Family Condo 2Bd Close To Disney At Storey Lake Resort offers an enchanting base for your family's… More

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9 Min To Disney Entrance-Peaceful Single Family House

5320 Barefoot Path, Kissimmee, United States View map

Welcome to the tranquil embrace of the 9 Min To Disney Entrance-Peaceful Single Family House, a charming retreat located just 14 km from the vibrant heart of Kissimmee. This delightful residence… More

From US$ 106 Book Now

Amazing Townhouse In Gated Community 10' To Disney!

8955 Shine Drive, Kissimmee, United States View map

**Welcome to Amazing Townhouse In Gated Community 10' To Disney!**, The perfect retreat for families and Disney enthusiasts visiting the vibrant Kissimmee area. Nestled within a secure gated… More

From US$ 163 Book Now

2549 Maneshaw

2549 Maneshaw Lane, Kissimmee, United States View map

**Welcome to 2549 Maneshaw Villa Kissimmee**, where classic elegance meets family-friendly fun in the heart of Celebration, a charming town crafted by the Walt Disney Company. Just a few miles from… More

From US$ 323 Book Now

Coastal Unit With 3 Bedrooms And Disney Room

110 Lucaya Loop, Kissimmee, United States View map

Welcome to the Coastal Unit With 3 Bedrooms And Disney Room, an inviting retreat ideally situated just 33 km from the vibrant heart of Kissimmee. This splendid destination offers a perfect blend of… More

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Davenport Andros Condo Retreat

111 Andros Avenue Apartament 111 , Building 16, Kissimmee, United States View map

Located 25 minutes' walk from Highlands Reserve Boulevard, Davenport Andros Condo Retreat Kissimmee overlooks the garden. Offering access to a swimming pool, this apartment is in proximity to the Rum… More

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Davenport Home W/ Pool & Game Room: Near Disney!

Davenport, FL, 33897, Kissimmee, United States View map

Staying at the 2-bedroom Davenport Home W/ Pool & Game Room: Near Disney! Kissimmee, guests can easily reach The Legends Golf Course, located approximately a 10-minute drive away. Offering free… More

From US$ 222 Book Now

Windsor Grand Retreat - 11Ppl

2409 Dubai, Kissimmee, United States View map

Welcome to the Windsor Grand Retreat - 11Ppl, a luxurious haven located just 32 km from the heart of Kissimmee. This exquisite villa offers a perfect blend of elegance and comfort, making it an ideal… More

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Adorable 4Br Home, Cute Mickey Tangled Rooms

Splash Shot Place, Kissimmee, United States View map

Situated 3.2 km from Highlands Reserve Boulevard, the 3-bedroom Adorable 4Br Home, Cute Mickey Tangled Rooms Kissimmee invites guests to relax at a patio. This accommodation offers guests a relaxing… More

From US$ 210 Book Now

Lux Waterfront Disney Vacation Home With Private Pool, Spa, Soft Serve Ice Cream Maker, Game Room, Ensuites, & More! Sleeps 24!

2586 Shanti Drive, Kissimmee, United States View map

Situated within 7 km of Hawks Landing Golf Club, Lux Waterfront Disney Vacation Home With Private Pool, Spa, Soft Serve Ice Cream Maker, Game Room, Ensuites, & More! Sleeps 24! Kissimmee features a… More

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5 Bedrooms 5 Bathrooms Crystal Cove 1042Td

1042 Tourmaline Drive, Kissimmee, United States View map

**Welcome to Crystal Cove 1042Td** Nestled in the heart of Kissimmee, Crystal Cove 1042Td is a luxurious retreat that promises an unforgettable experience. More

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Tranquility! Private Gated Estate! Boats, Rvs Ok! Has Separate Apt, Fishing, Hiking, Low Rates!

4210 Poplar Way, Kissimmee, United States View map

In the serene landscapes of Kissimmee, Tranquility! Private Gated Estate! Offers an ideal retreat for those seeking both relaxation and adventure. Just 12 kilometers from the charming downtown… More

From US$ 221 Book Now

Upstay - Resort Home W Cinema Pool & Lake View

Ballo Drive 310, Kissimmee, United States View map

Located approximately 700 metres from the themed Give Kids The World Village Resort, Upstay - Resort Home W Cinema Pool & Lake View Kissimmee comes with a private pool, an indoor pool. Featuring a… More

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New Listing 5 Mi From Disney,Free Arcades, Heatedpool & Water Park

8951 California Palm Road, Kissimmee, United States View map

**Discover the Magic of New Listing 5 Mi From Disney, Free Arcades, Heated Pool & Water Park** Welcome to the enchanting world of New Listing 5 Mi From Disney, Free Arcades, Heated Pool & Water Park,… More

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900 Pebble Beach Drive

900 Pebble Beach Drive, Kissimmee, United States View map

Situated in the charming embrace of Kissimmee, 900 Pebble Beach Drive offers an exquisite retreat characterized by its luxurious ambiance and proximity to the enchanting attractions of Central… More

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3 Bedrooms Near To Disney At The Hub

3244 Sustainable Wy, Kissimmee, United States View map

Located in the West Kissimmee district, 3 Bedrooms Near To Disney At The Hub Kissimmee villa is 7 km from Disney's Blizzard Beach Water Park and offers an indoor pool. More

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5129 Tasty Renovated 8 Guests Bbq Near Disney

5129 Killarney Way, Kissimmee, United States View map

**Discover the Charm of 5129 Tasty Renovated Retreat Near Disney** Nestled in the vibrant heart of Kissimmee, 5129 Tasty Renovated 8 Guests Bbq Near Disney offers a delightful escape just 14 km from… More

From US$ 164 Book Now

4817Co Townhouse 4 Beds & 3 Baths With Private Pool

4817 Memories Ln, Kissimmee, United States View map

4817Co Townhouse 4 Beds & 3 Baths With Private Pool Kissimmee villa offers proximity to nearby tourist spots, such as the General James A. Van Fleet State Trail, situated nearly 25 minutes' walk away. More

From US$ 683 Book Now

Lake Berkley Home: Pool, Lakefront & Near Disney

938 Lake Berkley, Kissimmee, United States View map

**Experience the Charm of Lake Berkley** Nestled in the enchanting surroundings of Kissimmee, Lake Berkley Home: Pool, Lakefront & Near Disney offers a peaceful retreat just 8 km from the vibrant… More

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Gorgeous 5Bd With Pool At Champions Gate 1125

Kingsbarn Street 1125, Kissimmee, United States View map

Welcome to the Gorgeous 5Bd With Pool at Champions Gate 1125, an idyllic retreat designed for comfort and leisure in the heart of Kissimmee. This stunning villa is conveniently located just 20… More

From US$ 238 Book Now

Lakeview 5Br With Game Room And Pool, Near Disney

2613 Reading Trail, Kissimmee, United States View map

Situated around 5 km from the Lake Buena Vista Factory Stores, Lakeview 5Br With Game Room And Pool, Near Disney Kissimmee villa provides access to numerous tourist attractions in the area. More

From US$ 235 Book Now

5 Star Exceptional Luxury Villa At Storey Lake Mins To Disney

2953 Protagonist Street, Kissimmee, United States View map

The 5-bedroom 5 Star Exceptional Luxury Villa At Storey Lake Mins To Disney Kissimmee is located about 25 minutes' walk from Capone's Dinner and Show and offers guests to enjoy their evening on a… More

From US$ 575 Book Now

Lakeview Luxury Oasis

4661 Cumbrian Lakes Drive, Kissimmee, United States View map

**Discover Lakeview Luxury Oasis in Kissimmee** Nestled in the heart of Kissimmee, the Lakeview Luxury Oasis offers guests an unparalleled blend of comfort and style, just a scenic 20-minute drive… More

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Feel The Magic In This Huge 7Br Disney Villa! W Theater Arcade Pool Spa

8533 La Isla Drive, Kissimmee, United States View map

Located in the West Kissimmee district of Kissimmee and 4.3 km from Orlando Tree Trek Adventure Amusement Park Zip Line, the 5-bedroom Feel The Magic In This Huge 7Br Disney Villa! W Theater Arcade… More

From US$ 759 Book Now

3180-305Mn Storey Lake, Condo 2/2 Pool View

3180 Paradox Cir #305, Kissimmee, United States View map

**MN305 Storey Lake Condo is your tranquil oasis in Kissimmee.** Nestled within the renowned Storey Lake Resort, this stunning two-bedroom, two-bathroom vacation rental combines modern comfort with… More

From US$ 151 Book Now

8 Bedroom Home At Windsor Westside With Top Amenities

2117 Malta Terrace, Kissimmee, United States View map

Welcome to the enchanting 8 Bedroom Home At Windsor Westside With Top Amenities, an exquisite retreat nestled just 31 kilometers from the vibrant city of Kissimmee and a convenient 50 kilometers from… More

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Regal Oaks Resort Townhouse

2635 Corvette Lane, Kissimmee, United States View map

Regal Oaks Resort Townhouse is an enchanting retreat nestled in Celebration, a charming town designed by the Walt Disney Company. Just moments away from the excitement of Disney Land, this… More

From US$ 285 Book Now

Amazing 06 Bedrooms3 Bathsleeps 14

2946 Banana Palm Dr, Kissimmee, Fl 34747, Usa, Kissimmee, United States View map

Offering an indoor pool for a relaxing experience, Amazing 06 Bedrooms3 Bathsleeps 14 Kissimmee villa is located a 15-minute drive from the Avatar Flight of Passage. More

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Amazing 4 Bed Home W Private Pool Close To Disney 1180King

1180 Kingsbarn Street, Kissimmee, United States View map

**Discover the Charm of Amazing 4 Bed Home W Private Pool Close To Disney 1180King** Nestled just 28 kilometers from the vibrant heart of Kissimmee, the Amazing 4 Bed Home W Private Pool Close To… More

From US$ 223 Book Now

Luxurious Farm Style House

4884 Coral Castle Drive, Kissimmee, United States View map

Set just 11 km from the heart of Kissimmee, the Luxurious Farm Style House offers an enchanting escape that seamlessly blends rustic charm with modern comforts. Ideal for families and couples alike… More

From US$ 150 Book Now

Charming Decorated 3Bed At West Lucaya Resort 55

3211 Gold Ln, Kissimmee, United States View map

Located 3 km from Polo Park Golf Course, Charming Decorated 3Bed At West Lucaya Resort 55 Kissimmee villa gives access to various tourist sites in the vicinity. Offering a car park as well as Wi-Fi… More

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2 Bedrooms 2 Bathrooms Storey Lake 3120-403 Pc

3120 Paradox Circle, Kissimmee, United States View map

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From US$ 1412 Book Now

Upstay Mansion W Cinema Games Pool- Sleeps 24

Shanti Drive 2560, Kissimmee, United States View map

Situated 3.6 km from the Museum of Military History, Upstay Mansion W Cinema Games Pool- Sleeps 24 Kissimmee villa offers a private pool, a spa centre for guests to relax in. Featuring access to a… More

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Cozy Cove - Caribe Escape For 8

3050 Pirates Retreat Ct, Kissimmee, United States View map

Offering a location approximately 5 km from Mighty Jungle Golf, Cozy Cove - Caribe Escape For 8 Villa Kissimmee gives access to various tourist spots in the area. The property offers guests a… More

From US$ 145 Book Now

Inviting Home With Private Pool Near Disney With Water Park & Resort Access At Encore Resort - 7498Mr

7498 Marker Avenue, Orlando, United States View map

Situated in the charming community of Celebration, the Inviting Home With Private Pool Near Disney With Water Park & Resort Access At Encore Resort - 7498Mr offers a perfect blend of comfort and… More

From US$ 745 Book Now