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2026-11-07
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Holiday Homes in Kissimmee

Modern Escape Condo Near Disney With Resort & Waterpark Access - B14-103

7760 Sandy Ridge Drive, B14 #103, Kissimmee, United States Show map

Located merely 7 minutes' walk from Reunion Resort Water Park, the 4-bedroom Modern Escape Condo Near Disney With Resort & Waterpark Access - B14-103 Kissimmee villa features a year-round outdoor… More

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Gorgeous Villa With Pool And Spa

910 Marcello Boulevard, Kissimmee, United States Show map

The 6-bedroom Gorgeous Villa With Pool And Spa Kissimmee is located around a 25-minute stroll from Osceola County Welcome Center and History Museum and provides guests with a steam room, a hot tub… More

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4 Bedroom 3 Bathroom Villas At Seven Dwarfs 24-107

2607 Gala Road South 24-107, Kissimmee Fl, 34746, Kissimmee, United States Show map

Suitable for 10 guests, 4 Bedroom 3 Bathroom Villas At Seven Dwarfs 24-107 Kissimmee offers a location merely a 5-minute walk from Sam's Club and features an aqua park and playground. Located 2.7 km… More

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Spd2319

2319 Silver Palm Drive, Kissimmee, United States Show map

The 3-bedroom Spd2319 Villa Kissimmee hosts up to 6 guests and is nestled approximately 6 km from natural sites such as Disney's Blizzard Beach Water Park. Located around 10 minutes' drive from… More

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Awesome Condo At Reunion Resort Near Disney Parks

1108 Sunset View Circle, Kissimmee, United States Show map

Situated only 1.3 km from Reunion Resort Water Park, the 3-bedroom Awesome Condo At Reunion Resort Near Disney Parks Kissimmee villa includes a swimming pool, as well as a Jacuzzi to relax in. More

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4 Bedroom 45 Bathroom Solara 1606 Cp

1606 Carey Palm Circle, Kissimmee, United States Show map

Featuring a heated pool, the 4-bedroom 4 Bedroom 45 Bathroom Solara 1606 Cp Kissimmee villa is suitable for up to 10 people and is located approximately 25 minutes' walk from Highlands Reserve… More

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Bv528 - 6Br House Sleeps 12 With Pool

528 Marcello Boulevard, Kissimmee, United States Show map

Bv528 - 6Br House Sleeps 12 With Pool Kissimmee villa enjoys a convenient location, within a 900-metre distance of Give Kids The World Village Resort, and offers guests to unwind in a hot tub. More

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Adt8961

8961 Amelia Downs Trail, Kissimmee, United States Show map

Located around 10 minutes' drive from Highlands Reserve GC, the 7-bedroom Adt8961 Villa Kissimmee provides access to various tourist attractions in the vicinity. With a maximum capacity of 14 guests,… More

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Lilo & Stitch Ohana Oasis! Pool & Resort!

8106 Princess Palm Ln, Kissimmee, Fl 34747, Usa, Kissimmee, United States Show map

Hosting up to 6 guests, the 3-bedroom Lilo & Stitch Ohana Oasis! Pool & Resort! Kissimmee villa offers a convenient location within a 7-km distance of sports attractions such as the 220-acre multi… More

From US$ 183 Book Now

8176 Fan Palm

8176 Fan Palm Way, Kissimmee, United States Show map

Staying at the 5-bedroom 8176 Fan Palm Villa Kissimmee, guests can visit the film-centric theme park "Disney's Hollywood Studios", which is approximately 7 km away. This Kissimmee holiday home is… More

From US$ 256 Book Now

Storey Lake Cozy 2Br Near Disney

4741 Clock Tower Dr # 206, Kissimmee, United States Show map

Staying at Storey Lake Cozy 2Br Near Disney Kissimmee villa, guests can easily reach Local amusement Theme Park, located approximately 10 minutes away by car. More

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5-Bd Paradise Palms Townhome Near Disney

8974 Cuban Palm Rd, Kissimmee, United States Show map

Located in the West Kissimmee district, only a 6-minute walk from Paradise Palms Boulevard, 5-Bd Paradise Palms Townhome Near Disney Kissimmee villa offers pool views. More

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108 Stetson Court Kissimie

108 Stetson Court, Kissimmee, United States Show map

The 1-bedroom 108 Stetson Court Kissimie Villa Kissimmee hosts up to 10 guests and is nestled about 25 minutes' walk from natural sites such as Shingle Creek Regional Park. Located 3.6 km from the… More

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2 Bd 25 Ba Encantada Resort 3034 Sl

3034 Secret Lake Drive, Kissimmee, United States Show map

Located in the West Kissimmee district of Kissimmee and approximately 4 km from Pandora, the 2-bedroom 2 Bd 25 Ba Encantada Resort 3034 Sl Kissimmee villa provides guests with a hot tub to ensure a… More

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Casa 5Q C/ Piscina Privativa No Storey Lake

4825 Romeo Circle, Kissimmee, United States Show map

The 5-bedroom Casa 5Q C/ Piscina Privativa No Storey Lake Kissimmee boasts a Jacuzzi and is within 4 km of entertainment sites such as Hawks Landing Golf Club. Featuring fitness classes, as well as a… More

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Emerald Island Resort : Pool & Games Room

2751 2751 Lido Key Drive, Kissimmee, United States Show map

Featuring a heated pool, Emerald Island Resort : Pool & Games Room Kissimmee villa is suitable for up to 12 people and is located 13 minutes' walk from Emerald Island Boulevard. More

From US$ 311 Book Now

Teenie Bikini Cottage With Private Hot Tub Near Disney With Margaritaville Resort & Island H2O Access - 3071Kl

3071 Key Lime Loop, Kissimmee, United States Show map

Situated in the Disney World district of Kissimmee, about a 10-minute ride from the zoological Disney's Animal Kingdom Theme Park, the 2-bedroom Teenie Bikini Cottage With Private Hot Tub Near Disney… More

From US$ 815 Book Now

Disney Theme/Free Pool Heat/Waterpark/Parkings

4805 Lullaby Lane, Kissimmee, United States Show map

Situated 4.2 km from the outlet mall "Lake Buena Vista Factory Stores", Disney Theme/Free Pool Heat/Waterpark/Parkings Kissimmee villa entices guests to explore various tourist attractions in the… More

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5Br Townhouse With Spa Near Disney Area

8915 Geneve Ct, Kissimmee, Fl 34747, Usa, Kissimmee, United States Show map

Staying at 5Br Townhouse With Spa Near Disney Area Kissimmee villa, guests can easily reach Emerald Island Boulevard, located about a 10-minute drive away. More

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Disney Magic & Tuscana Resort Fun! Family Condo

1301 Tuscan Terrace Unit 9308, Kissimmee, United States Show map

Located approximately 20 minutes' walk from Champions Gate Downtown Shopping Center, the 3-bedroom Disney Magic & Tuscana Resort Fun! Family Condo Kissimmee villa boasts an outdoor swimming pool with… More

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Amazing Home Solara Resort Comfort And Leisure

1618 Carey Palm Circle, Kissimmee, United States Show map

Featuring a swimming pool, the 5-bedroom Amazing Home Solara Resort Comfort And Leisure Kissimmee is suitable for up to 13 people and is located around a 25-minute walk from Tuscan Hills Boulevard. More

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Villa Crayson

8800 Crayson Court, Kissimmee, United States Show map

Hosting up to 6 guests, the 3-bedroom Villa Crayson Kissimmee is nestled in an entertainment area, 4.1 km from Mighty Jungle Golf. Situated in the West Kissimmee district, this villa features a… More

From US$ 262 Book Now

7 Bd 55 Ba Windsor At Westside 1897 Nc

1897 Nice Court, Kissimmee, United States Show map

Featuring a swimming pool, 7 Bd 55 Ba Windsor At Westside 1897 Nc Villa Kissimmee is suitable for up to 20 people and is located a 15-minute drive from Avatar Flight of Passage Tourist Information… More

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4Br Townhouse With Private Pool Near Disney

Reading Trail 2573, Kissimmee, United States Show map

Offering an indoor pool for a relaxing experience, 4Br Townhouse With Private Pool Near Disney Kissimmee villa is located 7 km from Old Town Shopping Mall. Providing guests with Wi-Fi and parking… More

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5 Bedroom 3 And Half Bathroom Luxury Villa At Windsor Palms

8215 Fan Palm Way, Kissimmee, United States Show map

The 5-bedroom 5 Bedroom 3 And Half Bathroom Luxury Villa At Windsor Palms Kissimmee offers proximity to nearby tourist spots, such as the 220-acre multi-purpose ESPN Wide World of Sports Complex… More

From US$ 394 Book Now

Fenced Yard & Game Room: Family Home In Kissimmee!

25 Bradford Ct, Kissimmee, United States Show map

During the stay at the 3-bedroom Fenced Yard & Game Room: Family Home In Kissimmee!, guests can indulge in ping-pong or visit Lake Marion Creek Wildlife Management Area, located nearly 10 minutes… More

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9 Bd 5 Ba Storey Lake 2877 Sc

2877 Stanza Court, Kissimmee, United States Show map

Located merely 650 metres from the adventure-themed Congo River Golf, the 9-bedroom 9 Bd 5 Ba Storey Lake 2877 Sc Kissimmee villa offers opportunities for ping-pong in the area. This Kissimmee… More

From US$ 1915 Book Now

3 Bedroom 2 Bathroom Villas At Seven Dwarfs 25-105

4564 Yellowgold Road East 25-105, Kissimmee Fl, 23736, Kissimmee, United States Show map

Overlooking the lake, 3 Bedroom 2 Bathroom Villas At Seven Dwarfs 25-105 Kissimmee enjoys a prime setting a 5-minute walk from Sam's Club. Located 2.7 km from Osceola County Welcome Center and… More

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Os404Y Homestead Foxglove

7404 Soiree Way, Kissimmee, United States Show map

The 4-bedroom Os404Y Homestead Foxglove Kissimmee villa entices active guests with access to a fitness centre and is located around a 10-minute drive from Orlando Tree Trek Adventure Amusement Park… More

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Private Cottage Minutes From Disney

112 Sherwood Drive, Kissimmee, United States Show map

Private Cottage Minutes From Disney Kissimmee is located approximately a 25-minute walk from Old Town Shopping Mall and provides a year-round outdoor swimming pool, ensuring a relaxing stay. This… More

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Look Over Nature, Pool Home Near Disney Parks

2617 Santosh Cove, Kissimmee, United States Show map

Offering a location 3.2 km from Museum of Military History, the 1-bedroom Look Over Nature, Pool Home Near Disney Parks Kissimmee gives access to various tourist spots in the area. More

From US$ 102 Book Now

Amazing Spider | Disney, Slides & River

3170 Wet N Wild Court, Kissimmee, United States Show map

Situated within 5 minutes' walk of Fantasy Surf, the 2-bedroom Amazing Spider | Disney, Slides & River Kissimmee villa offers quick access to numerous city landmarks nearby. Featuring a Jacuzzi, the… More

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Luxury Villa Pool & Billiard At Reunion

1080 Castle Pines Court, Kissimmee, United States Show map

The 5-bedroom Luxury Villa Pool & Billiard At Reunion Kissimmee is located within a 7-km distance of Reunion Resort Water Park and provides a hot tub. With a maximum capacity of 15 guests, this… More

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4352Ws Villa 5 Beds & 5 Baths With Private Pool-Spa

4352 Quote St, Kissimmee, United States Show map

The 5-bedroom 4352Ws Villa 5 Beds & 5 Baths With Private Pool-Spa Kissimmee hosts up to 15 guests and is nestled nearly a 10-minute drive from natural sites such as Shingle Creek Regional Park. More

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Dreamscape At Storey Lake 4Bd

4859 Clock Tower Dr, Kissimmee, United States Show map

Featuring a heated pool, the 4-bedroom Dreamscape At Storey Lake 4Bd Kissimmee villa is suitable for up to 10 people and is located approximately 25 minutes' walk from the family-friendly Kissimmee… More

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Perfect Resort Condo Near Disney

7689 Heritage Crossing Way, Kissimmee, United States Show map

Featuring an outdoor swimming pool for guests' relaxation, the 3-bedroom Perfect Resort Condo Near Disney Kissimmee villa is located nearly 20 minutes' walk from Watson Golf Course. More

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4 Bd 3 Ba Bella Vida 400 Lf

400 Las Fuentes Dr, Kissimmee, United States Show map

Featuring a heated pool, 4 Bd 3 Ba Bella Vida 400 Lf Villa Kissimmee is suitable for up to 9 people and is located 16 minutes' walk from Medieval Times Dinner & Tournament. More

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Nature-Packed Family Escape Near Lake Tohopekaliga

1847 Harbor Rd, Kissimmee, United States Show map

Offering a terrace and a patio for guests' leisure, Nature-Packed Family Escape Near Lake Tohopekaliga Kissimmee villa is situated a 10-minute ride from Oren Brown Community Park. The 3-bedroom… More

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Onip - Private Pool, Themed Rooms, Pool Table With Waterpark And Resort Access At Encore Resorts Reunion - 140Bu

140 Burma St, Kissimmee, United States Show map

Disney Dream Villa: Private Pool & Themed Rooms Kissimmee provides easy access to various city attractions, such as Lakefront Park, situated approximately 5 minutes' walk away. More

From US$ 684 Book Now

Enchanting Dog-Friendly Home With Pool, Lanai, Central Ac, & Washer/Dryer

2537 Hamlet Ln, Kissimmee, United States Show map

With a maximum capacity of 10 guests, the 5-bedroom Enchanting Dog-Friendly Home With Pool, Lanai, Central Ac, & Washer/Dryer Kissimmee provides them with an outdoor swimming pool and access to such… More

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Villa Near Disney Jacuzzi Pool 4Bed-3Baths

2965 Sunset Vista Boulevard, Kissimmee, United States Show map

Located around a 10-minute ride from Indian Ridge, the 4-bedroom Villa Near Disney Jacuzzi Pool 4Bed-3Baths Kissimmee features an outdoor swimming pool, a Jacuzzi, ensuring a relaxing stay. Featuring… More

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Themed Kids Rooms, King Suites, Pool Game Room

8898 Qin Lp, Kissimmee, United States Show map

Themed Kids Rooms, King Suites, Pool Game Room Kissimmee villa is located in the West Kissimmee district, 3 km from Northeast Regional City Park and features a heated pool as well as views of the… More

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Luxury 6Br 6Bth At Championsgate Heated Pool 290

9174 Sommerset Hills Dr, Kissimmee, United States Show map

Luxury 6Br 6Bth At Championsgate Heated Pool 290 Villa Kissimmee offers easy access to such tourist spots as ChampionsGate Country Club Golf, located only a 6-minute walk away. Featuring a Jacuzzi… More

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Fairway Gem

1152 Castle Pines, Kissimmee, United States Show map

Located around 25 minutes' walk from ChampionsGate Golf Club, the 5-bedroom Fairway Gem Villa Kissimmee boasts an outdoor swimming pool with a Jacuzzi. More

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520 Sticks Street

520 Sticks Street, Kissimmee, United States Show map

The 5-bedroom 520 Sticks Street Villa Kissimmee is located within 4 km of Tuscan Hills Boulevard and provides a hot tub. This welcoming holiday home can host up to 10 guests and ensures their… More

From US$ 395 Book Now

Skp2764

2764 Sun Key Place, Kissimmee, United States Show map

Skp2764 Villa Kissimmee is nestled 7 minutes' walk from Emerald Island Boulevard and can accommodate up to 8 guests. Offering a car park as well as Wi-Fi, the 4-bedroom holiday home is situated in… More

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Lakeview 7Br W Pool Disney Area

2879 Stanza Court, Kissimmee, United States Show map

The 7-bedroom Lakeview 7Br W Pool Disney Area Kissimmee villa can host up to 16 guests and is situated within a 4-km distance of family venues such as Fun 'n Wheels Family Fun Parks. More

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Beautiful Townhome In A Resort Near Disney

4008 San Sebastian Drive, Kissimmee, United States Show map

Offering an outdoor swimming pool, the 4-bedroom Beautiful Townhome In A Resort Near Disney Kissimmee villa is situated just 9 minutes' walk from Fun 'n Wheels Family Fun Parks and can accommodate up… More

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Villa 6Q Storey Lake - 10 Min Da Disney

4827 Kings Castle Circle, Kissimmee, United States Show map

Located approximately 25 minutes' walk from the adventure-themed Congo River Golf, the 6-bedroom Villa 6Q Storey Lake - 10 Min Da Disney Kissimmee offers fitness classes, as well as a fitness centre… More

From US$ 402 Book Now

4909Nf Townhouse 4 Beds & 3 Baths With Private Pool

4909 Windermere Ave, Kissimmee, United States Show map

Situated approximately 4 km from Local amusement Theme Park, the 4-bedroom 4909Nf Townhouse 4 Beds & 3 Baths With Private Pool Villa Kissimmee is suitable for 9 guests and provides an outdoor… More

From US$ 214 Book Now