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2026-11-07
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Holiday Homes in Kissimmee

Disney Dream Home Prime Location Private Pool

Windermere Avenue 5023, Kissimmee, United States Show map

Featuring an outdoor swimming pool, the 5-bedroom Disney Dream Home Prime Location Private Pool Kissimmee is suitable for up to 11 people and is located 3.8 km from Local amusement Theme Park. More

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Superhost Pool Spa Arcade Games - Adventure Villa

780 Sticks Street, Kissimmee, United States Show map

The 5-bedroom Superhost Pool Spa Arcade Games - Adventure Villa Kissimmee entices active guests with access to a fitness studio and is located approximately a 10-minute ride from Tuscan Hills… More

From US$ 151 Book Now

Stunning 4Bd Close To Disney At Storey Lake Resort 2569

Reading Trail 2659, Kissimmee, United States Show map

The 4-bedroom Stunning 4Bd Close To Disney At Storey Lake Resort 2569 Kissimmee villa boasts a convenient location around a 10-minute ride from the family-friendly Kissimmee Go-Karts and provides… More

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Luxury And Sophisticated 15 Bedroom Ensuite

3860 Sonoma Blvd, Kissimmee, United States Show map

Featuring a heated pool, the 15-bedroom Luxury And Sophisticated 15 Bedroom Ensuite Kissimmee villa is suitable for up to 33 people and is located around 25 minutes' walk from Shingle Creek Regional… More

From US$ 1017 Book Now

3157 Yl - Encantada Serenity Retreat Elegant Villa Close To Disney

3157 Yellow Lantana Ln, Kissimmee, United States Show map

Located about a 10-minute ride from Mighty Jungle Golf, the 3-bedroom 3157 Yl - Encantada Serenity Retreat Elegant Villa Close To Disney Kissimmee boasts a swimming pool with a Jacuzzi and an indoor… More

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4337 Qs - Charming Hideaway

4337 Quote Street, Kissimmee, United States Show map

Located approximately a 10-minute ride from Capone's Dinner and Show, the 4-bedroom 4337 Qs - Charming Hideaway Villa Kissimmee boasts an outdoor swimming pool with a Jacuzzi. Featuring pool views… More

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339Oca - The Pixar Palace

339 Ocean Course Ave, Kissimmee, Fl 34747, Usa, Kissimmee, United States Show map

The 9-bedroom 339Oca - The Pixar Palace Kissimmee villa entices active guests with access to a fitness studio and is located around a 10-minute ride from Northeast Regional City Park. Offering a… More

From US$ 868 Book Now

Spacious Reunion Retreat Near Disney Attractions

1407 Fairview Circle, Kissimmee, United States Show map

The 5-bedroom Spacious Reunion Retreat Near Disney Attractions Kissimmee villa entices active guests with access to a fitness area and is located nearly a 10-minute ride from Champions Gate Downtown… More

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Coco Dreams Studio Near Disney

5245 West Irlo Bronson Memorial Highway, Kissimmee, United States Show map

Featuring a swimming pool, Coco Dreams Studio Near Disney Kissimmee villa is suitable for up to 4 people and is located about 25 minutes' walk from Fun Spot America Kissimmee Amusement Park. More

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Storeybook Escape - Sleeps 11

2755 Oxymoron Wy, Kissimmee, United States Show map

The 5-bedroom Storeybook Escape - Sleeps 11 Kissimmee villa entices active guests with access to a fitness studio and is located within a 6-km distance of Fun Spot America Kissimmee Amusement Park. More

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Spacious 8Br Family Villa With Pool, Game Room & Bbq, Kissimmee, Near Disney!

1941 Nice Court, Kissimmee, United States Show map

The 8-bedroom Spacious 8Br Family Villa With Pool, Game Room & Bbq, Kissimmee, Near Disney! is located about 10 minutes' drive from Indian Ridge and provides a Jacuzzi. The accommodation boasts an… More

From US$ 514 Book Now

4Br Townhouse With Pool Near Disney

5122 Crown Haven Dr, Kissimmee, Fl 34746, Eua, Kissimmee, United States Show map

The 4-bedroom 4Br Townhouse With Pool Near Disney Kissimmee villa is nestled approximately 25 minutes' walk from Capone's Dinner and Show and provides a Jacuzzi. Offering a swimming pool, this… More

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South Facing Pool With Spa And A Game Room In Prime Location Near Disney

1125 Seasons Boulevard, Kissimmee, United States Show map

Featuring a heated pool, the 4-bedroom South Facing Pool With Spa And A Game Room In Prime Location Near Disney Kissimmee villa is suitable for up to 8 people and is located 3.2 km from the miniature… More

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6 Bedrooms 5 Bathrooms Champions 1097 Ls

1097 Leader Street, Kissimmee, United States Show map

Featuring a swimming pool, 6 Bedrooms 5 Bathrooms Champions 1097 Ls Kissimmee villa is suitable for up to 16 people and is located 4.7 km from Tuscan Hills Boulevard. More

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Luxury 6 Bedroom House In Reunion Resort

364 Muirfield Loop, Kissimmee, United States Show map

During the stay at the 6-bedroom Luxury 6 Bedroom House In Reunion Resort Kissimmee villa, guests can indulge in billiard or visit Indian Ridge, located 3.6 km away. Featuring a hot tub, the holiday… More

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Villa Casa Blanca With Private Pool

8616 Cavendish Dr, Kissimmee, United States Show map

Nestled a 10-minute ride from Highlands Reserve GC, Villa Casa Blanca With Private Pool Kissimmee entices guests to explore various tourist destinations nearby. More

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One Level Disney Pool Home, Game Room, Pets Ok

504 Ella Mae Drive, Kissimmee, United States Show map

Nestled a 10-minute drive from West Gate Flea Market, One Level Disney Pool Home, Game Room, Pets Ok Kissimmee entices guests to explore various tourist destinations nearby. Offering a convenient… More

From US$ 191 Book Now

Gorgeous Place Minutes Away From Attractions

5005 Laguna Bay Circle, Kissimmee, United States Show map

Gorgeous Place Minutes Away From Attractions Kissimmee villa can host up to 6 guests, boasting a convenient location 3.5 km from iconic cultural attractions such as Osceola County Welcome Center and… More

From US$ 207 Book Now

Family Friendly Relax Villa

611 Fairmont Pl, Kissimmee, United States Show map

Situated 1.1 km from Osceola County Stadium, the 4-bedroom Family Friendly Relax Villa Kissimmee offers guests to enjoy an aqua park and a golf course. Featuring a hot tub, this holiday home is… More

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Updated 2Br Modern Ground Floor Condo In Bahama Bay

New Providence Promenade 501, Kissimmee, United States Show map

The 2-bedroom Updated 2Br Modern Ground Floor Condo In Bahama Bay Kissimmee villa is located just 10 minutes' walk from Rum Run and provides a swimming pool, ensuring a relaxing stay. Suitable for up… More

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Magnificient 4Bd W Pool @ Storey Lake Resort 2648

2648 Reading Trail, Kissimmee, United States Show map

Featuring an outdoor swimming pool, Magnificient 4Bd W Pool @ Storey Lake Resort 2648 Kissimmee villa is suitable for up to 10 people and is located nearly a 25-minute walk from Medieval Times Dinner… More

From US$ 477 Book Now

Gorgeous 4Bd With Pool And Waterpark At Storey Lake 4836M

Memories Lane 4836, Kissimmee, United States Show map

Featuring an outdoor swimming pool, the 4-bedroom Gorgeous 4Bd With Pool And Waterpark At Storey Lake 4836M Kissimmee villa is suitable for up to 8 people and is located 3.8 km from Fun Spot America… More

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10 Minutes To Disney Pool Home *Renovated*

3120 Bear Path, Kissimmee, United States Show map

Situated 7 km from the film-centric theme park "Disney's Hollywood Studios", 10 Minutes To Disney Pool Home *Renovated* Kissimmee is suitable for 6 guests and provides a heated pool for additional… More

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8953 Candy Palm Road

8953 Candy Palm Road, Kissimmee, United States Show map

The 4-bedroom 8953 Candy Palm Road Kissimmee villa provides easy access to various city attractions, such as Paradise Palms Boulevard, situated about a 5-minute walk away. This accommodation hosts up… More

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5 Bedrooms 4 Bathrooms Storey Lake 4814 Rc

4814 Romeo Circle, Kissimmee, United States Show map

The 5-bedroom 5 Bedrooms 4 Bathrooms Storey Lake 4814 Rc Kissimmee villa hosts up to 13 guests and is nestled within a 6-km distance of natural sites such as Disney's Typhoon Lagoon Water Park. More

From US$ 816 Book Now

212Ba Townhouse 4 Beds & 3 Baths With Private Pool

212 Ocean Course Ave, Kissimmee, United States Show map

Featuring a heated pool, the 4-bedroom 212Ba Townhouse 4 Beds & 3 Baths With Private Pool Villa Kissimmee is suitable for up to 13 people and is located within a 5-km distance of Indian Ridge. This… More

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8 Bd 5 Ba Champions Gate 453 Oc

453 Ocean Course Avenue, Kissimmee, United States Show map

Featuring a heated pool, 8 Bd 5 Ba Champions Gate 453 Oc Villa Kissimmee is suitable for up to 22 people and is located 4.9 km from Indian Ridge. More

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10 Mi To Disney: Home W/ Game Room & Lanai!

101 Las Fuentes Dr, Kissimmee, United States Show map

Located nearly a 5-minute walk from lake berkley, the 4-bedroom 10 Mi To Disney: Home W/ Game Room & Lanai! Kissimmee offers quick access to various city attractions in the vicinity. Staying at this… More

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Water View + Walk To Clubhouse | Private Pool | 3 King Beds | Near Disney

3025 Beach Palm Avenue, Kissimmee, United States Show map

Hosting up to 12 guests, the 5-bedroom Water View + Walk To Clubhouse | Private Pool | 3 King Beds | Near Disney Kissimmee villa is located in a residential area, 3.9 km from Rum Run. Offering… More

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Townhome 7 Mi To Disney Parks: Resort Pool Access!

4717 Flagler Beach Way, Kissimmee, United States Show map

The 3-bedroom Townhome 7 Mi To Disney Parks: Resort Pool Access! Kissimmee villa is located within 6 km of Old Town Shopping Mall and provides a Jacuzzi. This welcoming holiday home can host up to 6… More

From US$ 121 Book Now

Upstay Resort Villa - Pool, Hot Tub, Sleeps 27

2420 Rama Drive, Kissimmee, United States Show map

Featuring an outdoor swimming pool, Upstay Resort Villa - Pool, Hot Tub, Sleeps 27 Kissimmee is suitable for up to 27 people and is located a 25-minute walk from Give Kids The World Village Resort. More

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Cozy Single House Near Disney Veranda Resort

4435 Shiva Loop, Kissimmee, United States Show map

With a maximum capacity of 21 guests, the 7-bedroom Cozy Single House Near Disney Veranda Resort Kissimmee villa provides them with a swimming pool and access to such wellness attractions as Give… More

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Luxury 9 Bd 5 Bath Private Pool Spa 193

8858 Cabot Cliffs Drive, Kissimmee, United States Show map

The 9-bedroom Luxury 9 Bd 5 Bath Private Pool Spa 193 Kissimmee villa offers proximity to nearby tourist spots, such as ChampionsGate Golf Club, situated approximately 10 minutes away by car. More

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South Facing Pool, Close To Attractions, Remodeled

4444 Great Harbor Lane, Kissimmee, United States Show map

During the stay at the 4-bedroom South Facing Pool, Close To Attractions, Remodeled Kissimmee villa, guests can indulge in a Jacuzzi and an indoor pool or visit Medieval Times Dinner & Tournament… More

From US$ 270 Book Now

Emerald Island Resort Oasis: Your Perfect Getaway Near Disney

8460 Crystal Cove Loop Kissimmee, Fm 34747, Kissimmee, United States Show map

Situated right near Emerald Island Boulevard, the 3-bedroom Emerald Island Resort Oasis: Your Perfect Getaway Near Disney Kissimmee villa entices guests with windsurfing, snorkelling, and bowling in… More

From US$ 160 Book Now

Gorgeous 3Bd 8 Guests @Storey Lake Resort Close To Disney 101 3191

3191 Paradox Circle, Kissimmee, United States Show map

Staying at the 3-bedroom Gorgeous 3Bd 8 Guests @Storey Lake Resort Close To Disney 101 3191 Kissimmee villa, guests can visit Museum of Military History, which is nearly a 25-minute walk away. More

From US$ 192 Book Now

Disney 9Mi, Waterpark Incl., Pool Heater, Pets

8910 Zurich Lane, Kissimmee, United States Show map

Located approximately 25 minutes' walk from Northeast Regional City Park, the 5-bedroom Disney 9Mi, Waterpark Incl., Pool Heater, Pets Kissimmee villa provides access to various tourist attractions… More

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Villa Private Pool/Spa Close To Disney Free Grill!

7418 Soiree Way, Kissimmee, Fl 34747, Usa, Kissimmee, United States Show map

The 5-bedroom Villa Private Pool/Spa Close To Disney Free Grill! Kissimmee is located in the immediate vicinity of Watson Golf Course and provides guests with an aqua park, a patio, and a golf course… More

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10 Miles To Disney, Private Pool, Waterpark, Themed

8952 Adriatico Lane, Kissimmee, United States Show map

Situated nearly a 25-minute walk from Northeast Regional City Park, the 5-bedroom 10 Miles To Disney, Private Pool, Waterpark, Themed Kissimmee villa entices guests to enjoy lawn tennis in the area. More

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1010 Ss - Modern Comfort Oasis

1010 Splash Shot Pl, Kissimmee, United States Show map

The 5-bedroom 1010 Ss - Modern Comfort Oasis Kissimmee villa is located around 10 minutes' drive from Tuscan Hills Boulevard and provides mini golf for active guests. Offering a Jacuzzi, this… More

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4 Bd 3 Ba Terra Verde 4761 Ob

4761 Ormond Beach Way, Kissimmee, United States Show map

Located about 25 minutes' walk from Osceola County Welcome Center and History Museum, 4 Bd 3 Ba Terra Verde 4761 Ob Kissimmee villa has a heated pool and is ideal for up to 8 guests. More

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Storey Lake Resort | Private Pool, Spa, Game Room & Disney

4723 Sleepy Hollow Drive, Kissimmee, United States Show map

Storey Lake Resort | Private Pool, Spa, Game Room & Disney Kissimmee villa, located in the immediate vicinity of Lennar at Storey Lake, entices guests with a swimming pool as well as a hot tub to… More

From US$ 282 Book Now

Comfy Themed Home Private Pool Prime Location

Kingsbarn Street 1120, Kissimmee, United States Show map

The 4-bedroom Comfy Themed Home Private Pool Prime Location Kissimmee entices active guests with access to a sports complex and is located nearly a 10-minute ride from Highlands Reserve Boulevard. More

From US$ 469 Book Now

New Villa At Reunion - Resort Pools - Near Disney

7725 Somersworth Drive, Kissimmee, United States Show map

The 4-bedroom New Villa At Reunion - Resort Pools - Near Disney Kissimmee is located within 6 km of Reunion Resort Water Park and provides cycling for active guests. This Kissimmee villa boasts an… More

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Lakeview Family Haven In Kissimmee - Pool & Scenic Views

2914 Sunset Retreat Court, Kissimmee, United States Show map

Situated nearly a 10-minute drive from Avatar Flight of Passage Tourist Information Center, the 4-bedroom Lakeview Family Haven In Kissimmee - Pool & Scenic Views apartment also boasts easy access to… More

From US$ 209 Book Now

15 Min To Disney | Pool & Spa | Emerald Island

2602 Isla Bonita Court, Kissimmee, United States Show map

Situated within a 6-km distance of the 145 - foot Tree of Life Sculpture, the 7-bedroom 15 Min To Disney | Pool & Spa | Emerald Island Kissimmee villa entices guests with a Jacuzzi, ensuring a more… More

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670 Drop Shot Drive

670 Drop Shot Drirve, Kissimmee, United States Show map

Featuring an outdoor swimming pool, the 9-bedroom 670 Drop Shot Drive Villa Kissimmee is suitable for up to 22 people and is located 4.2 km from Tuscan Hills Boulevard. Providing guests with Wi-Fi… More

From US$ 454 Book Now

Storey Lake Resort, Private Pool, And Much More!!

2793 Bookmark Dr, Kissimmee, United States Show map

Located around 25 minutes' walk from Fantasy Surf, the 7-bedroom Storey Lake Resort, Private Pool, And Much More!! Kissimmee villa offers a games room for guests' entertainment. Offering an outdoor… More

From US$ 280 Book Now

3191 Paradox Circle 202

3191 Paradox Circle #202, Kissimmee, United States Show map

Up to 5 guests can stay at 3191 Paradox Circle 202 Kissimmee villa and enjoy Lennar at Storey Lake, located about 500 metres away. This 2-bedroom holiday home features opportunities for surfing, mini… More

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3204 Gl - Serene Lucaya Oasis Retreat

3204 Gold Ln, Kissimmee, United States Show map

Featuring an outdoor swimming pool, 3204 Gl - Serene Lucaya Oasis Retreat Kissimmee villa is suitable for up to 8 people and is located a 15-minute ride from Avatar Flight of Passage Tourist… More

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