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2026-11-07
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Holiday Homes in Kissimmee

9 Bd 5 Ba Storey Lake 2854 Bd

2854 Bookmark Drive, Kissimmee, United States Show map

Featuring a heated pool, the 9-bedroom 9 Bd 5 Ba Storey Lake 2854 Bd Kissimmee villa is suitable for up to 22 people and is located within 10 minutes' drive of Give Kids The World Village Resort. More

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Tranquility! Private Gated Estate! Boats, Rvs Ok! Has Separate Apt, Fishing, Hiking, Low Rates!

4210 Poplar Way, Kissimmee, United States Show map

The 4-bedroom Tranquility! Private Gated Estate! Boats, Rvs Ok! Has Separate Apt, Fishing, Hiking, Low Rates! Kissimmee villa boasts a hot tub and is about a 10-minute ride from entertainment sites… More

From US$ 221 Book Now

Cozy Kissimmee Hideaway

1129 Park Ridge Circle, Kissimmee, United States Show map

Cozy Kissimmee Hideaway Villa provides a sunbathing terrace, a picnic area, and a play area for guests' leisure, and is 16 minutes' walk from Medieval Times Dinner & Tournament. The holiday home… More

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Luxury 2Bd 2 Bath Condo Home 221

637 Ocean Course Av, Kissimmee, United States Show map

Featuring a heated pool, the 2-bedroom Luxury 2Bd 2 Bath Condo Home 221 Kissimmee is suitable for up to 4 people and is located 4.9 km from Orlando Tree Trek Adventure Amusement Park Zip Line. More

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8503Skd - The Minion Mansion

8503 Sunrise Key Dr, Kissimmee, Fl 34747, Usa, Kissimmee, United States Show map

During the stay at 8503Skd - The Minion Mansion Villa Kissimmee, guests can indulge in a Jacuzzi or visit the 145 - foot Tree of Life Sculpture, located 4.8 km away. The 6-bedroom holiday home… More

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9 Bd 8 Ba Veranda Palms 2596 Sd

2596 Shanti Drive, Kissimmee, United States Show map

9 Bd 8 Ba Veranda Palms 2596 Sd Kissimmee villa is located 25 minutes' walk from Osceola County Welcome Center and History Museum and provides a swimming pool, ensuring a relaxing stay. The 3-bedroom… More

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3Br Resort Pool Jacuzzi Minutes To Disney 4730

4730 Terra Esmeralda Drive, Kissimmee, United States Show map

Along with an outdoor swimming pool, the 3-bedroom 3Br Resort Pool Jacuzzi Minutes To Disney 4730 Kissimmee villa boasts a convenient location nearly 25 minutes' walk from the nonprofit Give Kids The… More

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Timeless Magic At Bahama Bay

409 Rum Run, Kissimmee, United States Show map

Offering a Jacuzzi for a relaxing experience, Timeless Magic At Bahama Bay Villa Kissimmee is located a 25-minute walk from Highgate Park Boulevard. The 3-bedroom villa features opportunities for… More

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Cozy 5 Bed Home With Private Pool Champions Gate

8967 Cabot Cliffs Dr, Kissimmee, United States Show map

The 5-bedroom Cozy 5 Bed Home With Private Pool Champions Gate Kissimmee is located approximately 10 minutes' drive from Indian Ridge and provides a Jacuzzi and an indoor pool. With a maximum… More

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Family 4Br Home With Pool Near Disney

750 Las Fuentes Drive, Kissimmee, United States Show map

Featuring a swimming pool, Family 4Br Home With Pool Near Disney Kissimmee is suitable for up to 10 people and is located 6 km from Old Town Shopping Mall. Providing guests with Wi-Fi and a car park,… More

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3083 Storey Lake 4Br Townhome With Private Pool

3083 Tom Sawyer Drive, Kissimmee, United States Show map

Situated 3.8 km from Local amusement Theme Park, 3083 Storey Lake 4Br Townhome With Private Pool Kissimmee villa is suitable for 12 guests and provides a swimming pool for additional relaxation. More

From US$ 230 Book Now

Themed 8Br Home W Pool Game Room Cinema

2411 Luxor Dr, Kissimmee, United States Show map

Themed 8Br Home W Pool Game Room Cinema Kissimmee is located in the West Kissimmee district, 3.3 km from Highgate Park Boulevard and features a swimming pool as well as views of the lake. More

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Amazing 4Br Villa - Perfect Getaway

Splash Shot Place 954, Kissimmee, United States Show map

Featuring an outdoor swimming pool, the welcoming Amazing 4Br Villa - Perfect Getaway Kissimmee is located in an entertainment part of Kissimmee, a 10-minute drive from Rum Run. Providing guests with… More

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Sweet Retreat At Bella Vida

820 Las Fuentes Drive, Kissimmee, United States Show map

Staying at the 4-bedroom Sweet Retreat At Bella Vida Villa Kissimmee, guests can visit the miniature Pirates Island Adventure Golf, which is only 1.5 km away. The Kissimmee holiday home is suitable… More

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412 Oc - 5Br Home Bliss: Private Pool - Sleeps 12

412 Ocean Course Av, Kissimmee, United States Show map

Offering a Jacuzzi and an indoor pool, the 5-bedroom 412 Oc - 5Br Home Bliss: Private Pool - Sleeps 12 Kissimmee is located around a 25-minute walk from Tuscan Hills Boulevard. Offering a convenient… More

From US$ 204 Book Now

Epic 12 Bedroom Home With Private Pool

348 Marcello Boulevard, Kissimmee, United States Show map

Located 1.9 km from the themed Give Kids The World Village Resort, Epic 12 Bedroom Home With Private Pool Kissimmee has an outdoor swimming pool and is ideal for up to 24 guests. More

From US$ 1003 Book Now

Magic Escape Orlando

2213 Wyndham Palms Way, Kissimmee, United States Show map

Staying at the 1-bedroom Magic Escape Orlando Villa Kissimmee, guests can easily reach A World of Orchids, located approximately a 25-minute walk away. This Kissimmee holiday home hosts up to 8… More

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Upstay Modern Home Near Disney With Pool

8978 Amelia Downs Trail, Kissimmee, United States Show map

Upstay Modern Home Near Disney With Pool Kissimmee is located in the West Kissimmee district, a 15-minute ride from Indian Ridge and features a swimming pool as well as views of the city. More

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4 Bd 3 Ba West Lucaya 3200 Ol

3200 Oyster Lane, Kissimmee, United States Show map

4 Bd 3 Ba West Lucaya 3200 Ol Villa Kissimmee offers proximity to nearby tourist spots, such as Rum Run, situated 2.8 km away. Offering a convenient location in the West Kissimmee district, this 4… More

From US$ 616 Book Now

Villa Central Com Piscina Perto Da Disney

3137 Bear Path, Kissimmee, United States Show map

Featuring a swimming pool, Villa Central Com Piscina Perto Da Disney Kissimmee is suitable for up to 8 people and is located about 7 km from the film-centric theme park "Disney's Hollywood Studios". More

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Family-Friendly 6Br Villa Near Theme Park'S - Gated Resort Plus Private Pool

4501 Monado Drive, Kissimmee, United States Show map

Nestled about a 25-minute walk from Shingle Creek Regional Park, the 6-bedroom Summer Getaway In Fl - 6Br Home With Private Pool! Kissimmee is boasting an aqua park and a golf course for guests'… More

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Storey Lake 10Br Fire Pit Pool Hot Tub Game Evchrg

2816 Simile Street, Kissimmee, United States Show map

Nestled 3.5 km from the family-friendly Kissimmee Go-Karts, the 10-bedroom Storey Lake 10Br Fire Pit Pool Hot Tub Game Evchrg Kissimmee villa is boasting an aqua park and a sundeck for guests'… More

From US$ 1019 Book Now

Pet-Friendly Luxury Resort Condo Near Disney 339

8861 Cabot Cliffs Dr Unit 101, Kissimmee, United States Show map

The 2-bedroom Pet-Friendly Luxury Resort Condo Near Disney 339 Kissimmee villa can host up to 6 guests and is situated within a 5-km distance of family venues such as Orlando Tree Trek Adventure… More

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Spacious & Cozy Home- Near All Disney Parks

8207 Roseville Boulevard, Kissimmee, United States Show map

Located nearly 25 minutes' walk from Publix Super Market at Ovation, the 4-bedroom Spacious & Cozy Home- Near All Disney Parks Kissimmee boasts a heated pool with a Jacuzzi. Featuring garden views… More

From US$ 250 Book Now

Amazing 4Bdr House In Disney 20104

Lucayan Harbour Circle, Kissimmee, United States Show map

Situated in the Celebration district, around a 25-minute walk from Old Town Shopping Mall, the 4-bedroom Amazing 4Bdr House In Disney 20104 Kissimmee villa comes with an outdoor swimming pool for… More

From US$ 183 Book Now

Sandy Ridge Retreat Just Steps From The Splash Pad

7600 Sandy Ridge Drive, Kissimmee, United States Show map

The 3-bedroom Sandy Ridge Retreat Just Steps From The Splash Pad Kissimmee villa entices active guests with access to a fitness suite and is located only 1.1 km from Reunion Resort Water Park. More

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Charming 5Bd Townhome W Pool Near Disney 2014

2014 Majorca Dr, Kissimmee, United States Show map

Along with access to such natural sites as Northeast Regional City Park, 2.5 km away, the 5-bedroom Charming 5Bd Townhome W Pool Near Disney 2014 Kissimmee villa offers a swimming pool. Providing… More

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Florida Happynest Secluded Luxury Guesthouse

1586 Twelve Oaks Circle, Kissimmee, United States Show map

The 2-bedroom Florida Happynest Secluded Luxury Guesthouse Kissimmee villa is located approximately 25 minutes' walk from Spirit of the Swamp Airboat Rides and provides fisheries for active guests. More

From US$ 203 Book Now

Be Our Guest At Championsgate

1064 Leader Street, Kissimmee, United States Show map

The 5-bedroom Be Our Guest At Championsgate Villa Kissimmee entices active guests with access to a sports complex and is located approximately a 10-minute ride from Tuscan Hills Boulevard. Offering… More

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Great Home Mickey & Harry Potter Beds Top Spot

3153 Pequod Place, Kissimmee, United States Show map

Located within 4 km of Fun Spot America Kissimmee Amusement Park, the 4-bedroom Great Home Mickey & Harry Potter Beds Top Spot Kissimmee boasts an outdoor swimming pool with a Jacuzzi. This welcoming… More

From US$ 484 Book Now

Private Pool Villa, 3Mi To Disney With Game Room

2605 Oneida Loop, Kissimmee, United States Show map

Private Pool Villa, 3Mi To Disney With Game Room Kissimmee is located in the West Kissimmee district, 3 km from Mighty Jungle Golf and features an outdoor swimming pool as well as views of the garden… More

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Shvck3 - Coral Cay Resort #3 - 4 Bed 3 Baths Townhome

2424 Caravelle Cir, Kissimmee, United States Show map

Located just a 6-minute walk from Wat Florida Dhammaram Buddhist Monastery, the 4-bedroom Shvck3 - Coral Cay Resort #3 - 4 Bed 3 Baths Townhome Kissimmee villa entices guests to relax in a Jacuzzi. More

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5Br 4Ba Near Disney, Pool, Sauna, Pets Allowed

2546 Oneida Loop, Kissimmee, United States Show map

Located in the Windsor Palms district, 5Br 4Ba Near Disney, Pool, Sauna, Pets Allowed Kissimmee villa is 4.3 km from Avatar Flight of Passage Tourist Information Center and offers a Jacuzzi, a sauna,… More

From US$ 299 Book Now

Bahama Bay- 3 Bedroom Condo With Amenities

704 Lucaya Loop, Kissimmee, United States Show map

Situated just a 6-minute walk from Rum Run, the 3-bedroom Bahama Bay- 3 Bedroom Condo With Amenities Kissimmee villa offers a Jacuzzi and can accommodate up to 6 guests. The holiday home features… More

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Luxury 7 Bedroom 5 Bath Pool Home 207

721 Sticks Street, Kissimmee, United States Show map

Featuring an outdoor swimming pool for guests' relaxation, the 7-bedroom Luxury 7 Bedroom 5 Bath Pool Home 207 Kissimmee is located within a 3-km distance of Highlands Reserve Boulevard. More

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6Br Resort Villa Near Disney Private Pool 2584

2854 Shanti Drive, Kissimmee, United States Show map

The 6-bedroom 6Br Resort Villa Near Disney Private Pool 2584 Kissimmee is located 2.6 km from Give Kids The World Village Resort and provides a Jacuzzi. With a maximum capacity of 13 guests, the… More

From US$ 688 Book Now

Storey Lake Escape With Pool

4835 Dedication Street, Kissimmee, United States Show map

Situated 4.4 km from Museum of Military History, the 4-bedroom Storey Lake Escape With Pool Kissimmee villa offers guests to enjoy an aqua park and a patio. Located 10 minutes by car from Falcon's… More

From US$ 240 Book Now

3 Bd 2 Ba Cumbrian Lakes 4695 Cl

4695 Cumbrian Lakes Drive, Kissimmee, United States Show map

The 3-bedroom 3 Bd 2 Ba Cumbrian Lakes 4695 Cl Kissimmee villa is situated just 5 minutes' walk from cumbrian lakes, featuring such comforts as Wi-Fi and parking. Offering a convenient location in… More

From US$ 414 Book Now

6Br House Near Disney With Private Pool

2946 Banana Palm Dr, Kissimmee, Fl 34747, Usa, Kissimmee, United States Show map

Situated in the West Kissimmee district of Kissimmee, within 10 minutes' drive of Mighty Jungle Golf, the 6-bedroom 6Br House Near Disney With Private Pool Kissimmee villa comes with a swimming pool… More

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Adventurers Oasis - Private Pool

2944 Banana Palm, Kissimmee, United States Show map

Located in the West Kissimmee district of Kissimmee and within a 7-km distance of Disney's Blizzard Beach Water Park, the 5-bedroom Adventurers Oasis - Private Pool Villa Kissimmee provides guests… More

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New - Sleeps 21 - Champions Gate

511 Pebble Beach Drive, Kissimmee, United States Show map

Offering a Jacuzzi for a relaxing experience, New - Sleeps 21 - Champions Gate Villa Kissimmee is located 15 minutes by car from Northeast Regional City Park. The 9-bedroom villa features… More

From US$ 377 Book Now

5 Bedrooms 5 Bathrooms Champions Gate 571 Sb

571 Sweet Birdie St, Kissimmee, United States Show map

Featuring a heated pool, the 1-bedroom 5 Bedrooms 5 Bathrooms Champions Gate 571 Sb Kissimmee villa is suitable for up to 14 people and is located 4.9 km from Indian Ridge. More

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Remodeled Retreat: Tranquil Resort Oasis Near Theme Parks

2722 Club Cortile,Unit B Kissimmee, Fl 34746, Kissimmee, United States Show map

Featuring a swimming pool, the 3-bedroom Remodeled Retreat: Tranquil Resort Oasis Near Theme Parks Kissimmee villa is suitable for up to 8 people and is located just 1.5 km from the family-friendly… More

From US$ 128 Book Now

Family House Near Disney - 5109

5109 Killarney Way, Kissimmee, United States Show map

The 4-bedroom Family House Near Disney - 5109 Kissimmee villa entices active guests with access to a fitness centre and is located approximately a 10-minute drive from Local amusement Theme Park. More

From US$ 165 Book Now

Summer Retreat - 9 Bedroom Luxury Home Near Disney!

2089 Tropical Palms Circle, Kissimmee, United States Show map

The 9-bedroom Summer Retreat - 9 Bedroom Luxury Home Near Disney! Kissimmee is located about 10 minutes' drive from Rum Run and provides cycling for active guests. The property boasts an aqua park… More

From US$ 687 Book Now

Luxe Villa With Pool And Spa Game Room & Free Resort Access Sleeps 22

9142 Sommerset Hills Drive, Kissimmee, United States Show map

During the stay at Luxe Villa With Pool And Spa Game Room & Free Resort Access Sleeps 22 Kissimmee, guests can indulge in a hot tub or visit Tuscan Hills Boulevard, located 4.8 km away. This 9… More

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Charming 4-Bedroom Townhome In Lucaya Village Near Disney

5360 Diplomat Court Building 19 Unit 108, Kissimmee, United States Show map

Charming 4-Bedroom Townhome In Lucaya Village Near Disney Kissimmee villa is located in the Celebration district, 10 minutes' drive from Disney's Typhoon Lagoon Water Park and features an outdoor… More

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Ultimate Resort Retreat Stunning 6-Bedroom Haven

Flamingo Key Way 9005, Kissimmee, United States Show map

Situated 2.9 km from Northeast Regional City Park, the 6-bedroom Ultimate Resort Retreat Stunning 6-Bedroom Haven Kissimmee villa is suitable for 12 guests and provides an outdoor swimming pool for… More

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Disney & Universal Escape 4 Bedroom Private Pool Orlando Theme Parks

1015 Tourmaline Drive, Kissimmee, United States Show map

Offering an aqua park and a golf course for guests' leisure, Disney & Universal Escape 4 Bedroom Private Pool Orlando Theme Parks Kissimmee villa is situated an 18-minute walk from the themed Give… More

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Townhouse 3Q Terra Verde Com Jacuzzi

4738 Ormond Beack Way, Kissimmee, United States Show map

The 3-bedroom Townhouse 3Q Terra Verde Com Jacuzzi Kissimmee villa entices active guests with access to a fitness club and is located about a 10-minute drive from Medieval Times Dinner & Tournament. More

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