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2026-11-07
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Holiday Homes in Kissimmee

Private Condo, Ideal For Groups - Apt 138

7770 Sandy Ridge, Apt 138, Kissimmee, United States Show map

Located around 10 minutes' walk from Reunion Resort Water Park, the 4-bedroom Private Condo, Ideal For Groups - Apt 138 Kissimmee villa has a swimming pool and is ideal for up to 8 guests. More

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5 Bedrooms 5 Bathrooms Paradise Palms 8929Cp

8929 Cuban Palm Road, Kissimmee, United States Show map

Along with access to such natural sites as Northeast Regional City Park, 2.5 km away, the 1-bedroom 5 Bedrooms 5 Bathrooms Paradise Palms 8929Cp Kissimmee villa offers a heated pool. With a maximum… More

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Flowrider-Private Pool-Resort Near Disney-Value Priced 1648

Tropical Palms Circle 1648, Kissimmee, United States Show map

During the stay at Flowrider-Private Pool-Resort Near Disney-Value Priced 1648 Kissimmee villa, guests can indulge in fisheries or visit Rum Run, located a 25-minute walk away. Offering a private… More

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Splendid 4 Bd W/ Pool Close To Disney @ Veranda Palms 2654

2654 Santosh Cove, Kissimmee, United States Show map

Nestled 10 minutes' drive from the outlet mall "Lake Buena Vista Factory Stores", Splendid 4 Bd W/ Pool Close To Disney @ Veranda Palms 2654 Kissimmee villa entices guests to explore various tourist… More

From US$ 111 Book Now

Beautiful Home With Private Pool And Space For The Whole Family

8887 Qin Lp, Kissimmee, United States Show map

During the stay at Beautiful Home With Private Pool And Space For The Whole Family Kissimmee, guests can indulge in diving, mini golf, and fisheries or visit Windsor Hills, located a 10-minute ride… More

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Solara Resort 6Br Jurassic Pool Spa Villa Disney

8913 Coconut Breeze Dr, Kissimmee, United States Show map

The 1-bedroom Solara Resort 6Br Jurassic Pool Spa Villa Disney Kissimmee entices active guests with access to a fitness centre and is located nearly a 10-minute ride from Highlands Reserve Boulevard.… More

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Resort Style Home Across From The Clubhouse.

8934 Majesty Palm Road, Kissimmee, United States Show map

Situated 4.6 km from Lake Wilson, Resort Style Home Across From The Clubhouse. Kissimmee provides access to numerous tourist attractions in the area. More

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Luxury 3Br Pool Home At Solara Resort

1610 Carey Palm Circle, Kissimmee, United States Show map

Featuring a swimming pool, the 3-bedroom Luxury 3Br Pool Home At Solara Resort Kissimmee is suitable for up to 8 people and is located around a 25-minute walk from Rum Run. Providing guests with Wi… More

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Modern 6Br Home With Water Club House

2198 Fleming Mist Place, Kissimmee, United States Show map

Modern 6Br Home With Water Club House Kissimmee offers proximity to nearby tourist spots, such as Highgate Park Boulevard, situated about 10 minutes away by car. More

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Spacious Luxury Apartment Near Orlando Attractions

Cabot Cliffs Drive 8853, Kissimmee, United States Show map

The 3-bedroom Spacious Luxury Apartment Near Orlando Attractions Kissimmee villa entices active guests with access to a fitness area and is located nearly a 10-minute ride from Highlands Reserve… More

From US$ 190 Book Now

4176Ss Storey Lake Villa With Private Pool

4176 Paragraph Dr, Kissimmee, United States Show map

The 6-bedroom 4176Ss Storey Lake Villa With Private Pool Kissimmee is located 3.7 km from Give Kids The World Village Resort and provides billiard for active guests. This 5-bathroom villa features a… More

From US$ 302 Book Now

Chic 2Br Condo W Mickey Theme Room Near Wdw

3150 Paradox Circle, Kissimmee, United States Show map

Staying at Chic 2Br Condo W Mickey Theme Room Near Wdw Kissimmee villa, guests can visit the miniature Congo River Golf, which is nearly a 10-minute drive away. More

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9Br Solara Villa | Rare Private Lot, Pool & Jacuzzi, Game Room | Dog Friendly

9021 Sunshine Ridge Loop, Kissimmee, United States Show map

Located in the West Kissimmee district of Kissimmee and within 3 km of Tuscan Hills Boulevard, the 9-bedroom 9Br Solara Villa | Rare Private Lot, Pool & Jacuzzi, Game Room | Dog Friendly Kissimmee… More

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Champions Gate, Pool Home Near Disney

278 Ocean Course Avenue, Kissimmee, United States Show map

Featuring a heated pool, the 4-bedroom Champions Gate, Pool Home Near Disney Kissimmee is suitable for up to 10 people and is located 4.8 km from Northeast Regional City Park. More

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Fabulous Cottage With Private Pool Near Disney With Margaritaville Resort & Island H2O Access - 8094Kd

Knee Deep Road, Kissimmee, United States Show map

Situated in the Celebration district, only a 12-minute walk from Acadia Estates, the 3-bedroom Fabulous Cottage With Private Pool Near Disney With Margaritaville Resort & Island H2O Access - 8094Kd… More

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Sun Palm Disney Villa

8141 Sun Palm Drive, Kissimmee, United States Show map

During the stay at Sun Palm Disney Villa Kissimmee, guests can indulge in a Jacuzzi or visit the 145 - foot Tree of Life Sculpture, located 6 km away. Located 15 minutes' drive from the 220-acre… More

From US$ 255 Book Now

Newly Renovated! Charming Challet At Compass Bay

5123 Crown Haven Dr, Kissimmee, United States Show map

Featuring an outdoor swimming pool, the 4-bedroom Newly Renovated! Charming Challet At Compass Bay Kissimmee villa is suitable for up to 10 people and is located about a 25-minute walk from the… More

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4 Bed Close To Disney Private Pool

4723 Blue Diamond Street, Kissimmee, United States Show map

Featuring a swimming pool, the 1-bedroom 4 Bed Close To Disney Private Pool Kissimmee villa is suitable for up to 8 people and is located about a 25-minute walk from the family-friendly Kissimmee Go… More

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4Br Championsgate Villa With Lazy River Access - Private Pool, Sleeps 10

8979 Cabot Cliffs Drive, Kissimmee, United States Show map

Featuring an outdoor swimming pool, the 4-bedroom 4Br Championsgate Villa With Lazy River Access - Private Pool, Sleeps 10 Kissimmee is suitable for up to 10 people and is located 4.9 km from… More

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Aqua Blue Cottage Near Disney With Margaritaville Resort & Island H20 Waterpark Access - 2930Sr

2930 Salted Rim Rd, Kissimmee, United States Show map

Situated around 10 minutes' drive from the zoological Disney's Animal Kingdom Theme Park, the 4-bedroom Aqua Blue Cottage Near Disney With Margaritaville Resort & Island H20 Waterpark Access - 2930Sr… More

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Kissimmee Paradise

290 Marcello Boulevard, Kissimmee, United States Show map

Situated 2.3 km from Shingle Creek Regional Park, Kissimmee Paradise villa provides access to numerous tourist attractions in the area. More

From US$ 175 Book Now

Comfort And Style In West Lucaya, 3Bd Home

8903 Shine Drive, Kissimmee, United States Show map

Hosting up to 9 guests, the 3-bedroom Comfort And Style In West Lucaya, 3Bd Home Kissimmee offers a convenient location 4.3 km from sports attractions such as Mighty Jungle Golf. More

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Villa Private Pool & Jaccuzi Free Waterpark

2040 Fleming Mist Place, Kissimmee, United States Show map

The 7-bedroom Villa Private Pool & Jaccuzi Free Waterpark Kissimmee offers proximity to nearby tourist spots, such as Publix Super Market at Berry Town Center, situated nearly 25 minutes' walk away. More

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8948 Windsor 4Bd Amazing Resort Near Disney

8948 Adriatico Ln, Kissimmee, United States Show map

Located about a 25-minute walk from Northeast Regional City Park, the 4-bedroom 8948 Windsor 4Bd Amazing Resort Near Disney Kissimmee villa has a swimming pool and is ideal for up to 10 guests. More

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Cozy Cottage Near Disney With Margaritaville Resort & Island H20 Waterpark Access - 3009La

3009 Latitude Lane, Kissimmee, United States Show map

During the stay at Cozy Cottage Near Disney With Margaritaville Resort & Island H20 Waterpark Access - 3009La Kissimmee, guests can indulge in spa treatments, such as a hairdresser, body wraps, and… More

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6Br Storey Lake Villa With Private Pool 4176Ss

4176 Paragraph Drive, Kissimmee, United States Show map

The 6-bedroom 6Br Storey Lake Villa With Private Pool 4176Ss Kissimmee entices active guests with access to a fitness club and is located nearly a 10-minute drive from Museum of Military History. More

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Spacious Family Home With Pool & Game Room

8872 Bengal Court, Kissimmee, United States Show map

Offering a Jacuzzi for a relaxing experience, Spacious Family Home With Pool & Game Room Kissimmee is located 10 minutes' drive from Rum Run. Providing guests with Wi-Fi and a car park, the 9-bedroom… More

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Sunset Sands Cottage Near Disney With Margaritaville Resort & Island H2O Access - 8065Dr

8065 Dreamsicle Drive, Kissimmee, United States Show map

Nestled about 3 km from the 145-foot Tree of Life Sculpture, the 3-bedroom Sunset Sands Cottage Near Disney With Margaritaville Resort & Island H2O Access - 8065Dr Kissimmee is boasting an aqua park,… More

From US$ 1122 Book Now

Memorable House 5Br Near Disney 10 Min

4800 Romeo Circle, Kissimmee, United States Show map

Situated 3.9 km from The Great Magic Hall, Memorable House 5Br Near Disney 10 Min Kissimmee villa entices guests to explore various tourist attractions in the area. More

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Srl9004

9004 Sunshine Ridge Loop, Kissimmee, United States Show map

Offering an aqua park and a patio for guests' leisure, Srl9004 Villa Kissimmee is situated 10 minutes by car from Emerald Island Boulevard. Located 3 km from Tuscan Hills Boulevard, the 5-bedroom… More

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9 Bedrooms 7 Bathrooms Veranda Palms 2493 Sd

2493 Shanti Drive, Kissimmee, United States Show map

9 Bedrooms 7 Bathrooms Veranda Palms 2493 Sd Kissimmee villa is located a 20-minute walk from Osceola County and invites guests to join billiard. The 9-bedroom holiday home features a heated pool and… More

From US$ 579 Book Now

The Oasis On Whistling Straits

731 Whistling Straits Boulevard, Kissimmee, United States Show map

During the stay at The Oasis On Whistling Straits Villa Kissimmee, guests can indulge in a hot tub or visit Highlands Reserve Boulevard, located 3.4 km away. This 3-bathroom villa boasts an aqua park… More

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Spd2304-205

2304 Silver Palm Drive, Kissimmee, United States Show map

The 3-bedroom Spd2304-205 Villa Kissimmee provides an aqua park and a patio for guests' leisure, and is 3.2 km from Mighty Jungle Golf. Offering a private parking lot as well as Wi-Fi, this villa is… More

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Family Pool Retreat Near Disney At Paradise Palms

8965 Sugar Palm Road, Kissimmee, United States Show map

Up to 10 guests can stay at the 4-bedroom Family Pool Retreat Near Disney At Paradise Palms Kissimmee villa and enjoy Paradise Palms Boulevard, located around 5 minutes' walk away. Located 4.9 km… More

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3000Eb Villa 5 Bed/5 Ba

3000 Protagonist St, Kissimmee, United States Show map

Located around a 25-minute walk from the adventure-themed Congo River Golf, the 5-bedroom 3000Eb Villa 5 Bed/5 Ba Kissimmee gives access to various tourist sites in the vicinity. This 5-bathroom… More

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Themed Home 9 Bd 65 Ba Solara Resort - 1552 Np

1552 Nassau Point Trail, Kissimmee, United States Show map

Featuring a swimming pool, the 1-bedroom Themed Home 9 Bd 65 Ba Solara Resort - 1552 Np Kissimmee is suitable for up to 25 people and is located approximately 10 minutes' drive from Highlands Reserve… More

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1112 Championsgate 4Br Townhome With Private Pool & Themed Rooms

1112 Challenge Drive, Kissimmee, United States Show map

Situated around 10 minutes' drive from ChampionsGate Golf Club, the 4-bedroom 1112 Championsgate 4Br Townhome With Private Pool & Themed Rooms Kissimmee villa provides fitness classes, as well as a… More

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Upstay Luxury Resort Home W Private Pool & Hot Tub

Marcello Boulevard 315, Kissimmee, United States Show map

Staying at Upstay Luxury Resort Home W Private Pool & Hot Tub Kissimmee, guests can visit Kissimmee Sports Arena and Rodeo, which is approximately a 25-minute stroll away. More

From US$ 385 Book Now

Fairway Marvel

733 Desert Mountain Ct, Kissimmee, United States Show map

Offering an aqua park, a patio, and a golf course for guests' leisure, Fairway Marvel Villa Kissimmee is situated about a 25-minute walk from Orlando Tree Trek Adventure Amusement Park Zip Line. This… More

From US$ 326 Book Now

3 Bedrooms 2 Bathrooms Bella Vida 4552 Al

4552 Ada Lane, Kissimmee, United States Show map

Situated merely 7 minutes' stroll from Medieval Times Dinner & Tournament, the 3-bedroom 3 Bedrooms 2 Bathrooms Bella Vida 4552 Al Kissimmee villa is suitable for 7 guests and provides a heated pool… More

From US$ 355 Book Now

Sunshine Villa Villa

8469 Secret Key Cove Emerald Island, Kissimmee, United States Show map

Along with access to such natural sites as Disney's Blizzard Beach Water Park, approximately 6 km away, the 5-bedroom Sunshine Villa Villa Kissimmee offers an outdoor swimming pool. Providing guests… More

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1961 Majorca Dr Kissimmee

1961 Majorca Drive, Kissimmee, United States Show map

Located in the West Kissimmee district of Kissimmee and nearly a 15-minute ride from The Legends Golf Course, the 5-bedroom 1961 Majorca Dr Kissimmee Villa provides guests with an indoor pool to… More

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Amazing Brand New 5Bd, Resort Home/Games Room/Pool

4254 Paragragh Drive, Kissimmee, United States Show map

Situated 3.9 km from the air mall "Lake Buena Vista Factory Stores", the 5-bedroom Amazing Brand New 5Bd, Resort Home/Games Room/Pool Kissimmee provides access to numerous tourist attractions in the… More

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Ormond Retreat Townhouse

4703 Ormond Beach Way, Kissimmee, United States Show map

Offering access to entertainment venues such as Xtreme Paintball Xperience, situated nearly 25 minutes' walk away, the 3-bedroom Ormond Retreat Townhouse Villa Kissimmee can host up to 6 guests. This… More

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Disney Resort Escape - Private Pool & Storey Lake Amenities

4747 Kings Castle Circle, Kissimmee, United States Show map

Featuring a heated pool for guests' relaxation, the 6-bedroom Disney Resort Escape - Private Pool & Storey Lake Amenities Kissimmee villa is located about 25 minutes on foot from Fantasy Surf. More

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Great Family Friendly Resort 3Bd Condo Onsite Amenities Golf Pools Lazy River And More

7593 Gathering Drive, Kissimmee, United States Show map

The 3-bedroom Great Family Friendly Resort 3Bd Condo Onsite Amenities Golf Pools Lazy River And More Kissimmee villa is located approximately 5 minutes' walk from Watson Golf Course and provides… More

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Solara Brand New Pool Spa Theme Rooms Near Clubhouse -9028

9028 Egret Mls Ter, Kissimmee, United States Show map

Situated in the West Kissimmee district of Kissimmee, around 10 minutes' drive from Emerald Island Boulevard, the 7-bedroom Solara Brand New Pool Spa Theme Rooms Near Clubhouse -9028 Kissimmee villa… More

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Cinema Paradise

831 Sticks Street, Kissimmee, United States Show map

The 1-bedroom Cinema Paradise Kissimmee villa is located 4.5 km from Rum Run and provides billiard for active guests. Located around 10 minutes by car from Highlands Reserve GC, this property… More

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Country Cottage

2525 Greenwood Drive B, Kissimmee, United States Show map

Nestled 10 minutes' drive from East Lake Fish Camp rv Park, Country Cottage Kissimmee entices guests to explore various tourist destinations nearby. More

From US$ 97 Book Now

Resort Bliss Near Disney Longer Stays Welcome

4014 Santa Maria Drive, Kissimmee, United States Show map

Hosting up to 8 guests, the 4-bedroom Resort Bliss Near Disney Longer Stays Welcome Kissimmee villa offers a convenient location 3.4 km from sports attractions such as the miniature Pirates Island… More

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