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2026-02-23
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Private Villas in Kissimmee

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

Elegant 5-Bedroom House

1632 Tropical Palms Circle, Kissimmee, United States View map

Welcome to the Elegant 5-Bedroom House, a serene escape nestled just 32 kilometers from the vibrant heart of Kissimmee. This carefully designed sanctuary blends a sophisticated ambiance with… More

From US$ 576 Book Now

Upstay-Mansion W Spa-Pool-Cinema-Games - Sleeps 36

Yountville Avenue 2607, Kissimmee, United States View map

Welcome to the enchanting Upstay-Mansion W Spa-Pool-Cinema-Games - Sleeps 36, a luxurious retreat nestled within the heart of Kissimmee, just 7 km from vibrant local attractions. This remarkable… More

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Five Bedrooms Home With Pool 4851

4851 Clock Tower Drive, Kissimmee, United States View map

**Welcome to Five Bedrooms Home With Pool 4851, an ideal vacation retreat in the heart of Kissimmee.** This stunning holiday home offers a serene garden escape, making it a perfect choice for… More

From US$ 244 Book Now

Stylish 3 Bd Townhouse Near Disney With Private Pool.

3008 White Orchid Road 3008, Kissimmee, United States View map

Welcome to the Stylish 3 Bd Townhouse Near Disney With Private Pool, a chic retreat that balances modern comfort with a prime location. Nestled just 32 km from the charming Kissimmee area, this… More

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Luxury Villa Near Disney I Fully Renovated

Tennyson Court 4908, Kissimmee, United States View map

Welcome to the Luxury Villa Near Disney I Fully Renovated, a splendid retreat conveniently located just 11 km from the vibrant town of Kissimmee and a short 35 km drive from the bustling Orlando… More

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Villas Standard Seven Dwrafs Resort - Close To Disney

2601 S Gala Road Bldg. 104, 05, Kissimmee, United States View map

**Welcome to Villas Standard Seven Dwarfs Resort - Close to Disney**, where magical moments and modern comforts converge just a stone's throw from the enchanting world of Disney. Nestled in sunny… More

From US$ 111 Book Now

Summer Getaway - 7Br With Private Pool By Disney!

Amelia Downs Trail 8947, Kissimmee, United States View map

Nestled a 25-minute walk from Highlands Reserve Boulevard, Summer Getaway - 7Br With Private Pool By Disney! Kissimmee villa entices guests to explore various tourist destinations nearby. More

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Four Bedroom W/ Gameroom 5152A

5152 Adelaide Drive, Kissimmee, United States View map

**The Four Bedroom w/ GameRoom 5152A is your ideal family escape in Kissimmee!** Nestled just 7 km from the vibrant 192 Flea Market and a short drive from the renowned Kissimmee Value Outlet Shops… More

From US$ 196 Book Now

Toy Story Room At Bahama Bay Resort - Sage Vacations

505 Rum Run, Kissimmee, United States View map

Located merely 7 minutes' walk from the Rum Run, Toy Story Room At Bahama Bay Resort - Sage Vacations Kissimmee villa features an outdoor swimming pool with a pool bar. Offering guests to enjoy a… More

From US$ 217 Book Now

Beautiful Modern Home Wprivate Pool Near Wdw

4825 Dedication Street, Kissimmee, United States View map

**Beautiful Modern Home Wprivate Pool Near WDW** offers a luxurious retreat in the heart of Kissimmee, just a stone's throw away from renowned attractions such as Epcot(R) and Disney's Animal… More

From US$ 713 Book Now

Casa 4 Quartos - 20Min Disney - Seven Dwarfs

2605 Gala Road South #29-101, Kissimmee, United States View map

**Discover the Charm of Casa 4 Quartos - 20Min Disney - Seven Dwarfs** Nestled just 10 km from the vibrant heart of Kissimmee, Casa 4 Quartos - 20Min Disney - Seven Dwarfs offers a spacious and… More

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Luxury Home With Pool & 6 Beds Near Disney

3127 Fairfield Drive, Kissimmee, United States View map

Nestled 2.8 km from Walk N Sticks Golf Club, the 2-bedroom Luxury Home With Pool & 6 Beds Near Disney Kissimmee entices guests to explore various tourist destinations nearby. More

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Beautiful House With Pool In Reunion Orlando 10 Minutes From Disney

1117 Castle Pines Court, Kissimmee, United States View map

The 6-bedroom Beautiful House With Pool In Reunion Orlando 10 Minutes From Disney Kissimmee villa is located around 20 minutes' walk from Publix Super Market at Champions Gate Village and offers… More

From US$ 467 Book Now

5 Mi To Disney World Retreat With Pool And Lanai!

8070 King Palm Cir, Kissimmee, United States View map

During the stay at 5 Mi To Disney World Retreat With Pool And Lanai! Kissimmee villa, guests can indulge in table tennis or visit the 145-foot Tree of Life Sculpture, located 4.6 km away. Nestled in… More

From US$ 241 Book Now

Minnie'S Marvel

2523 Oneida Loop, Kissimmee, United States View map

Welcome to Minnie's Marvel Kissimmee, a stunning retreat designed for families and friends alike, seamlessly blending spacious comfort with modern amenities. Located just a short drive from the… More

From US$ 471 Book Now

Florida Happynest Secluded Luxury Guesthouse

1586 Twelve Oaks Circle, Kissimmee, United States View map

Welcome to the Florida Happynest Secluded Luxury Guesthouse, a tranquil retreat nestled just a 10-minute drive from the lively heart of Kissimmee. This exquisite guesthouse offers the perfect blend… More

From US$ 203 Book Now

☀️12Br Disney Villa Paradise W/ Game Room & Pool/Spa☀️

2476 Shanti Drive, Kissimmee, United States View map

The 11-bedroom 12Br Disney Villa Paradise W/ Game Room & Pool/Spa offers accommodation in Kissimmee, about a 25-minute walk from the miniature Pirates Island Adventure Golf and 3.1 km from the… More

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Gorgeous Home With Golf Course View Championsgate

731 Pebble Beach Drive, Kissimmee, United States View map

**Welcome to the Gorgeous Home With Golf Course View Championsgate, a serene retreat nestled just 29 km from the vibrant heart of Kissimmee and a mere 50 km from the bustling Orlando International… More

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7646 Recife

7646 Recife Dr, Kissimmee, United States View map

Situated within the enchanting confines of Celebration, a meticulously crafted community by Walt Disney Company, 7646 Recife stands as your ideal retreat just minutes away from the magical realm of… More

From US$ 169 Book Now

Mickeys Sunspot - 6 Bed Emerald Island Resort Pool Home

2710 Grand Harbor Court, Kissimmee, United States View map

**Mickey's Sunspot - 6 Bed Emerald Island Resort Pool Home: Where Luxury Meets Comfort** Nestled within the enchanting Emerald Island Resort, Mickey's Sunspot offers an inviting retreat just 33 km… More

From US$ 325 Book Now

Star Wars Themed Home At Windsor Palms

Butterfly Palm Way 2307, Kissimmee, United States View map

Experience an intergalactic getaway at the Star Wars Themed Home at Windsor Palms. Nestled just 30 km from bustling Kissimmee and a convenient 45 km from Orlando International Airport, this unique… More

From US$ 150 Book Now

Vila 8 Bedrooms 5 Bathrooms And Theater Room, Golf Course View

8829 Cruden Bay Court, Kissimmee, United States View map

**Welcome to Vila 8 Bedrooms 5 Bathrooms And Theater Room, Golf Course View - Your Ultimate Retreat in Kissimmee** More

From US$ 225 Book Now

Be-Our-Guest Home! 15 Mins To Disney!

8550 La Isla Drive, Kissimmee, United States View map

**Welcome to Be-the-Guest Home! 15 Mins To Disney!**, A charming retreat nestled just a stone's throw from the attractions of Central Florida. This delightful home blends comfort and convenience… More

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Holiday Villas Of Kissimmee

West Irlo Bronson Highway (Office Address Only; Not Check-In Location), Kissimmee, United States View map

**Welcome to Holiday Villas of Kissimmee** Dining options abound nearby, encouraging families to explore local cuisine or stay in and enjoy home-cooked meals. More

From US$ 162 Book Now

Orlando Family Friendly Home

7822 Whitemarsh Way, Kissimmee, United States View map

**Welcome to Orlando Family Friendly Home** Nestled just a short 50-minute drive from the vibrant city of Kissimmee, Orlando Family Friendly Home provides an ideal escape for families seeking… More

From US$ 265 Book Now

Bright Family Home! Sleeps 21 Ww107

1690 Lima Ave, Kissimmee, United States View map

**Discover the Enchantment of Bright Family Home! Sleeps 21 Ww107** Conveniently situated, the Bright Family Home! More

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Your Home Away From Home!

1092 Park Ridge Circle, Kissimmee, United States View map

**Welcome to Your Home Away From Home!**, A perfect retreat nestled just 8 km from the charming city center of Kissimmee and a mere 35 km from Orlando International Airport. This inviting sanctuary… More

From US$ 81 Book Now

Gorgeous 4Bd With Pool At Storey Lake Resort 4475

Scene Lane 4475, Kissimmee, United States View map

Positioned in the heart of Florida's vibrant Kissimmee area, the Gorgeous 4Bd With Pool At Storey Lake Resort 4475 offers an exquisite retreat for families and friends alike. This stunning residence… More

From US$ 216 Book Now

2921Dh Townhouse 4 Bedrooms & 3 Bathrooms + Pool

2921 Simile St, Kissimmee, United States View map

**2921Dh Townhouse: A Luxurious Escape in Kissimmee** Nestled just 13 kilometers from the vibrant heart of Kissimmee, the 2921Dh Townhouse offers an exquisite retreat for those seeking both… More

From US$ 157 Book Now

Luxurious With Privacy In 5 Bedroom With Private Pool By Florida Dream Homes

901 Emerald Green Court, Kissimmee, United States View map

**Luxurious With Privacy In 5 Bedroom With Private Pool By Florida Dream Homes** Discover the epitome of elegance and seclusion at Luxurious With Privacy In 5 Bedroom With Private Pool By Florida… More

From US$ 247 Book Now

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

2827 Bookmark Drive, Kissimmee, United States View map

Offering a hot tub, the 5-bedroom Storey Lake Resort, Private Pool, And Much More!! Kissimmee villa is located 3 km from the Osceola County Welcome Center and History Museum. More

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Ground Floor Spacious House 4Br Vp2512

2512 Dharma Circle, Kissimmee, United States View map

**Welcome to Ground Floor Spacious House 4Br Vp2512, a premier getaway nestled in the heart of Kissimmee.** Just 9 km away from the vibrant attractions of Kissimmee, this charming abode provides an… More

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4313Sl Townhouse 4 Bedrooms & 3 Bathrooms + Pool

4313 Quote St, Kissimmee, United States View map

Welcome to the serene oasis of the 4313Sl Townhouse, where comfort meets sophistication. Nestled just 11 km from the vibrant heart of Kissimmee, this exceptional townhouse offers a perfect blend of… More

From US$ 286 Book Now

Lovely 5Br4Ba W Private Heated Pool & Bbq Grill

2414 Dubai Street, Kissimmee, Fl 34747, Kissimmee, United States View map

Situated 7 km from the Avatar Flight of Passage, Lovely 5Br4Ba W Private Heated Pool & Bbq Grill Kissimmee villa invites guests to relax at a patio. Located in the West Kissimmee district, the 4… More

From US$ 237 Book Now

Four Bedrooms Townhome 5108K

5108 Killarney Way, Kissimmee, United States View map

Kissimmee is just 13 km from the bustling attractions of the city. Offering an inviting retreat, this spacious townhome is perfect for families or groups seeking a tranquil getaway while remaining… More

From US$ 152 Book Now

Upstay Spacious 3Br Home W Resort Access

3023 Bird Of Paradise Lane, Kissimmee, United States View map

Located about a 10-minute drive from Dinoland U.S.A., the 3-bedroom Upstay Spacious 3Br Home W Resort Access Kissimmee offers a patio with views of the garden. More

From US$ 135 Book Now

Modern Home Near Disney With Private Pool And Waterpark & Resort Access At Encore Resorts Reunion - 393Sf

393 Southfield Street, Kissimmee, United States View map

**Welcome to Modern Home Near Disney With Private Pool And Waterpark & Resort Access At Encore Resorts Reunion** More

From US$ 458 Book Now

Encantada Rose - A 4 Bed Townhouse Near Disney

3056 Secret Lake Drive, Kissimmee, United States View map

**Welcome to Encantada Rose - A 4 Bed Townhouse Near Disney**, a premier destination that perfectly blends luxury and comfort just a stone's throw from Walt Disney World. Nestled in the heart of… More

From US$ 303 Book Now

Spacious & Cozy Home- Near All Disney Parks

8207 Roseville Boulevard, Kissimmee, United States View map

Located just 8 minutes' stroll from Publix Super Market at Champions Gate Village, the 4-bedroom Spacious & Cozy Home- Near All Disney Parks Kissimmee offers a patio with views of the pool. More

From US$ 250 Book Now

Upstay 6Br Resort Home W Pool & Basketball Court

2661 Petition Lane, Kissimmee, United States View map

Staying at the 5-bedroom Upstay 6Br Resort Home W Pool & Basketball Court Kissimmee, guests can easily reach Medieval Times Dinner & Tournament, located around 10 minutes' drive away. More

From US$ 182 Book Now

Four Bedroom Close To Disney 5149A

5149 Adelaide Drive, Kissimmee, United States View map

**Four Bedroom Close to Disney 5149A is a charming retreat in the heart of Kissimmee, perfectly positioned for family adventures in Florida's iconic theme park region. Situated just 9.5 km from the… More

From US$ 175 Book Now

Amazing 6Br W Pvt Pool Game Room Near Disney

2838 Storey Cove Avenue, Kissimmee, United States View map

**Experience the Extraordinary at Amazing 6Br W Pvt Pool Game Room Near Disney** Strategically located just 35 kilometers from Orlando International Airport, Amazing 6Br W Pvt Pool Game Room Near… More

From US$ 302 Book Now

Private Pool With Heat - Close To Disney!

8803 Crayson Court, Kissimmee, United States View map

**Experience Unforgettable Comfort at Private Pool With Heat - Close To Disney!** In terms of location and transportation, the Private Pool With Heat - Close To Disney! More

From US$ 271 Book Now

Disney Bliss Themed Rooms Game Room Private Pool

Target Boulevard 4532, Kissimmee, United States View map

Welcome to Disney Bliss, a captivating escape nestled just 11 kilometers from the vibrant heart of Kissimmee. This enchanting retreat offers a perfect blend of comfort and excitement, making it an… More

From US$ 507 Book Now

Bsv1773 - Luxury 8 Bedroom 6 Bathroom Villa In The Desirable Solara Resort

1773 Caribbean View Terrace, Kissimmee, United States View map

Welcome to Bsv1773 - Luxury 8 Bedroom 6 Bathroom Villa in the Desirable Solara Resort, a stunning retreat conveniently located just 32 kilometers from Kissimmee and a mere 50 kilometers from Orlando… More

From US$ 332 Book Now

Ic8090Icb - Indian Creek Oasis

8090 Indian Creek Blvd, Kissimmee, United States View map

**Indian Creek Oasis** offers a serene getaway in Kissimmee, just a 60-minute drive from the vibrant heart of Orlando. Nestled in a tranquil neighborhood, this exquisite villa provides an ideal base… More

From US$ 154 Book Now

Summer Escape - Spacious 8Br Home With Private Pool!

4565 Cabello Loop, Kissimmee, United States View map

The 5-bedroom Summer Escape - Spacious 8Br Home With Private Pool! Kissimmee is located nearly a 10-minute ride from the miniature Congo River Golf and provides a hot tub. The accommodation features… More

From US$ 404 Book Now

5 Bedrooms With In-Law Suite Reunion Resort Villa Pool, Spa, No Water Park

1522 Euston Drive, Kissimmee, United States View map

**Discover Tranquility at the Reunion Resort Villa** With free private parking available, accessibility to key attractions is effortless. More

From US$ 314 Book Now

Family Vacation Villa, Water Park, Endless Amenities

3081 Rosie O Grady Court, Kissimmee, United States View map

Positioned just 12 kilometers from the vibrant heart of Kissimmee, the Family Vacation Villa, Water Park, Endless Amenities invites families and travelers alike to savor the perfect getaway. With its… More

From US$ 225 Book Now