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2026-11-07
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Holiday Homes in Kissimmee

Enchanted Oasis

242 Ocean Course Avenue, Kissimmee, United States Show map

Located approximately 10 minutes' drive from Northeast Regional City Park, Enchanted Oasis Kissimmee villa provides access to various tourist attractions in the vicinity. More

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Beautiful Four Bedrooms Townhouse With Splash Pool At Le Reve Resort

4415 Le Reve Court, Kissimmee, United States Show map

Staying at Beautiful Four Bedrooms Townhouse With Splash Pool At Le Reve Resort Kissimmee villa, guests can easily reach the working Kissimmee Air Museum, located approximately a 10-minute drive away. More

From US$ 461 Book Now

Gorgeous 3Bd Close To Disney @Champions Gate 993

993 Splash Shot Place, Kissimmee, United States Show map

Situated 3.3 km from Highlands Reserve GC, the 1-bedroom Gorgeous 3Bd Close To Disney @Champions Gate 993 Kissimmee villa provides access to numerous tourist attractions in the area. More

From US$ 154 Book Now

4964Rs Townhouse 4 Beds & 3 Baths With Private Pool

4964 Windermere Ave, Kissimmee, United States Show map

Accommodating up to 11 guests, the 4-bedroom 4964Rs Townhouse 4 Beds & 3 Baths With Private Pool Villa Kissimmee is situated approximately 15 minutes' drive from renowned cultural sites such as… More

From US$ 214 Book Now

Bright Family Home! Sleeps 21 Ww107

1690 Lima Ave, Kissimmee, United States Show map

Bright Family Home! Sleeps 21 Ww107 Kissimmee is located around a 10-minute drive from Tuscan Hills Boulevard and provides bowling and mini golf for active guests. The Kissimmee villa boasts an aqua… More

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Fun Vacation Home Close To Disney And Outlets At Le Reve Resort 4449

4449 Le Reve Court, Kissimmee, United States Show map

Offering a location a 16-minute stroll from Shingle Creek Regional Park, Fun Vacation Home Close To Disney And Outlets At Le Reve Resort 4449 Kissimmee gives access to various tourist spots in the… More

From US$ 226 Book Now

Luxurious With Privacy In 5 Bedroom With Private Pool By Florida Dream Homes

901 Emerald Green Court, Kissimmee, United States Show map

The 1-bedroom Luxurious With Privacy In 5 Bedroom With Private Pool By Florida Dream Homes Kissimmee offers proximity to nearby tourist spots, such as Kissimmee Golf Club, situated 3.9 km away. More

From US$ 247 Book Now

Family Friendly 4 Bd Close To Disney @ Champions Gate Resort 958

958 Splash Shot Place, Kissimmee, United States Show map

Staying at Family Friendly 4 Bd Close To Disney @ Champions Gate Resort 958 Kissimmee villa, guests can visit Tuscan Hills Boulevard, which is nearly a 10-minute drive away. More

From US$ 141 Book Now

Cozy Home With Private Pool At Encantada Resort 90

8580 Bay Lilly Loop, Kissimmee, United States Show map

Offering a location approximately a 25-minute walk from The Legends Golf Course, the 3-bedroom Cozy Home With Private Pool At Encantada Resort 90 Kissimmee gives access to various tourist spots in… More

From US$ 129 Book Now

Full Kitchen , Dream Bathroom Will Be A Memory:)

103 Pansy Court, Kissimmee, United States Show map

Situated around 6 km from Crystalbrook Golf Course, Full Kitchen, Dream Bathroom Will Be A Memory:) Kissimmee villa entices guests to explore various tourist attractions in the area. More

From US$ 53 Book Now

Family Vacation Villa, Water Park, Endless Amenities

3081 Rosie O Grady Court, Kissimmee, United States Show map

Located nearly 25 minutes on foot from Museum of Military History, the 2-bedroom Family Vacation Villa, Water Park, Endless Amenities Kissimmee provides access to various tourist attractions in the… More

From US$ 225 Book Now

Resort Home, Pool Spa Ps5 Game Near Disney

8953 Amelia Downs Trail, Kissimmee, United States Show map

Nestled 5 minutes' drive from Publix Super Market at Berry Town Center, Resort Home, Pool Spa Ps5 Game Near Disney Kissimmee entices guests to explore various tourist destinations nearby. More

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5372 Lovely Home Inside Disney Area

5372 Diplomat Court, Kissimmee, United States Show map

The 10-room 5372 Lovely Home Inside Disney Area Kissimmee is located within 15 minutes' walk of Museum of Military History, giving access to various tourist spots nearby. More

From US$ 157 Book Now

Four Bedrooms Townhome 5120

5120 Adelaide Drive, Kissimmee, United States Show map

Located within 10 minutes' drive of Local amusement Theme Park, Four Bedrooms Townhome 5120 Kissimmee villa provides access to various tourist attractions in the vicinity. More

From US$ 110 Book Now

"King Bed Oasis" Steps To Pool, Jacuzzi, Minutes To Disney

2618 Lodi Circle, Kissimmee, United States Show map

"King Bed Oasis" Steps To Pool, Jacuzzi, Minutes To Disney Kissimmee villa offers quick access to such tourist spots as Sam's Club, situated only a 6-minute walk away. More

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Family Getaway 4Br Home Near Disney & Espn

3183 Tocoa Cir, Kissimmee, United States Show map

Offering a location 2.9 km from Old Town Shopping Mall, Family Getaway 4Br Home Near Disney & Espn Kissimmee gives access to various tourist spots in the area. More

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A Ripple In Time

2643 Old Kent Cir, Kissimmee, United States Show map

Staying at A Ripple In Time Villa Kissimmee, guests can easily reach The Green Barn on the Lake, located about a 10-minute ride away. More

From US$ 128 Book Now

Charming Four Bedrooms Townhome With Private Splash Pool At Le Reve Resort

4416 Le Reve Court, Kissimmee, United States Show map

Staying at Charming Four Bedrooms Townhome With Private Splash Pool At Le Reve Resort Kissimmee villa, guests can easily reach Capone's Dinner and Show, located around 3 km away. More

From US$ 150 Book Now

Charming Townhouse With 2 King Suites & Amazing Pool Only 10 Mins To Disney

2952 Lucayan Harbour Circle 105, Kissimmee, United States Show map

Located nearly 25 minutes' walk from the outlet mall "Lake Buena Vista Factory Stores", Charming Townhouse With 2 King Suites & Amazing Pool Only 10 Mins To Disney Kissimmee villa provides access to… More

From US$ 221 Book Now

Castle Street Memories

4958 Castle St E, Kissimmee, United States Show map

Staying at Castle Street Memories Villa Kissimmee, guests can easily reach The Green Barn on the Lake, located about a 10-minute ride away. More

From US$ 201 Book Now

7Br Resort Home Pool, Game Room, Free Pet Fee

9166 Sommerset Hills Dr, Kissimmee, United States Show map

Located about a 10-minute drive from Tuscan Hills Boulevard, 7Br Resort Home Pool, Game Room, Free Pet Fee Kissimmee provides access to various tourist attractions in the vicinity. More

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Impressive Hideaway With Private Pool And Access To 2 Clubhouses

2705 Scrapbook Street, Kissimmee, United States Show map

Offering a location approximately a 25-minute walk from Medieval Times Dinner & Tournament, Impressive Hideaway With Private Pool And Access To 2 Clubhouses Kissimmee villa gives access to various… More

From US$ 149 Book Now

Home Away From Home 2818 Eagle Eye Court

2828 Eagle Eye Court, Kissimmee, United States Show map

Situated 4.6 km from Brownie Wise Park, Home Away From Home 2818 Eagle Eye Court Kissimmee provides access to numerous tourist attractions in the area. More

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Marvelous 3Bd Apto @ Champions Gate 9343

9343 Sommerset Hills Drive, Kissimmee, United States Show map

Marvelous 3Bd Apto @ Champions Gate 9343 Kissimmee villa is located around 10 minutes' drive from ChampionsGate Golf Club, giving access to various tourist spots nearby. More

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Modern 6Br Home - Pool Games Bbq - Near Disney

Monado Drive 4505, Kissimmee, United States Show map

Nestled 10 minutes' drive from Kissimmee Sports Arena and Rodeo, Modern 6Br Home - Pool Games Bbq - Near Disney Kissimmee entices guests to explore various tourist destinations nearby. More

From US$ 212 Book Now

5 Bedroom 4 Bathroom Storey Lake 4908Ct

4908 Clock Tower Drive, Kissimmee Fl, 34746, Kissimmee, United States Show map

Located about a 10-minute drive from the miniature Congo River Golf, 5 Bedroom 4 Bathroom Storey Lake 4908Ct Kissimmee villa provides access to various tourist attractions in the vicinity. More

From US$ 158 Book Now

Modern 3Br Farmhouse Near Attractions Parks & More

482 Royal Palm Drive, Kissimmee, United States Show map

Offering a location 10 minutes' drive from Mill Slough Park, Modern 3Br Farmhouse Near Attractions Parks & More Kissimmee villa gives access to various tourist spots in the area. More

From US$ 150 Book Now

Royale Palm

1032 Leader St, Kissimmee, United States Show map

Situated merely a 5-minute walk from Champions Gate Downtown Shopping Center, Royale Palm Villa Kissimmee entices guests to explore various tourist attractions in the area. More

From US$ 159 Book Now

Upstay Family Resort Mansion- Pool, Games, Theater

Yountville Avenue 2607, Kissimmee, United States Show map

Located approximately 4 km from Eagle Park Orlando, Upstay Family Resort Mansion- Pool, Games, Theater Kissimmee villa boasts an indoor pool with an indoor pool. More

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Grand Getaway - 6 Bedroom Luxury Vacation Rental

Rhodes Street, Kissimmee, United States Show map

Staying at the 6-bedroom Grand Getaway - 6 Bedroom Luxury Vacation Rental Kissimmee villa, guests can visit Rum Run, which is approximately a 10-minute drive away. More

From US$ 333 Book Now

Storey Lake Gem

3169 Pequod Pl, Kissimmee, United States Show map

Offering a location 10 minutes' drive from Fun Spot America Kissimmee Amusement Park, Storey Lake Gem Kissimmee villa gives access to various tourist spots in the area. More

From US$ 357 Book Now

Four Bedrooms Townhome 5116

5116 Killarney Drive, Kissimmee, United States Show map

Staying at Four Bedrooms Townhome 5116 Kissimmee villa, guests can easily reach the educational Epcot Disney Theme Park, located around 7 km away. More

From US$ 175 Book Now

Top Elegancy An Vacation Home Solara Resort 8963

8963 Amelia Downs Trail, Kissimmee, United States Show map

Staying at Top Elegancy An Vacation Home Solara Resort 8963 Kissimmee, guests can visit Northeast Regional City Park, which is approximately a 10-minute ride away. More

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12Br Family Home W Pool And Hot Tub

Shanti Drive 2560, Kissimmee, United States Show map

Situated around 6 km from Falcon's Fire Golf Course, 12Br Family Home W Pool And Hot Tub Kissimmee provides access to numerous tourist attractions in the area. More

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Elegant Villa At Sonoma Resort

Kissimmee, United States Show map

Offering a location 2.6 km from Shingle Creek Regional Park, Elegant Villa At Sonoma Resort Kissimmee gives access to various tourist spots in the area. More

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Upscale 8Br, Pool, Spa, Gameroom By Disney

8887 Qin Loop, Kissimmee, United States Show map

Staying at Upscale 8Br, Pool, Spa, Gameroom By Disney Kissimmee villa, guests can visit Emerald Island Boulevard, which is nearly a 10-minute drive away. More

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Caribbean Sunshine In Windsor Palms Resort

2355 Silver Palm Drive, Kissimmee, United States Show map

Staying at Caribbean Sunshine In Windsor Palms Resort Kissimmee villa, guests can visit A World of Orchids, which is nearly a 25-minute walk away. More

From US$ 257 Book Now

Spectacular Home W/ Themed, Game & Theatre Room

1603 Lima Avenue, Kissimmee, United States Show map

Offering a location 3.3 km from Northeast Regional City Park, Spectacular Home W/ Themed, Game & Theatre Room Kissimmee gives access to various tourist spots in the area. More

From US$ 280 Book Now

Suaimhneas

8432 Rising Star Court Sunset Lakes, Kissimmee, United States Show map

Suaimhneas Villa Kissimmee offers proximity to nearby tourist spots, such as Windsor Hills, situated approximately 10 minutes away by car. More

From US$ 153 Book Now

Retreat With Heated Pool In A Serene Community

114 Sunny Oak Trail, Kissimmee, United States Show map

Offering a location 2.8 km from Medieval Times Dinner & Tournament, Retreat With Heated Pool In A Serene Community Kissimmee villa gives access to various tourist spots in the area. More

From US$ 115 Book Now

Emerald Island Gem

8571 Crystal Cove Loop, Kissimmee, United States Show map

Staying at Emerald Island Gem Kissimmee villa, guests can visit Bonanza Golf Gifts, which is nearly a 25-minute walk away. More

From US$ 250 Book Now

Joyful 8Bd Single Family W Pool @Champions Gate 9262

9262 Sommerset Hills Drive, Kissimmee, United States Show map

Staying at the 8-bedroom Joyful 8Bd Single Family W Pool @Champions Gate 9262 Villa Kissimmee, guests can visit ChampionsGate Golf Club, which is nearly a 10-minute ride away. More

From US$ 392 Book Now

The Warmth Of Florida - Bellavida Resort

211 Las Fuentes Drive, Kissimmee, United States Show map

Located 3.1 km from the family-friendly Kissimmee Go-Karts, The Warmth Of Florida - Bellavida Resort Kissimmee villa gives access to various tourist sites in the vicinity. More

From US$ 265 Book Now

8Br Family Home W Pool & Games Room- Near Disney

Shanti Drive 2555, Kissimmee, United States Show map

Staying at 8Br Family Home W Pool & Games Room- Near Disney Kissimmee, guests can easily reach the working Kissimmee Air Museum, located about a 10-minute ride away. More

From US$ 434 Book Now

5 Bedrooms 3 Bathrooms Veranda Palms 4458 Np

4458 Nirvana Parkway, Kissimmee, United States Show map

Nestled about 25 minutes' walk from the miniature Congo River Golf, the 5-bedroom 5 Bedrooms 3 Bathrooms Veranda Palms 4458 Np Kissimmee villa entices guests to explore various tourist destinations… More

From US$ 252 Book Now

Standard Four Beds Villas Seven Dwrafs - Close To Disney

2610 Lodi Circle 107. 03, Kissimmee, United States Show map

The 2-room Standard Four Beds Villas Seven Dwrafs - Close To Disney Kissimmee, located merely 5 minutes' walk from Sam's Club, can host up to 8 guests. This 4-bedroom holiday home features… More

From US$ 181 Book Now

15 Bedrooms15 Bathrooms Veranda Palms 2441 Sd

2441 Shanti Drive, Kissimmee, United States Show map

Hosting up to 37 guests, the 15-bedroom 15 Bedrooms15 Bathrooms Veranda Palms 2441 Sd Kissimmee villa offers a convenient location 2.4 km from sports attractions such as the miniature Pirates Island… More

From US$ 768 Book Now

Wyndham Cypress Palms 1Br Apartment With Resort Access

Fairfield Lake Drive 5324, Kissimmee, United States Show map

The 1-bedroom Wyndham Cypress Palms 1Br Apartment With Resort Access Kissimmee villa offers proximity to nearby tourist spots, such as Fun Spot America Kissimmee Amusement Park, situated… More

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Sweet Retreat - Free Pool Heat & Bbq

2074 Rome Drive, Kissimmee, United States Show map

Nestled in the West Kissimmee district of Kissimmee, the 5-bedroom Sweet Retreat - Free Pool Heat & Bbq Villa Kissimmee is about a 10-minute drive from Rum Run and offers a hot tub. With a maximum… More

From US$ 272 Book Now

3 Bd 2 Ba Lucaya Village 6-107

2952 Lucayan Harbour Circle Unit 6-107, Kissimmee, United States Show map

Featuring a car park, 3 Bd 2 Ba Lucaya Village 6-107 Kissimmee villa is located in the Celebration district and 3.5 km from such cultural tourist attractions as Museum of Military History. More

From US$ 414 Book Now