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2026-11-07
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Holiday Homes in Kissimmee

2 Bd 25 Ba Encantada Resort 3056Yl

3056 Yellow Lantana Lane, Kissimmee, United States Show map

2 Bd 25 Ba Encantada Resort 3056Yl Kissimmee villa enjoys a convenient location, 10 minutes' drive from Lake Wilson, and offers guests to unwind in a Jacuzzi. The 2-bedroom holiday home hosts up to 6… More

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2767Lkd-Emerald Island Resort Home

2767 Lido Key Drive, Kissimmee, United States Show map

Situated 3.9 km from Northeast Regional City Park, the 7-bedroom 2767Lkd-Emerald Island Resort Home Kissimmee is suitable for 16 guests and provides an outdoor swimming pool for additional relaxation… More

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Stay Tropical At Caribe Cove

9051 Treasure Trove Lane, Kissimmee, United States Show map

During the stay at Stay Tropical At Caribe Cove Kissimmee villa, guests can indulge in a hot tub or visit Rum Run, located 4.1 km away. Located a 10-minute ride from Highlands Reserve Boulevard, the… More

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Beautiful Family Retreat In Windsor At Westside

8925 Prague Way, Kissimmee, United States Show map

The 5-bedroom Beautiful Family Retreat In Windsor At Westside Villa Kissimmee entices active guests with access to a fitness centre and is located within a 5-km distance of Ship Wreck Island Water… More

From US$ 554 Book Now

Condominio Elegante Perto Da Disney - 3 Quartos

1131 Challenge Dr, Kissimmee, United States Show map

Condominio Elegante Perto Da Disney - 3 Quartos Kissimmee villa entices active guests with access to a fitness suite and is located within 10 minutes' drive of Highlands Reserve Boulevard. Featuring… More

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Elegant Condo, Wraparound Balcony, Disney 7 Miles!

7521 Mourning Dove Circle, Kissimmee, United States Show map

Situated 4.6 km from Indian Ridge, Elegant Condo, Wraparound Balcony, Disney 7 Miles! Kissimmee villa entices guests to explore various tourist attractions in the area. More

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Villa Magic- Lucaya Villa Resort

5368 Diplomat Ct Bld 22 - Unit 107, Kissimmee, United States Show map

Featuring a swimming pool, the 1-bedroom Villa Magic- Lucaya Villa Resort Kissimmee is suitable for up to 6 people and is located approximately 6 km from Monument of States. Providing guests with Wi… More

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Gdl3206

3206 Gold Lane, Kissimmee, United States Show map

Nestled 6 km from the 145 - foot Tree of Life Sculpture, Gdl3206 Villa Kissimmee entices guests to explore various tourist destinations nearby. Offering parking as well as Wi-Fi, the 4-bedroom… More

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Windsor Palms Resort 4 Bedroom With Game Room 0882

2244 Wyndham Palms Way, Kissimmee, United States Show map

Nestled 6 km from Avatar Flight of Passage Tourist Information Center, Windsor Palms Resort 4 Bedroom With Game Room 0882 Kissimmee villa is boasting an aqua park and a patio for guests' enjoyment. More

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Spacious 7Br W Pool, Theater, Game Room And Much More

2179 Fleming Mist Place, Kissimmee, United States Show map

Located in the West Kissimmee district, Spacious 7Br W Pool, Theater, Game Room And Much More Kissimmee villa is 25 minutes' walk from Tuscan Hills Boulevard and offers a Jacuzzi. The 7-bedroom… More

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Windsor At Westside 1990

1990 Majorca Drive, Kissimmee, United States Show map

Featuring a swimming pool for guests' relaxation, Windsor At Westside 1990 Villa Kissimmee is located approximately a 10-minute drive from Emerald Island Boulevard. More

From US$ 180 Book Now

2 Bedroom 2 Bathroom Champions Gate 1119 Cd

1119 Challenge Drive, Kissimmee, United States Show map

Nestled a 12-minute walk from ChampionsGate Country Club Golf, 2 Bedroom 2 Bathroom Champions Gate 1119 Cd Kissimmee villa entices guests to explore various tourist destinations nearby. The 2-bedroom… More

From US$ 166 Book Now

4Br House With Pool Near Disney Area

2901 Edenshire Way Unit 104, Kissimmee, United States Show map

Ensuring a relaxing stay with a Jacuzzi, the 4-bedroom 4Br House With Pool Near Disney Area Kissimmee villa is situated around 7 km from the educational Epcot Disney Theme Park and can accommodate 10… More

From US$ 247 Book Now

New 4Bdr House Near Disney 8979

8979 Shine Drive, Kissimmee, United States Show map

The 4-bedroom New 4Bdr House Near Disney 8979 Kissimmee villa can host up to 10 guests, boasting a convenient location within 6 km of iconic cultural attractions such as the 145 - foot Tree of Life… More

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Dream Vacation Home - Private Pool, Themed Rooms & Resort Access - Championsgate!

4363 Rhyme St, Kissimmee, United States Show map

Featuring horse riding tours to make your visit more entertaining, the 5-bedroom Dream Vacation Home - Private Pool, Themed Rooms & Resort Access - Championsgate! Kissimmee is around 25 minutes' walk… More

From US$ 226 Book Now

3076 Juliet

3076 Juliet Drive, Kissimmee, United States Show map

The 4-bedroom 3076 Juliet Villa Kissimmee is located 3.8 km from Old Town Shopping Mall and provides a Jacuzzi. Suitable for up to 8 guests, the villa offers opportunities for mini golf. More

From US$ 241 Book Now

Themed Family Getaway Private Pool Top Location

400 Ocean Course Avenue, Kissimmee, United States Show map

Themed Family Getaway Private Pool Top Location Kissimmee villa entices active guests with access to a fitness studio and is located nearly a 15-minute drive from West Gate Flea Market. More

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Gz0209 Grande Pearl

7593 Gathering Drive, Kissimmee, United States Show map

The 2-bedroom Gz0209 Grande Pearl Villa Kissimmee provides an aqua park and a golf course for guests' leisure, and is approximately a 25-minute walk from Oak Hill Baptist Church. With a maximum… More

From US$ 273 Book Now

Liberty Brisa

7640 Excitement Drive, Kissimmee, United States Show map

Located approximately a 15-minute drive from Corpus Christi Catholic Church, the 5-bedroom Liberty Brisa Villa Kissimmee has an outdoor swimming pool and is ideal for up to 14 guests. The Kissimmee… More

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Resort Oasis 4Br Townhome W Private Pool Near Wdw

1616 Carey Palm Circle, Kissimmee, United States Show map

Located about a 10-minute drive from ChampionsGate Golf Club, Resort Oasis 4Br Townhome W Private Pool Near Wdw Kissimmee villa provides access to various tourist attractions in the vicinity. More

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Paradise Palms 4Br Pool, Mickey & Avengers Rooms

2977 Banana Palm Dr, Kissimmee, United States Show map

Featuring parking, Paradise Palms 4Br Pool, Mickey & Avengers Rooms Kissimmee villa is located in the West Kissimmee district and 6 km from such cultural tourist attractions as the 145-foot Tree of… More

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Grh14428 - Paradise Palms Resort - 5 Bed 4 Baths Townhome

3071 Beach Palm Ave, Kissimmee, United States Show map

The 5-bedroom Grh14428 - Paradise Palms Resort - 5 Bed 4 Baths Townhome Kissimmee villa is located around 25 minutes' walk from Rum Run, giving access to various tourist spots nearby. Suiable for 10… More

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Second Floor Bahama Bay Condo Private Balcony

712 Lucaya Loop, Kissimmee, United States Show map

Located merely 6 minutes' walk from Rum Run, the 2-bedroom Second Floor Bahama Bay Condo Private Balcony Kissimmee villa features an outdoor swimming pool and can accommodate up to 6 guests. Offering… More

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3Br Home W Game Room Near Disney

3436 Tranquil Trail, Kissimmee, United States Show map

Situated a 10-minute drive from Northeast Regional City Park, 3Br Home W Game Room Near Disney Kissimmee provides access to numerous tourist attractions in the area. Offering a convenient location in… More

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Brand New 15Br Mansion Pool Spa Close To Disney

2461 Shanti Drive, Kissimmee, United States Show map

The 15-bedroom Brand New 15Br Mansion Pool Spa Close To Disney Kissimmee villa is located within a 6-km distance of Old Town Shopping Mall and provides cycling and fisheries for active guests. This… More

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6 Bedrooms 45 Bathrooms Solara 2343Cs

2343 Calm Shore Way, Kissimmee, United States Show map

Featuring a swimming pool, 6 Bedrooms 45 Bathrooms Solara 2343Cs Kissimmee villa is suitable for up to 12 people and is located a 25-minute walk from Rum Run. More

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Windsor Palms Mickey Retreat

8100 Princess Palm Lane, Kissimmee, United States Show map

Located approximately 3 km from Mighty Jungle Golf, the 3-bedroom Windsor Palms Mickey Retreat Villa Kissimmee offers fitness classes, as well as a fitness room for active guests. The holiday home… More

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Redecorated! 5 Bd 5 Ba Storey Lake 2762 Bd

2762 Bookmark Drive, Kissimmee, United States Show map

Located around 3 km from Osceola County Welcome Center and History Museum, the 5-bedroom Redecorated! 5 Bd 5 Ba Storey Lake 2762 Bd Kissimmee villa has a swimming pool and is ideal for up to 12… More

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3 Bedroom 2 Bathroom Lucaya Village 15-103

2903 Edenshire Way Building 15 Unit 103, Kissimmee Fl, 34746, Kissimmee, United States Show map

Staying at the 3-bedroom 3 Bedroom 2 Bathroom Lucaya Village 15-103 Kissimmee villa, guests can visit the family-friendly Kissimmee Go-Karts, which is approximately 3 km away. More

From US$ 144 Book Now

Fun, Dog-Friendly Home With Private Pool, High-Speed Wifi, W/D, & Game Rooms

1675 Lima Ave, Kissimmee, United States Show map

The 9-bedroom Fun, Dog-Friendly Home With Private Pool, High-Speed Wifi, W/D, & Game Rooms Kissimmee entices active guests with access to a fitness studio and is located approximately a 10-minute… More

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6Br Luxe Reunion Villa Cinema Pool Loft

1405 Titian Court, Kissimmee, United States Show map

Situated approximately a 10-minute walk from Arnold Palmer Golf Course, 6Br Luxe Reunion Villa Cinema Pool Loft Kissimmee provides access to numerous tourist attractions in the area. More

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Bella Vida 5Br Pool Home With Game Room & Loft

577 Marcello Boulevard, Kissimmee, United States Show map

During the stay at Bella Vida 5Br Pool Home With Game Room & Loft Kissimmee, guests can indulge in cycling and fisheries or visit Shingle Creek Regional Park, located 20 minutes' walk away. Located 3… More

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Family Resort Home W Private Pool Bbqthemed 8935

8935 Candy Palm Rd, Kissimmee, United States Show map

Featuring a swimming pool, Family Resort Home W Private Pool Bbqthemed 8935 Kissimmee is located 5 minutes' walk from Paradise Palms Boulevard and is suitable for up to 12 guests. More

From US$ 250 Book Now

Ld8830-12-308Dc - Legacy Dunes Condo For 8 Guests

8830 Dunes Court #12-308, Kissimmee, United States Show map

Located about 10 minutes' drive from The Legends Golf Course, the 4-bedroom Ld8830-12-308Dc - Legacy Dunes Condo For 8 Guests Kissimmee villa has an outdoor swimming pool and is ideal for up to 8… More

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Key Lime Villa By The Lake Near Disney With Margaritaville Resort & Island H20 Waterpark Access - 3105Cs

3105 Caribbean Soul, Kissimmee, United States Show map

Offering an aqua park, a terrace, and a patio for guests' leisure, the 4-bedroom Key Lime Villa By The Lake Near Disney With Margaritaville Resort & Island H20 Waterpark Access - 3105Cs Kissimmee is… More

From US$ 498 Book Now

3Br Apartment With Heated Pool Near Disney

3248 Tranquil Tra, Kissimmee, United States Show map

Located about 7 km from Around the World at Epcot, 3Br Apartment With Heated Pool Near Disney Kissimmee villa gives access to various tourist sites in the vicinity. Situated in the West Kissimmee… More

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Reunion Resort 3Br Apartment

7593 Gathering Drive, Kissimmee, United States Show map

The 3-bedroom Reunion Resort 3Br Apartment Kissimmee villa offers proximity to such city sites as Reunion Resort Golf Course, located nearly a 5-minute walk away. Featuring a hot tub, the property is… More

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765 Beautiful Vacation Home With Private Pool, And Much More!!

1265 Seasons Blvd, Kissimmee, United States Show map

Staying at the 7-bedroom 765 Beautiful Vacation Home With Private Pool, And Much More!! Kissimmee, guests can visit Xtreme Paintball Xperience, which is approximately 3 km away. More

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Orlando Villa 6447 - Your Dream Family Vacation Awaits

9044 Sommerset Hills Dr, Kissimmee, United States Show map

Orlando Villa 6447 - Your Dream Family Vacation Awaits Kissimmee offers proximity to nearby tourist spots, such as Highlands Reserve Boulevard, situated 3.7 km away. Suitable for up to 20 guests… More

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Family Disney Getaway W/ Pools: Kissimmee Condo

4017 Venetian Bay Dr Unit 108, Kissimmee, United States Show map

Located a mere 1.6 km from Osceola County Welcome Center and History Museum, the 4-bedroom Family Disney Getaway W/ Pools: Kissimmee Condo villa features an outdoor swimming pool, a Jacuzzi, ensuring… More

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8Br House With Game Room Near Disney Area

477 Ocean Course Ave, Kissimmee, United States Show map

Featuring a swimming pool, the 8-bedroom 8Br House With Game Room Near Disney Area Kissimmee villa is suitable for up to 16 people and is located about 10 minutes' drive from Northeast Regional City… More

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Stylish 3 Bedroom Townhome With Resort Amenities

919 Park Terrace Circle, Kissimmee, United States Show map

Situated 2.4 km from Osceola County Welcome Center and History Museum, Stylish 3 Bedroom Townhome With Resort Amenities Kissimmee villa entices guests to explore various tourist attractions in the… More

From US$ 208 Book Now

2166 Cooper Bell

2166 Cooper Bell Place, Kissimmee, United States Show map

Nestled in the West Kissimmee district of Kissimmee, the 4-bedroom 2166 Cooper Bell Villa Kissimmee is about a 10-minute ride from Northeast Regional City Park and offers a Jacuzzi. Guests can enjoy… More

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1160 Challenge

1160 Challenge Dr, Kissimmee, United States Show map

Featuring an outdoor swimming pool, 1160 Challenge Kissimmee villa is suitable for up to 8 people and is located 10 minutes by car from Highlands Reserve Boulevard. Providing guests with Wi-Fi and… More

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Buc2979

2979 Buccaneer Palm Road, Kissimmee, United States Show map

The 5-bedroom Buc2979 Villa Kissimmee offers quick access to such city attractions as Paradise Palms Boulevard, located approximately a 5-minute walk away. Providing guests with Wi-Fi and parking… More

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Luxury Chic Modern Home Prime Location

Reading Trail 2405, Kissimmee, United States Show map

Located about 25 minutes' walk from the miniature Pirates Island Adventure Golf, the 5-bedroom Luxury Chic Modern Home Prime Location Kissimmee features an outdoor swimming pool, a Jacuzzi, ensuring… More

From US$ 249 Book Now

Casa 5 Quartos C/ Piscina Privativa No Storey Lake

5023 Windermere Avenue, Kissimmee, United States Show map

Situated 3.8 km from Local amusement Theme Park, the 5-bedroom Casa 5 Quartos C/ Piscina Privativa No Storey Lake Kissimmee is suitable for 11 guests and provides an outdoor swimming pool for… More

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6 Mi To Disney World: Family-Friendly Condo!

5259 Cane Island Loop Unit 204, Kissimmee, United States Show map

Located just 8 minutes' stroll from Museum of Military History, the 3-bedroom 6 Mi To Disney World: Family-Friendly Condo! Kissimmee villa comes with an outdoor swimming pool, a hot tub. Offering Wi… More

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5 Mi To Disney! Family Getaway W/ Poolside Oasis

8607 Tudor Ct, Kissimmee, United States Show map

Offering a Jacuzzi for a relaxing experience, 5 Mi To Disney! Family Getaway W/ Poolside Oasis Kissimmee villa is located a 15-minute drive from the 145-foot Tree of Life Sculpture. The 4-bedroom… More

From US$ 430 Book Now

Modern 3Bed Townhouse In The Heart Of Reunion 772

772 Driving Range Court, Kissimmee, United States Show map

Nestled a 10-minute drive from A World of Orchids, Modern 3Bed Townhouse In The Heart Of Reunion 772 Villa Kissimmee entices guests to explore various tourist destinations nearby. The 3-bedroom… More

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