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2026-04-21
2026-04-22
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Private Villas in Kissimmee

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

Magic Orlando Villa, You Are In Disney

8094 Santee Drive, Kissimmee, United States View map

The 3-bedroom Magic Orlando Villa, You Are In Disney is 3.2 km from Bonanza Golf Gifts, and A World of Orchids is 10 minutes' drive away. The accommodation also offers a Jacuzzi and an outdoor… More

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Bahama Bay New Modern 2 Bedroom Patio Sleep 6

203 New Providence Promenade, Kissimmee, United States View map

**Welcome to Bahama Bay, a delightful retreat nestled in Kissimmee, just 33 kilometers from the vibrant attractions of the city. This exquisite destination offers guests a harmonious blend of… More

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Villa W Pool & Hot Tub Game Room Near Disney

611 Drop Shot Drive, Kissimmee, United States View map

Situated 3.2 km from Highlands Reserve Boulevard, the 5-bedroom Villa W Pool & Hot Tub Game Room Near Disney Kissimmee provides access to numerous tourist attractions in the area. More

From US$ 226 Book Now

Five Bedrooms Single Family 4759

4759 Kings Castle Circle, Kissimmee, United States View map

**Welcome to Five Bedrooms Single Family 4759** - your serene retreat in the heart of Kissimmee. This exceptional holiday home offers a blend of modern convenience and comfort, situated just 12 km… More

From US$ 339 Book Now

Donot Book Thakn You

2002 Royal Bay Boulevard, Kissimmee, United States View map

Located approximately 3 km from the Osceola County Welcome Center and History Museum, the 2-bedroom Donot Book Thakn You Kissimmee villa boasts a private pool with a hot tub and a sauna. More

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Less Than 8 Mi To Disney Getaway With Deck In Kissimmee!

8702 Knightsbridge Ct Unit C, Kissimmee, United States View map

Located in the West Kissimmee district and approximately a 10-minute drive from the Rum Run, the 2-bedroom Less Than 8 Mi To Disney Getaway With Deck In Kissimmee! villa provides guests with a hot… More

From US$ 156 Book Now

Dog-Friendly Kissimmee Home With Lanai And Pool!

4701 Ruby Red Ln, Kissimmee, United States View map

Welcome to the Dog-Friendly Kissimmee Home With Lanai and Pool, a charming retreat that perfectly blends convenience with comfort just 8 km from the vibrant heart of Kissimmee. This inviting property… More

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Storey Lake Resort 5 Bedroom Vacation Home With Pool 2307

2735 Bookmark Drive, Kissimmee, United States View map

Set in the vibrant heart of Kissimmee, the Storey Lake Resort 5 Bedroom Vacation Home With Pool 2307 offers a luxurious retreat that perfectly blends comfort and convenience. Just a short 20-minute… More

From US$ 168 Book Now

Emma Castle - Private Fenced Home 3 Miles To Disney

2556 Oneida Loop, Kissimmee, United States View map

**Experience the Enchantment of Emma Castle** Located a mere 30 kilometers from Kissimmee and just 45 kilometers from Orlando International Airport, Emma Castle serves as a convenient base for… More

From US$ 182 Book Now

3151Ls Townhouse 4 Bedrooms & 3 Bathrooms + Pool

3151 Pequod Pl, Kissimmee, United States View map

Situated just 12 kilometers from the vibrant heart of Kissimmee, the 3151Ls Townhouse promises an exquisite retreat for families and groups seeking both comfort and convenience. With its modern… More

From US$ 203 Book Now

Dream Retreats 5 Charming Rooms

8930 Zurich Ln, Kissimmee, United States View map

**Dream Retreats 5 Charming Rooms is an idyllic haven just 32 km from the vibrant town of Kissimmee and a convenient 50 km from Orlando International Airport.** Nestled in a picturesque setting, this… More

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Casa Economica Cerca A Disney

2604 Lodi Circle Casa 102, Kissimmee, United States View map

**Welcome to Casa Economica Cerca A Disney** - an idyllic retreat that merges comfort and convenience with unparalleled access to Florida's most celebrated attractions. Nestled just 10 km from the… More

From US$ 62 Book Now

10 Mi To Wdw Gated Townhome With Themed Rooms!

Kissimmee, United States View map

10 Mi To Wdw Gated Townhome With Themed Rooms! Kissimmee villa offers easy access to such tourist spots as Eagle Pointe South, located only 6 minutes' walk away. More

From US$ 121 Book Now

Lindfields Reserve 8805

8805 Crayson Court, Kissimmee, United States View map

Located about a 10-minute drive from Orange Lake Legends, the 4-bedroom Lindfields Reserve 8805 Kissimmee villa features a swimming pool, a Jacuzzi, ensuring a relaxing stay. Featuring a patio, this… More

From US$ 459 Book Now

Caribbean Sunshine In Windsor Palms Resort

2355 Silver Palm Drive, Kissimmee, United States View map

**Welcome to Caribbean Sunshine in Windsor Palms Resort** Conveniently situated just 45 km from Orlando International Airport, Caribbean Sunshine allows for easy access to the area's attractions… More

From US$ 257 Book Now

Upstay Family Home W Private Pool & Resort Access

2973 Banana Palm Drive, Kissimmee, United States View map

**Discover the Charms of Upstay Family Home W Private Pool & Resort Access** Nestled in the enchanted surroundings of Kissimmee, the Upstay Family Home W Private Pool & Resort Access offers an… More

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7Br Resort Home Pool, Game Room, Free Pet Fee

9166 Sommerset Hills Dr, Kissimmee, United States View map

Nestled 10 minutes' drive from the Rum Run, 7Br Resort Home Pool, Game Room, Free Pet Fee Kissimmee entices guests to explore various tourist destinations nearby. More

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Storey Lake Gem

3169 Pequod Pl, Kissimmee, United States View map

Positioned in the heart of Kissimmee, the Storey Lake Gem offers a tranquil retreat just 12 km from the vibrant attractions of the city. This ideal location positions guests conveniently close to… More

From US$ 357 Book Now

Upstay Luxury Resort Mansion W Pool Near Disney

Calistoga Avenue 2610, Kissimmee, United States View map

Offering a location 2.9 km from the working Kissimmee Air Museum, Upstay Luxury Resort Mansion W Pool Near Disney Kissimmee villa gives access to various tourist spots in the area. More

From US$ 246 Book Now

Upstay Stylish Condo W Patio, Storey Lake Resort

Paradox Circle 3120, Kissimmee, United States View map

Nestled 10 minutes' drive from the Osceola County Welcome Center and History Museum, Upstay Stylish Condo W Patio, Storey Lake Resort Kissimmee villa entices guests to explore various tourist… More

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Candy Palm 8885 Water View Townhouse, Sleeps 12

8885 Candy Palm Road, Kissimmee, United States View map

**Welcome to Candy Palm 8885 Water View Townhouse, Sleeps 12**, an exquisite retreat perched in the heart of Kissimmee, offering an ideal blend of comfort and luxury. Just 34 kilometers from the… More

From US$ 436 Book Now

Suaimhneas

8432 Rising Star Court Sunset Lakes, Kissimmee, United States View map

Positioned in the heart of Kissimmee, Suaimhneas Villa offers a serene escape for families and groups looking to unwind in luxury. This stylish holiday home features five spacious bedrooms and two… More

From US$ 153 Book Now

Top Elegancy An Vacation Home Solara Resort 8963

8963 Amelia Downs Trail, Kissimmee, United States View map

Welcome to the Top Elegancy An Vacation Home Solara Resort 8963, a luxurious retreat located just 32 km from the vibrant heart of Kissimmee. Nestled within a stunning resort, this exquisite vacation… More

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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

Amazing Home With A Nice Private Pool Near Disney

Kissimmee, United States View map

Nestled in the heart of Kissimmee, the Amazing Home With A Nice Private Pool Near Disney offers a serene escape just moments from Orlando's most beloved attractions. Located a mere 8 km from the… More

From US$ 207 Book Now

Dahlia Reserve At Ellis Exclusive Villas

5365 Dahlia Reserve Drive, Kissimmee, United States View map

Staying at Dahlia Reserve At Ellis Exclusive Villas Kissimmee, guests can visit the Providence Golf Club, which is nearly a 10-minute ride away. More

From US$ 137 Book Now

The Warmth Of Florida - Bellavida Resort

211 Las Fuentes Drive, Kissimmee, United States View map

Positioned in the heart of central Florida, The Warmth of Florida - Bellavida Resort offers an exquisite blend of luxury and comfort just 9 km from Kissimmee. This inviting retreat is conveniently… More

From US$ 265 Book Now

Cozy Family Getaway With Pool, Hot Tub, Patio, King Bed

4512 Dakota Point Court, Kissimmee, United States View map

**Cozy Family Getaway with Pool, Hot Tub, Patio, King Bed Villa** offers an enchanting retreat just 9 km from the vibrant heart of Kissimmee and a mere 40 km from Orlando International Airport. This… More

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Royale Palm

1032 Leader St, Kissimmee, United States View map

**Welcome to Royale Palm Villa Kissimmee** Nestled in the heart of Kissimmee, Royale Palm offers a serene retreat for families and groups seeking both adventure and relaxation. More

From US$ 159 Book Now

Luxury Family Retreat Walkable To The Waterpark

1068 Leader Street, Kissimmee, United States View map

**Welcome to Luxury Family Retreat Walkable To The Waterpark**, the ultimate getaway for families seeking both relaxation and adventure. Nestled just a short 50-minute drive from Kissimmee, this… More

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Cheerful Home Near Disney With Private Pool, Themed Rooms And Waterpark & Resort Access At Encore Resorts Reunion - 7394Mr

7394 Marker Avenue, Kissimmee, United States View map

**Welcome to Your Enchanting Retreat Near Disney** Nestled in the charming town of Celebration, designed by the Walt Disney Company, the Cheerful Home Near Disney with Private Pool sets the stage for… More

From US$ 611 Book Now

14 Mi To Disney Parks Spacious Kissimmee Home

Kissimmee, United States View map

**Welcome to the Spacious Kissimmee Home 14 Mi To Disney Parks**, a charming retreat perfectly positioned for families and travelers looking to explore the wonders of Central Florida. Nestled just 10… More

From US$ 453 Book Now

4 Bedroom Bright Cozy At Storey Lake Sl3113

3113 Pequod Pl, Kissimmee, United States View map

**Welcome to the 4 Bedroom Bright Cozy at Storey Lake Sl3113**, where modern comforts meet exceptional amenities in a picturesque location. Nestled just 12 km from the vibrant heart of Kissimmee… More

From US$ 143 Book Now

Large Pool Deck * All Rooms W/ Private Bathroom

981 Marcello Boulevard, Kissimmee, United States View map

Welcome to the enchanting Large Pool Deck in Kissimmee, a captivating destination that blends comfort with elegance just 8 km from the heart of Kissimmee. This remarkable property invites guests to… More

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Villa W Private Pool Free Resort Access

8832 Macapa Drive, Kissimmee, United States View map

**Villa W Private Pool Free Resort Access** blends modern luxury with convenience, providing an idyllic escape in Kissimmee. Located just minutes from the enchanting Walt Disney World(R) and a mere 5… More

From US$ 1233 Book Now

Lovely Thematic 2Br With 2 Clubhouses & Waterpark

Paradox Circle 3121, Kissimmee, United States View map

The Lovely Thematic 2Br With 2 Clubhouses & Waterpark is a haven for those seeking a delightful escape in the heart of Kissimmee. This charming retreat, located a mere 12 kilometers from the vibrant… More

From US$ 199 Book Now

Charming Home With Private Pool Near Disney With Water Park & Resort Access At Encore Resort - 7489Mr

7489 Marker Avenue, Kissimmee, United States View map

**Welcome to Charming Home Near Disney, your gateway to a thrilling family vacation!** Nestled in the whimsical town of Celebration, just a stone's throw from the magic of Disney, this delightful… More

From US$ 535 Book Now

Relaxing Getaway Near Disney With Pool & Themed Rooms

4291 Paragraph Drive, Kissimmee, United States View map

**Welcome to a Serene Escape at Relaxing Getaway Near Disney With Pool & Themed Rooms** Strategically positioned, the Relaxing Getaway Near Disney With Pool & Themed Rooms serves as an ideal base for… More

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Magical Townhome Private Pool In Storey Lake

3062 Gatsby Street, Kissimmee, United States View map

Welcome to the enchanting Magical Townhome Private Pool in Storey Lake, a captivating retreat just 12 kilometers from Kissimmee's vibrant attractions. This exquisite accommodation serves as a perfect… More

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Tropical Escape By Shine Villas 244

1028 Soaring Eagle Ln, Kissimmee, United States View map

Tropical Escape By Shine Villas 244 Kissimmee offers quick access to such tourist spots as Eagle Pointe South, situated merely 450 metres away. More

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4833Nf Townhouse 4 Bedrooms & 3 Bathrooms + Pool

4833 Lullaby Ln, Kissimmee, United States View map

The 4-bedroom Storey Lake Home 4/3 Private Pool & Free Waterpark is located at a 3.9 km distance from Local amusement Theme Park and 31 minutes' drive to Orlando International airport. Providing free… More

From US$ 183 Book Now

Kid-Approved Stay Pool, Parks & Themed Rooms!

4444 Le Reve Court, Kissimmee, United States View map

Located just 8 minutes' walk from Give Kids The World Village Resort, the 4-bedroom Kid-Approved Stay Pool, Parks & Themed Rooms! Kissimmee villa offers a private pool for guests to relax by. More

From US$ 232 Book Now

Luxury Villa Near Disney And Universal

Tranquil Trail, Kissimmee, United States View map

Discover the ultimate getaway experience at the Luxury Villa Near Disney And Universal, a stunning retreat just 35 km from the vibrant city of Kissimmee. This exquisite accommodation combines luxury… More

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2974 Viscount Villa 3Bed+ Pool&Spa

2974 Viscount Circle, Kissimmee, United States View map

Welcome to the 2974 Viscount Villa 3Bed+ Pool&Spa, a luxurious retreat located just a short drive from the bustling entertainment hubs of Kissimmee and Orlando. With its elegant design and modern… More

From US$ 187 Book Now

Tuscany At Westside Luxury 5 Bed, 4 Bath Villa Near Disney

2820 Rocella Court, Kissimmee, United States View map

**Welcome to Tuscany At Westside Luxury 5 Bed, 4 Bath Villa Near Disney**, a lavish retreat just a short drive from Orlando's world-famous attractions. Nestled 33 km from Kissimmee, this exquisite… More

From US$ 215 Book Now

Vacation Family Home - Close To Disney

1541 Kelby Road, Kissimmee, United States View map

**Discover the Charm of Vacation Family Home - Close to Disney** Indulge in an unforgettable getaway at the Vacation Family Home - Close to Disney, where comfort meets convenience in the heart of… More

From US$ 141 Book Now

Stylish Villa Near Disney & Universal

3021 Seaview Castle Drive, Kissimmee, United States View map

Situated just 12 kilometers from the vibrant heart of Kissimmee, the Stylish Villa Near Disney & Universal offers an enchanting retreat for families and thrill-seekers alike. With its modern decor… More

From US$ 108 Book Now

Magical Retreat, Spacious Villa 10 Min From Disney

Dedication Street 4824, Kissimmee, United States View map

**Magical Retreat, Spacious Villa 10 Min From Disney** invites you to immerse yourself in comfort just moments away from the enchantment of Disney. Nestled conveniently, this charming villa is only… More

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Luxurious 6Bd Resort No Fee Pool Disney

8932 Takeaway Way, Kissimmee, United States View map

The 5-bedroom Luxurious 6Bd Resort No Fee Pool Disney Kissimmee villa is located 4.7 km from the Rum Run and provides a Jacuzzi. Located within 10 minutes' drive of ChampionsGate Golf Club, the… More

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