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2026-02-23
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Private Villas in Kissimmee

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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Bikini On The Beach At Terra Verde Resort

4773 Ormond Beach Way, Kissimmee, United States View map

Discover the serene escape at **Bikini On The Beach At Terra Verde Resort**, ideally situated just 10 kilometers from the pulsating heart of Kissimmee. Offering a harmonious blend of elegance and… More

From US$ 327 Book Now

Heated Pool + Resort + Lazy River + Free Waterpark

611 Drop Shot Drive, Kissimmee, United States View map

Welcome to the stunning Heated Pool + Resort + Lazy River + Free Waterpark, a family-friendly oasis nestled just 29 km from the vibrant heart of Kissimmee and 50 km from Orlando International Airport… 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

Storey Lake Dream Villa With Private Pool

4558 Narrative Lane, Kissimmee, United States View map

Nestled in the vibrant heart of Kissimmee, the Storey Lake Dream Villa With Private Pool provides a luxurious escape just 11 km from the charming downtown area. This stunning retreat, located… More

From US$ 417 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

2769Rp Villa 5 Bed/5 Ba

2769 Bookmark Dr, Kissimmee, United States View map

The exquisite 2769Rp Villa 5 Bed/5 Ba is a luxurious retreat nestled just a 20-minute drive from the vibrant attractions of Kissimmee. This elegantly appointed villa offers a perfect blend of comfort… More

From US$ 248 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

A Ripple In Time

2643 Old Kent Cir, Kissimmee, United States View map

Set in the heart of Kissimmee, A Ripple In Time offers the perfect blend of comfort, charm, and convenience. Located just 14 km from the vibrant Kissimmee area, this inviting villa serves as an… More

From US$ 128 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

Villa, Private Pool, Water Park, Orlando Parks

2813 Bookmark Drive, Kissimmee, United States View map

**Villa Orlando is your gateway to adventure and relaxation in the heart of Kissimmee.** Nestled conveniently near premier attractions, this luxurious villa offers a serene escape with easy access to… More

From US$ 219 Book Now

6Br Luxury Home W Pool Hot Tub And Games Room

Marcello Boulevard 447, Kissimmee, United States View map

Discover the idyllic haven of 6Br Luxury Home w/ Pool, Hot Tub, and Games Room, an exquisite retreat just 10 minutes by car from the vibrant heart of Kissimmee. This luxurious abode seamlessly blends… More

From US$ 438 Book Now

Perfect Disney Holiday! Private Pool, Spa, Resort!

8802 Bamboo Palm Court, Kissimmee, United States View map

Welcome to the enchanting Perfect Disney Holiday! Private Pool, Spa, Resort!, A dream retreat situated just 34 km from the vibrant heart of Kissimmee, perfect for families seeking an unforgettable… More

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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

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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Astonishing Home At Windsor At Westside Resort

8939 Zurich Lane, Kissimmee, United States View map

**Experience Luxury at Astonishing Home at Windsor at Westside Resort** Nestled in the picturesque locale of Kissimmee, the Astonishing Home at Windsor at Westside Resort offers an unparalleled… More

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Gated Community, Private Pool And Game Room Near Disney!!!

4706 Ruby Red Lane, Kissimmee, United States View map

Gated Community, Private Pool And Game Room Near Disney!!! Kissimmee villa is located 4.2 km from the Museum of Military History and provides a Jacuzzi. The accommodation features opportunities for… More

From US$ 275 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

Nard Jolie Kay

1434 Lund Avenue, Kissimmee, United States View map

**Discover the Elegance of Nard Jolie Kay Villa Kissimmee** The location of Nard Jolie Kay Villa puts visitors within reach of Florida's most treasured attractions. More

From US$ 195 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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9 Bedroom 5 Bathroom Storey Lake 2905 Ps

2905 Protagonist Street, Kissimmee, United States View map

**Welcome to the 9 Bedroom-5 Bathroom Storey Lake 2905 Ps**, an exquisite retreat nestled just 10 km from the lively attractions of Kissimmee, making it the perfect base for families and groups… 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

Chic Home With Private Pool, Game Room And Waterpark & Resort Access Near Disney At Encore Resorts Reunion - 320Au

320 Auburn Avenue, Kissimmee, United States View map

Discover the Chic Home with Private Pool, Game Room, and Waterpark & Resort Access near Disney at Encore Resorts Reunion - 320Au, a splendid retreat nestled in the enchanting town of Celebration. More

From US$ 396 Book Now

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

Epic 12 Bedroom Home With Private Pool

348 Marcello Boulevard, Kissimmee, United States View map

The Epic 12 Bedroom Home With Private Pool is an exceptional retreat located just 8 km from the vibrant heart of Kissimmee. This expansive home promises a unique blend of luxurious comfort and… More

From US$ 454 Book Now

6-Bedroom Disney Villa With 2 En-Suites & Private Pool

8902 Candy Palm Road, Kissimmee, United States View map

**Welcome to the 6-Bedroom Disney Villa With 2 En-Suites & Private Pool**, a luxurious retreat nestled just 34 km from the charming town of Kissimmee, and only 50 km from the vibrant attractions of… More

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Kissimmee Retreat With Pool Near Disney And Golf!

Kissimmee, Fl, 34743, Kissimmee, United States View map

During the stay at Kissimmee Retreat With Pool Near Disney And Golf! villa, guests can indulge in ping-pong or visit the Mill Slough Park, located 3.7 km away. More

From US$ 252 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$ 244 Book Now

Relaxing Retreat In The Windsor Palms Resort

Wyndham Palms Way 2220, Kissimmee, United States View map

In the scenic landscapes of Kissimmee, the Relaxing Retreat In The Windsor Palms Resort embodies a serene escape for those seeking both comfort and adventure. This exquisite destination is perfectly… More

From US$ 193 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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Making Dreams 4Br Family Villa With Pool And Game Room Near Disney Parks

143 South Roma Way, Kissimmee, United States View map

During the stay at Making Dreams 4Br Family Villa With Pool And Game Room Near Disney Parks Kissimmee, guests can indulge in horse riding, bowling, and mini golf or visit Medieval Times Dinner &… More

From US$ 145 Book Now

5013Mo Townhouse 4 Bedrooms & 3 Bathrooms + Pool

5013 Windermere Ave, Kissimmee, United States View map

**5013Mo Townhouse in Kissimmee is where comfort meets convenience.** Nestled just 13 km from the heart of Kissimmee, this elegant townhouse offers a perfect retreat for families and groups. With its… More

From US$ 217 Book Now