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2026-06-08
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Vacation Rentals in Kissimmee

Cozy No-Carpet Home Heated Pool Disney

1043 Lake Berkley Drive, Kissimmee, United States View map

Situated within 7 km of Indigo Lakes Golf Club, Cozy No-Carpet Home Heated Pool Disney Kissimmee includes an indoor pool, as well as an indoor pool to relax in. More

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Disney Getaway Private Pool Themed Bedrooms. Book Now Slr506

4802 Romeo Cir, Kissimmee, United States View map

Located nearly a 25-minute walk from the Falcon's Fire Golf Course, Disney Getaway Private Pool Themed Bedrooms. Book Now Slr506 Kissimmee villa entices guests to relax in a hot tub. Guests can enjoy… More

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Fp8176 Windsor Palms Resort Vacation Home

8176 Fan Palm Way, Kissimmee, United States View map

**Welcome to the Fp8176 Windsor Palms Resort Vacation Home**, where comfort meets convenience just 50 minutes from Kissimmee's bustling attractions. Nestled in a vibrant community, this exquisite… More

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Lovely 7 Bed Pool Home With Game Room-8510Phd

8510 Palm Harbor Drive, Kissimmee, United States View map

Featuring a private pool for guests' relaxation, Lovely 7 Bed Pool Home With Game Room-8510Phd Kissimmee is located around a 10-minute drive from Bonanza Golf Gifts. More

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24-7 Vacation Club! Affordable Vacation Stays, Multiple Units Available, All Over Florida! Name Your Price Today!

4715 Kings Castle Circle, Kissimmee, United States View map

Located nearly a 25-minute walk from Fantasy Surf, 24-7 Vacation Club! Affordable Vacation Stays, Multiple Units Available, All Over Florida! Name Your Price Today! Kissimmee villa offers live… More

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Family Villa W Pool & Game Room Near Disney

1974 Majorca Drive, Kissimmee, United States View map

Family Villa W Pool & Game Room Near Disney Kissimmee is located a 10-minute drive from Highlands Reserve GC and provides a private pool, ensuring a relaxing stay. Offering a car park as well as Wi… More

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Flash 20 Off Spetacular Townhome With Private Pool Close To Disney 8919Pp

8919 Candy Palm Road, Kissimmee, United States View map

In the heart of Kissimmee, the Flash 20 Off Spectacular Townhome With Private Pool Close To Disney 8919Pp offers an exquisite retreat for families and friends. Just 34 km from the bustling… More

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Private Pool & Lanai: Resort Townhome In Kissimmee

8957 California Palm Rd, Kissimmee, United States View map

Private Pool And Lanai Resort Townhome In Kissimmee villa offers quick access to such city attractions as the Paradise Palms Boulevard, located approximately a 5-minute walk away. Featuring a Jacuzzi… More

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Luxury 4 Bedroom 3 Bath Pool Home 153

254 Ocean Course Av, Kissimmee, United States View map

Discover the enchanting Luxury 4 Bedroom 3 Bath Pool Home 153, a splendid oasis situated just 50 minutes by car from the bustling heart of Kissimmee. This exceptional residence offers a perfect… More

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Another Day In Paradise Cottage With Private Hot Tub Near Disney With Margaritaville Resort & Island H2O Access - 8024Dr

8024 Dreamsicle Drive, Orlando, United States View map

Along with access to such natural sites as the zoological Disney's Animal Kingdom Theme Park, 2.9 km away, the family-friendly Another Day In Paradise Cottage With Private Hot Tub Near Disney With… More

From US$ 454 Book Now

Modern Guesthouse Near Mco

3031 Sangria St, Kissimmee, United States View map

**Experience the Charm of Modern Guesthouse Near MCO** Situated just 13 km from vibrant Kissimmee and a mere 15 km from Orlando International Airport, Modern Guesthouse Near MCO is the perfect… More

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New Modern Star Wars Villa Only 3 Miles 2 Disney W Vr'S

8533 Palm Harbor Drive, Kissimmee, United States View map

Nestled in the West Kissimmee district, New Modern Star Wars Villa Only 3 Miles 2 Disney W Vr'S Kissimmee is approximately a 10-minute drive from Mystic Dunes Golf Course and offers a sauna. Guests… More

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Opulent 4Br Townhome Private Pool, Solara Resort - 1543 Cp

1543 Carey Palm Cir, Kissimmee, United States View map

Positioned within the charming Solara Resort, the Opulent 4Br Townhome Private Pool offers a harmonious blend of comfort and luxury, making it an ideal retreat for families and groups seeking an… More

From US$ 98 Book Now

8 Bedrooms 5 Bathrooms Storey Lake 4582Nl

4582 Narrative Lane, Kissimmee, United States View map

Nestled a 10-minute drive from local amusement parks, 8 Bedrooms 5 Bathrooms Storey Lake 4582Nl Kissimmee villa entices guests to explore various tourist destinations nearby. More

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Disney Getaway Private Pool Themed Bedrooms. Book Now Cg771

1178 Kingsbarn St, Kissimmee, United States View map

Disney Getaway Private Pool Themed Bedrooms. Book Now Cg771 Kissimmee villa, located about a 5-minute walk from the ChampionsGate Country Club Golf, entices guests with an indoor pool as well as an… More

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Bella Vida Cozy Home 15 Minutes To Disney With Pool And Resort

4527 Alberto Cir, Kissimmee, Fl 34746, Ee. Uu., Kissimmee, United States View map

Bella Vida Cozy Home 15 Minutes To Disney With Pool And Resort Kissimmee is located 16 minutes' walk from Medieval Times Dinner & Tournament and provides a private swimming pool, ensuring a relaxing… More

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Last Minute Disney Private Pool Hot Tub Game Room Themed Bedrooms. Book Now Slr551

4300 Prologue Way, Kissimmee, United States View map

Nestled about 7 km from Fun Spot America Kissimmee, Last Minute Disney Private Pool Hot Tub Game Room Themed Bedrooms. Book Now Slr551 Kissimmee villa is boasting beauty services, an indoor pool, and… More

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12Br Mansion | Sleeps 30+, Gameroom, Pool, Resort!

2468 Shanti Drive, Kissimmee, United States View map

Offering a location 10 minutes by car from the Museum of Military History, 12Br Mansion | Sleeps 30+, Gameroom, Pool, Resort! Kissimmee villa gives access to various tourist spots in the area. More

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6 Bedrooms 5 Bathrooms Storey Lake 4286 Pd

4286 Paragraph Dr, Kissimmee, United States View map

**Welcome to the Epitome of Comfort at Storey Lake** Nestled just 10 km from the vibrant heart of Kissimmee, Storey Lake 4286 Pd is a sophisticated retreat that blends luxury and accessibility. More

From US$ 490 Book Now

Disney Private Pool Hot Tub Game Room Themed Bedrooms. Book Now Slr497

4702 Sleepy Hollow Dr, Kissimmee, United States View map

Disney Private Pool Hot Tub Game Room Themed Bedrooms. Book Now Slr497 Kissimmee villa is located approximately a 25-minute walk from the Museum of Military History, giving access to various tourist… More

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Last Minute Disney Luxury Condo With Balcony. Book Now Slr561

3171 Paradox Cir, Kissimmee, United States View map

The 105 m² Last Minute Disney Luxury Condo With Balcony. Book Now Slr561 Kissimmee is situated in Kissimmee, approximately a 10-minute drive from Fun Spot America Kissimmee, and offers spa amenities… More

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Disney Luxury Townhouse With Private Pool Themed Bedrooms. Book Now Dp71

2470 Santorini Dr, Kissimmee, United States View map

Located approximately a 10-minute ride from the Northeast Regional Park, Disney Luxury Townhouse With Private Pool Themed Bedrooms. Book Now Dp71 Kissimmee villa boasts an indoor swimming pool with a… More

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Amazing 6Br Home At Encore Resort Next To Disney - 7771

7771 Westland Drive, Kissimmee, United States View map

Located approximately 7 km from the ESPN Wide World of Sports Complex, Amazing 6Br Home At Encore Resort Next To Disney - 7771 Loughman provides access to various tourist attractions in the vicinity. More

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Disney Getaway: Pool, Spa & Lake Views

1899 Tropical Palms Circle, Kissimmee, United States View map

Staying at the 6-bedroom Disney Getaway: Pool, Spa & Lake Views Kissimmee villa, guests can visit Northeast Regional City Park, which is nearly a 25-minute walk away. Located in the West Kissimmee… More

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Awesome 5 Bedroom Townhome With Pool By Disney

1264 Challenge Drive, Kissimmee, United States View map

Welcome to the Awesome 5 Bedroom Townhome With Pool By Disney, your perfect retreat just a short drive from the magical attractions of Orlando. Nestled within the vibrant Kissimmee area, this… More

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Bella Vida Poolside Family Escape

299 Marcello Boulevard, Kissimmee, United States View map

Offering a location nearly a 25-minute walk from Shingle Creek Regional Park, Bella Vida Poolside Family Escape Villa Kissimmee gives access to various tourist spots in the area. More

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Luxurious Retreat Near Disney: Pool & Game Room

8936 Zurich Ln, Kissimmee, United States View map

**Welcome to Luxurious Retreat Near Disney: Pool & Game Room** Nestled just 32 km from the vibrant heart of Kissimmee, Luxurious Retreat Near Disney offers an idyllic escape that seamlessly combines… More

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Disney Getaway Private Pool Themed Bedrooms. Book Now Dw20

2470 Santorini Dr, Kissimmee, United States View map

Situated 4.1 km from Northeast Regional City Park, Disney Getaway Private Pool Themed Bedrooms. Book Now Dw20 Kissimmee villa entices guests to enjoy cycling in the area. More

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Poolside Suite Apt 15 Min From Themeparks & Mco

61 Trotters Circle, Kissimmee, United States View map

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9 Bedrooms 5 Bathrooms Storey Lake 2885 Sc

2885 Stanza Court, Kissimmee, United States View map

Set in the vibrant community of Kissimmee, the luxurious Storey Lake 2885 SC stands as an idyllic retreat for those seeking an unforgettable escape in central Florida. This stunning destination is… More

From US$ 636 Book Now

Spacious 2Br Mickey Bedroom Lake View

3161 Paradox Circle, Kissimmee, United States View map

To enjoy your vacation in Kissimmee, stay at the 105 m² Spacious 2Br Mickey Bedroom Lake View Kissimmee apartment, which is merely 0.7 km from Lennar at Storey Lake and around 25 minutes' walk from… More

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Super Jumbo - 12Bd 12Bas Sleeps 34 - W Amenities

2492 Shanti Drive, Kissimmee, United States View map

This remarkable villa is designed for those seeking a blend of luxury and comfort, ideal for family gatherings or groups of friends looking for an unforgettable vacation experience. More

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The Drive-In Dream-Tt291

7810 Loxahatchee Ct., Kissimmee, United States View map

Staying at the 7-bedroom The Drive-In Dream-Tt291 Villa Kissimmee, guests can easily reach the Indian Ridge, located approximately a 25-minute walk away. More

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Holiday Home Entspannendes 4Br-Getaway Mit Privatem Pool By Interhome

2550 Aster Cove Lane, Kissimmee, United States View map

Located around a 15-minute drive from the Providence Golf Club, Holiday Home Entspannendes 4Br-Getaway Mit Privatem Pool By Interhome Kissimmee offers a terrace with views of the lake. More

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Casa Tematica 5Q C/ Piscina Privativa

8904 Adriatico Ln, Kissimmee, United States View map

Casa Tematica 5Q C/ Piscina Privativa Villa Kissimmee accommodates guests in the West Kissimmee district, a 10-minute drive from the Rum Run, and offers a private garden for guests to relax in. More

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Hideaway Dream Home

410 Melrose Place, Unit 304, Kissimmee, United States View map

**Welcome to Hideaway Dream Home**, a serene retreat just 9 km from the vibrant heart of Kissimmee and a convenient 40 km from Orlando International Airport. Nestled in a tranquil setting, this haven… More

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Wonderful 6 Bdrm Home With Private Pool At Reunion

364 Muirfield Loop, Kissimmee, United States View map

**Welcome to Wonderful 6 Bdrm Home with Private Pool at Reunion**-a superb vacation sanctuary nestled in the heart of Kissimmee. This exquisite home offers guests the perfect blend of relaxation and… More

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Resort Pool House Near Disney Themed Orlando Pb610

610 Pebble Beach Drive, Kissimmee, United States View map

**Welcome to Resort Pool House Near Disney Themed Orlando Pb610, a charming retreat nestled in the vibrant Kissimmee area, just 29 km from the magical attractions of Disney. This delightful… More

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Serene Rhyme Escape

4374 Rhyme Street, Kissimmee, United States View map

**Welcome to the Serene Rhyme Escape Kissimmee**, a hidden gem that promises an idyllic getaway nestled just a short 10-minute drive from the vibrant destinations of Kissimmee. This enchanting… More

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Family 5Br Retreat W Pool Near Disney

2787 Punctuation Pl, Kissimmee, United States View map

Featuring a private pool for guests' relaxation, Family 5Br Retreat W Pool Near Disney Kissimmee villa is located nearly a 10-minute drive from the Museum of Military History. More

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Paradise Home Resort Access

1054 Splash Shot Place, Kissimmee, United States View map

Paradise Home Resort Access Kissimmee entices active guests with access to a fitness club and is located about a 10-minute ride from the Rum Run. More

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Elegant Home With Pool & Spa, Close To Disney

547 Marcello Blvd, Kissimmee, United States View map

The 7-bedroom Elegant Home With Pool & Spa, Close To Disney Kissimmee is situated within 6 km of the Kissimmee Civic Center and provides a Jacuzzi, ensuring a relaxing stay. Featuring access to a… More

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Darling Five Bedroom Cottage Near Disney With Margaritaville Resort & Island H20 Waterpark Access - 2974La

2974 Latitude Lane, Orlando, United States View map

The family Darling Five Bedroom Cottage Near Disney With Margaritaville Resort & Island H20 Waterpark Access - 2974La Kissimmee is located about a 25-minute walk from the Windsor Hills and invites… More

From US$ 759 Book Now

Top Villas - Championsgate 2210

729 Ocean Course Avenue, Kissimmee, United States View map

Nestled in the heart of Florida's vibrant Championsgate area, Top Villas - Championsgate 2210 invites guests to indulge in a luxurious and unforgettable stay. Located just 29 kilometers from the… More

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Solara - 9 Bedrooms House Wpool-8106Sa

9021 Sunshine Ridge Loop, Kissimmee, United States View map

The 6-bedroom Solara - 9 Bedrooms House Wpool-8106Sa Kissimmee villa is located nearly a 10-minute drive from the West Gate Flea Market and provides guests with a hot tub for a more relaxing stay. More

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Gilded Parasol By Shine Villas Remington Golf #410 Home

2705 Prestwick Ln, Kissimmee, United States View map

Welcome to the Gilded Parasol, a stunning retreat nestled just 9 km from the vibrant heart of Kissimmee, providing an ideal escape for both relaxation and exploration. This exquisite villa, part of… More

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Perfect 5 Bedroom Villa On Reunion Resort And Spa Orlando Villa 5145

7758 Linkside Loop, Kissimmee, United States View map

Situated in the picturesque Reunion Resort and Spa, the Perfect 5 Bedroom Villa On Reunion Resort And Spa Orlando Villa 5145 offers a luxurious escape in the heart of Florida. Just 22 km from the… More

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2 Bedrooms 2 Bathrooms Storey Lake 4731-204Ct

4731 Clock Tower #204, Kissimmee, United States View map

To enjoy your vacation in Kissimmee, stay at the 2-room 2 Bedrooms 2 Bathrooms Storey Lake 4731-204Ct Kissimmee apartment, which is 3.4 km from the Falcon's Fire Golf Course and around 10 minutes by… More

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Cozy 3 Bed 3 Bath Townhome With Fast Wifi Pools-Jacuzzi Near Disney

8133 Roseville Boulevard, Kissimmee, United States View map

The 3-bedroom Cozy 3 Bed 3 Bath Townhome With Fast Wifi Pools-Jacuzzi Near Disney Kissimmee villa, located approximately 25 minutes' walk from Publix Super Market at Ovation, invites guests to relax… More

From US$ 355 Book Now

4 Bed Townhome With Private Pool Near Disney! Townhouse

3115 Tocoa Circle, Kissimmee, United States View map

Discover the perfect getaway at the 4 Bed Townhome With Private Pool Near Disney! Townhouse. Nestled in picturesque Kissimmee, this charming townhouse provides a tranquil retreat just 20 minutes away… More

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