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2026-11-07
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Holiday Homes in Kissimmee

Family Resort Pool Home Near Disney

4600 Formby Ct, Kissimmee, United States Show map

Family Resort Pool Home Near Disney Kissimmee is located a 16-minute walk from Medieval Times Dinner & Tournament and provides billiard for active guests. Located 7 km from Old Town Shopping Mall… More

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Storey Lake Resort Heated Pool Brand New Designer

4395 Scene Ln, Kissimmee, Fl 34746, Kissimmee, United States Show map

Located about a 10-minute drive from the working Kissimmee Air Museum, Storey Lake Resort Heated Pool Brand New Designer Kissimmee villa provides access to various tourist attractions in the vicinity. More

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5Br Screened Pool Townhome, Sleeps 10, Championsgate Golf Resort

8969 Cabot Cliffs Drive, Kissimmee, United States Show map

Situated about a 10-minute drive from Northeast Regional City Park, 5Br Screened Pool Townhome, Sleeps 10, Championsgate Golf Resort Kissimmee villa offers guests to enjoy a tennis court, spa therapy… More

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Dog-Friendly Home With Private Pool, High-Speed Wifi, Central Ac, & Washer/Dryer

2973 Buccaneer Palm Road, Kissimmee, United States Show map

During the stay at Dog-Friendly Home With Private Pool, High-Speed Wifi, Central Ac, & Washer/Dryer Kissimmee, guests can indulge in diving, mini golf, and ping pong or visit Avatar Flight of Passage… More

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4 Mi To Disney! Family Townhome W/ Pool Access

5318 Paradise Cay Cir Unit 1, Kissimmee, United States Show map

Hosting up to 4 guests, the 2-bedroom 4 Mi To Disney! Family Townhome W/ Pool Access Kissimmee villa offers a convenient location approximately 25 minutes on foot from sports attractions such as the… More

From US$ 118 Book Now

6Br Luxury Home - Private Pool Hot Tub And Bbq

Marcello Boulevard 358, Kissimmee, United States Show map

Offering a location around 7 km from Old Town Shopping Mall, 6Br Luxury Home - Private Pool Hot Tub And Bbq Kissimmee gives access to various tourist spots in the area. More

From US$ 399 Book Now

Amazing Resort, Private Pool!

9163 Sommerset Hills Drive, Kissimmee, United States Show map

The 6-bedroom Amazing Resort, Private Pool! Kissimmee villa is located around 5 km from Rum Run and provides a Jacuzzi. This accommodation hosts up to 16 guests and provides them with private car… More

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Livin In Paradise Cottage With Private Hot Tub Near Disney With Margaritaville Resort & Island H2O Access - 8076Dr

8076 Dreamsicle Drive, Kissimmee, United States Show map

The 2-bedroom Livin In Paradise Cottage With Private Hot Tub Near Disney With Margaritaville Resort & Island H2O Access - 8076Dr Kissimmee is located a mere 6 minutes' stroll from Splendid China and… More

From US$ 363 Book Now

4 Bedrooms 3 Bathrooms Venetian Bay 4014-101Sm

4014 Santa Maria Drive Unit 101, Kissimmee, United States Show map

The 2-room 4 Bedrooms 3 Bathrooms Venetian Bay 4014-101Sm Kissimmee villa is located within 10 minutes' drive of the Grassy Kissimmee Lakefront Waterfront Park, giving access to various tourist spots… More

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Paradise Found - Sensational 6 Bed Home W/Peloton

1708 Lima Avenue, Kissimmee, United States Show map

During the stay at Paradise Found - Sensational 6 Bed Home W/Peloton Kissimmee, guests can indulge in bike riding or visit Highgate Park Boulevard, located a 10-minute drive away. The 6-bedroom villa… More

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7Br House With Pool Near Disney Area

9128 Driftwood Path, Kissimmee, Fl 34741, Usa, Kissimmee, United States Show map

Featuring a swimming pool, 7Br House With Pool Near Disney Area Kissimmee villa is suitable for up to 14 people and is located a 25-minute stroll from Northeast Regional City Park. More

From US$ 898 Book Now

Tvpm-5005Wasl

5005 Windermere Avenue, Kissimmee, United States Show map

Offering an aqua park and spa therapy for guests' leisure, Tvpm-5005Wasl Villa Kissimmee is situated a 10-minute drive from Medieval Times Dinner & Tournament. Located 3.8 km from Old Town Shopping… More

From US$ 336 Book Now

Astounding Townhouse 20Min Disney With Private Pool And Free Resort Amenities

Simile Street 2933, Kissimmee, United States Show map

Staying at Astounding Townhouse 20Min Disney With Private Pool And Free Resort Amenities Kissimmee villa, guests can easily reach Medieval Times Dinner & Tournament, located approximately a 10-minute… More

From US$ 312 Book Now

Magical Lake View Escape

7762 Linkside Loop, Kissimmee, United States Show map

Featuring an outdoor swimming pool for guests' relaxation, the 4-bedroom Magical Lake View Escape Kissimmee villa is located within a 5-km distance of Mystic Dunes Golf Club. More

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Blue Crush | House In Kissimmee With Pool, Hot Tub, And Tennis Access

2723 N Poinciana Blvd, Kissimmee, United States Show map

The 3-bedroom Blue Crush | House In Kissimmee With Pool, Hot Tub, And Tennis Access villa is located around 10 minutes' drive from the open-air mall "Lake Buena Vista Factory Stores" and provides a… More

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8954-Family Fun 3Br 10Min From Walt Disney World

8954 Silver Place, Kissimmee, United States Show map

Located about a 10-minute drive from The Legends Golf Course, the 3-bedroom 8954-Family Fun 3Br 10Min From Walt Disney World Kissimmee villa offers fitness classes, as well as a fitness room for… More

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Promo: 3Br Family Villa With Resort Amenities! - By Blue Sky Villas

Crystal Cove Loop, Kissimmee, United States Show map

Along with proximity to Emerald Island Boulevard, located only 5 minutes' stroll away, Promo: 3Br Family Villa With Resort Amenities! - By Blue Sky Villas Kissimmee provides access to a fitness… More

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Rd737M Fairway North Shore

737 Desert Mountain Court, Kissimmee, United States Show map

Located 2.3 km from Indian Ridge, Rd737M Fairway North Shore Kissimmee villa gives access to various tourist sites in the vicinity. The 4-bedroom holiday home hosts up to 8 guests and provides them… More

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Charming 3Br Townhome In Kissimmee, Perfect For Family Getaways!

2743 Sun Key Place, Kissimmee, United States Show map

Situated around a 5-minute walk from Emerald Island Boulevard, the 1-bedroom Charming 3Br Townhome In Kissimmee, Perfect For Family Getaways! villa is ideal for up to 6 guests. Located 2.5 km from… More

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Colorful Home With Pool, Patio, Kitchen, Washer/Dryer, & Game Room

211 Las Fuentes Drive, Kissimmee, United States Show map

The 6-bedroom Colorful Home With Pool, Patio, Kitchen, Washer/Dryer, & Game Room Kissimmee is located within a 7-km distance of Old Town Shopping Mall and provides a Jacuzzi. With a maximum capacity… More

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New Paradise Splash Villa

Majorca Drive, Kissimmee, United States Show map

Located approximately a 10-minute ride from Mystic Dunes Golf Club, the 4-bedroom New Paradise Splash Villa Kissimmee has an outdoor swimming pool and is ideal for up to 10 guests. Located in the… More

From US$ 249 Book Now

Private Heated Pool Resort Access Pool Table Oasis

2950 Buccaneer Palm Rd, Kissimmee, Fl 34747, Usa, Kissimmee, United States Show map

Situated around 5 minutes' walk from Paradise Palms Boulevard, Private Heated Pool Resort Access Pool Table Oasis Kissimmee villa offers easy access to numerous tourist spots in the area. Nestled in… More

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The Hub Townhome With Three Private Suites

8755 Zen Drive, Kissimmee, United States Show map

The Hub Townhome With Three Private Suites Kissimmee villa offers proximity to nearby tourist spots, such as the 145 - foot Tree of Life Sculpture, situated 4.9 km away. More

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Special Offer Near Disney - Free Waterpark 2857

2857 Simile Street, Kissimmee, United States Show map

Offering a Jacuzzi for a relaxing experience, Special Offer Near Disney - Free Waterpark 2857 Kissimmee villa is located 25 minutes' walk from the adventure-themed Congo River Golf. Providing guests… More

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Stunning 9Br Themed Villa Immersive Experience

9048 Sommerset Hills Dr, Kissimmee, United States Show map

Stunning 9Br Themed Villa Immersive Experience Kissimmee offers easy access to such tourist spots as ChampionsGate Country Club Golf, located merely a 6-minute walk away. More

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2 Bed Toscana Resort Orlando

1301 Tuscan Terrace, Kissimmee, United States Show map

Situated approximately 20 minutes' walk from Publix Super Market at Champions Gate Village, the 2-bedroom 2 Bed Toscana Resort Orlando Kissimmee villa provides fitness classes, as well as a fitness… More

From US$ 172 Book Now

Cypress Palms- 2 Bedroom-Apartment With Resort Access

5324 Fairfield Lake Drive, Kissimmee, United States Show map

Situated in the Celebration district, around a 25-minute walk from Fun Spot America Kissimmee Amusement Park, the 2-bedroom Cypress Palms- 2 Bedroom-Apartment With Resort Access Kissimmee villa comes… More

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3Br Townhouse With Game Room Near Disney

5374 Diplomat Ct, Unit 102, Kissimmee, United States Show map

With the capacity to host 6 guests, the 3-bedroom 3Br Townhouse With Game Room Near Disney Kissimmee villa is located merely 1.1 km from such significant cultural landmarks as Museum of Military… More

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8894Lr Luxury

8894 Cabot Cliffs Drive, Kissimmee, United States Show map

Offering an aqua park and a golf course for guests' leisure, the 7-bedroom 8894Lr Luxury Villa Kissimmee is situated 3.4 km from Highlands Reserve Boulevard. Suitable for up to 12 people, this villa… More

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New Seven Eagles Hideaway At Reunion Resort

1310 Seven Eagles Court, Kissimmee, United States Show map

Up to 2 guests can stay at the 1-bedroom New Seven Eagles Hideaway At Reunion Resort Kissimmee villa and enjoy Reunion Resort the palmer course, located about a 5-minute walk away. Located 2.3 km… More

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Family 4Br Pool Near Disney

1046 Lake Berkley Drive, Kissimmee, United States Show map

Located within 25 minutes' walk of the working Kissimmee Air Museum, the 4-bedroom Family 4Br Pool Near Disney Kissimmee villa boasts a swimming pool with a Jacuzzi. Featuring lake views, this… More

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Gorgeous 4 Bedroom W/ Pool Close To Disney 920

920 Marcello Boulevard, Kissimmee, United States Show map

Staying at Gorgeous 4 Bedroom W/ Pool Close To Disney 920 Kissimmee villa, guests can easily reach Kissimmee Oaks Golf Course, located approximately 6 km away. More

From US$ 260 Book Now

Reunion Resort - Brand New Condo - 6 Guests

7770 Sandy Ridge Drive , Unit 140, Bldg. 33, Kissimmee, United States Show map

Situated 9 minutes' walk from Reunion Resort Water Park, Reunion Resort - Brand New Condo - 6 Guests Kissimmee villa offers guests to relax by an outdoor swimming pool. Located 3.4 km from… More

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Saltwater Pool Private Pool Luxury Home! Home

1893 Nice Court, Kissimmee, United States Show map

Situated within a 3-km distance of Northeast Regional City Park, the 6-bedroom Saltwater Pool Private Pool Luxury Home! Home Kissimmee is suitable for 14 guests and provides a heated pool for… More

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Promo Lovely 3 Bedroom Villa, Resort Access - By Blue Sky Villas

Crystal Cove Loop, Kissimmee, United States Show map

Located around 10 minutes' drive from the zoological Disney's Animal Kingdom Theme Park, Promo Lovely 3 Bedroom Villa, Resort Access - By Blue Sky Villas Kissimmee provides access to various tourist… More

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Fabulous 5Br Townhome Pet Friendly - Private Pool - Windsor Island

8822 Geneve Ct, Kissimmee, United States Show map

Situated 3.7 km from Emerald Island Boulevard, the 5-bedroom Fabulous 5Br Townhome Pet Friendly - Private Pool - Windsor Island Kissimmee villa offers guests to enjoy an aqua park and a golf course. More

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Flash 20 Off Stunning Orlando Townhouse With Pvt Pool 206Cg

206 Ocean Course Avenue, Kissimmee, United States Show map

Situated 3.8 km from Tuscan Hills Boulevard, Flash 20 Off Stunning Orlando Townhouse With Pvt Pool 206Cg Kissimmee villa entices guests to explore various tourist attractions in the area. This 4… More

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Paradise Palms Resort

8975 Majesty Palm Road, Kissimmee, United States Show map

Paradise Palms Resort Kissimmee villa, located a 5-minute walk from Paradise Palms Boulevard, can host up to 8 guests. Offering parking as well as Wi-Fi, the 1-bedroom holiday home is situated in the… More

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Steps To Storey Lake Clubhouse | Private Pool & Spa | Game Room

4843 Kings Castle Circle,, Kissimmee, United States Show map

Offering guests to unwind in a Jacuzzi, Steps To Storey Lake Clubhouse | Private Pool & Spa | Game Room Kissimmee villa is located a 20-minute walk from the miniature Congo River Golf. The 6-bedroom… More

From US$ 502 Book Now

Red Inspired Disney Area Condo 2Br W Resort Pool

2204 Key W Ct 625 Kissimmee, Fl 34741, Kissimmee, United States Show map

Located within 10 minutes' drive of Wat Florida Dhammaram Buddhist Monastery, Red Inspired Disney Area Condo 2Br W Resort Pool Kissimmee villa provides access to various tourist attractions in the… More

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6 Bedrooms 5 Bathrooms Champions Gate 590 Ss

590 Sticks Street, Kissimmee, United States Show map

Featuring a heated pool, the 6-bedroom 6 Bedrooms 5 Bathrooms Champions Gate 590 Ss Kissimmee villa is suitable for up to 14 people and is located 4.9 km from Northeast Regional City Park. More

From US$ 852 Book Now

3005Pb Townhouse 5 Bedrooms & 4 Bathrooms + Pool

3005 Penelope Loop, Kissimmee, United States Show map

Located 3.1 km from Fantasy Surf, the 5-bedroom 3005Pb Townhouse 5 Bedrooms & 4 Bathrooms + Pool Kissimmee villa has an outdoor swimming pool and is ideal for up to 12 guests. More

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Family Retreat. Champions Gate Resort

547 Ocean Course Ave, Kissimmee, Fl 34747, Kissimmee, United States Show map

During the stay at Family Retreat. Champions Gate Resort Kissimmee villa, guests can indulge in a Jacuzzi or visit Rum Run, located 4.3 km away. Located a 10-minute ride from Orlando Tree Trek… More

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The Gathering Spot

7464 Gathering Drive, Kissimmee, United States Show map

Located 3.3 km from Indian Ridge, The Gathering Spot Kissimmee villa gives access to various tourist sites in the vicinity. More

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Doppio Villa Near Parks Private Pool & Game Room

9062 Hayman Lane, Kissimmee, United States Show map

Offering a location approximately 10 minutes by car from The Legends Golf Course, Doppio Villa Near Parks Private Pool & Game Room Kissimmee gives access to various tourist spots in the area. Located… More

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Tuscana Resort 3 Bedroom Condo Clubhouse Access 8 Miles To Disney

8010 Tuscany Way #3308, Kissimmee, United States Show map

Tuscana Resort 3 Bedroom Condo Clubhouse Access 8 Miles To Disney Kissimmee villa offers proximity to nearby tourist spots, such as Watson Golf Course, situated around 25 minutes' walk away. With a… More

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4774 - 7Br W Pool 10Min Disney 2 Water Parks

4774 Kings Castle Circle, Kissimmee, United States Show map

Offering a Jacuzzi for a relaxing experience, 4774 - 7Br W Pool 10Min Disney 2 Water Parks Kissimmee villa is located 5 minutes' drive from the adventure-themed Congo River Golf. Providing guests… More

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Storey Lake Peaceful Townhome With Private Pool

3175 Pequod Place, Kissimmee, United States Show map

The 4-bedroom Storey Lake Peaceful Townhome With Private Pool Kissimmee villa hosts up to 8 guests and is nestled approximately a 15-minute ride from natural sites such as Disney's Typhoon Lagoon… More

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Disney Magic Championsgate Resort House 15 Min From Disney World, With Club House, 7 Pools And Water Park

1027 Splash Shot Place, Kissimmee, United States Show map

Situated 10 minutes by car from ChampionsGate Golf Club, Disney Magic Championsgate Resort House 15 Min From Disney World, With Club House, 7 Pools And Water Park Kissimmee villa provides access to… More

From US$ 261 Book Now

Champions Retreat

8898 Cabot Cliffs Dr, Kissimmee, United States Show map

Situated a 10-minute ride from Highlands Reserve GC, Champions Retreat Villa Kissimmee entices guests to explore various tourist attractions in the area. More

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