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2026-04-23
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Private Villas in Kissimmee

Tropical Lakeview Oasis At Bahama Bay

1004 Gran Bahama Boulevard, Kissimmee, United States View map

### Welcome to Tropical Lakeview Oasis At Bahama Bay Nestled in the picturesque landscapes of Kissimmee, the Tropical Lakeview Oasis At Bahama Bay offers a tranquil retreat just 33 kilometers from… More

From US$ 172 Book Now

Private Poolspa Gameroom Near Wdw Sleeps 25

2961 Fable Street, Kissimmee, United States View map

**Experience the Unmatched Comfort of Private Poolspa Gameroom Near WDW Sleeps 25** Nestled just 12 kilometers from the vibrant heart of Kissimmee and conveniently located 30 kilometers from Orlando… More

From US$ 770 Book Now

Lovely Home With Private Pool And Air Hockey Table Near Disney With Waterpark & Resort Access At Encore Resort - 7467Mr

7467 Marker Ave, Kissimmee, United States View map

**Welcome to Lovely Home With Private Pool And Air Hockey Table Near Disney** Perfectly positioned in Celebration, this charming retreat enables easy access to the renowned Walt Disney World and its… More

From US$ 625 Book Now

Restful 4Br 3Ba With Bbq, Heated Pool & Spa

4683 Golden Beach Court, Kissimmee, United States View map

During the stay at Restful 4Br 3Ba With Bbq, Heated Pool & Spa Kissimmee villa, guests can indulge in a hot tub and an indoor pool or visit Medieval Times Dinner & Tournament, located 3.4 km away. More

From US$ 174 Book Now

4Q/3B Luxuosa E Moderna | Piscina Priv.

2636 Reading Trail, Kissimmee, United States View map

Located within 25 minutes' walk of Medieval Times Dinner & Tournament, the 3-bedroom 4Q/3B Luxuosa E Moderna | Piscina Priv. Villa Kissimmee boasts a swimming pool with a Jacuzzi. More

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Storey Lake 4Q/3B Acesso Resort E Piscina Priv.

4459 Scene Lane, Kissimmee, United States View map

Offering a Jacuzzi for a relaxing experience, Storey Lake 4Q/3B Acesso Resort E Piscina Priv. Kissimmee villa is located a 10-minute drive from Medieval Times Dinner & Tournament. The 3-bedroom villa… More

From US$ 169 Book Now

Exclusive Gated Community: House In Prime Locatio

2601 Calistoga Ave, Kissimmee, United States View map

Staying at Exclusive Gated Community: House In Prime Locatio Kissimmee villa, guests can easily reach Shingle Creek Regional Park, located approximately a 25-minute walk away. More

From US$ 705 Book Now

Florida Jewels - Beautiful Villa On Emerald Island

2720 Lido Key Drive, Kissimmee, United States View map

In the enchanting Emerald Island, Florida Jewels - Beautiful Villa On Emerald Island offers an idyllic retreat just 32 km from the vibrant heart of Kissimmee. This exquisite villa combines comfort… More

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2941 Modern Four Bedroom Locate At Storey Lake

Penelope Loop 2941, Kissimmee, United States View map

**Welcome to 2941 Modern Four Bedroom Located at Storey Lake, where comfort and contemporary elegance meet**. Nestled just 10 km from the vibrant attractions of Kissimmee, this exquisite apartment is… More

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2929 Ss - Disney Delight: 4Br Pool Near Parks

2929 Simile Street, Kissimmee, United States View map

**Experience Luxury and Comfort at Disney Delight** For those eager to experience the magic of Orlando, this property boasts an enviable location, positioned a mere 35 km from Orlando International… More

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Excelente Casa Vacacional

3007 Viscount Circle, Kissimmee, United States View map

### Discover the Essence of Luxury at Excelente Casa Vacacional Nestled in the vibrant heart of Kissimmee, the Excelente Casa Vacacional embodies a perfect blend of comfort and sophistication. More

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8937 Play Through Drive

8937 Play Through Drive, Kissimmee, United States View map

**Discover Tranquility at 8937 Play Through Drive Villa** The prime location is unbeatable, as 8937 Play Through Drive Villa is conveniently situated just 50 km from Orlando International Airport… More

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Bsv_Villa8864

8864 Bengal Ct, Kissimmee, United States View map

**Discover the Elegance of Bsv_Villa8864 Kissimmee** Conveniently located, this villa serves as an ideal base for exploring the many attractions in Orlando and Kissimmee. More

From US$ 551 Book Now

Luxury Resort Home Near Disney 10 Bedroom With Private Pool & Spa

631 Lasso Drive, Kissimmee, United States View map

**Experience the Ultimate Getaway at Luxury Resort Home Near Disney** In addition to its opulent interiors and indulgent amenities, this luxury resort home is a gateway to adventure. More

From US$ 386 Book Now

Premium 6Br Home W/Pool-Bbq Just 10Min To Disney

4811 King Castle Dr, Kissimmee, United States View map

**Experience the Magic of Kissimmee at Premium 6Br Home W/Pool-Bbq Just 10Min To Disney** Welcome to the Premium 6Br Home W/Pool-Bbq Just 10Min To Disney, a charming retreat that perfectly blends… More

From US$ 626 Book Now

5 Bedroom Disney Themed Bedrooms Sl 4825

4825 Romeo Cir, Kissimmee, United States View map

Welcome to the enchanting realm of the 5 Bedroom Disney Themed Bedrooms Sl 4825, a perfect family retreat located just 12 km from the vibrant heart of Kissimmee. Embrace the magic of your favorite… More

From US$ 271 Book Now

Four Bedrooms Resort Townhome 5128

5128 Adelaide Drive, Kissimmee, United States View map

Set in the heart of Kissimmee, Four Bedrooms Resort Townhome 5128 presents an inviting getaway for families and groups seeking comfort and convenience. This delightful holiday home combines modern… More

From US$ 175 Book Now

Windsor At Westside Resort Home W Pool Hot Tub

9034 Rhodes St, Kissimmee, United States View map

**Welcome to Windsor at Westside Resort, a luxurious retreat located just a short distance from the vibrant heart of Kissimmee, Florida.** Nestled 32 kilometers from the bustling city, this exquisite… More

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2960 Buccaneer Palm

2960 Buccaneer Palm Road, Kissimmee, United States View map

**Welcome to 2960 Buccaneer Palm Kissimmee**, a pristine oasis nestled in the heart of Florida's fun-filled attractions. Just 34 kilometers from the charming streets of Kissimmee and a mere 50… More

From US$ 534 Book Now

4907Ja Townhouse 4 Bedrooms & 3 Bathrooms + Pool

4907 Romeo Cir, Kissimmee, United States View map

Welcome to ***4907Ja Townhouse 4 Bedrooms & 3 Bathrooms + Pool***, where comfort meets convenience in the heart of Kissimmee. This splendid townhouse offers an unparalleled escape with a private pool… More

From US$ 130 Book Now

4 Bedroom 3 Bathroom Villas At Seven Dwarfs 17-107

4562 Jona Free Ln Building 17 Unit 107, Kissimmee, Fl 34746, Usa, Kissimmee, United States View map

**Welcome to the Four Bedroom Villas at Seven Dwarfs 17-107**, a splendid retreat nestled just 10 km from the charming heart of Kissimmee. This inviting destination is perfect for families and large… More

From US$ 214 Book Now

Venetian Bay Villa 4 Bedroom Townhouse - Near Disney

4006 Santa Maria Drive, Kissimmee, United States View map

**Welcome to the Venetian Bay Villa 4 Bedroom Townhouse - Near Disney, your ideal retreat in the heart of Kissimmee.** Perfectly positioned just 6 km from the enchanting Disney theme parks, this… More

From US$ 172 Book Now

5 Bedroom 5 Bathroom Storey Lake 4735Kc

4735 Kings Castle Cir, Kissimmee, United States View map

In the heart of Kissimmee, the 5 Bedroom-5 Bathroom-Storey Lake 4735Kc offers a sophisticated retreat for families and groups seeking both comfort and adventure. With a generous distance of just 12… More

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Modern Stay W Full Resort-Access Near Disney Chg105

1067 Splash Shot Pl, Kissimmee, United States View map

The 2-bedroom Modern Stay W Full Resort-Access Near Disney Chg105 Kissimmee villa is located 3.2 km from Highlands Reserve Boulevard and welcomes its guests to enjoy mini golf. More

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Family Place With Gorgeous View 4 Miles To Disney

3151 Paradox Circle, Kissimmee, United States View map

**Welcome to Family Place With Gorgeous View 4 Miles To Disney, a charming haven nestled just 12 km from the vibrant, family-friendly attractions of Kissimmee. Here, guests will experience the… More

From US$ 173 Book Now

Champion Gate Brand New Home With Private Pool And Game Room

Cabot Cliffs Drive, Kissimmee, United States View map

This modern residence, with its exceptional amenities, offers guests an immersive experience in the heart of Florida's tourist paradise. With proximity to Orlando International Airport, just 50 km… More

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Game Room Heated Pool Anime Adventure

2090 Rome Dr, Kissimmee, Fl 34747, Usa, Kissimmee, United States View map

**Welcome to the Game Room Heated Pool Anime Adventure, your ultimate escape in Kissimmee.** Nestled just a convenient 60 minutes' drive from vibrant Orlando, this inviting haven offers the perfect… More

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4301Wb Townhouse 5 Bedrooms & 4 Bathrooms + Pool

4301 Quote St, Kissimmee, United States View map

Welcome to the enchanting 4301Wb Townhouse 5 Bedrooms & 4 Bathrooms + Pool, a stunning retreat nestled in the heart of Kissimmee, just 13 km from the vibrant attractions and experiences that the area… More

From US$ 201 Book Now

3 Bedroom 2 Bathroom Villas At Sevendwarfs 21-103

4563 Yellowgold Road East 21-103, Kissimmee Fl, 34746, Kissimmee, United States View map

**Sevendwarfs is where comfort and convenience meet in the heart of Kissimmee.** The charming 3 Bedroom 2 Bathroom Villas At Sevendwarfs 21-103 offers an inviting retreat just 10 km from the vibrant… More

From US$ 160 Book Now

The Bear'S Den Resort Orlando

7750 Sandy Ridge Drive, Kissimmee, United States View map

### Discover the Charm of The Bear's Den Resort Orlando Nestled in the heart of Kissimmee, The Bear's Den Resort Orlando offers an exquisite blend of luxury and comfort, making it the perfect retreat… More

From US$ 1480 Book Now

4819Ja Townhouse 4 Bedrooms & 3 Bathrooms + Pool

4819 Memories Ln, Kissimmee, United States View map

Positioned just 13 km from the vibrant heart of Kissimmee, 4819Ja Townhouse offers an exquisite blend of comfort and convenience. This charming townhouse is an ideal retreat for families and groups… More

From US$ 238 Book Now

Private Pool, Spa, Game Room & Theme Park Magic

2627 Emerald Island Boulevard, Kissimmee, United States View map

**Private Pool, Spa, Game Room & Theme Park Magic Kissimmee** offers an unforgettable getaway, seamlessly blending luxury with fun, just a 60-minute drive from Kissimmee. Nestled 45 km from Orlando… More

From US$ 278 Book Now

Bahama Bay Superb Modern Condo Harry Potter

313 New Providence Promenade, Kissimmee, United States View map

Welcome to the charming Bahama Bay, where tropical elegance meets modern comfort, just 33 km from the vibrant attractions of Kissimmee. This splendid retreat features the Bahama Bay Superb Modern… More

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Super 8Br Resort Pool Vacation Home Near Disney

9094 Sommerset Hills Drive, Kissimmee, United States View map

Welcome to the Super 8Br Resort Pool Vacation Home Near Disney, an ideal retreat nestled just 29 km from the vibrant heart of Kissimmee. This exceptional accommodation offers a perfect blend of… More

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Emerald Island Resort One Level Pool Pet Ok

8438 Secret Key Cove, Kissimmee, United States View map

H8438S Emerald Island Resort One Level Pool Pet Ok Kissimmee villa is situated just an 8-minute walk from the Emerald Island Boulevard and provides a hot tub and an indoor pool for a relaxing stay. More

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Gated Emerald Island Resort Townhome, Overlook Pool, 3 Miles To Disney, Rent By Owner

8570 Crystal Cove Loop, Kissimmee, United States View map

The Gated Emerald Island Resort Townhome is an exquisite retreat that embodies the charm and vibrancy of Kissimmee, just three miles from the enchanting world of Disney. Nestled within a gated… More

From US$ 120 Book Now

Beautiful Tropical Home With Private Heated And Chilled Pool

125 Hidden Springs Circle, Kissimmee, United States View map

Nestled in the heart of Kissimmee, the Beautiful Tropical Home With Private Heated And Chilled Pool offers an exceptional getaway for families and leisure seekers alike. Conveniently located just 11… More

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Bahama Bay 3 Bedrooms Completely Renovated

311 Lucaya Loop, Kissimmee, United States View map

Nestled in the heart of Central Florida, Bahama Bay offers an exquisite retreat just 33 km from the vibrant city of Kissimmee. This beautifully reimagined haven, the Bahama Bay 3 Bedrooms Completely… More

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Walkin' On Sunshine - 5 Bed Pool Home In Terra Verde Resort Near Disney

4669 Golden Beach Court, Kissimmee, United States View map

**Welcome to Walkin' On Sunshine - 5 Bed Pool Home In Terra Verde Resort Near Disney,** a charming retreat nestled in the heart of Kissimmee. This inviting sanctuary is situated just 9 km from the… More

From US$ 370 Book Now

Disney-Area Townhome With Lanai And Resort Amenities!

900 Pebble Beach Drive, Kissimmee, United States View map

During the stay at the welcoming Disney-Area Townhome With Lanai And Resort Amenities! Kissimmee villa, guests can indulge in a hot tub or visit Tuscan Hills Boulevard, located 4.9 km away. Located a… More

From US$ 192 Book Now

Spectacular House With 3Br - Private Pool, Bbq - Minutes From Disney!

3086 Yellow Lantana Lane, Kissimmee, United States View map

Situated approximately 10 minutes by car from Orange Lake Legends, the 3-bedroom Spectacular House With 3Br - Private Pool, Bbq - Minutes From Disney! Kissimmee villa features a patio with views of… More

From US$ 416 Book Now

Marvelous 3Bd W Jacuzzi At Terra Verde Resort 4757

4757 Vero Beach Place, Kissimmee, United States View map

**Experience Marvelous Comfort in Kissimmee** Nestled just 9 kilometers from the heart of Kissimmee, the Marvelous 3Bd W Jacuzzi At Terra Verde Resort 4757 offers an exquisite retreat for families… More

From US$ 224 Book Now

South Facing Pool With Spa And A Game Room In Prime Location Near Disney

1125 Seasons Boulevard, Kissimmee, United States View map

Located approximately 15 minutes' walk from lake berkley, the 3-bedroom South Facing Pool With Spa And A Game Room In Prime Location Near Disney Kissimmee villa boasts a year-round outdoor pool with… More

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Townhome With Private Splash Pool Free Waterpark

2407 Dubai Street, Kissimmee, United States View map

**Welcome to a Family-Friendly Oasis Near Kissimmee** With Orlando International Airport located 50 km away, access to this fantastic getaway is effortless. More

From US$ 254 Book Now

Disney Retreat W Private Splash Pool Game Room

4436 Le Reve Court, Kissimmee, United States View map

Located merely 0.6 km from Give Kids The World Village Resort, the 4-bedroom Disney Retreat W Private Splash Pool Game Room Kissimmee villa offers opportunities for pool in the area. Staying at this… More

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5Br Family Home With Pool & Hot Tub Near Disney

Marcello Boulevard 408, Kissimmee, United States View map

Welcome to the 5Br Family Home With Pool & Hot Tub Near Disney, an inviting retreat just a short 10-minute drive from the enchanting world of Kissimmee. This delightful family residence harmoniously… More

From US$ 455 Book Now

Luxury Villa 9Bdrmgames Roompool At Solara Resort

1798 Caribbean View Terrace, Kissimmee, United States View map

The 6-bedroom Luxury Villa 9Bdrmgames Roompool At Solara Resort Kissimmee is located approximately 25 minutes' walk from Highlands Reserve Boulevard, giving access to various tourist spots nearby. More

From US$ 784 Book Now

Windsor Haven - Luxury Villa With Game Room

1860 Gobi Drive, Kissimmee, United States View map

**Windsor Haven - Luxury Villa Unveiled** Nestled 31 kilometers from the vibrant heart of Kissimmee and a mere 50 kilometers from Orlando International Airport, Windsor Haven invites guests to… More

From US$ 337 Book Now

Celebrate Summer - 7Br Home With Private Pool!

Flamingo Key Way 9025, Kissimmee, United States View map

The 7-bedroom Celebrate Summer - 7Br Home With Private Pool! Kissimmee entices active guests with access to a fitness club and is located nearly a 10-minute ride from Highgate Park Boulevard. More

From US$ 218 Book Now

Indigo Flamingo Villa

8933 Amelia Downs Trail, Kissimmee, United States View map

Set just 31 km from the vibrant attractions of Kissimmee, the Indigo Flamingo Villa offers a unique retreat that seamlessly blends comfort with convenience. Ideal for families and travelers alike… More

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