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2026-04-24
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Kissimmee holiday rentals

Near Golf And Shopping Davenport Home With Yard

8151 Roseville Blvd, Kissimmee, United States View map

Featuring a swimming pool for guests' relaxation, the 3-bedroom Near Golf And Shopping Davenport Home With Yard Kissimmee is located about a 25-minute stroll from Watson Golf Course. Featuring a… More

From US$ 128 Book Now

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

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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1169 Cd - Game Room Condo: Pool Disney Nearby

1169 Challenge Drive, Kissimmee, United States View map

**Discover the Magic at 1169 CD - Game Room Condo: Pool Disney Nearby** Nestled in the vibrant community of Four Corners, 1169 CD - Game Room Condo: Pool Disney Nearby offers a perfect fusion of… More

From US$ 420 Book Now

Stunning Orlando Townhouse With Pvt Pool 206Cg

206 Ocean Course Ave, Kissimmee, United States View map

The Stunning Orlando Townhouse With Pvt Pool 206Cg is a magnificent retreat located just a short 29 kilometers from the vibrant heart of Kissimmee. This luxury townhouse offers an idyllic blend of… 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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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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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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3Br Home In Lake Berkley Minutes To Disney

925 Park Terrace Cir, Kissimmee, United States View map

Staying at 3Br Home In Lake Berkley Minutes To Disney Kissimmee, guests can visit Capone's Dinner and Show, which is 2.7 km away. More

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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

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

Pool Spa Arcade Games - 5 Min Walk To Water Park

658 Whistling Straits Boulevard, Kissimmee, United States View map

The 5-bedroom Pool Spa Arcade Games - 5 Min Walk To Water Park Kissimmee villa entices active guests with access to a fitness room and is located 3.3 km from Highlands Reserve GC. Featuring a patio… 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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Gorgeous Two Bedroom Apto Close To Disney 306

4741 Windermere Avenue, Kissimmee, United States View map

**Welcome to Gorgeous Two Bedroom Apto Close To Disney 306**, your ideal retreat situated just 12 km from the vibrant heart of Kissimmee. This charming accommodation offers the perfect blend of… More

From US$ 133 Book Now

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 Bedrooms & 3 Bathrooms + Pool

4817 Memories Ln, Kissimmee, United States View map

**Discover 4817Co Townhouse - A Home Away From Home in Kissimmee** Nestled just 72 km from the vibrant heart of Kissimmee, the 4817Co Townhouse 4 Bedrooms & 3 Bathrooms + Pool offers an exquisite… 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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Super Boho 90 - 10Bdr - Loft Pool Amenities

1790 Sawyer Palm Place, Kissimmee, United States View map

**Welcome to Super Boho 90 - 10Bdr - Loft Pool Amenities, an extraordinary retreat nestled in the heart of Kissimmee.** Just 32 kilometers from the vibrant attractions of Kissimmee, this luxurious… More

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Playing Hooky

4103 Tropical Isle Blvd, Kissimmee, United States View map

**Welcome to Playing Hooky Villa**, your serene retreat just 6 km from the vibrant heart of Kissimmee. Ideally situated near Orlando's famed attractions, this enchanting villa promises both… More

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Vibrant Home Near Disney With Media Room, Themed Rooms, Game Room And Waterpark & Resort Access At Encore Resorts Reunion - 7450Mr

7450 Marker Avenue, Kissimmee, United States View map

**Experience Enchantment at Vibrant Home Near Disney** The service at this vibrant home elevates the experience, with personalized attention and convenient amenities that cater to a stress-free stay. More

From US$ 514 Book Now

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

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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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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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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Villa, Private Pool, Water Park, Orlando Parks

2813 Bookmark Drive, Kissimmee, United States View map

**Villa Orlando is your gateway to adventure and relaxation in the heart of Kissimmee.** Nestled conveniently near premier attractions, this luxurious villa offers a serene escape with easy access to… More

From US$ 219 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$ 187 Book Now

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

7498 Marker Avenue, Kissimmee, 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$ 806 Book Now

3 Bd 2 Ba Lucaya Village 6-107

2952 Lucayan Harbour Circle Unit 6-107, Kissimmee, United States View map

Situated approximately a 25-minute walk from local amusement parks, the 2-bedroom 3 Bedrooms 2 Bathrooms Lucaya Village 6-107 Kissimmee villa provides access to numerous tourist attractions in the… More

From US$ 414 Book Now

2025 Deals Are Here! Book Now Before Rates Go Up!

2240 Wyndham Palms Way, Kissimmee, United States View map

Offering a hot tub for a relaxing experience, 2025 Deals Are Here! Book Now Before Rates Go Up! Kissimmee villa is located 6 km from the Tree of Life. The 2-bedroom holiday home features… More

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Bay Pointe Pool Home Near Parks

2410 Berkshire Court, Kissimmee, United States View map

Nestled just 10 km from the vibrant heart of Kissimmee, Bay Pointe Pool Home Near Parks offers a delightful blend of comfort and convenience, making it an ideal retreat for families and couples alike… More

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2217 Wyndham Palms

2217 Wyndham Palms Way, Kissimmee, United States View map

Nestled in the enchanting Kissimmee region, 2217 Wyndham Palms Villa is the perfect retreat for families and vacationers seeking both adventure and relaxation. With a prime location just 28 km from… More

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Lake View 4 Bedroom Pool Home

8859 Candy Palm Road, Kissimmee, United States View map

**Welcome to Lake View 4 Bedroom Pool Home, a serene retreat just a short drive from the vibrant attractions of central Florida. Nestled in the picturesque Kissimmee area, this stylish abode offers… More

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Resort Retreat

8968 Cat Palm Road, Kissimmee, United States View map

**Experience Comfort and Convenience at Resort Retreat Kissimmee** Conveniently located only 35 km from Orlando International Airport, Resort Retreat serves as a fantastic base for those seeking fun… More

From US$ 136 Book Now

Modern Disney-Themed Home - Private Pool - Ps5 Loft - 15 Min From Disney

1559 Carey Palm Circle, Kissimmee, United States View map

Modern Disney-Themed Home - Private Pool - Ps5 Loft - 15 Min From Disney Kissimmee is located nearly 25 minutes' walk from Highlands Reserve Boulevard, giving access to various tourist spots nearby. More

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Le Reve 4 Bedroom Vacation Home 4451

4451 Le Reve Ct, Kissimmee, United States View map

Situated nearly a 15-minute walk from Shingle Creek Regional Park, the 3-bedroom Le Reve 4 Bedroom Vacation Home 4451 Kissimmee entices guests to explore various tourist attractions in the area. More

From US$ 316 Book Now

4381Fa Townhouse 4 Bedrooms & 3 Bathrooms + Pool

4381 Quote St, Kissimmee, United States View map

**Welcome to 4381Fa Townhouse, your serene retreat in the vibrant heart of Kissimmee.** This charming townhouse offers the perfect blend of comfort and convenience, situated just 13 km from the… More

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