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2026-04-24
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Kissimmee holiday rentals

Chic Spacious With Private Pool Ideal Location

Ocean Course Avenue 400, Kissimmee, United States View map

Welcome to the Chic Spacious With Private Pool Ideal Location, a luxurious retreat nestled just 29 km from the vibrant heart of Kissimmee and 50 km from the iconic Orlando International Airport. This… More

From US$ 198 Book Now

4827#2 Casa Com Quartos Tematicos E Piscina Privativa

4827 Dedication St, Kissimmee, United States View map

The 3-bedroom 4827#2 Casa Com Quartos Tematicos E Piscina Privativa Kissimmee offers proximity to nearby tourist spots, such as Medieval Times Dinner & Tournament, situated 4.3 km away. More

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Excelente Refugio Em Indian Wells C/ Piscina Priv!

3120 Bear Path, Kissimmee, United States View map

Offering a location 2.6 km from Fun Spot America Kissimmee, Excelente Refugio Em Indian Wells C/ Piscina Priv! Villa Kissimmee gives access to various tourist spots in the area. More

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Hidden City Riverfront Apt Near Lakes Golf & Disney

2625 Shingle Creek Court, Kissimmee, United States View map

**Welcome to Hidden City Riverfront Apt Near Lakes Golf & Disney**, where comfort meets convenience in the heart of Kissimmee. Just a stone's throw from the enchanting offerings of Disney and a mere… More

From US$ 104 Book Now

Windsor Palms Condo | Pool, Spa & Near Disney

8103 Coconut Palm Way #202, Kissimmee, United States View map

Positioned just outside the vibrant Kissimmee area, Windsor Palms Condo | Pool, Spa & Near Disney offers an exceptional retreat that combines convenience and luxury. This idyllic getaway, located… More

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Shooting Star - Family Friendly 4 Bed Pool Home On Emerald Island Resort - Close To Disney World!

2721 Lido Key Drive, Kissimmee, United States View map

Welcome to the Shooting Star - Family Friendly 4 Bed Pool Home On Emerald Island Resort, a delightful retreat that combines comfort and convenience in one stunning package. Nestled just 32 km from… More

From US$ 292 Book Now

3083 Ts-Svh Storey Lake

3083 Tom Sawyer Drive, Kissimmee, United States View map

### Experience Unmatched Comfort at 3083 Ts-Svh Storey Lake Kissimmee Nestled just a 20-minute drive from the heart of Kissimmee, 3083 Ts-Svh Storey Lake offers a perfect blend of comfort and… More

From US$ 230 Book Now

Remodeled Gem - Comfort & Location

Las Fuentes Drive 1000, Kissimmee, United States View map

**Remodeled Gem - Comfort & Location Kissimmee** offers a delightful retreat just 8 km from the vibrant town of Kissimmee, making it an ideal spot for families and leisure travelers alike. With its… More

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Cozy 3 Bd Townhome 2 King Beds Close To Disney 1503

5364 Diplomat Circle #102, Kissimmee, United States View map

Featuring a swimming pool for guests' relaxation, the 2-bedroom Cozy 3 Bd Townhome 2 King Beds Close To Disney 1503 Kissimmee villa is located only 9 minutes on foot from the Museum of Military… More

From US$ 186 Book Now

2 Bedroom 2.5 Bathroom Encantada 3054Yl

3054 Yellow Lantana Lane, Kissimmee, United States View map

The 2-bedroom 2 Bedroom 25 Bathroom Encantada 3054Yl Kissimmee villa is located around 10 minutes' drive from the Avatar Flight of Passage and provides a Jacuzzi. More

From US$ 196 Book Now

Cosy Family Home In Encantada Kissimee

3076 Yellow Lantana Lane, Kissimmee, United States View map

Nestled in the West Kissimmee district, Cosy Family Home In Encantada Kissimee Kissimmee is around a 10-minute ride from the Wild Africa Trek and offers a Jacuzzi. More

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Luxury 7Br 6Ba Home Private Pool And Bbq Only13Min To Disney 4788 Sqft

1913 Nice Court, Kissimmee, United States View map

**Welcome to Luxury 7Br 6Ba Home with Private Pool and BBQ** Conveniently situated just 17 km from Disney's Animal Kingdom, and within a short drive to attractions like the Osceola Center for the… More

From US$ 423 Book Now

Vibrant 5Bd W Private Pool & Waterpark At Storey Lake 4811M

4811 Memories Lane, Kissimmee, United States View map

Welcome to the Vibrant 5Bd W Private Pool & Waterpark At Storey Lake 4811M, a sumptuous retreat nestled in the heart of Kissimmee, just 13 km from the thrilling attractions of the area. Discover a… More

From US$ 343 Book Now

9004 Sunshine Ridge

9004 Sunshine Ridge Loop, Kissimmee, United States View map

**Welcome to 9004 Sunshine Ridge Villa, a serene retreat nestled in the heart of Kissimmee, offering the ideal escape just 32 kilometers from the vibrant attractions of Kissimmee and a comfortable… More

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Free Waterpark Lazy River Near Disney Heated Pool

Prague Way 8912, Kissimmee, United States View map

Welcome to the enchanting Free Waterpark, where family fun meets luxurious comfort, conveniently located just an hour's drive from Kissimmee. Nestled near Disney, this resort is an ideal destination… More

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Spectacular Big House, 4 Bedrooms, Private Pool

2660 Santosh Cove, Kissimmee, United States View map

### The Spectacular Big House is 4 Bedrooms, Private Pool With Orlando International Airport just 35 km away, the Spectacular Big House offers easy access to both the excitement of the city and the… More

From US$ 166 Book Now

Lakeview Home W Private Pool Free Water Park

4765 Kings Castle Circle, Kissimmee, United States View map

During the stay at Lakeview Home W Private Pool Free Water Park Kissimmee, guests can indulge in mini golf or visit the Disney's Typhoon Lagoon Water Park, located a 15-minute drive away. The 5… More

From US$ 303 Book Now

8947Ar Townhouse 4 Bedrooms & 3 Bathrooms + Pool

8947 Cabot Cliffs Dr, Kissimmee, United States View map

**The 8947Ar Townhouse is a modern gem nestled in the charming city of Kissimmee, just 29 km from the vibrant surroundings of the area and a mere 50 km from the bustling Orlando International Airport… More

From US$ 211 Book Now

7Br Home W Private Pool At Solara Resort

9003 Pelican Cv Trce, Kissimmee, United States View map

The 7-bedroom 7Br Home W Private Pool At Solara Resort Kissimmee is located nearly 25 minutes' walk from Highlands Reserve Boulevard and provides an indoor pool. More

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Renovated 4Br Oasis Pool Grill Family Fun 4403

4403 Le Reve Ct, Kissimmee, United States View map

Situated merely a 6-minute walk from the Give Kids The World Village, Renovated 4Br Oasis Pool Grill Family Fun 4403 Kissimmee villa offers guests to relax by a private pool. More

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Gorgeous 6 Bd Sf Close To Disney W/ Pool @ Champions Gate Resort 712

712 Whistling Straits Boulevard, Kissimmee, United States View map

**Welcome to the Gorgeous 6 Bd Sf Close To Disney W/ Pool @ Champions Gate Resort 712, where luxury meets convenience in the heart of Central Florida.** Just a short drive away, at approximately 29… More

From US$ 271 Book Now

8987Gv Villa 5 Bed/5 Ba

8987 Backswing Way, Kissimmee, United States View map

Welcome to the charming 8987Gv Villa 5 Bed/5 Ba, an exquisite retreat nestled in picturesque Kissimmee. This beautifully appointed villa is a haven for families, boasting an ideal location just 29 km… More

From US$ 206 Book Now

Luxury 6 Bedroom 5 Bath Pool Home 161

8950 Cabot Cliffs Drive, Kissimmee, United States View map

This stunning haven is designed with elegance and comfort in mind, making it the perfect choice for families or groups seeking a sophisticated getaway while still being close to the vibrancy of… More

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The Minions Mansion 6Br Resort Pool Home By Disney

8503 Sunrise Key Drive, Kissimmee, United States View map

### Welcome to The Minions Mansion Strategically located, The Minions Mansion 6Br Resort Pool Home By Disney lies only 45 km from Orlando International Airport, making travel convenient for jet… More

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Incredible Island Club Villa Condo

3139 Britannia Boulevard, Kissimmee, United States View map

**Welcome to Incredible Island Club Villa Condo, an idyllic retreat situated just 60 minutes from the vibrant charm of Kissimmee.** Nestled in the heart of Florida, this exceptional property invites… More

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Super Boho - Lake Toho Fishing Water Fronts

304 Lakeshore Boulevard, Kissimmee, United States View map

**Welcome to Super Boho - Lake Toho Fishing Water Fronts**, a serene oasis nestled in the heart of Downtown Kissimmee, Florida. As the largest city and the county seat of Osceola County, Kissimmee… More

From US$ 96 Book Now

Summer Sale - Beautiful 6Br Home With Private Pool!

4571 Cabello Loop, Kissimmee, United States View map

The 4-bedroom Summer Sale - Beautiful 6Br Home With Private Pool! Kissimmee is located 2.9 km from Capone's Dinner and Show, giving access to various tourist spots nearby. More

From US$ 454 Book Now

Modern 3Br Villa Private Pool & Game Room

510 Jaybee Avenue, Kissimmee, United States View map

The 2-bedroom Modern 3Br Villa Private Pool & Game Room Kissimmee is located around a 5-minute stroll from Lake Davenport and offers a Jacuzzi for guests' relaxation. Offering Wi-Fi, the Kissimmee… More

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Happy Place

2904 Edenshire Way, Kissimmee, United States View map

**Welcome to Happy Place Kissimmee, a serene oasis nestled just 13 kilometers from the vibrant heart of Kissimmee and a short 35-kilometer drive from Orlando International Airport.** This delightful… More

From US$ 195 Book Now

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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Palm Breeze At Bahama Bay - 8Ppl

608 Rum Run, Kissimmee, United States View map

Located merely 150 metres from the Rum Run, Palm Breeze At Bahama Bay - 8Ppl Villa Kissimmee includes a patio with views of the city. Offering Wi-Fi, the Kissimmee villa is located within a 6-km… More

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5 Mi To Disney Paradise Palms Retreat With Lanai

8847 Candy Palm Rd, Kissimmee, United States View map

Situated 7 km from the 145-foot Tree of Life Sculpture, the 3-bedroom 5 Mi To Disney Paradise Palms Retreat With Lanai Kissimmee villa entices guests to explore various tourist attractions in the… More

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2302 Silver Palm # 103

2302 Silver Palm Dr, Kissimmee, United States View map

**Welcome to Silver Palm, a Tranquil Oasis near Kissimmee** Nestled just a 60-minute drive from the vibrant heart of Kissimmee, Silver Palm offers a perfect blend of comfort and convenience. More

From US$ 173 Book Now

Spacious Condo W/ Pool,Gym Near Disney & Seaworld

2728 Club Cortile Circle Unit A, Kissimmee, United States View map

**Welcome to Spacious Condo W/ Pool, Gym Near Disney & Seaworld** Located within striking distance of famed attractions, the Spacious Condo W/ Pool, Gym Near Disney & Seaworld ensures a hassle-free… More

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Resort Near Disney Free Waterpark 4741

4741 Clock Tower Drive, Kissimmee, United States View map

The 2-bedroom Resort Near Disney Free Waterpark 4741 Kissimmee villa is nestled right around the corner from Lennar at Storey Lake and entices guests with a Jacuzzi. Featuring a patio, the property… More

From US$ 168 Book Now

4202Mc Townhouse 4 Bedrooms & 3 Bathrooms + Pool

4202 Paragraph Dr, Kissimmee, United States View map

The 4202Mc Townhouse is a luxurious retreat located just 10 kilometers from the vibrant heart of Kissimmee. This exquisite townhouse offers guests an ideal blend of comfort and convenience, making it… More

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2472Pb Townhouse 4 Bedrooms & 3 Bathrooms + Pool

2472 Reading Trail, Kissimmee, United States View map

**Welcome to 2472Pb Townhouse in Kissimmee: Your Perfect Family Retreat** The services offered at this townhouse enhance the vacation experience, providing helpful concierge assistance to arrange… More

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Storey Lake Resort, Private Pool, And Much More!!

2793 Bookmark Dr, Kissimmee, United States View map

The 5-bedroom Storey Lake Resort, Private Pool, And Much More!! Kissimmee villa is nestled within a 3-km distance of the Give Kids The World Village and provides a hot tub. More

From US$ 280 Book Now

Private Pool - Themed Rooms - Near Disney 4239

4239 Paragraph Drive, Kissimmee, United States View map

Set just a short 20-minute drive from the bustling gates of Disney, Private Pool - Themed Rooms - Near Disney 4239 Kissimmee offers a uniquely immersive experience for families and travelers looking… More

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Utopic Home With Themed Rooms, Game And Media Room And Waterpark & Resort Access Near Disney At Encore Resorts Reunion - 270Cl

270 Clawson Way, Kissimmee, United States View map

Welcome to the Utopic Home with Themed Rooms, a delightful retreat nestled in the charming community of Celebration, Florida. Each unique room is designed to transport you to a different world… More

From US$ 681 Book Now

Lavish Home Near Disney With Media, Game & Theme Rooms With Waterpark & Resort Access At Encore Resorts Reunion - 520Bu

520 Burma Street, Kissimmee, United States View map

**Welcome to Lavish Home Near Disney With Media, Game & Theme Rooms With Waterpark & Resort Access At Encore Resorts Reunion - 520Bu** - an elegant oasis situated in the enchanting community of… More

From US$ 413 Book Now

Magical Getaway In The Best Location For A Perfect Vacation

810 Pebble Beach Drive, Kissimmee, United States View map

**Welcome to Magical Getaway In the Best Location For A Perfect Vacation**, where vibrant experiences and unparalleled comfort blend seamlessly. Located just 29 kilometers from the enchanting heart… More

From US$ 175 Book Now

Sun Kissed Pool Home In Kissimmee

2936 Pembridge Street, Kissimmee, United States View map

**Welcome to Sun Kissed Pool Home, your quintessential retreat tucked away in the beautiful Kissimmee area.** This charming property is situated just 34 km from Kissimmee, offering a perfect blend of… More

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4 Bed And 3 Bath In Perfect Location With Pool By Florida Dream Home

2755 Lido Key Drive, Kissimmee, United States View map

**Discover Your Oasis at 4 Bed And 3 Bath In Perfect Location With Pool By Florida Dream Home** Situated just 45 kilometers from Orlando International Airport, this gem provides easy access to some… More

From US$ 198 Book Now

Private Pool Getaway Near Theme Parks

4719 Cumbrian Lakes Drive, Kissimmee, United States View map

Welcome to the Private Pool Getaway Near Theme Parks, a luxurious oasis located a mere 12 km from the vibrant attractions of Kissimmee. This tranquil villa offers an enviable retreat, ideal for… More

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Near Disney Private Pool 4 Bedrooms

642 Eagle Pointe South, Kissimmee, United States View map

Near Disney Private Pool 4 Bedrooms Kissimmee villa offers proximity to such city sites as Eagle Pointe South, located nearly a 5-minute walk away. Providing guests with Wi-Fi and a car park, the… More

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Storey Lake *10 Mim -> Disney* 4Q/3Ba

4813 Clock Tower Drive,, Kissimmee, United States View map

Located 3.7 km from Old Town Shopping Mall, the 3-bedroom Storey Lake *10 Mim - Disney* 4Q/3Ba Kissimmee villa features a swimming pool, a Jacuzzi, ensuring a relaxing stay. More

From US$ 233 Book Now

4 Bedroom 3 Bathroom Lucaya Village 17-104

5366 Diplomat Court 17-104, Kissimmee Fl, 34746, Kissimmee, United States View map

Welcome to the charming 4 Bedroom 3 Bathroom Lucaya Village 17-104, an inviting retreat nestled just 13 km from the vibrant heart of Kissimmee. With its warm ambiance and modern amenities, this… More

From US$ 204 Book Now

Disney Getaway: Pool, Spa, Games, Great Locale

9020 Flamingo Key Way, Kissimmee, United States View map

The 7-bedroom Disney Getaway: Pool, Spa, Games, Great Locale Kissimmee villa is located 2.5 km from Tuscan Hills Boulevard and provides a hot tub. The accommodation features opportunities for cycling… More

From US$ 213 Book Now

Casa P/ 4 - Perto Da Disney - Cozinha Completa

5008 Mangrove Aly, Kissimmee, United States View map

During the stay at Casa P/ 4 - Perto Da Disney - Cozinha Completa Kissimmee, guests can indulge in a hot tub or visit Fun Spot America Kissimmee, located 2.6 km away. More

From US$ 149 Book Now