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2026-11-07
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Holiday Homes in Kissimmee

3 Bd 3 Ba The Hub At Westside 3205 Tt

3205 Tranquil Trail, Kissimmee, United States Show map

Offering a location 4.9 km from Wild Africa Trek, the 3-bedroom 3 Bd 3 Ba The Hub At Westside 3205 Tt Villa Kissimmee gives access to various tourist spots in the area. Offering parking as well as Wi… More

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8915Thc Solara Family Private Pool Theater & Frozen-Themed Bedroom

8915 Tropical Haven Court, Kissimmee, United States Show map

Situated in the West Kissimmee district of Kissimmee, nearly a 10-minute ride from Mystic Dunes Golf Club at Mystic Dunes Resort, the 1-bedroom 8915Thc Solara Family Private Pool Theater & Frozen… More

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Affordable 3 Bedrooms Home Close To Disney Parks

2745 North Poinciana Boulevard, Kissimmee, United States Show map

The 3-bedroom Affordable 3 Bedrooms Home Close To Disney Parks Kissimmee is situated merely 1.1 km from Museum of Military History and provides a solarium, ensuring a relaxing stay. Boasting access… More

From US$ 306 Book Now

101 Terra Verde 4Br Townhome With Private Pool

101 Pompano Beach Drive, Kissimmee, United States Show map

Featuring an outdoor swimming pool, 101 Terra Verde 4Br Townhome With Private Pool Kissimmee villa is suitable for up to 9 people and is located a 10-minute drive from the adventure-themed Congo… More

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Private Heated Pool Mickey & Avengers Rooms - Storey Lake

4816 Brier Rose Lane, Kissimmee, United States Show map

Offering an aqua park and an outdoor pool for guests' leisure, Private Heated Pool Mickey & Avengers Rooms - Storey Lake Kissimmee villa is situated a 10-minute drive from the miniature Congo River… More

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8909 Disney Retreat - 6Br Home With Pool & Comfort

8909 Caroline Bay Court, Kissimmee, United States Show map

Featuring an outdoor swimming pool, the 6-bedroom 8909 Disney Retreat - 6Br Home With Pool & Comfort Kissimmee is suitable for up to 13 people and is located around 10 minutes by car from Windsor… More

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Cumbrian Lakes Villa

Kissimmee, United States Show map

Cumbrian Lakes Villa Kissimmee offers quick access to such tourist spots as Xtreme Paintball Xperience, situated merely a 5-minute walk away. More

From US$ 141 Book Now

The Azure At Reunion-Tt484

1277 Grand Traverse Parkway, Kissimmee, United States Show map

The 8-bedroom The Azure At Reunion-Tt484 Villa Kissimmee entices active guests with access to a fitness area and is located nearly a 10-minute drive from Best Buy. Featuring a terrace, the Kissimmee… More

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Spacious 5 Bd 4 Ba Indian Creek - 2504 Ol

2504 Oneida Loop, Kissimmee, United States Show map

Offering a location nearly a 25-minute walk from A World of Orchids, the 5-bedroom Spacious 5 Bd 4 Ba Indian Creek - 2504 Ol Kissimmee villa gives access to various tourist spots in the area. This… More

From US$ 501 Book Now

Tranquility At Bear'S Den

942 Jack Nicklaus Ct, Kissimmee, United States Show map

Featuring an outdoor swimming pool, the 8-bedroom Tranquility At Bear'S Den Villa Kissimmee is located approximately a 5-minute walk from Reunion Resort the palmer course and is suitable for up to 19… More

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Dluxx Luxury Themed Home Pool Near Disney 438

438 Marcello Blvd, Kissimmee, United States Show map

During the stay at Dluxx Luxury Themed Home Pool Near Disney 438 Kissimmee, guests can indulge in billiard or visit the nonprofit Give Kids The World Village Resort, located a 25-minute walk away. More

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4462 Nirvana Parkway

4462 Nirvana Parkway, Kissimmee, United States Show map

During the stay at 4462 Nirvana Parkway Kissimmee villa, guests can indulge in mini golf and billiard or visit the family-friendly Kissimmee Go-Karts, located approximately 25 minutes' walk away. More

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Orlando Family Escape At Championsgate

1184 Challenge Dr, Kissimmee, Fl 34747, Kissimmee, United States Show map

Featuring a swimming pool for guests' relaxation, Orlando Family Escape At Championsgate Villa Kissimmee is located just 11 minutes on foot from ChampionsGate Country Club Golf. More

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3 Bedrooms Condo With Resort Amenties Tuscana

1371 Tuscan Ter, Building 6 - Unit 6204, Kissimmee, United States Show map

The 3-bedroom 3 Bedrooms Condo With Resort Amenties Tuscana Kissimmee villa offers proximity to nearby tourist spots, such as Mystic Dunes Golf Club, situated approximately 10 minutes away by car. More

From US$ 144 Book Now

Amazing Home Near Parks W Pool & Spa

4528 Stella Street, Kissimmee, United States Show map

The 4-bedroom Amazing Home Near Parks W Pool & Spa Kissimmee, located within 5 minutes' walk of lake berkley, entices guests with a swimming pool as well as a Jacuzzi to relax in. Hosting up to 10… More

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Price Drop! Oct-Nov - 6Br - Pool - Spa - Game & Themed Rooms!

681 Drop Shot Drive, Kissimmee, United States Show map

The 6-bedroom Price Drop! Oct-Nov - 6Br - Pool - Spa - Game & Themed Rooms! Kissimmee villa is located about a 10-minute drive from Highlands Reserve Boulevard and provides a hot tub. With a maximum… More

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Nemo'S Delightful Retreat

2105 Malta Terrace, Kissimmee, United States Show map

The 5-bedroom Nemo'S Delightful Retreat Villa Kissimmee entices active guests with access to a fitness area and is located nearly a 10-minute ride from Highlands Reserve Boulevard. Offering a… More

From US$ 380 Book Now

Luxury 9 Bedroom 5 Bath Villa Arcade Theatre Pool 2 Free Waterparks

811 Sticks Street, Kissimmee, United States Show map

Featuring an outdoor swimming pool, the 9-bedroom Luxury 9 Bedroom 5 Bath Villa Arcade Theatre Pool 2 Free Waterparks Kissimmee is suitable for up to 20 people and is located about a 10-minute ride… More

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1 Bsv1021 Free Promotion Luxury 5 Bedroom Villa

1021 Leader St, Kissimmee, United States Show map

Offering an aqua park, spa therapy, and grill for guests' leisure, the 5-bedroom 1 Bsv1021 Free Promotion Luxury 5 Bedroom Villa Kissimmee is situated within a 10-minute drive of Rum Run. Featuring a… More

From US$ 310 Book Now

2678 Manesty

2678 Manesty Lane, Kissimmee, United States Show map

Located around a 5-minute walk from Windsor Hills, the 5-bedroom 2678 Manesty Villa Kissimmee features a year-round outdoor swimming pool and can accommodate up to 10 guests. Offering a Jacuzzi, this… More

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Qj942N Tranquility At Bear'S Den

942 Jack Nicklaus Ct, Kissimmee, United States Show map

Offering a games room for a delightful experience, Qj942N Tranquility At Bear'S Den Villa Kissimmee is located 5 minutes' walk from Reunion Resort Water Park. Providing guests with Wi-Fi and parking,… More

From US$ 1601 Book Now

New Epic Solara Playhouse Custom Bunks And Slides Arcade & Theater

9079 Sunshine Ridge Loop, Kissimmee, United States Show map

The 7-bedroom New Epic Solara Playhouse Custom Bunks And Slides Arcade & Theater Villa Kissimmee is located approximately a 25-minute walk from Northeast Regional City Park and provides cycling and… More

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2728 Club Cortile Circle Unit A 3Bed

2728 Club Cortile Circle, Kissimmee, United States Show map

The 3-bedroom 2728 Club Cortile Circle Unit A 3Bed Villa Kissimmee is located about 25 minutes' walk from Dare 2 Escape and welcomes its guests to enjoy horseback riding, cycling, and fisheries. More

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4 Bd 3 Ba Lucaya Village 4-105

2962 Lucaya Harbour Circle 4-105, Kissimmee, United States Show map

The 4-bedroom 4 Bd 3 Ba Lucaya Village 4-105 Kissimmee villa can host up to 8 guests and is situated 2.6 km from family venues such as the creative Mortem Manor Haunted Attraction. Located around 15… More

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Modern 5Br Retreat Pool Water Park & More

1128 Challenge Drive, Kissimmee, United States Show map

Featuring an outdoor swimming pool, the welcoming Modern 5Br Retreat Pool Water Park & More Kissimmee villa is suitable for up to 12 people and is located around 10 minutes by car from Highlands… More

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Trafalgar Resort Escape | Spacious 4Br Townhouse

4979 Town Ter South, Kissimmee, United States Show map

Situated approximately 7 km from Kissimmee Oaks Golf Course, Trafalgar Resort Escape | Spacious 4Br Townhouse Kissimmee villa provides access to numerous tourist attractions in the area. More

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Casa 4Q C/ Piscina + Quartos Mickey E Star Wars

954 Splash Shot Place, Kissimmee, United States Show map

Situated 4.5 km from Tuscan Hills Boulevard, the 4-bedroom Casa 4Q C/ Piscina + Quartos Mickey E Star Wars Kissimmee provides access to numerous tourist attractions in the area. This holiday home… More

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Resort Perks & Private Pool: Kissimmee Retreat!

8974 Cat Palm Rd, Kissimmee, United States Show map

The 4-bedroom Resort Perks & Private Pool: Kissimmee Retreat! villa offers quick access to such city attractions as Paradise Palms Boulevard, located approximately a 5-minute walk away. Staying at… More

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Cozy Home Near Disney With Private Pool

2656 Montego Bay Boulevard, Kissimmee, United States Show map

Cozy Home Near Disney With Private Pool Kissimmee is located 3.7 km from Fun Spot America Kissimmee Amusement Park and provides ping pong for active guests. More

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9 Bedrooms 5 Bathrooms Storey Lake Game Room Too Home

2854 Bookmark Drive, Kissimmee, United States Show map

Featuring an outdoor swimming pool, 9 Bedrooms 5 Bathrooms Storey Lake Game Room Too Home Kissimmee is suitable for up to 22 people and is located a 19-minute walk from the adventure-themed Congo… More

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Brand New House Private Lake View 3009 Protagonist Home

3009 Protagonist, Kissimmee, United States Show map

Offering a Jacuzzi for a relaxing experience, Brand New House Private Lake View 3009 Protagonist Home Kissimmee is located a 10-minute drive from Old Town Shopping Mall. The 9-bedroom villa features… More

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Upstay Luxury 4Br Family Home W Pool Near Disney

Kingsbarn Street 1106, Kissimmee, United States Show map

Located 3.4 km from Highlands Reserve Boulevard, Upstay Luxury 4Br Family Home W Pool Near Disney Kissimmee gives access to various tourist sites in the vicinity. More

From US$ 203 Book Now

3220 Sunny 3Br Retreat Near Disney

3220 Cupid Pl, Kissimmee, United States Show map

Staying at 3220 Sunny 3Br Retreat Near Disney Kissimmee villa, guests can easily reach Disney's Blizzard Beach Water Park, located approximately 7 km away. More

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Magic & Friends Retreat - Near Disney, 5 Pools & Slide

3011 Bonfire Beach Drive 16202, Kissimmee, United States Show map

Positioned nearly 20 minutes' walk from bustling shopping destinations such as the open-air mall "Lake Buena Vista Factory Stores", the 2-bedroom Magic & Friends Retreat - Near Disney, 5 Pools &… More

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Disney Getaway With Private Pool & Resort Amenities

2226 Wyndham Palms Way, Kissimmee, United States Show map

Located 6 km from the 145-foot Tree of Life Sculpture, Disney Getaway With Private Pool & Resort Amenities Kissimmee villa gives access to various tourist sites in the vicinity. Offering private… More

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Family 5Br Retreat Near Disney

4451 Scene Ln, Kissimmee, United States Show map

Staying at the 5-bedroom Family 5Br Retreat Near Disney Kissimmee villa, guests can easily reach the miniature Pirates Island Adventure Golf, located approximately a 25-minute walk away. This… More

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4524 Stella Street

4524 Stella Street, Kissimmee, United States Show map

Featuring an outdoor swimming pool, the 6-bedroom 4524 Stella Street Villa Kissimmee is suitable for up to 12 people and is located within 20 minutes' walk of Shingle Creek Regional Park. Providing… More

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7 Bd 65 Ba Solara Resort 1612 Hg

1612 Herrons Green Path, Kissimmee, United States Show map

Located approximately 10 minutes by car from Northeast Regional City Park, the 1-bedroom 7 Bd 65 Ba Solara Resort 1612 Hg Kissimmee villa has a swimming pool and is ideal for up to 18 guests. More

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4Br Town House With Pool 4220Aa

4220 Paragraph Drive, Kissimmee, United States Show map

The 4-bedroom 4Br Town House With Pool 4220Aa Villa Kissimmee is situated within 25 minutes' walk of Capone's Dinner and Show and provides a Jacuzzi, ensuring a relaxing stay. More

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Storey Lake 9 Bedroom Villa With Games Room And Theater Home

137 Minniehaha Circle, Kissimmee, United States Show map

The 9-bedroom Storey Lake 9 Bedroom Villa With Games Room And Theater Home Kissimmee provides easy access to various city attractions, such as Lennar at Storey Lake, situated about a 5-minute walk… More

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4Br House With Game Room Near Disney

2609 Scrapbook St, Kissimmee, United States Show map

The 4-bedroom 4Br House With Game Room Near Disney Kissimmee villa is located about 25 minutes' walk from Medieval Times Dinner & Tournament and provides a heated pool, ensuring a relaxing stay. More

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Luxurious Retreat Near Disney: Pool & Game Room

8936 Zurich Ln, Kissimmee, United States Show map

The 7-bedroom Luxurious Retreat Near Disney: Pool & Game Room Kissimmee villa entices guests to enjoy horseback riding, bowling, and fisheries and is located within 25 minutes' walk of such natural… More

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Kissimmee Condo W/ Resort-Style Amenities!

Kissimmee, Fl, 34746, Kissimmee, United States Show map

Situated 4.2 km from Local amusement Theme Park, the 2-room Kissimmee Condo W/ Resort-Style Amenities! villa offers a Jacuzzi for additional relaxation. Providing guests with Wi-Fi and a private… More

From US$ 173 Book Now

Magical Themed Home With Pool In Top Resort

1134 Kingsbarn Street, Kissimmee, United States Show map

The 4-bedroom Magical Themed Home With Pool In Top Resort Kissimmee is located about 10 minutes' drive from Highlands Reserve Boulevard and provides a Jacuzzi. With a maximum capacity of 10 guests… More

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High End 7 Beds Reunion Resort Home Pool Hot Tub Near Disney

7898 Poplin Street, Kissimmee, United States Show map

The 5-bedroom High End 7 Beds Reunion Resort Home Pool Hot Tub Near Disney Kissimmee is located 3.2 km from Indian Ridge and provides a Jacuzzi. The villa hosts up to 14 guests and provides them with… More

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Super Fun Spacious Family Home With Top Amenities | Pool/Spa | Sleeps 24

4518 Narrative Ln, Kissimmee, United States Show map

Offering billiards and a golf course for guests' leisure, Super Fun Spacious Family Home With Top Amenities | Pool/Spa | Sleeps 24 Kissimmee is situated 3 km from the nonprofit Give Kids The World… More

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Ctd4751-401

4751 Clock Tower Drive, Kissimmee, United States Show map

Nestled about 3 km from the air mall "Lake Buena Vista Factory Stores", the 4-bedroom Ctd4751-401 Villa Kissimmee is boasting an aqua park and a golf course for guests' enjoyment. Located 15 minutes… More

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5 Bd 4 Ba Storey Lake - 4810 Ml

4810 Memories Lane, Kissimmee, United States Show map

Situated 7 km from Disney's Typhoon Lagoon Water Park, the 2-bedroom 5 Bd 4 Ba Storey Lake - 4810 Ml Kissimmee villa is suitable for 10 guests and provides a heated pool for additional relaxation. More

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Disney Lakeview Escape Private Pool Spa

4739 Kings Castle Cir, Kissimmee, United States Show map

Nestled 3 km from Museum of Military History, Disney Lakeview Escape Private Pool Spa Kissimmee villa entices guests to explore various tourist destinations nearby. More

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Bb 1016 Huge Updated 3Br Unit Marvel Room Sleeps 8

1016 Gran Bahama Boulevard, Kissimmee, United States Show map

Located merely 7 minutes' walk from Rum Run, the 3-bedroom Bb 1016 Huge Updated 3Br Unit Marvel Room Sleeps 8 Kissimmee villa boasts an outdoor swimming pool and can accommodate up to 8. Providing… More

From US$ 147 Book Now