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2026-11-07
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Holiday Homes in Kissimmee

Families Retreatresort Poolcozydisneyrelax

3213 Tranquil Trail, Kissimmee, United States Show map

The 3-bedroom Families Retreatresort Poolcozydisneyrelax Kissimmee villa hosts up to 8 guests and is nestled approximately 7 km from natural sites such as Disney's Blizzard Beach Water Park. Located… More

From US$ 443 Book Now

Sunny Paradise Retreat At Paradise Palms By Shine Villas Townhouse

8979 Bismarck Palm Road, Kissimmee, United States Show map

Featuring an outdoor swimming pool, the 4-bedroom Sunny Paradise Retreat At Paradise Palms By Shine Villas Townhouse Kissimmee is located a mere 5 minutes' walk from Paradise Palms Boulevard and is… More

From US$ 602 Book Now

Bright & Airy 5Br Resort Home With Pool

Protagonist Street 3028, Kissimmee, United States Show map

Bright & Airy 5Br Resort Home With Pool Kissimmee is located around 10 minutes' drive from Capone's Dinner and Show, giving access to various tourist spots nearby. More

From US$ 369 Book Now

Windsor Westside Luxury Oasis, Pool, Spa, By Disney

1622 Lima Ave, Kissimmee, Fl 34747, Usa, Kissimmee, United States Show map

Situated in the West Kissimmee district of Kissimmee, about 10 minutes' drive from West Gate Flea Market, the 8-bedroom Windsor Westside Luxury Oasis, Pool, Spa, By Disney Kissimmee villa comes with… More

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Spacious Emerald Island Resort Home With Pool Spa And Resort Amenities Near Disney

8619 La Isla Drive, Kissimmee, United States Show map

The 7-bedroom Spacious Emerald Island Resort Home With Pool Spa And Resort Amenities Near Disney Kissimmee is located 2.7 km from Rum Run and provides a Jacuzzi. Offering a convenient location in the… More

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Family Getaway Near Clubhouse And Community Pool 5 Miles From Disney

2758 Sun Key Place, Kissimmee, United States Show map

Offering lake views, Family Getaway Near Clubhouse And Community Pool 5 Miles From Disney Kissimmee villa is situated just a 5-minute walk from Emerald Island Boulevard. Providing guests with Wi-Fi… More

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New Epic Reunion Family Retreat

7650 Whisper Way, Kissimmee, United States Show map

The 3-bedroom New Epic Reunion Family Retreat Villa Kissimmee is situated just 5 minutes' walk from Reunion Resort Water Park and features an aqua park and a patio for a delightful stay. Providing… More

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4 Bedrooms 4 Bathrooms Solara 8964 Ad

8964 Amelia Downs Trail, Kissimmee, United States Show map

Located approximately 10 minutes' drive from West Gate Flea Market, the 4-bedroom 4 Bedrooms 4 Bathrooms Solara 8964 Ad Kissimmee villa has a swimming pool and is ideal for up to 12 guests. Featuring… More

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Beachy Daze Cottage Near Disney With Margaritaville Resort & Island H20 Waterpark Access - 2916Sr

2916 Salted Rim Rd, Kissimmee, United States Show map

Featuring a charging station for electric vehicles, the 4-bedroom Beachy Daze Cottage Near Disney With Margaritaville Resort & Island H20 Waterpark Access - 2916Sr Kissimmee is located in the… More

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2050 E Irlo Bronson 1Bed

2050 East Irlo Bronson Memorial Highway, Kissimmee, United States Show map

The 1-bedroom 2050 E Irlo Bronson 1Bed Villa Kissimmee is located within 10 minutes' drive of the Grassy Kissimmee Lakefront Waterfront Park and provides horseback riding, cycling, and fisheries for… More

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New Family Reunion Epic Game Room & Resort Pool 7837

7837 Somersworth Drive, Kissimmee, United States Show map

New Family Reunion Epic Game Room & Resort Pool 7837 Kissimmee villa entices active guests with access to a fitness area and is located approximately a 10-minute drive from Indian Ridge. Featuring… More

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Orlando Florida Vacation Home

2300 Wyndham Palms Way, Kissimmee, United States Show map

Featuring a swimming pool for guests' relaxation, the 3-bedroom Orlando Florida Vacation Home Kissimmee is located about a 25-minute stroll from A World of Orchids. The Kissimmee holiday home is… More

From US$ 765 Book Now

1793 Caribbean View

1793 Caribbean View Terrace, Kissimmee, United States Show map

The 4-bedroom 1793 Caribbean View Villa Kissimmee entices guests to enjoy mini golf and is located within 25 minutes' walk of such natural sites as Northeast Regional City Park. This Kissimmee… More

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2098Ee Villa 5 Bed/4.5 Ba

2098 Fleming Mist Pl, Kissimmee, United States Show map

The 5-bedroom 2098Ee Villa 5 Bed/4.5 Ba Kissimmee entices guests to enjoy billiard and is located 2.9 km from such natural sites as Northeast Regional City Park. This property hosts up to 16 guests… More

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Playa Verde Cottage With Private Hot Tub Near Disney With Margaritaville Resort & Island H2O Access - 8028Dr

8028 Dreamsicle Drive, Kissimmee, United States Show map

The 2-bedroom Playa Verde Cottage With Private Hot Tub Near Disney With Margaritaville Resort & Island H2O Access - 8028Dr Kissimmee, located around 500 metres from Splendid China, entices guests… More

From US$ 363 Book Now

8 Bd 6 Ba Sonoma Resort 2683 Ca

2683 Calistoga Avenue, Kissimmee, United States Show map

Featuring a swimming pool, 8 Bd 6 Ba Sonoma Resort 2683 Ca Kissimmee villa is suitable for up to 22 people and is located 10 minutes' drive from Eagle Park Orlando. Providing guests with Wi-Fi and a… More

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Lazy River-South Facing Pool-Resort Near Disney-Value 2018

Majorca Drive 2018, Kissimmee, United States Show map

Featuring a swimming pool, the 1-bedroom Lazy River-South Facing Pool-Resort Near Disney-Value 2018 Kissimmee villa is suitable for up to 10 people and is located about 25 minutes' walk from Tuscan… More

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Sun Kissed Oasis At Solara - 9 Bedrooms -Games Pool & Togetherness

1537 Nassau Point Trail, Kissimmee, United States Show map

Situated in the West Kissimmee district of Kissimmee, within a 6-km distance of The Legends Golf Course, the 9-bedroom Sun Kissed Oasis At Solara - 9 Bedrooms -Games Pool & Togetherness Kissimmee… More

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Family Oasis 5Br Villa With South Facing Pool And Games Room Near Disney

1135 Seasons Blvd, Kissimmee, United States Show map

Family Oasis 5Br Villa With South Facing Pool And Games Room Near Disney Kissimmee enjoys a convenient location, a 25-minute walk from the working Kissimmee Air Museum, and offers guests to unwind in… More

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Spacious Family Reunion 15Br Home Pool Spa Game Rm

2513 Shanti Dr, Kissimmee, United States Show map

Featuring an outdoor swimming pool, the 15-bedroom Spacious Family Reunion 15Br Home Pool Spa Game Rm Kissimmee is suitable for up to 32 people and is located 2.5 km from Medieval Times Dinner &… More

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Casa 8Q C/ Piscina, Cinema E Game Room

8849 8849 Cruden Bay Court, Kissimmee, United States Show map

Offering a Jacuzzi for a relaxing experience, Casa 8Q C/ Piscina, Cinema E Game Room Kissimmee is located 10 minutes' drive from Northeast Regional City Park. Providing guests with Wi-Fi and parking,… More

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2811As Villa 5 Beds & 5 Baths With Private Pool-Spa

2811 Bookmark Dr, Kissimmee, United States Show map

The 5-bedroom 2811As Villa 5 Beds & 5 Baths With Private Pool-Spa Kissimmee is located around 3 km from the miniature Pirates Island Adventure Golf, giving access to various tourist spots nearby. More

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1164 Challenge

1164 Challenge Dr, Kissimmee, United States Show map

Located 3.5 km from Highlands Reserve GC, the 4-bedroom 1164 Challenge Kissimmee villa gives access to various tourist sites in the vicinity. This accommodation hosts up to 8 guests and provides them… More

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Wonderful 9Bd6Ba Starwarsgamer Sleep22 Solarareso

1834 Caribbean View Terrace, Kissimmee, United States Show map

Offering a location 4.6 km from West Gate Flea Market, Wonderful 9Bd6Ba Starwarsgamer Sleep22 Solarareso Kissimmee villa gives access to various tourist spots in the area. More

From US$ 539 Book Now

Minions - Arcade - Guest House - Villa - Pool & Spa 7521

7521 Excitement Drive, Kissimmee, United States Show map

Offering an aqua park, a patio, and a game area for guests' leisure, Minions - Arcade - Guest House - Villa - Pool & Spa 7521 Kissimmee is situated a 25-minute walk from Arnold Palmer Golf Course. More

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Elite Homes - Eagle Pointe

Eagle Point North And Poinciana Boulevard (Central Location Only; Not Check-In Location), Kissimmee, United States Show map

Offering a location 2.5 km from Medieval Times Dinner & Tournament, Elite Homes - Eagle Pointe Kissimmee gives access to various tourist spots in the area. More

From US$ 189 Book Now

2566 Archfeld

2566 Archfeld Blvd., Kissimmee, United States Show map

Located within 5 minutes' walk of Windsor Hills, the 5-bedroom 2566 Archfeld Villa Kissimmee provides an outdoor swimming pool, a Jacuzzi for additional comfort. Hosting up to 10 guests, the… More

From US$ 302 Book Now

Reunion Retreat

1273 Reunion Village Blvd, Kissimmee, Fl 34747, Kissimmee, United States Show map

Reunion Retreat Villa Kissimmee offers proximity to nearby tourist spots, such as Arnold Palmer Golf Course, situated around 15 minutes' drive away. More

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4 Bd 3 Ba Storey Lake 2952 Ps

2952 Protagonist Street, Kissimmee, United States Show map

Featuring a heated pool, the 1-bedroom 4 Bd 3 Ba Storey Lake 2952 Ps Kissimmee villa is suitable for up to 14 people and is located 3.5 km from Give Kids The World Village Resort. More

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212Ba Townhouse

212 Ocean Course Avenue, Kissimmee, United States Show map

Located approximately 3 km from Highlands Reserve GC, the 4-bedroom 212Ba Townhouse Villa Kissimmee has an outdoor swimming pool and is ideal for up to 8 guests. More

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New Sunset Luxe Retreat At Reunion

1114 Sunset View Circle, Kissimmee, United States Show map

Located 10 minutes' drive from Indian Ridge, New Sunset Luxe Retreat At Reunion Villa Kissimmee offers a casino for guests' leisure. The 3-bedroom holiday home features opportunities for cycling and… More

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Splendid Thematic 3Br With Garage & Waterpark

Sommerset Hills Drive 9337, Kissimmee, United States Show map

Featuring a swimming pool, Splendid Thematic 3Br With Garage & Waterpark Villa Kissimmee is suitable for up to 14 people and is located 10 minutes' drive from Tuscan Hills Boulevard. More

From US$ 221 Book Now

10Br Storey Lake Home W/ Game Room, Pool & Spa Near Disney

4578 Narrative Ln, Kissimmee, Fl 34746, Usa, Kissimmee, United States Show map

The 10-bedroom 10Br Storey Lake Home W/ Game Room, Pool & Spa Near Disney Kissimmee is located a mere 1.3 km from the adventure-themed Congo River Golf, giving access to various tourist spots nearby. More

From US$ 447 Book Now

Elegant Townhome With Water View

3159 Yellow Lantana Lane, Kissimmee, United States Show map

Nestled about 6 km from Disney's Blizzard Beach Water Park, Elegant Townhome With Water View Kissimmee villa is boasting an aqua park and a patio for guests' enjoyment. Offering private car parking… More

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Florida Gem

208 Applewood Court, Kissimmee, United States Show map

With the capacity to host 6 guests, the 2-bedroom Florida Gem Villa Kissimmee is located within 7 km of such significant cultural landmarks as Monument of States. More

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Near Disney! 3 Bd 25 Ba Compass Bay - 3045 Sc

3045 Seaview Castle Drive, Kissimmee, United States Show map

Featuring a swimming pool, Near Disney! 3 Bd 25 Ba Compass Bay - 3045 Sc Kissimmee villa is suitable for up to 8 people and is located 25 minutes' walk from the adventure-themed Congo River Golf. More

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Fabulous Disney Thematic 2Br W2 Clubhouses

Cabot Cliffs Drive 8861, Kissimmee, United States Show map

Located around a 25-minute walk from ChampionsGate Golf Club, the 2-bedroom Fabulous Disney Thematic 2Br W2 Clubhouses Kissimmee villa has an outdoor swimming pool and is ideal for up to 8 guests. More

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Sg148T Eagle Cove

1148 Grand Traverse Parkway, Kissimmee, United States Show map

During the stay at the 14-bedroom Sg148T Eagle Cove Villa Kissimmee, guests can indulge in a hot tub and a sauna or visit Reunion Resort Water Park, located about 7 km away. Hosting up to 28 guests… More

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7 Mi To Usta: Waterfront 'Tennis House' W/ Yard!

3069 Sangria St, Kissimmee, United States Show map

The 4-bedroom 7 Mi To Usta: Waterfront 'Tennis House' W/ Yard! Kissimmee villa is located within 6 km of Remington Golf Club, giving access to various tourist spots nearby. With a maximum capacity of… More

From US$ 344 Book Now

Casa 6Q De Alto Padrao C/ Game Room & Piscina

2713 Bookmark Drive, Kissimmee, United States Show map

Welcoming guests with a Jacuzzi, the 6-bedroom Casa 6Q De Alto Padrao C/ Game Room & Piscina Kissimmee is located merely 0.7 km from the miniature Congo River Golf and can host up to 13 guests. This… More

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Prague Village

8936 Prague Way, Kissimmee, United States Show map

Located within a 7-km distance of Orange Lake Legends, Prague Village Kissimmee villa features a heated pool, a Jacuzzi, ensuring a relaxing stay. More

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12 Bedrooms 11 Bathrooms Veranda Palms 2444 Rd

2444 Rama Drive, Kissimmee, United States Show map

Located around 6 km from Falcon's Fire Golf Course, 12 Bedrooms 11 Bathrooms Veranda Palms 2444 Rd Kissimmee villa has a heated pool and is ideal for up to 24 guests. More

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Spacious 4Br Townhome With Lake View In Kissimmee, Perfect For Families!

8919 Candy Palm Rd, Kissimmee, United States Show map

The 4-bedroom Spacious 4Br Townhome With Lake View In Kissimmee, Perfect For Families! villa offers swift access to various city sites, such as Paradise Palms Boulevard, situated approximately a 5… More

From US$ 168 Book Now

Eagle Trace Marine

7912 Draw St, Kissimmee, United States Show map

During the stay at Eagle Trace Marine Villa Kissimmee, guests can indulge in a Jacuzzi or visit Orlando Tree Trek Adventure Amusement Park Zip Line, located 2.3 km away. This 3-bedroom villa boasts… More

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Huge 6Br House - Private Pool Retreat Near Disney

290 Las Fuentes Drive, Kissimmee, United States Show map

Offering a location approximately a 20-minute walk from the miniature Pirates Island Adventure Golf, Huge 6Br House - Private Pool Retreat Near Disney Kissimmee villa gives access to various tourist… More

From US$ 461 Book Now

Fantasy Villas Resort - Waterpark Included - Family Paradise! Minutes To Disney

3191 Sea World Court, Kissimmee, United States Show map

Situated 3.2 km from the creative Mortem Manor Haunted Attraction, Fantasy Villas Resort - Waterpark Included - Family Paradise! Minutes To Disney Kissimmee provides access to numerous tourist… More

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2539 Dharma Circle

2539 Dharma Circle, Kissimmee, United States Show map

Featuring an outdoor swimming pool, the 4-bedroom 2539 Dharma Circle Villa Kissimmee is suitable for up to 8 people and is located nearly a 25-minute walk from Shingle Creek Regional Park. Providing… More

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New! Family Cottage Near Disney-Sleep 6

5 Merry Men Drive, Kissimmee, United States Show map

Staying at the 1-bedroom New! Family Cottage Near Disney-Sleep 6 Kissimmee, guests can visit the family-friendly Kissimmee Go-Karts, which is nearly a 25-minute walk away. More

From US$ 96 Book Now

Npt1508

1508 Nassau Point Trail, Kissimmee, United States Show map

Offering an aqua park and a patio for guests' leisure, Npt1508 Villa Kissimmee is situated 3 km from Northeast Regional City Park. Offering parking as well as Wi-Fi, the 1-bedroom holiday home is… More

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Eagle Trace Monroe

800 Driving Range, Kissimmee, United States Show map

The 3-bedroom Eagle Trace Monroe Villa Kissimmee is located within a 7-km distance of Corpus Christi Catholic Church and has an aqua park and a golf course to ensure a memorable stay. Staying at this… More

From US$ 246 Book Now