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2026-11-07
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Holiday Homes in Kissimmee

5Br House Sleeps 13 With Private Pool

2601 Scrapbook St, Kissimmee, United States Show map

Staying at 5Br House Sleeps 13 With Private Pool Villa Kissimmee, guests can visit the family-friendly Kissimmee Go-Karts, which is nearly a 10-minute drive away. More

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Villa 10 Min To Disney - Lego Game Room & Pool!

2908 Sunset Lakes Blvd, Kissimmee, United States Show map

Located 4.9 km from the zoological Disney's Animal Kingdom Theme Park, Villa 10 Min To Disney - Lego Game Room & Pool! Kissimmee offers a games room for guests' leisure. More

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Bright Home With Private Pool, Washer/Dryer And Internet

1181 Arisha Dr, Kissimmee, United States Show map

Featuring a heated pool for guests' relaxation, the 4-bedroom Bright Home With Private Pool, Washer/Dryer And Internet Kissimmee is located within a 7-km distance of Kissimmee Oaks Golf Course. More

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7Br6Ba W Private Pool Solara Resort So9051

9051 Sunshine Ridge Loop, Kissimmee, United States Show map

Featuring a swimming pool, the 7-bedroom 7Br6Ba W Private Pool Solara Resort So9051 Kissimmee villa is suitable for up to 18 people and is located about 3 km from Highgate Park Boulevard. The holiday… More

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2605 Daulby S

2605 Daulby Street, Kissimmee, United States Show map

The 6-bedroom 2605 Daulby S Villa Kissimmee is nestled only a few steps from Mystic Dunes Golf Course and entices guests with a Jacuzzi. Featuring an outdoor swimming pool, the accommodation is… More

From US$ 442 Book Now

Private Condo, Ideal For Groups, Duplex 238

7770 Sandy Ridge Dr, Unit 238, Kissimmee, United States Show map

Situated within a 10-minute drive of Orlando Tree Trek Adventure Amusement Park Zip Line, the 5-bedroom Private Condo, Ideal For Groups, Duplex 238 Kissimmee villa offers guests to enjoy billiards… More

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Stunning Lake View, Big Pool Area With Cdc Standards #6Bv507

Marcello Boulevard 507, Kissimmee, United States Show map

With a maximum capacity of 15 guests, the 1-bedroom Stunning Lake View, Big Pool Area With Cdc Standards #6Bv507 Kissimmee villa provides them with a swimming pool and access to such wellness… More

From US$ 424 Book Now

Your Vip Home Near Disney 25107

2941 Lucayan Harbour Circle - Building 25, House 107, Kissimmee, United States Show map

Nestled in the Celebration district, the 3-bedroom Your Vip Home Near Disney 25107 Kissimmee is around a 25-minute walk from Fun Spot America Kissimmee Amusement Park and offers a Jacuzzi. This… More

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Eagle Cove

1148 Grand Traverse Pkwy, Kissimmee, United States Show map

Offering an aqua park and a golf course for guests' leisure, the 14-bedroom Eagle Cove Villa Kissimmee is situated 2.9 km from Orlando Tree Trek Adventure Amusement Park Zip Line. Suitable for up to… More

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Casita Coco - Private Pool - Foosball - Bbq

1230 Arisha Dr, Kissimmee, United States Show map

The 4-bedroom Casita Coco - Private Pool - Foosball - Bbq Kissimmee villa is located approximately 25 minutes' walk from Osceola County Welcome Center and History Museum and welcomes its guests to… More

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Home Away From Home! 6Br, 55 Ba

2775 Oxymoron Way, Kissimmee, United States Show map

Situated approximately 10 minutes by car from Shingle Creek Regional Park, the 6-bedroom Home Away From Home! 6Br, 55 Ba Kissimmee is suitable for 14 guests and provides a swimming pool for… More

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4804Crusoe Townhouse

4804 Crusoe Street, Kissimmee, United States Show map

Featuring a heated pool, 4804Crusoe Townhouse Villa Kissimmee is suitable for up to 9 people and is located 10 minutes' drive from Local amusement Theme Park. Providing guests with Wi-Fi and private… More

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9 Bedrooms 5 Bathrooms Champions Gate 711 Ss

711 Sticks Street, Kissimmee, United States Show map

Situated 4.3 km from Rum Run, 9 Bedrooms 5 Bathrooms Champions Gate 711 Ss Kissimmee villa provides access to numerous tourist attractions in the area. More

From US$ 813 Book Now

3 Suites Lovely Home Minutes From Disney Area 3216

3216 Sustainable Wy, Kissimmee, United States Show map

The 3-bedroom 3 Suites Lovely Home Minutes From Disney Area 3216 Kissimmee hosts up to 6 guests and is nestled about a 15-minute ride from natural sites such as Disney's Blizzard Beach Water Park. More

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Castle Keys Salt Water Pool Home 10 Mins To Disney

2552 Oneida Loop, Kissimmee, United States Show map

Featuring an outdoor swimming pool, the 4-bedroom Castle Keys Salt Water Pool Home 10 Mins To Disney Kissimmee is suitable for up to 11 people and is located within 6 km of Disney's Blizzard Beach… More

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9Br Disney-Themed Villa W/ Pool, Game Loft, Resort

1730 Sawyer Palm Place, Kissimmee, United States Show map

9Br Disney-Themed Villa W/ Pool, Game Loft, Resort Kissimmee entices active guests with access to a fitness centre and is located approximately 6 km from The Legends Golf Course. Featuring a games… More

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3Br Townhome 12 Mi To Disney Resort Pool

8203 Roseville Boulevard, Kissimmee, United States Show map

Situated within 25 minutes' walk of Publix Super Market at Ovation, the 3-bedroom 3Br Townhome 12 Mi To Disney Resort Pool Kissimmee villa includes an outdoor swimming pool, as well as a Jacuzzi to… More

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6Br Mansion - Family Resort - Private Pool, Bbq And Games!

Monado Drive 4505, Kissimmee, United States Show map

Nestled a 10-minute drive from Osceola County Welcome Center and History Museum, 6Br Mansion - Family Resort - Private Pool, Bbq And Games! Kissimmee villa entices guests to explore various tourist… More

From US$ 157 Book Now

581 Championsgate 5Br Home With Private Pool & Game Room

581 Drop Shot Drive, Kissimmee, United States Show map

Featuring a swimming pool, the 1-bedroom 581 Championsgate 5Br Home With Private Pool & Game Room Kissimmee is suitable for up to 13 people and is located 4.2 km from Rum Run. Offering a Jacuzzi… More

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Luxury 8Br Champions Gate Villa Cinema & Pool

901 Ocean Course Avenue, Kissimmee, United States Show map

Located 4.8 km from Indian Ridge, Luxury 8Br Champions Gate Villa Cinema & Pool Kissimmee offers a games room for guests' leisure. More

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3 Bedrooms 2 Bathrooms Champions Gate 9351Sh

9351 Sommerset Hills Dr, Kissimmee, United States Show map

Offering a location 3.3 km from Highlands Reserve Boulevard, the 3-bedroom 3 Bedrooms 2 Bathrooms Champions Gate 9351Sh Kissimmee villa gives access to various tourist spots in the area. With a… More

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Luxury Villa In Gated Bellavida Resort | Private Pool

840 Las Fuentes Dr., Kissimmee, United States Show map

Staying at the 4-bedroom Luxury Villa In Gated Bellavida Resort | Private Pool Kissimmee, guests can easily reach lake berkley, located only a 5-minute walk away. This welcoming holiday home is… More

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The Tipsy Turtle Cottage With Private Pool Near Disney With Margaritaville Resort & Island H2O Access - 8012St

8012 Sandy Toes Way, Kissimmee, United States Show map

Situated 2.9 km from Avatar Flight of Passage Tourist Information Center, the 4-bedroom The Tipsy Turtle Cottage With Private Pool Near Disney With Margaritaville Resort & Island H2O Access - 8012St… More

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Terra Verde Resort

109 Madeira Beach Blvd, Kissimmee, United States Show map

Located 4.4 km from the adventure-themed Congo River Golf, the 7-room Terra Verde Resort Kissimmee villa features a swimming pool with a hot tub. More

From US$ 149 Book Now

Orlando Villa 6427: 9Br Family Oasis Near Disney

8840 Corcovado Dr, Kissimmee, United States Show map

Located 3.9 km from Emerald Island Boulevard, the 1-bedroom Orlando Villa 6427: 9Br Family Oasis Near Disney Kissimmee has an outdoor swimming pool and is ideal for up to 19 guests. Guests can enjoy… More

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2466 Sweetwater

2466 Sweetwater Club Circle, Kissimmee, United States Show map

With a maximum capacity of 8 guests, the 3-bedroom 2466 Sweetwater Villa Kissimmee provides them with an outdoor swimming pool and access to such wellness attractions as the themed Give Kids The… More

From US$ 122 Book Now

Spacious Townhouse With Resort Style Amenities, Waterview And Fitness Center

2200 San Vittorino Circle, Kissimmee, United States Show map

Featuring an outdoor swimming pool for guests' relaxation, the 3-bedroom Spacious Townhouse With Resort Style Amenities, Waterview And Fitness Center Kissimmee villa is located within 25 minutes'… More

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Fairytales And Galaxies 4Br Themed Family Retreat

1302 South Beach Circle, Kissimmee, United States Show map

Staying at Fairytales And Galaxies 4Br Themed Family Retreat Villa Kissimmee, guests can easily reach Wat Florida Dhammaram Buddhist Monastery, located 4.5 km away. More

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Rom2108

2108 Rome Drive, Kissimmee, United States Show map

Situated 4.9 km from Indian Ridge, the 6-bedroom Rom2108 Villa Kissimmee provides access to numerous tourist attractions in the area. Offering a convenient location in the West Kissimmee district… More

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Elegant Home Near Disney - Pool - Free Parking

3204 Sustainable Way, Kissimmee, United States Show map

Staying at the 2-room Elegant Home Near Disney - Pool - Free Parking Kissimmee, guests can visit The Legends Golf Course, which is nearly a 25-minute walk away. Offering a car park as well as Wi-Fi… More

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Family 3Br Home In Lucaya Resort

2956 Lucayan Harbour Cir 3, 103, Kissimmee, United States Show map

Located 25 minutes' walk from Old Town Shopping Mall, Family 3Br Home In Lucaya Resort Kissimmee gives access to various tourist sites in the vicinity. Offering a convenient location in the… More

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5 Bd 4 Ba Storey Lake 4823 Br

4823 Brier Rose Lane, Kissimmee, United States Show map

Located 3.9 km from Local amusement Theme Park, the 1-bedroom 5 Bd 4 Ba Storey Lake 4823 Br Kissimmee villa has a heated pool and is ideal for up to 14 guests. More

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4741Clock Unit208 Townhouse

4741 Clock Tower Drive Unit 208, Kissimmee, United States Show map

Featuring a heated pool, 4741Clock Unit208 Townhouse Villa Kissimmee is suitable for up to 6 people and is located 10 minutes' drive from Old Town Shopping Mall. Providing guests with Wi-Fi and… More

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4 Bd 3 Ba Villas At Seven Dwarfs Lane 23-102

4552 Jona Free Lane Building 23 - Unit 102, Kissimmee, United States Show map

The 4-bedroom 4 Bd 3 Ba Villas At Seven Dwarfs Lane 23-102 Kissimmee is located around 25 minutes' walk from Fantasy Surf, giving access to various tourist spots nearby. With a maximum capacity of 8… More

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5Br Kissimmee Home Pool And Game Room Fun

8193 Fan Palm Way, Kissimmee, United States Show map

The 5-bedroom 5Br Kissimmee Home Pool And Game Room Fun can host up to 10 guests, boasting a convenient location 4.9 km from iconic cultural attractions such as the 145-foot Tree of Life Sculpture. More

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Beautiful Home With Private Pool And Space For The Whole Family

9075 Sunshine Ridge Loop, Kissimmee, United States Show map

Situated in the West Kissimmee district of Kissimmee, within 4 km of Emerald Island Boulevard, the 5-bedroom Beautiful Home With Private Pool And Space For The Whole Family Kissimmee comes with an… More

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621Pb - Adventure Kingdom Estate

621 Pebble Beach Drive, Kissimmee, United States Show map

Featuring an outdoor swimming pool, the 9-bedroom 621Pb - Adventure Kingdom Estate Villa Kissimmee is suitable for up to 16 people and is located around 10 minutes by car from Indian Ridge. Providing… More

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3 Bedrooms 2 Bathrooms Lindfields 3026 Bc

3026 Bransbury Ct, Kissimmee, United States Show map

Situated 2.8 km from Northeast Regional City Park, the 3-bedroom 3 Bedrooms 2 Bathrooms Lindfields 3026 Bc Kissimmee villa is suitable for 7 guests and provides a swimming pool for additional… More

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4277 Prologue

4277 Prologue Way, Kissimmee, United States Show map

Situated nearly a 10-minute drive from Fantasy Surf, the 5-bedroom 4277 Prologue Villa Kissimmee includes an outdoor swimming pool, as well as a Jacuzzi to relax in. More

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Pool Hot Tub Game Room Near Theme Parks

4633 Cumbrian Lakes, Kissimmee, United States Show map

Offering an aqua park and a golf course for guests' leisure, the 4-bedroom Pool Hot Tub Game Room Near Theme Parks Kissimmee villa is situated about 4 km from Osceola County Welcome Center and… More

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Florida Dreaming Home

8810 Bamboo Palm Ct, Kissimmee, United States Show map

Featuring an outdoor swimming pool, the 6-bedroom Florida Dreaming Home Kissimmee is suitable for up to 12 people and is located approximately 6 km from Pandora. Nestled in the West Kissimmee… More

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Epic Disney Adventure Villa Xbox Near Disney

1014 Splash Shot Place, Kissimmee, United States Show map

Featuring a swimming pool, Epic Disney Adventure Villa Xbox Near Disney Kissimmee is suitable for up to 16 people and is located 4.8 km from Rum Run. More

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Near Disney 5Br Pool Home With Themed Kids Rooms

4716 Sleepy Hollow Drive, Kissimmee, United States Show map

Staying at Near Disney 5Br Pool Home With Themed Kids Rooms Kissimmee, guests can visit Lennar at Storey Lake, which is only 0.6 km away. More

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Rare Waterfront W- Pvt Splashpool - 3031Pp

3063 Beach Palm Avenue,, Kissimmee, United States Show map

Staying at Rare Waterfront W- Pvt Splashpool - 3031Pp Kissimmee villa, guests can easily reach Lake Wilson, located 4.7 km away. More

From US$ 165 Book Now

Liberty Square

7580 Excitement Drive, Kissimmee, United States Show map

Offering a Jacuzzi for a relaxing experience, Liberty Square Villa Kissimmee is located 7 km from Corpus Christi Catholic Church. Providing guests with Wi-Fi and a private parking lot, the 5-bedroom… More

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Casa 4Q Champions Gate C/ Piscina E Temas

400 Ocean Course Avenue, Kissimmee, United States Show map

The 4-bedroom Casa 4Q Champions Gate C/ Piscina E Temas Villa Kissimmee entices active guests with access to a fitness suite and is located approximately a 10-minute drive from ChampionsGate Golf… More

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3Br Townhouse Near Disney With Themed Rooms

4726 Coral Castle Dr., Kissimmee, United States Show map

3Br Townhouse Near Disney With Themed Rooms Kissimmee villa, located a 6-minute walk from Eagle Pointe South, can host up to 6 guests. More

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4 Bedroom 3 Bathroom Storey Lake 2521Rt

2521 Reading Trail, Kissimmee, United States Show map

Located nearly 25 minutes' walk from Give Kids The World Village Resort, the 4-bedroom 4 Bedroom 3 Bathroom Storey Lake 2521Rt Kissimmee villa provides access to various tourist attractions in the… More

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Cypress Palms- 2 Bedroom- Resort Access

5324 Fairfield Lake Drive, Kissimmee, United States Show map

The 2-bedroom Cypress Palms- 2 Bedroom- Resort Access Kissimmee villa is located within 25 minutes' walk of Fun Spot America Kissimmee Amusement Park and provides a Jacuzzi. With a maximum capacity… More

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9 Bd 5 Ba Storey Lake 2980 Pl

2980 Penelope Loop, Kissimmee, United States Show map

Featuring a heated pool, 9 Bd 5 Ba Storey Lake 2980 Pl Kissimmee villa is suitable for up to 25 people and is located a 10-minute ride from the air mall "Lake Buena Vista Factory Stores". The 9… More

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