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2026-11-07
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Holiday Homes in Kissimmee

Beautiful And Cozy 3Br Home In Lucaya Village

5352 Diplomat Court, Kissimmee, United States Show map

Located a mere 1.8 km from Fantasy Surf, Beautiful And Cozy 3Br Home In Lucaya Village Kissimmee provides access to various tourist attractions in the vicinity. More

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Tranquility

8708 Papaya Dr, Kissimmee, United States Show map

Staying at Tranquility Villa Kissimmee, guests can easily reach Windsor Hills, located about a 10-minute ride away. More

From US$ 104 Book Now

3Br Condo Near Disney + Free Resort Access

8102 Princess Palm Ln Unit 202, Kissimmee, Fl 34747, Usa, Kissimmee, United States Show map

Featuring a year-round outdoor pool, 3Br Condo Near Disney + Free Resort Access Kissimmee villa is suitable for up to 6 people and is located 7 km from the 220-acre multi-purpose ESPN Wide World of… More

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Ev1791 - Sunset Dreams Villa

1791 Sawyer Palm Place, Kissimmee, United States Show map

Situated in the West Kissimmee district of Kissimmee, about a 15-minute ride from Highlands Reserve Boulevard, Ev1791 - Sunset Dreams Villa Kissimmee comes with a heated pool for guests to unwind. More

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Emerald Escape - New Pool Home

8539 Palm Harbor Drive, Kissimmee, United States Show map

Located 3 km from Windsor Hills, Emerald Escape - New Pool Home Kissimmee offers a games room for guests' leisure. The 4-bedroom holiday home features opportunities for windsurfing, snorkelling, and… More

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Beautiful 3 Beds Close To Disney

3004 White Orchid Rd, Kissimmee, United States Show map

Situated in the West Kissimmee district, 4.3 km from Dinosaur, the 3-bedroom Beautiful 3 Beds Close To Disney Kissimmee villa comes with a swimming pool for guests to unwind. With a maximum capacity… More

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Near Disney - 12Br Home - Private Pool And Hot Tub

Rama Drive 2462, Kissimmee, United States Show map

Offering a location a mere 13 minutes' walk from Wat Florida Dhammaram Buddhist Monastery, Near Disney - 12Br Home - Private Pool And Hot Tub Kissimmee gives access to various tourist spots in the… More

From US$ 625 Book Now

Luxury 4 Bedroom 3 Bath Pool Home 283

641 Las Fuentes Dr, Kissimmee, United States Show map

Located nearly a 25-minute walk from Shingle Creek Regional Park, the 4-bedroom Luxury 4 Bedroom 3 Bath Pool Home 283 Kissimmee has a heated pool and is ideal for up to 8 guests. More

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3065 - 5Br W Pool 10Min Disney 2 Water Parks

3065 Gatsby Street, Kissimmee, United States Show map

3065 - 5Br W Pool 10Min Disney 2 Water Parks Kissimmee villa is located a 25-minute walk from the family-friendly Kissimmee Go-Karts and provides an outdoor swimming pool, ensuring a relaxing stay. More

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7 Bd 5 Ba Storey Lake 4529 Tb

4529 Target Boulevard, Kissimmee, United States Show map

The 3-bedroom 7 Bd 5 Ba Storey Lake 4529 Tb Kissimmee villa offers proximity to nearby tourist spots, such as Dare 2 Escape, situated approximately 25 minutes' walk away. The property welcomes up to… More

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Lake Serenity Villa With Southwest-Facing Pool & Spa Near Disney

2426 Hybrid Drive, Kissimmee, United States Show map

Located 4 km from The Green Barn on the Lake, Lake Serenity Villa With Southwest-Facing Pool & Spa Near Disney Kissimmee gives access to various tourist sites in the vicinity. With space for up to 6… More

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Resort House Pool Disney Orlando Free Grill 1028L

1028 Leader Street, Kissimmee, United States Show map

During the stay at the 4-bedroom Resort House Pool Disney Orlando Free Grill 1028L Kissimmee villa, guests can indulge in a Jacuzzi or visit Tuscan Hills Boulevard, located 4.6 km away. Located… More

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Heavenly Hideaway | Windsor At Westside |104

2159 Tripoli Ct, Kissimmee, United States Show map

Located in the West Kissimmee district of Kissimmee, the 7-bedroom Heavenly Hideaway | Windsor At Westside |104 Villa Kissimmee provides active guests with access to a fitness studio. Featuring a… More

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Super Fancy- 15Bdr 17Bas Huge 7 000Sqft Home

3830 Sonoma Boulevard, Kissimmee, United States Show map

Offering a hot tub for a relaxing experience, Super Fancy- 15Bdr 17Bas Huge 7 000Sqft Home Kissimmee is located 25 minutes' walk from Osceola County Welcome Center and History Museum. Providing… More

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Contemporary Home With Private Pool Near Disney With Resort & Waterpark Access - 7869Ml

7869 Marlow Pl, Kissimmee, United States Show map

Located within 7 km of Camera Express Inc Photo Shop, the 6-bedroom Contemporary Home With Private Pool Near Disney With Resort & Waterpark Access - 7869Ml Kissimmee boasts a year-round outdoor… More

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4Br House With Game Room Near Disney Area

1545 Carey Palm Cir, Kissimmee, Fl 34747, Kissimmee, United States Show map

Featuring a swimming pool, the 4-bedroom 4Br House With Game Room Near Disney Area Kissimmee villa is suitable for up to 12 people and is located around a 25-minute walk from Rum Run. Providing… More

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Flash 20 Off Gorgeous Resort Home For Your Family So

1939 Tropical Palms Circle, Kissimmee, United States Show map

The 7-bedroom Flash 20 Off Gorgeous Resort Home For Your Family So Kissimmee hosts up to 14 guests and is nestled nearly a 10-minute ride from natural sites such as Northeast Regional City Park. More

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5Br Villa With Pool 3000Eb

3000 Protagonist Street, Kissimmee, United States Show map

Positioned within a 4-km distance of bustling shopping destinations such as the air mall "Lake Buena Vista Factory Stores", the 5-bedroom 5Br Villa With Pool 3000Eb Kissimmee offers guests to use… More

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3 Bedrooms 25 Bathrooms Reunion 7635 Hc

7635 Heritage Crossing Way, Kissimmee, United States Show map

Nestled a 10-minute drive from Orlando Tree Trek Adventure Amusement Park Zip Line, 3 Bedrooms 25 Bathrooms Reunion 7635 Hc Kissimmee villa entices guests to explore various tourist destinations… More

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Bch3027

3027 Beach Palm Avenue, Kissimmee, United States Show map

The 4-bedroom Bch3027 Villa Kissimmee is situated about 5 minutes' walk from Paradise Palms Boulevard, featuring such comforts as Wi-Fi and parking. Offering a convenient location in the West… More

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Action-Packed 7 Bd 7 Ba Solara Resort - 1604 Hg

1604 Herrons Green Path, Kissimmee, United States Show map

Situated 2.7 km from Northeast Regional City Park, the 7-bedroom Action-Packed 7 Bd 7 Ba Solara Resort - 1604 Hg Kissimmee villa is suitable for 21 guests and provides a heated pool for additional… More

From US$ 1444 Book Now

Beautiful Pool Villa With Spa And Game Room Home

9007 Pelican Cove Terrance, Kissimmee, United States Show map

Situated 2.8 km from Northeast Regional City Park, the 7-bedroom Beautiful Pool Villa With Spa And Game Room Home Kissimmee is suitable for 14 guests and provides an outdoor swimming pool for… More

From US$ 457 Book Now

4Br Resort Home W Pool At Storey Lake

2636 Reading Trail, Kissimmee, United States Show map

With a maximum capacity of 10 guests, the 4-bedroom 4Br Resort Home W Pool At Storey Lake Kissimmee provides them with a swimming pool and access to such wellness attractions as Give Kids The World… More

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Resort-Style Private Pool & Spa Modern 2920

2920 Protagonist Street, Kissimmee, United States Show map

Offering a Jacuzzi for a relaxing experience, Resort-Style Private Pool & Spa Modern 2920 Kissimmee villa is located a 25-minute walk from the family-friendly Kissimmee Go-Karts. The 6-bedroom… More

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4Br Villa In Gated Villa Sol - Near Disney

2939 Casabella Drive, Kissimmee, United States Show map

Located within 6 km of Silver Spur Rodeo Arena, the 4-bedroom 4Br Villa In Gated Villa Sol - Near Disney Kissimmee provides access to various tourist attractions in the vicinity. The accommodation is… More

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Near Disney 4Bd Home With Pool Storey Lake Resort

2413 Reading Trail, Kissimmee, United States Show map

Featuring a swimming pool, the 4-bedroom Near Disney 4Bd Home With Pool Storey Lake Resort Kissimmee is suitable for up to 12 people and is located nearly a 25-minute walk from the themed Give Kids… More

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Reunion Charming Cozy Golf-Front Condo Sunset Views

1116 Sunset View Cir Unit 202, Kissimmee, United States Show map

Situated approximately a 25-minute walk from Orlando Tree Trek Adventure Amusement Park Zip Line, the 3-bedroom Reunion Charming Cozy Golf-Front Condo Sunset Views Kissimmee villa offers guests to… More

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Butterfly Palms - Champions Gate

Kissimmee, United States Show map

Butterfly Palms - Champions Gate Villa Kissimmee is located approximately 10 minutes' drive from Highlands Reserve Boulevard, giving access to various tourist spots nearby. More

From US$ 397 Book Now

7 Bedrooms -Terra Verde Resort -Near Disney

154 Barefoot Beach Way, Kissimmee, United States Show map

Staying at the 7-bedroom 7 Bedrooms -Terra Verde Resort -Near Disney Kissimmee villa, guests can visit the miniature Pirates Island Adventure Golf, which is approximately 25 minutes' walk away. The… More

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Magical Pool Home, Enchantments Theme Rooms - 9Bd 5Ba 9Cg1161

Drop Lane, Kissimmee, United States Show map

The 1-bedroom Magical Pool Home, Enchantments Theme Rooms - 9Bd 5Ba 9Cg1161 Kissimmee entices active guests with access to a fitness room and is located approximately a 10-minute ride from Highlands… More

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Themed Rooms-Surf Simulator-Pool-Near Disney And Universal 9007

Pelican Cove Trace 9007, Kissimmee, United States Show map

During the stay at Themed Rooms-Surf Simulator-Pool-Near Disney And Universal 9007 Kissimmee villa, guests can indulge in a hot tub or visit Highgate Park Boulevard, located 3.2 km away. The 1… More

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Stunning Getaway With Games & Clubhouse Amenities - Near Parks

2654 Trafalgar Blvd, Kissimmee, United States Show map

Located about 7 km from Indigo Lakes Golf Club, Stunning Getaway With Games & Clubhouse Amenities - Near Parks Villa Kissimmee has an outdoor swimming pool and is ideal for up to 10 guests. This 4… More

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Mahuna Matata

4715 Kings Castle Cir, Kissimmee, United States Show map

The 9-bedroom Mahuna Matata Kissimmee villa offers proximity to such city sites as Lennar at Storey Lake, located just 6 minutes' walk away. Staying at the property, which is 4.3 km from Osceola… More

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Resort Amenities Private Pool Near Disney

4707 Pershoie Lane, Kissimmee, United States Show map

Resort Amenities Private Pool Near Disney Kissimmee villa entices active guests with access to a fitness area and is located about a 15-minute drive from Indigo Lakes Golf Club. Offering an outdoor… More

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Qj948N Chateau At Bear'S Den

948 Jack Nicklaus Ct, Kissimmee, United States Show map

Located nearly a 5-minute stroll from Reunion Resort Water Park, the 1-bedroom Qj948N Chateau At Bear'S Den Kissimmee villa comes with a swimming pool, a hot tub. Hosting up to 12 guests, the… More

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4 Mi To Wdw: Sleek Townhome W/ Community Pool!

5116 Killarney Wy, Kissimmee, United States Show map

Located 2.1 km from the adventure-themed Congo River Golf, 4 Mi To Wdw: Sleek Townhome W/ Community Pool! Kissimmee villa offers a games room for guests' leisure. The 4-bedroom holiday home features… More

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4714 - 5Br W Pool 10Min Disney 2 Water Parks

4714 Sleepy Hollow Drive, Kissimmee, United States Show map

Up to 12 guests can stay at the 5-bedroom 4714 - 5Br W Pool 10Min Disney 2 Water Parks Kissimmee villa and enjoy Lennar at Storey Lake, located about a 5-minute walk away. Featuring a Jacuzzi, the… More

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Bella Vida Family Escape Near Disney

4505 Alberto Circle, Kissimmee, United States Show map

Along with proximity to Medieval Times Dinner & Tournament, located just 0.6 km away, Bella Vida Family Escape Near Disney Kissimmee villa provides access to a fitness studio. Staying at the… More

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3Br Townhome Near Disney At Lake Berkley

965 Park Terrace Circle, Kissimmee, United States Show map

Located a 16-minute walk from Medieval Times Dinner & Tournament, 3Br Townhome Near Disney At Lake Berkley Kissimmee villa gives access to various tourist sites in the vicinity. The 3-bedroom holiday… More

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Nm401L Legends Tranquil

401 Muirfield Loop, Kissimmee, United States Show map

Nestled only a 13-minute walk from Orlando Tree Trek Adventure Amusement Park Zip Line, the 8-bedroom Nm401L Legends Tranquil Villa Kissimmee is boasting an aqua park and a golf course for guests'… More

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4Br House With Game Room Near Disney Area

2657 Scrapbook St, Kissimmee, Fl 34746, Usa, Kissimmee, United States Show map

The 4-bedroom 4Br House With Game Room Near Disney Area Kissimmee villa is located approximately a 25-minute walk from the miniature Pirates Island Adventure Golf and provides a swimming pool… More

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5 Bedrooms 4 Bathrooms Storey Lake 4813 Ml

4813 Memories Lane, Kissimmee, United States Show map

The 5-bedroom 5 Bedrooms 4 Bathrooms Storey Lake 4813 Ml Kissimmee villa can host up to 11 guests and is situated within 4 km of family venues such as the creative Mortem Manor Haunted Attraction. More

From US$ 402 Book Now

Paradise Palms 4Br Private Pool & Themed Rooms

2971 Banana Palm Dr, Kissimmee, United States Show map

Staying at the 4-bedroom Paradise Palms 4Br Private Pool & Themed Rooms Kissimmee villa, guests can easily reach Polo Park Golf Course, located approximately 4 km away. With a maximum capacity of 8… More

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Elegant Escape At Reunion - Near Disney W/ Pool

7407 Excitement Drive, Reunion, Kissimmee, United States Show map

Situated 3.5 km from Reunion Resort Water Park, the 1-bedroom Elegant Escape At Reunion - Near Disney W/ Pool Kissimmee villa offers guests to enjoy an aqua park and a golf course. This property… More

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9 Bd 5 Ba Champions Gate 8892 Cd

8892 Cabot Cliffs Drive, Kissimmee, United States Show map

Located around a 10-minute drive from Rum Run, the 9-bedroom 9 Bd 5 Ba Champions Gate 8892 Cd Villa Kissimmee has a swimming pool and is ideal for up to 26 guests. More

From US$ 694 Book Now

Newly Renovated & Stylish Home W Private Pool, 12Br

448 Marcello Blvd, Kissimmee, United States Show map

During the stay at Newly Renovated & Stylish Home W Private Pool, 12Br Kissimmee, guests can indulge in billiard or visit Give Kids The World Village Resort, located 20 minutes' walk away. The 12… More

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3 Bedrooms 25 Bathrooms Terra Verde 4718 Fb

4718 Flagler Beach Way, Kissimmee, United States Show map

During the stay at the 3-bedroom 3 Bedrooms 25 Bathrooms Terra Verde 4718 Fb Kissimmee villa, guests can indulge in a Jacuzzi or visit Medieval Times Dinner & Tournament, located 3.8 km away. The… More

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Vacation Oasis Home With Private Pool And Grill 8615

8615 Wellington Loop, Kissimmee, United States Show map

The 3-bedroom Vacation Oasis Home With Private Pool And Grill 8615 Kissimmee offers proximity to nearby tourist spots, such as Lake Wilson, situated 3.8 km away. The villa hosts up to 6 guests and… More

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Tranquil Waters Haven By Paradise Resort Vacations

4638 Cumbrian Lakes Drive, Kissimmee, United States Show map

The 6-bedroom Tranquil Waters Haven By Paradise Resort Vacations Kissimmee villa offers easy access to such tourist spots as cumbrian lakes, located only a 5-minute walk away. The Kissimmee holiday… More

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Two-Story Townhouse Near Disney W/Private Heated Pool, Shared Clubhouse, Gym, Ac

4839 Clock Tower Dr, Kissimmee, United States Show map

Featuring a heated pool, the 4-bedroom Two-Story Townhouse Near Disney W/Private Heated Pool, Shared Clubhouse, Gym, Ac Kissimmee villa is suitable for up to 10 people and is located within a 6-km… More

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