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2026-04-23
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Kissimmee holiday rentals

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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Elegance House

4709 Pershoie Lane, Kissimmee, United States View map

Staying at Elegance House Villa Kissimmee, guests can visit Xtreme Paintball Xperience, which is just 1.6 km away. 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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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

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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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

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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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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Pokemon Dream Studio Escape

5245 West Irlo Bronson Memorial Highway, Kissimmee, United States View map

Located about 6 km from the Catholic church "Mary Queen of the Universe Shrine", Pokemon Dream Studio Escape Kissimmee villa gives access to various tourist sites in the vicinity. More

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5 Bedrooms 4 Bathrooms Storey Lake 4819 Ct

4819 Clock Tower Drive, Kissimmee, United States View map

**Discover the Charm of Storey Lake 4819 Ct** Nestled in the heart of Kissimmee, the stunning 5 Bedrooms- 4 Bathrooms - Storey Lake 4819 Ct invites you to experience a harmonious blend of comfort and… More

From US$ 312 Book Now

Gated Golf Condo With On-Site Pool, Hot Tub, Screened Balcony, & Washer/Dryer

1370 Tuscan Terrace, Kissimmee, United States View map

Gated Golf Condo With On-Site Pool, Hot Tub, Screened Balcony, & Washer/Dryer Kissimmee villa entices active guests with access to a fitness club and is located within 10 minutes' drive of the Indian… More

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Villas South Meadow

7601 Cabana Court #103, Kissimmee, United States View map

Positioned in the vibrant heart of Kissimmee, Villas South Meadow is a splendid retreat that promises guests an exceptional experience infused with comfort and luxury. Just 23 km from the bustling… More

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Home Near Theme Parks In Kissimmee Family Perks!

9018 Pelican Cv Trce, Kissimmee, United States View map

Nestled in the West Kissimmee district of Kissimmee, Home Near Theme Parks In Kissimmee Family Perks! is approximately a 25-minute walk from Highlands Reserve GC and offers a Jacuzzi. More

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Perfect Storey Lake Home For Great Vacation

4815 Dedication Street, Kissimmee, United States View map

Positioned in the heart of Kissimmee, the Perfect Storey Lake Home For Great Vacation is an idyllic retreat perfect for families and adventure seekers alike. Just 13 km away from the vibrant… More

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7 Bd 5.5 Ba Windsor At Westside 2100 Rd

2100 Rome Drive, Kissimmee, United States View map

Situated 3.5 km from the Emerald Island Boulevard, 7 Bd 5.5 Ba Windsor At Westside 2100 Rd Kissimmee villa provides access to numerous tourist attractions in the area. More

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Super Huge- 12Bd 12Bas - Sleeps 38

2463 Shanti Drive, Kissimmee, United States View map

Located 15 minutes by car from the Falcon's Fire Golf Course, Super Huge- 12Bd 12Bas - Sleeps 38 Villa Kissimmee gives access to various tourist sites in the vicinity. More

From US$ 668 Book Now

2678 Manesty

2678 Manesty Lane, Kissimmee, United States View map

Situated in the charming town of Celebration, Florida, 2678 Manesty offers an exquisite retreat for those seeking both comfort and convenience in a thoughtfully designed community. This exceptional… More

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Top Dluxx And Elegant For Perfect Vacation 8991

8991 Play Through Dr, Kissimmee, United States View map

**Welcome to Top Dluxx And Elegant For Perfect Vacation 8991, where luxurious comfort meets convenient location. Nestled just a short drive from Kissimmee, this stunning retreat offers an ideal base… More

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Solara Resort Themed Pool And Cinema Home

2314 Calm Shore Way, Kissimmee, United States View map

Situated in the West Kissimmee district, 6 km from The Legends Golf Course, Solara Resort Themed Pool And Cinema Home Kissimmee comes with a private pool for guests to unwind. More

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Modern Decor, Waterview With Splashpool, Bbq 1636Str

4831 Romeo Circle, Kissimmee, United States View map

**Waterview With Splashpool is Bbq 1636Str, a modern escape just 12 km from the vibrant heart of Kissimmee.** This stunning retreat seamlessly blends contemporary elegance with a tranquil atmosphere,… More

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Rom2108

2108 Rome Drive, Kissimmee, United States View map

**Welcome to Rom2108 Villa Kissimmee, a sanctuary of luxury and comfort situated just 32 km from the vibrant heart of Kissimmee. This exquisite retreat seamlessly combines modern elegance with the… More

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Pleasant Cottage Near Disney With Margaritaville Resort & Island H20 Waterpark Access - 2972Sr

2972 Salted Rim Rd, Orlando, United States View map

Pleasant Cottage Near Disney With Margaritaville Resort & Island H20 Waterpark Access - 2972Sr Kissimmee is located a 10-minute ride from the Dinosaur attraction and invites guests to enjoy a terrace. More

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Waterfront Cottage With Private Pool Near Disney And Margaritaville Resort & Island H20 Access - 7985Su

7985 Surf Street, Orlando, United States View map

The 4-bedroom Waterfront Cottage With Private Pool Near Disney And Margaritaville Resort & Island H20 Access - 7985Su Kissimmee is located 2.9 km from Dinoland U.S.A. and provides a Jacuzzi. More

From US$ 649 Book Now

Four-Bedroom Holiday Home

2889 Simile Street, Kissimmee, United States View map

Featuring a private swimming pool for guests' relaxation, the 3-bedroom Four-Bedroom Holiday Home Kissimmee is located about a 10-minute ride from the miniature Pirates Island Adventure Golf. More

From US$ 163 Book Now

Chic & Spacious Best Vacation Home

Paragraph Drive 4290, Kissimmee, United States View map

Positioned in a serene enclave just 10 km from the vibrant heart of Kissimmee, the Chic & Spacious Best Vacation Home offers an exquisite retreat for those seeking elegant comfort. This inviting… More

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9106 Sommerset Hills

9106 Sommerset Hills Dr, Kissimmee, United States View map

Located about 10 minutes' drive from Highlands Reserve Boulevard, 9106 Sommerset Hills Kissimmee villa features a private swimming pool, a hot tub, ensuring a relaxing stay. Featuring access to a… More

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Disney Area Home • King Mickey Room

7901 Putting Grn Wy, Kissimmee, United States View map

Situated nearly a 10-minute drive from Mystic Dunes Golf Club at Mystic Dunes Resort, Disney Area Home • King Mickey Room Kissimmee includes a heated pool, as well as a Jacuzzi to relax in. More

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Sugar Palm Place Home

8944 Sugar Palm Rd, Kissimmee, United States View map

Staying at Sugar Palm Place Home Kissimmee, guests can easily reach the Rum Run, located around 3 km away. More

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Spacious 7Bd Pool Gm Hm Terra Verde Resort-211Hbl Home

633 Old Plantation Rd, Kissimmee, United States View map

Experience the ultimate getaway at the Spacious 7Bd Pool Gm Hm Terra Verde Resort-211HBL Home, a luxurious retreat that seamlessly combines comfort with convenience. Nestled just a short drive from… More

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Bright And Modern 4Br Home,Pool,Slides,By Disney

4843 Romeo Cir, Kissimmee, Fl 34746, Usa, Kissimmee, United States View map

**Welcome to the Bright and Modern 4BR Home, Pool, Slides, by Disney** - your ideal retreat just a stone's throw from world-renowned attractions. Nestled in enchanting Kissimmee, this vibrant abode… More

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Themed 09 Bedrooms At Solaraled Pool Tv

9195 Breeze Mist Terrace, Kissimmee, United States View map

Themed 09 Bedrooms At Solaraled Pool Tv Kissimmee villa is located in the West Kissimmee district of Kissimmee, around 5 km from ChampionsGate Golf Club and features a private pool as well as views… More

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Stunning Lake View, Big Pool Area With Cdc Standards #6Bv507

Marcello Boulevard 507, Kissimmee, United States View map

The Stunning Lake View is a serene retreat nestled in Kissimmee, conveniently located just 8 km from the vibrant heart of the city and a mere 35 km from Orlando International Airport. This… More

From US$ 424 Book Now

Pool Villa Wfree Waterpark Lazy River Game Room

2448 Tangier Drive, Kissimmee, United States View map

**Experience Luxurious Comfort at the Pool Villa Wfree Waterpark Lazy River Game Room** Nestled in the vibrant heart of Kissimmee, the Pool Villa Wfree Waterpark Lazy River Game Room offers an… More

From US$ 271 Book Now

Get Away Bay At Bahama Bay

201 New Providence Promenade, Kissimmee, United States View map

**Get Away Bay At Bahama Bay** offers an exquisite gateway to the enchanting landscapes of Kissimmee, just 33 km from the vibrant attractions of Orlando. Nestled by azure waters, this charming resort… More

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6 Mi To Disney World Lake-View Retreat With Pool!

2545 Montego Bay Blvd, Kissimmee, United States View map

Welcome to the 6 Mi To Disney World Lake-View Retreat With Pool!, A delightful haven just 10 km from the enchanting attractions of Kissimmee. This charming getaway perfectly balances tranquility and… More

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22 Mi To Disney Kissimmee Home With Pool And Hot Tub

2736 Portchester Ct, Kissimmee, United States View map

Offering guests to unwind in a Jacuzzi, 22 Mi To Disney Kissimmee Home With Pool And Hot Tub is located 2.7 km from Remington Golf Club. More

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Disney Getaway Private Pool Themed Bedrooms. Book Now Dw20

2470 Santorini Dr, Kissimmee, United States View map

Located approximately a 10-minute drive from Highlands Reserve GC, Disney Getaway Private Pool Themed Bedrooms. Book Now Dw20 Kissimmee villa boasts an indoor swimming pool with an indoor pool. More

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Cozy Peach Cottage Near Disney With Margaritaville Resort & Island H2O Access - 8029Dr

8029 Dreamsicle Drive, Orlando, United States View map

Nestled 2.8 km from Mystic Dunes Golf Course, the 2-bedroom Cozy Peach Cottage Near Disney With Margaritaville Resort & Island H2O Access - 8029Dr Kissimmee entices guests to explore various tourist… More

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Holiday Home Familien-Pool-Rueckzug Nur 2-5 Meilen Von Disney Entfernt By Interhome

2240 Wyndham Palms Way, Kissimmee, United States View map

During the stay at Holiday Home Familien-Pool-Rueckzug Nur 2-5 Meilen Von Disney Entfernt By Interhome Kissimmee, guests can indulge in a Jacuzzi or visit the Windsor Hills, located 4.5 km away. More

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Lake View Near Disney Resort W Lazy River 108

3151 Paradox Circle, Kissimmee, United States View map

Situated around a 25-minute walk from the outlet mall "Lake Buena Vista Factory Stores", Lake View Near Disney Resort W Lazy River 108 Kissimmee villa invites guests to relax at a patio. Guests can… More

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