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2026-11-08
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Vacation Rentals in Kissimmee

Disney Universal Theme Home! Private Pool!

4770 Vero Beach Place, Kissimmee, United States Show map

Featuring an outdoor swimming pool, the 4-bedroom Disney Universal Theme Home! Private Pool! Kissimmee is suitable for up to 9 people and is located approximately 25 minutes' walk from Shingle Creek… More

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Beautiful 5 Star Townhome On The Prestigious Reunion Resort And Spa Orlando Townhome 5094

7669 Heritage Crossing Way (Left Of Building J), Kissimmee, United States Show map

Located around a 10-minute ride from Champions Gate Downtown Shopping Center, the 3-bedroom Beautiful 5 Star Townhome On The Prestigious Reunion Resort And Spa Orlando Townhome 5094 Kissimmee villa… More

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Legends Belleview

7845 Palmilla Ct, Kissimmee, United States Show map

Situated around 6 km from Reunion Resort Water Park, the 9-bedroom Legends Belleview Villa Kissimmee offers guests to enjoy an aqua park and a golf course. Featuring a hot tub, this holiday home is… More

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Inviting Condo Near Disney With Resort & Waterpark Access - B1-100

7740 Sandy Ridge B1 - 100, Kissimmee, United States Show map

The spacious Inviting Condo Near Disney With Resort & Waterpark Access - B1-100 Kissimmee is located 2.8 km from Indian Ridge and 25 minutes' walk from Orlando Tree Trek Adventure Amusement Park Zip… More

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3 Bd 25 Ba Encantada Resort 3134 Yl

3134 Yellow Lantana Lane, Kissimmee, United States Show map

Featuring a swimming pool, 3 Bd 25 Ba Encantada Resort 3134 Yl Kissimmee villa is suitable for up to 6 people and is located a 10-minute drive from Avatar Flight of Passage Tourist Information Center. More

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8 Bedroom 5 Bathroom Storey Lake 2928 Pl

2928 Penelope Loop, Kissimmee, United States Show map

Hosting up to 21 guests, the 8-bedroom 8 Bedroom 5 Bathroom Storey Lake 2928 Pl Kissimmee villa offers a convenient location within a 5-km distance of sports attractions such as Falcon's Fire Golf… More

From US$ 598 Book Now

5 Bd 4 Ba Paradise Palms 3073 Bp

3073 Beach Palm Avenue, Kissimmee, United States Show map

Situated in the West Kissimmee district of Kissimmee, within 6 km of the 145-foot Tree of Life Sculpture, the 5-bedroom 5 Bd 4 Ba Paradise Palms 3073 Bp Kissimmee villa comes with a swimming pool for… More

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Vacation Home In Orlando Florida United States

1172 Marcello Boulevard, Kissimmee, United States Show map

Staying at the 3-bedroom Vacation Home In Orlando Florida United States Kissimmee, guests can visit Medieval Times Dinner & Tournament, which is merely 1 km away. With a maximum capacity of 6 guests,… More

From US$ 720 Book Now

2301 Butterfly Palm #301

2301 Butterfly Palm Way, Kissimmee, United States Show map

The 3-bedroom 2301 Butterfly Palm #301 Villa Kissimmee is located nearly a 25-minute walk from Windsor Hills and provides bowling and mini golf for active guests. Featuring a hot tub, the villa is… More

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Large 8Br Home Prime Location Orlando

518 Marcello Blvd, Kissimmee, United States Show map

The 8-bedroom Large 8Br Home Prime Location Orlando Kissimmee is located 2.4 km from Medieval Times Dinner & Tournament and provides a hot tub. This holiday home hosts up to 17 guests and provides… More

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5 Bedrooms 4 Bathrooms Storey Lake 2612 Rt

2612 Reading Trail, Kissimmee, United States Show map

The 5-bedroom 5 Bedrooms 4 Bathrooms Storey Lake 2612 Rt Kissimmee villa is located about a 25-minute walk from Medieval Times Dinner & Tournament and provides billiard for active guests. The holiday… More

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Special Offer Stunning Townhome With Private Pool Close To Disney 8960Pp

8960 Candy Palm Road, Kissimmee, United States Show map

Located around 5 minutes' walk from Paradise Palms Boulevard, the 4-bedroom Special Offer Stunning Townhome With Private Pool Close To Disney 8960Pp Kissimmee villa offers quick access to various… More

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Cabana Delight, 3 Bed, 3 Bath, Private Balcony, 1048

7613 Cabana Court (Building A) Unit #203, Kissimmee, United States Show map

To enjoy your vacation in Kissimmee, stay at the spacious 151 m² Cabana Delight, 3 Bed, 3 Bath, Private Balcony, 1048 Kissimmee apartment, which is within a 4-km distance of Mickey Pylon Transmission… More

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Ev8866 - Windsor Sun Haven

8866 Geneve Court, Kissimmee, United States Show map

Situated approximately a 10-minute ride from Rum Run, Ev8866 - Windsor Sun Haven Apartment Kissimmee also boasts easy access to Kissimmee train station which is approximately 25 km away. The spacious… More

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Casa 5Q C/ Piscina Em Solara — Perto Da Disney

9047 Sunshine Ridge Loop, Kissimmee, United States Show map

Located approximately 25 minutes' walk from Northeast Regional City Park, the 5-bedroom Casa 5Q C/ Piscina Em Solara — Perto Da Disney Kissimmee features a heated pool, a Jacuzzi, ensuring a relaxing… More

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Relaxing Championsgate Vacation Spot

9338 Sommerset Hills Drive, Kissimmee, United States Show map

Offering an aqua park and a patio for guests' leisure, Relaxing Championsgate Vacation Spot Villa Kissimmee is situated 10 minutes by car from Highlands Reserve Boulevard. Located 4.5 km from Tuscan… More

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Casa 8Q No Windsor Westside C/ Piscina Privativa

2411 Luxor Dr, Kissimmee, United States Show map

Offering a Jacuzzi for a relaxing experience, Casa 8Q No Windsor Westside C/ Piscina Privativa Villa Kissimmee is located 7 km from Avatar Flight of Passage Tourist Information Center. Providing… More

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Celestial Cottage Near Disney With Margaritaville Resort & Island H2O Access - 8036Dr

8036 Dreamsicle Drive, Kissimmee, United States Show map

The 2-bedroom Celestial Cottage Near Disney With Margaritaville Resort & Island H2O Access - 8036Dr Kissimmee provides easy access to various city attractions, such as Splendid China, situated just a… More

From US$ 644 Book Now

Luxury Private Condo On Reunion Resort And Spa Orlando Condo 5141

7651 Whisper Way (Building Q) Unit #304, Kissimmee, United States Show map

Luxury Private Condo On Reunion Resort And Spa Orlando Condo 5141 Kissimmee villa is located 3.2 km from Indian Ridge and provides billiard for active guests. More

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Sunny Condo With Pool, Hot Tub, Tennis Court, & Gym - Balcony & Washer/Dryer

8831 Coral Palms Ct, Kissimmee, United States Show map

Located in the West Kissimmee district of Kissimmee and approximately 6 km from the 145 - foot Tree of Life Sculpture, the 3-bedroom Sunny Condo With Pool, Hot Tub, Tennis Court, & Gym - Balcony &… More

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Go19 - Champions Gate

1220 Challenge Dr, Kissimmee, United States Show map

During the stay at Go19 - Champions Gate Villa Kissimmee, guests can indulge in a Jacuzzi or visit Tuscan Hills Boulevard, located 5 km away. This 4-bedroom villa features a swimming pool and is… More

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Upstay Family Home W Resort Access & Private Pool

2973 Banana Palm Drive, Kissimmee, United States Show map

Nestled a 10-minute drive from Mystic Dunes Golf Course, Upstay Family Home W Resort Access & Private Pool Kissimmee entices guests to explore various tourist destinations nearby. More

From US$ 149 Book Now

4Br Luxury Townhome With Hot Tub

5505 Torino Rd, Kissimmee, United States Show map

Situated approximately a 10-minute ride from the open-air mall "Lake Buena Vista Factory Stores", the spacious 1-bedroom 4Br Luxury Townhome With Hot Tub Kissimmee also boasts easy access to… More

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2 Quartos Perto Da Disney | Resort Com Piscina

3002 Bonfire Beach Dr., Kissimmee, United States Show map

Situated within a 6-km distance of Osceola County Welcome Center and History Museum, 2 Quartos Perto Da Disney | Resort Com Piscina Kissimmee also boasts easy access to Kissimmee train station which… More

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Casa 5 Quartos Perto Disney Com Piscina

2632 Marg Lane, Kissimmee, United States Show map

Casa 5 Quartos Perto Disney Com Piscina Kissimmee enjoys a convenient location, 7 km from Indigo Lakes Golf Club, and offers guests to unwind in a hot tub. More

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8851-103Jc Condo 3 Beds & 2 Baths With Game Room

8851 Cabot Cliffs Dr #103, Kissimmee, United States Show map

Located 3.6 km from Highlands Reserve Boulevard, the spacious 3-bedroom 8851-103Jc Condo 3 Beds & 2 Baths With Game Room Kissimmee is approximately 15 minutes by car from a top family-friendly place… More

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Pink Paradise Villa Near Disney With Margaritaville Resort & Island H20 Waterpark Access - 3121Cs

3121 Caribbean Soul Dr, Kissimmee, United States Show map

Hosting up to 6 guests, the 2-bedroom Pink Paradise Villa Near Disney With Margaritaville Resort & Island H20 Waterpark Access - 3121Cs Kissimmee offers a convenient location nearly a 20-minute… More

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3Br Condo Near Disney, With Clubhouse, Pool And Gym

2749 North Poinciana Boulevard Apt 26, Kissimmee, United States Show map

Situated merely a 14-minute walk from Fantasy Surf, 3Br Condo Near Disney, With Clubhouse, Pool And Gym Kissimmee can host up to 6 guests in Kissimmee. This spacious 120 m² apartment features a… More

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Casa 5Q Storey Lake Com Piscina - Disney

4365 Quote Street, Kissimmee, United States Show map

Staying at Casa 5Q Storey Lake Com Piscina - Disney Kissimmee, guests can visit Shingle Creek Regional Park, which is nearly 10 minutes away by car. More

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3 Story Resort Retreat Near Disney

1525 Corolla Court, Kissimmee, United States Show map

To enjoy your vacation in Kissimmee, stay at the spacious 5-bedroom 3 Story Resort Retreat Near Disney Kissimmee, which is within 10 minutes' drive of Oak Hill Baptist Church and a mere 1.4 km from… More

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Sl3059 - 4Br House Sleeps 11 With Private Pool

3059 Gatsby Street, Kissimmee, United States Show map

Positioned 3.6 km from bustling shopping destinations such as the outlet mall "Lake Buena Vista Factory Stores", the welcoming Sl3059 - 4Br House Sleeps 11 With Private Pool Kissimmee villa offers… More

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3147 - 5Br W Pool 10Min Disney 2 Water Parks

3147 Pequod Place, Kissimmee, United States Show map

The 5-bedroom 3147 - 5Br W Pool 10Min Disney 2 Water Parks Kissimmee villa hosts up to 11 guests and is nestled within a 4-km distance of natural sites such as Local amusement Theme Park. Located… More

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Private Pool! 5 Bd 4 Ba Calabria 9106 Sc

9106 Stromboli Court, Kissimmee, United States Show map

Located within a 10-minute drive of Highlands Reserve GC, the 1-bedroom 5 Bd 4 Ba Calabria 9106 Sc Villa Kissimmee provides access to various tourist attractions in the vicinity. The holiday home… More

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Ev9029 - Flamingo Villa

9029 Flamingo Key Way, Kissimmee, United States Show map

Featuring a heated pool, Ev9029 - Flamingo Villa Kissimmee is suitable for up to 9 people and is located 4.5 km from Emerald Island Boulevard. This 4-bathroom villa offers guests to indulge in spa… More

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Amazing 6 Bed Disney Dream Getaway In Windsor Palm Villa

2228 Wyndham Palms Way, Kissimmee, United States Show map

Situated nearly a 10-minute ride from Mighty Jungle Golf, the 6-bedroom Amazing 6 Bed Disney Dream Getaway In Windsor Palm Villa Kissimmee includes an outdoor swimming pool, as well as a Jacuzzi to… More

From US$ 506 Book Now

Themed Rooms Pvt Pool Bbq Near Disney

3179 Yellow Lantana Lane, Kissimmee, United States Show map

Nestled 20 minutes' walk from The Legends Golf Course, Themed Rooms Pvt Pool Bbq Near Disney Kissimmee villa entices guests to explore various tourist destinations nearby. More

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New Epic Cabana Court Luxe Retreat

7612 Cabana Court, Kissimmee, United States Show map

Offering a casino for a delightful experience, the 3-bedroom New Epic Cabana Court Luxe Retreat Kissimmee is located only 5 minutes' walk from Reunion Resort Water Park. Providing guests with Wi-Fi… More

From US$ 191 Book Now

The Relaxation Retreat-Tb020

1087 Jack Nicklaus Court, Kissimmee, United States Show map

Located just a 6-minute walk from Reunion Resort Water Park, the 5-bedroom The Relaxation Retreat-Tb020 Villa Kissimmee boasts an outdoor swimming pool and can accommodate up to 10. Providing guests… More

From US$ 725 Book Now

3Br 2Ba Private Pool Villa Just Steps Away From Villa

8148 Fan Palm Way, Kissimmee, United States Show map

Situated within a 3-km distance of Orlando Tree Trek Adventure Amusement Park Zip Line, the 3-bedroom 3Br 2Ba Private Pool Villa Just Steps Away From Villa Kissimmee includes a heated pool, as well… More

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Luxury 4 Bedroom 3 Bath Pool Home 115

260 Ocean Course Av, Kissimmee, United States Show map

Situated approximately 10 minutes by car from Northeast Regional City Park, Luxury 4 Bedroom 3 Bath Pool Home 115 Kissimmee is suitable for 12 guests and provides an outdoor swimming pool for… More

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Cozy 3Br Family Home Minutes From Disney

2610 Brittany Ln, Kissimmee, United States Show map

Featuring a swimming pool, Cozy 3Br Family Home Minutes From Disney Kissimmee is suitable for up to 7 people and is located a 10-minute ride from Medieval Times Dinner & Tournament. Providing guests… More

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Magic Moments

4720 Sleepy Hollow Drive, Kissimmee, United States Show map

The 6-bedroom Magic Moments Villa Kissimmee offers quick access to such tourist spots as Lennar at Storey Lake, situated merely 5 minutes' walk away. Providing guests with Wi-Fi and parking, the… More

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Disney-Adjacent 15Bd15Ba Oasis With Private Pool

2505 Shanti Drive, Kissimmee, United States Show map

Located 25 minutes' walk from the miniature Congo River Golf, Disney-Adjacent 15Bd15Ba Oasis With Private Pool Kissimmee villa has a heated pool and is ideal for up to 30 guests. More

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Immersive Star Wars Experience | Private Pool

821 Las Fuentes Drive, Kissimmee, United States Show map

With a maximum capacity of 11 guests, the 4-bedroom Immersive Star Wars Experience | Private Pool Kissimmee villa provides them with a heated pool and access to such wellness attractions as Give Kids… More

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Estudio Privativo Perto Da Disney No Reunion

1432 Fairview Cir, Kissimmee, United States Show map

Offering a location approximately a 15-minute walk from Arnold Palmer Golf Course, Estudio Privativo Perto Da Disney No Reunion Kissimmee villa gives access to various tourist spots in the area. More

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Elegant Villa In Championsgate | Near Disney

8904 Takeaway Way, Kissimmee, United States Show map

Nestled a 10-minute drive from Highlands Reserve GC, Elegant Villa In Championsgate | Near Disney Kissimmee entices guests to explore various tourist destinations nearby. The 6-bedroom villa hosts up… More

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Casa Familiar 3Q C/ Clubhouse Perto Da Disney

2782 Sun Key Place, Kissimmee, United States Show map

The 3-bedroom Casa Familiar 3Q C/ Clubhouse Perto Da Disney Kissimmee is nestled only a 6-minute walk from Emerald Island Boulevard and can accommodate up to 6 guests. Located 2.5 km from Mystic… More

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Legends Palazzo

501 Muirfield Loop, Kissimmee, United States Show map

Situated about 6 km from Corpus Christi Catholic Church, the 8-bedroom Legends Palazzo Villa Kissimmee offers guests to enjoy an aqua park and a golf course. Suitable for up to 24 people, this 10… More

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Beautiful Villa With First Class Amenities On Bears Den Resort Orlando Villa 6285

1050 Jack Nicklaus Court, Kissimmee, United States Show map

Located merely a 6-minute walk from Reunion Resort Water Park, the 1-bedroom Beautiful Villa With First Class Amenities On Bears Den Resort Orlando Villa 6285 Kissimmee boasts an outdoor swimming… More

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Storey Lake 6Br Cozy Home Private Pool Near Disney

2745 Bookmark Dr, Kissimmee, United States Show map

Located approximately 6 km from the creative Mortem Manor Haunted Attraction, the 6-bedroom Storey Lake 6Br Cozy Home Private Pool Near Disney Kissimmee has a swimming pool and is ideal for up to 14… More

From US$ 452 Book Now