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2026-06-08
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Vacation Rentals in Kissimmee

Apto 2Q Vista Lago | 10 Min Disney

3191 Paradox Circle, Kissimmee, United States View map

The 2-bedroom Apto 2Q Vista Lago | 10 Min Disney Kissimmee villa is located approximately 25 minutes' walk from the air mall "Lake Buena Vista Factory Stores" and provides a hot tub. More

From US$ 288 Book Now

Magical Moments Luxury Disney Villa, Pool & Arcade

8870 Cabot Cliffs Drive, Kissimmee, United States View map

Featuring a private swimming pool for guests' relaxation, Magical Moments Luxury Disney Villa, Pool & Arcade Kissimmee is located around a 10-minute drive from Tuscan Hills Boulevard. More

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Spacious 5Br Villa W Pool Near Theme Parks

8940 Sydney Avenue, Kissimmee, United States View map

Located in the West Kissimmee district of Kissimmee, Spacious 5Br Villa W Pool Near Theme Parks Kissimmee is around 4 km from the Emerald Island Boulevard and offers a Jacuzzi. More

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Le580X Liberty Square

7580 Excitement Drive, Kissimmee, United States View map

**Welcome to Le580X Liberty Square, your serene escape just a short drive from the vibrant heart of Kissimmee.** Nestled alluringly within lush landscapes, this refined accommodation offers guests a… More

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Chic & Cozy Condo Near Disney With Resort & Waterpark Access - B45-235

7740 Sandy Ridge Drive B45 #235, Kissimmee, United States View map

Situated 3.2 km from Arnold Palmer Golf Course, the spacious 4-bedroom Pleasant Home at Spectrum Resort Orlando Kissimmee also boasts easy access to Kissimmee train station which is approximately 40… More

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Sun-Kissed 5Br Villa Pool & Family Ready

1509 Carey Palm Circle, Kissimmee, United States View map

**Sun-Kissed 5Br Villa Pool & Family Ready: A Family-Friendly Oasis in Kissimmee** Nestled just 33 km from the enchanting attractions of Kissimmee, Sun-Kissed 5Br Villa Pool & Family Ready offers an… More

From US$ 277 Book Now

Immaculate 4 Bedrooms 3 Bathroom In Windsor Palms Villa

Kissimmee, United States View map

The 4-bedroom Immaculate 4 Bedrooms 3 Bathroom In Windsor Palms Villa is set in Kissimmee, at a 7 km distance from the 220-acre multi-purpose ESPN Wide World of Sports Complex and 15 minutes' drive… More

From US$ 338 Book Now

Heated Pool Resort Lazy River & Free Waterpark

730 Drop Shot Drive, Kissimmee, United States View map

Offering a location 2.6 km from ChampionsGate Golf Club, Heated Pool Resort Lazy River & Free Waterpark Kissimmee villa gives access to various tourist spots in the area. More

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The Ultimate 8 Bedroom Mansion On Windsor At Westside Orlando Mansion 5399

8805 Macapa Drive, Kissimmee, United States View map

**Welcome to The Ultimate 8 Bedroom Mansion on Windsor at Westside Orlando Mansion 5399**, where luxury meets comfort in a stunning setting. Nestled just 30 kilometers from the vibrant heart of… More

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Casa 4Q Disney C/ Piscina E Quartos Tematicos

2986 2986 Protagonist Street, Kissimmee, United States View map

Offering a location about 6 km from Kissimmee Sports Arena and Rodeo, Casa 4Q Disney C/ Piscina E Quartos Tematicos Kissimmee gives access to various tourist spots in the area. More

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Ep1015Sel - 4 Bedrooms - 8 Guests Pool Home On A Lake

1015 Soaring Eagle Ln, Kissimmee, United States View map

Staying at the 3-bedroom Ep1015Sel - 4 Bedrooms - 8 Guests Pool Home On A Lake Kissimmee, guests can easily reach the miniature Congo River Golf, located approximately 6 km away. More

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Serene 10 Bedroom Haven In Orlando6630

7616 Excitement Dr, Kissimmee, United States View map

Welcome to the serene retreat of **Serene 10 Bedroom Haven In Orlando6630**, located just 23 kilometers from the enchanting city of Kissimmee. Nestled in the heart of Orlando's vibrant landscape… More

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2605 Daulby S

2605 Daulby Street, Kissimmee, United States View map

**Experience the Magic at 2605 Daulby S Villa, Kissimmee** Nestled in the enchanting community of Celebration, 2605 Daulby S seamlessly combines modern luxury with whimsical charm. More

From US$ 442 Book Now

Home Away From Home! 6Br, 5.5 Ba - Stl118

2775 Oxymoron Way, Kissimmee, United States View map

**Experience Comfort at Home Away From Home! 6Br, 5.5 Ba - Stl118** Strategically located, this property offers seamless access to popular destinations and entertainment options, enriching your stay… More

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2 Bedrooms 2 Bathrooms Storey Lake 3150-103 Pc

3150 Paradox Circle, Kissimmee, United States View map

Welcome to the exquisite **Storey Lake 3150-103 Pc**, a remarkable haven nestled in the heart of Kissimmee, just 11 kilometers from the exhilarating Disney's Hollywood Studios and the vibrant ESPN… More

From US$ 229 Book Now

Champions Gate 5Br W/ Pool, Sleeps 12

580 Sticks Street, Davenport, Kissimmee, United States View map

Located 4.7 km from the Rum Run, Champions Gate 5Br W/ Pool, Sleeps 12 Villa Kissimmee comes with an outdoor swimming pool equipped with a pool fence. More

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Sea Shell Blue Cottage Near Disney With Private Pool And Margaritaville Resort & Island H2O Access - 8039Kd

8039 Knee Deep Rd, Kissimmee, United States View map

Offering a Jacuzzi for a relaxing experience, Sea Shell Blue Cottage Near Disney With Private Pool And Margaritaville Resort & Island H2O Access - 8039Kd Kissimmee is located 3.8 km from the Disney's… More

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3 Bed 2 Bath Condo In Lucaya Village Near Disney Townhouse

5356 Diplomat Ct. Building 10 - Unit 103, Kissimmee, United States View map

Nestled 15 minutes' drive from the educational Epcot Disney Theme Park, 3 Bed 2 Bath Condo In Lucaya Village Near Disney Townhouse Kissimmee villa entices guests to explore various tourist… More

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Luxury 6 Bedroom 5 Bath Pool Home 249

688 Whistling Straits Blvd, Kissimmee, United States View map

Nestled just 29 kilometers from the vibrant city of Kissimmee, the Luxury 6 Bedroom 5 Bath Pool Home 249 offers an exquisite retreat tailored for families and friends alike. This stunning abode… More

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Grh9284 - Solara Resort - 6 Bed 4 Baths Villa

1712 Caribbean View Terrace, Kissimmee, United States View map

Offering a hot tub for a relaxing experience, Grh9284 - Solara Resort - 6 Bed 4 Baths Villa Kissimmee is located a 25-minute walk from the Northeast Regional Park. Offering parking as well as Wi-Fi… More

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Grh9472 - Windsor Palms Resort - 4 Bed 3 Baths Villa

2209 Wyndham Palms Way, Kissimmee, United States View map

Offering a hot tub for a relaxing experience, Grh9472 - Windsor Palms Resort - 4 Bed 3 Baths Villa Kissimmee is located a 15-minute ride from the Windsor Hills. This villa features opportunities for… More

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Luxury 9 Bd 5 Bath With Private Pool And Spa 156

8910 Cabot Cliffs Drive, Kissimmee, United States View map

Discover the epitome of luxury at the remarkable Luxury 9 Bd 5 Bath With Private Pool And Spa 156, nestled just 29 kilometers from the heart of Kissimmee. This opulent retreat is designed for… More

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Disney Getaway Private Pool Themed Bedrooms. Book Now Dw5

2470 Santorini Dr, Kissimmee, United States View map

Offering beauty services and spa therapy for guests' leisure, Disney Getaway Private Pool Themed Bedrooms. Book Now Dw5 Kissimmee villa is situated approximately a 25-minute walk from the Rum Run. More

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Private Pool Townhome At Paradise Palms Resort

8873 Candy Palm Road, Kissimmee, United States View map

**The Paradise Palms is your ultimate retreat nestled in the heart of Kissimmee.** This enchanting destination offers an unparalleled blend of comfort and luxury, where the sun-kissed outdoors… More

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Luxury Villa 9Bdrms Poolgame Room-Champions Gate

671 Sticks St, Kissimmee, United States View map

Located approximately a 10-minute drive from ChampionsGate Golf Club, Luxury Villa 9Bdrms Poolgame Room-Champions Gate Kissimmee boasts a private swimming pool with a Jacuzzi and an indoor pool. More

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Casa 4Q + Sala De Jogos - 15 Min Da Disney

2941 Lucayan Harbour Circle, Kissimmee, United States View map

The 3-bedroom Casa 4Q + Sala De Jogos - 15 Min Da Disney Kissimmee is located approximately 25 minutes' walk from Fun Spot America Kissimmee and provides a hot tub and hot public baths. More

From US$ 155 Book Now

Esprit Luxurious Home

613 Jaybee Avenue, Kissimmee, United States View map

**Experience the Exquisite Charm of Esprit Luxurious Home** Nestled in the heart of Kissimmee, Esprit Luxurious Home offers an enchanting retreat just a 70-minute drive from the vibrant attractions… More

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Massive 4 000 Sqft Luxury Duplex

7770 Sandy Ridge Drive, Kissimmee, United States View map

**Welcome to the Massive 4.000 Sqft Luxury Duplex**, a magnificent retreat located just 23 kilometers from the heart of Kissimmee. This exquisite apartment is designed for those seeking an… More

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5 Bedrooms 4.5 Bathrooms Veranda Palms 2669 Sc

2669 Santosh Cove, Kissimmee, United States View map

Offering a location about 10 minutes by car from the Museum of Military History, 5 Bedrooms 4.5 Bathrooms Veranda Palms 2669 Sc Kissimmee villa gives access to various tourist spots in the area. More

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Conforto E Diversao No Champions Gate Resort

1240 Challenge Drive, Kissimmee, United States View map

During the stay at the 3-bedroom Conforto E Diversao No Champions Gate Resort Kissimmee villa, guests can indulge in a hot tub or visit Highlands Reserve Boulevard, located 3.2 km away. More

From US$ 257 Book Now

Wellerden At Reunion Resort Villa

1005 Castle Pines Ct., Kissimmee, United States View map

Welcome to Wellerden at Reunion Resort Villa, a stunning retreat located just 24 kilometers from the vibrant heart of Kissimmee. Nestled within the renowned Reunion Resort, this villa offers a… More

From US$ 502 Book Now

New Epic Family Luxury Retreat

1901 Nice Court, Kissimmee, United States View map

Located within a 3-km distance of Northeast Regional City Park, New Epic Family Luxury Retreat Villa Kissimmee provides access to an indoor swimming pool. Featuring an indoor pool, the Kissimmee… More

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Mickey'S Cozy Condo Retreat

2731 North Poinciana Boulevard, Kissimmee, United States View map

Staying at Mickey'S Cozy Condo Retreat Kissimmee villa, guests can visit the mile-long Kissimmee Go-Karts, which is nearly a 10-minute ride away. More

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6 Mi To Disney: Gem W/ Pool & Spa In Kissimmee

Kissimmee, FL, 34747, Kissimmee, United States View map

Nestled in the West Kissimmee district of Kissimmee, the 3-bedroom 6 Mi To Disney: Gem W/ Pool & Spa In Kissimmee villa is approximately 6 km from Orange Lake Legends and offers a Jacuzzi. More

From US$ 245 Book Now

Dynamic 15 Bed With Character Bedrooms Pool, Spa! Villa

2413 Shanti Drive, Kissimmee, United States View map

**Welcome to Dynamic 15 Bed With Character Bedrooms Pool, Spa! Villa, an extraordinary retreat nestled just 9 km from the vibrant heart of Kissimmee.** Offering an eclectic atmosphere filled with… More

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2476 Shanti Drive 12Bed

2476 Shanti Drive, Kissimmee, United States View map

In the heart of Florida's vibrant Kissimmee, 2476 Shanti Drive 12Bed offers a serene retreat just 8 kilometers from the bustling downtown. A blend of modern decor and comfortable accommodations… More

From US$ 794 Book Now

Villa Tdm- Caribe Cove

9051 Treasure Trove Ln Unit 106 Bld 3, Kissimmee, United States View map

Nestled a 10-minute drive from Polo Park Golf Course, Villa Tdm- Caribe Cove Kissimmee entices guests to explore various tourist destinations nearby. More

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Spacious 12Br Disney Themed Home Pool/Spa/Bbq/Game

2528 Shanti Dr, Kissimmee, United States View map

Offering a hot tub for a relaxing experience, Spacious 12Br Disney Themed Home Pool/Spa/Bbq/Game Kissimmee is located 10 minutes' drive from Medieval Times Dinner & Tournament. The 12-bedroom villa… More

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Castle Street Memories

4958 Castle St E, Kissimmee, United States View map

**Castle Street Memories Villa Kissimmee is** your gateway to a tranquil retreat just 15 kilometers from the vibrant Kissimmee area. Nestled in the heart of Central Florida, this enchanting villa… More

From US$ 201 Book Now

201 Hb - Hideaway At Terraverde

201 Hideaway Beach Ln, Kissimmee, United States View map

**Welcome to 201 Hideaway at Terraverde**, a charming refuge nestled in the heart of Kissimmee, just 9 km from the bustling attractions of the area. This retreat offers a serene escape while being… More

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Disney Luxury Townhouse With Private Pool Themed Bedrooms. Book Now Dp61

2470 Santorini Dr, Kissimmee, United States View map

Offering a treatment room and an indoor pool for a relaxing experience, Disney Luxury Townhouse With Private Pool Themed Bedrooms. Book Now Dp61 Kissimmee villa is located a 10-minute ride from the… More

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6Br Disney Villa With Arcade Pool & Themed Rooms

4348 Quote Street, Kissimmee, United States View map

Disney & Universal House With Pool & Arcade Kissimmee villa is located within a 6-km distance of Old Town Shopping Mall and allows guests to enjoy mini golf. Offering a private swimming pool, the… More

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Beautiful Cottage With Private Pool Near Disney With Margaritaville Resort & Island H20 Access - 8153Su

8153 Surf Street, Orlando, United States View map

Beautiful Cottage With Private Pool Near Disney With Margaritaville Resort & Island H20 Access - 8153Su Kissimmee is located a 10-minute drive from the 145 - foot Tree of Life Sculpture and invites… More

From US$ 1036 Book Now

1112 Luxurious Champions Gate Family Townhouse With Private Pool & Theme Park Access

1112 Challenge Drive, Kissimmee, United States View map

1112 Luxurious Champions Gate Family Townhouse With Private Pool & Theme Park Access Villa Kissimmee entices active guests with access to a fitness suite and is located approximately a 10-minute ride… More

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Luxery 5 Bed 5 Bath Home Near Disney With Resort Amenities

9115 Sommerset Hills Drive, Kissimmee, United States View map

Situated 4.5 km from Tuscan Hills Boulevard, Luxery 5 Bed 5 Bath Home Near Disney With Resort Amenities Kissimmee provides access to numerous tourist attractions in the area. More

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W451J - Glamorous Getaway With Themed Bedrooms At Reunion

614 Muirfield Loop, Kissimmee, United States View map

Welcome to the W451J - Glamorous Getaway With Themed Bedrooms At Reunion, an enchanting retreat nestled just 24 kilometers from the vibrant Kissimmee area and a convenient 45 kilometers from Orlando… More

From US$ 2735 Book Now

4 Bedrooms 3 Bathrooms Storey Lake 2621 Ss

2621 Scrapbook St, Kissimmee, United States View map

Set within the enchanting grounds of Storey Lake, the 4 Bedrooms-3 Bathrooms-Storey Lake 2621 Ss offers a perfect blend of comfort and modern living, making it an ideal retreat for families and… More

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Resort 9Mi From Disney Free Clubhouse Pool

8416 Blue Lagoon Drive, Kissimmee, United States View map

Welcome to the captivating Resort 9 Mi From Disney Free Clubhouse Pool, an inviting getaway perfectly situated just 60 minutes' drive from the enchanting attractions of Disney. Nestled in the vibrant… More

From US$ 151 Book Now

Paradise Cottage Near Disney With Margaritaville Resort & Island H2O Access - 8052Dr

8052 Dreamsicle Dr, Kissimmee, United States View map

Situated 2.8 km from the 145-foot Tree of Life Sculpture, the 2-bedroom Paradise Cottage Near Disney With Margaritaville Resort & Island H2O Access - 8052Dr Orlando provides access to numerous… More

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8 Bedroom 6 Bathroom Windsor At Westside 8904Bc

8904 Bengal Court, Kissimmee, United States View map

**Welcome to the Windsor At Westside 8904Bc, an inviting retreat nestled just 33 kilometers from the vibrant heart of Kissimmee and offering effortless access to Orlando International Airport… More

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