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2026-11-07
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Holiday Homes in Kissimmee

Resort Villa: Pool, Spa & Disney Proximity

8901 Coconut Breeze Drive, Kissimmee, United States Show map

Located in the West Kissimmee district of Kissimmee, the 9-bedroom Resort Villa: Pool, Spa & Disney Proximity Kissimmee provides active guests with access to a fitness club. Featuring a Jacuzzi, this… More

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Tg220T Heritage Rock Spring

1220 Grand Traverse Parkway, Kissimmee, United States Show map

Staying at the 7-bedroom Tg220T Heritage Rock Spring Kissimmee villa, guests can easily reach Watson Golf Course, located nearly a 25-minute walk away. The Kissimmee holiday home offers a swimming… More

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5Br House With Game Room Near Disney

2768 Bookmark Dr, Kissimmee, Fl 34746, Kissimmee, United States Show map

Located approximately a 25-minute walk from Sam's Club, the 5-bedroom 5Br House With Game Room Near Disney Kissimmee villa gives access to various tourist sites in the vicinity. Providing… More

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Coral Bliss Cottage Near Disney With Margaritaville Resort & Island H2O Access - 8004Ls

Lost Shaker Lane, Kissimmee, United States Show map

The 4-bedroom Coral Bliss Cottage Near Disney With Margaritaville Resort & Island H2O Access - 8004Ls Kissimmee is located only 5 minutes' walk from Splendid China and provides an outdoor swimming… More

From US$ 677 Book Now

Heated Pool Windsor Resort Near Disney Game Room

8050 King Palm Cir, Kissimmee, Fl 34747, Kissimmee, United States Show map

Situated 3.3 km from A World of Orchids, Heated Pool Windsor Resort Near Disney Game Room Kissimmee villa entices guests to explore various tourist attractions in the area. Nestled in the West… More

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Casa Economica Cerca A Disney

2604 Lodi Circle Casa 102, Kissimmee, United States Show map

Casa Economica Cerca A Disney Kissimmee offers proximity to nearby tourist spots, such as Local amusement Theme Park, situated 4.7 km away. More

From US$ 62 Book Now

Kokomo Cottage Near Disney With Margaritaville Resort & Island H2O Access - 8034Su

8034 Surf St, Kissimmee, United States Show map

Featuring an outdoor swimming pool, the 3-bedroom Kokomo Cottage Near Disney With Margaritaville Resort & Island H2O Access - 8034Su Kissimmee is located just a 6-minute walk from Splendid China and… More

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Pro Decor Disney Resort Style Free Waterpark 4467

4467 Scene Lane, Kissimmee, United States Show map

The 4-bedroom Pro Decor Disney Resort Style Free Waterpark 4467 Kissimmee villa hosts up to 10 guests and is nestled nearly 25 minutes' walk from natural sites such as Shingle Creek Regional Park. More

From US$ 279 Book Now

Family 808 Cozy Poolside Retreat 2Br 2Ba

808 Lucaya Loop, Kissimmee, United States Show map

Family 808 Cozy Poolside Retreat 2Br 2Ba Villa Kissimmee is located a 5-minute walk from Rum Run and invites guests to enjoy an aqua park and a golf course. The 1-bedroom villa features opportunities… More

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Sunset On Shaker Cottage With Private Pool Near Disney With Margaritaville Resort & Island H20 Access - 7960Sh

7960 Shaker Street, Kissimmee, United States Show map

Situated 2.6 km from the 145-foot Tree of Life Sculpture, the 5-bedroom Sunset On Shaker Cottage With Private Pool Near Disney With Margaritaville Resort & Island H20 Access - 7960Sh Kissimmee offers… More

From US$ 477 Book Now

610 Whistling Straits

610 Whistling Straits Blvd., Kissimmee, United States Show map

Nestled within a 10-minute drive of Rum Run, the 5-bedroom 610 Whistling Straits Villa Kissimmee is boasting an aqua park, a terrace, and playground for guests' enjoyment. Located 3.3 km from… More

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Liberty Wonder

7610 Excitement Drive, Kissimmee, United States Show map

The 6-bedroom Liberty Wonder Villa Kissimmee is located approximately 10 minutes by car from Orlando Tree Trek Adventure Amusement Park Zip Line and provides a Jacuzzi. This accommodation boasts an… More

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Ritzy And Sophisticated 15 Bedroom Ensuite

3850 Sonoma Blvd, Kissimmee, United States Show map

Along with access to such natural sites as Shingle Creek Regional Park, nearly 25 minutes' walk away, the 15-bedroom Ritzy And Sophisticated 15 Bedroom Ensuite Kissimmee villa offers a swimming pool.… More

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9 Bd 6 Ba Solara Resort 9071 Sr

9071 Sunshine Ridge Loop, Kissimmee, United States Show map

Situated in the West Kissimmee district of Kissimmee, around a 10-minute ride from Rum Run, the 1-bedroom 9 Bd 65 Ba Solara Resort 9071 Sr Kissimmee villa comes with a heated pool for guests to… More

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Near Disney 5Bed Home With Pool And Game Room

136 Madiera Beach Boulevard, Kissimmee, United States Show map

Featuring a swimming pool for guests' relaxation, the 1-bedroom Near Disney 5Bed Home With Pool And Game Room Kissimmee is located around a 25-minute stroll from the miniature Pirates Island… More

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10 Mi To Disney! Family-Friendly Resort Getaway

1371 Tuscan Terrace Unit 6207, Kissimmee, United States Show map

Located about 25 minutes' walk from Arnold Palmer Golf Course, the 2-bedroom 10 Mi To Disney! Family-Friendly Resort Getaway Kissimmee villa features an outdoor swimming pool, a Jacuzzi, ensuring a… More

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Easy Days At Club Island

8722 Rockingham Terrace, Kissimmee, United States Show map

Featuring an outdoor swimming pool, Easy Days At Club Island Villa Kissimmee is suitable for up to 8 people and is located 7 km from Disney's Blizzard Beach Water Park. Providing guests with Wi-Fi… More

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Sleep 26 In Kissimmee

2504 Shanti Drive, Kissimmee, United States Show map

Sleep 26 In Kissimmee Villa is located around 10 minutes' drive from the adventure-themed Congo River Golf, giving access to various tourist spots nearby. More

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Bella

4523 Alberto Circle, Kissimmee, United States Show map

Located merely 8 minutes' stroll from Medieval Times Dinner & Tournament, Bella Villa Kissimmee offers a swimming pool for guests to relax by. Providing guests with Wi-Fi and private parking, the… More

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2302 Butterfly Palm #203

2302 Butterfly Palm Way, Kissimmee, United States Show map

Located in the Windsor Palms district, 2302 Butterfly Palm #203 Villa Kissimmee is 7 km from Braves Spring Training and offers a Jacuzzi. Providing opportunities for bowling and mini golf, this 3… More

From US$ 204 Book Now

Qts4361

4361 Quote Street, Kissimmee, United States Show map

Featuring a swimming pool, the 5-bedroom Qts4361 Villa Kissimmee is suitable for up to 10 people and is located around 6 km from Fun Spot America Kissimmee Amusement Park. Providing guests with Wi-Fi… More

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Eagle Trace Aurora

864 Driving Range, Kissimmee, United States Show map

The 3-bedroom Eagle Trace Aurora Villa Kissimmee, located about 5 minutes' walk from Reunion Resort the palmer course, can host up to 6 guests. Offering a Jacuzzi, this property is approximately 7 km… More

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Funky Fiesta

1555 Epcot Resorts Boulevard, Kissimmee, United States Show map

The 1-bedroom Funky Fiesta Villa Kissimmee can host up to 8 guests and is situated within 7 km of family venues such as Old Town Shopping Mall. Providing guests with Wi-Fi and a car park, the… More

From US$ 370 Book Now

Championsgate Luxury Townhome Private Pool Game

9159 Sommerset Hills Dr, Davenport, Fl 33896, Usa, Kissimmee, United States Show map

During the stay at Championsgate Luxury Townhome Private Pool Game Kissimmee villa, guests can indulge in a Jacuzzi or visit Tuscan Hills Boulevard, located 4.8 km away. This 5-bedroom holiday home… More

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Family 3Br Home Minutes From Disney

8753 Zen Drive, Kissimmee, United States Show map

Offering a location approximately a 25-minute walk from The Legends Golf Course, the 3-bedroom Family 3Br Home Minutes From Disney Kissimmee gives access to various tourist spots in the area. More

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4 Bedrooms 3 Bathrooms Storey Lake 2625 Rt

2625 Reading Trail, Kissimmee, United States Show map

Situated 2.4 km from Shingle Creek Regional Park, the 4-bedroom 4 Bedrooms 3 Bathrooms Storey Lake 2625 Rt Kissimmee villa is suitable for 8 guests and provides a swimming pool for additional… More

From US$ 268 Book Now

Maui Palms - Private Pool, Solara Resort Access!

1560 Carey Palm Circle, Kissimmee, United States Show map

Nestled a 25-minute walk from Highlands Reserve Boulevard, Maui Palms - Private Pool, Solara Resort Access! Kissimmee villa entices guests to explore various tourist destinations nearby. Offering a… More

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Villas South Preserve

7652 Whisper Way, K203, Kissimmee, United States Show map

Located a mere 300 metres from Reunion Resort Water Park, the 3-bedroom Villas South Preserve Kissimmee is suitable for 6 guests and offers a Jacuzzi to relax in. This Kissimmee holiday home is… More

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3 Bedroom 2 Bathroom Villas At Seven Dwarfs 30-105

2603 Gala Road South 30-105, Kissimmee Fl, 34746, Kissimmee, United States Show map

Located just a 7-minute walk from the family-friendly Kissimmee Go-Karts, the 3-bedroom 3 Bedroom 2 Bathroom Villas At Seven Dwarfs 30-105 Kissimmee features a heated pool and can accommodate up to 8… More

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2982Dc Townhouse 4 Bedrooms

2982 Protagonist Street, Kissimmee, United States Show map

The 4-bedroom 2982Dc Townhouse 4 Bedrooms Kissimmee villa is located 3.9 km from Eagle Park Orlando and provides cycling and fisheries for active guests. Located 10 minutes by car from Osceola County… More

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Cozy Cottage With Hot Tub Near Disney With Margaritaville Resort & Island H2O Access - 8056Dr

8056 Dreamsicle Drive, Kissimmee, United States Show map

Located merely 6 minutes' walk from Splendid China, the 2-bedroom Cozy Cottage With Hot Tub Near Disney With Margaritaville Resort & Island H2O Access - 8056Dr Kissimmee offers quick access to… More

From US$ 857 Book Now

Jamaican Spice Cottage Near Disney With Margaritaville Resort & Island H20 Waterpark Access - 2924Sr

2924 Salted Rim Road, Kissimmee, United States Show map

Nestled approximately 300 metres from Splendid China, the 5-bedroom Jamaican Spice Cottage Near Disney With Margaritaville Resort & Island H20 Waterpark Access - 2924Sr Kissimmee comes with an aqua… More

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Nrl4543

4543 Narrative Lane, Kissimmee, United States Show map

Situated within 6 km of Old Town Shopping Mall, the 6-bedroom Nrl4543 Villa Kissimmee entices guests with a hot tub, ensuring a more relaxing stay. Offering a swimming pool, this Kissimmee villa… More

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Grh14777 - Champions Gate Resort - 9 Bed 5 Baths Townhome

9290 Sommerset Hills Dr, Kissimmee, United States Show map

Located around a 10-minute drive from Highlands Reserve Boulevard, the 8-bedroom Grh14777 - Champions Gate Resort - 9 Bed 5 Baths Townhome Kissimmee villa features an outdoor swimming pool, a Jacuzzi… More

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Summer Paradise 6Bd Private Poolamazing Resort

1868 Gobi Drive, Kissimmee, United States Show map

Situated in the West Kissimmee district of Kissimmee, approximately a 15-minute ride from Orange Lake Legends, the 6-bedroom Summer Paradise 6Bd Private Poolamazing Resort Kissimmee villa comes with… More

From US$ 289 Book Now

Zurich Sunrise - Private Pool & 24/7 Support

8964 Zurich Lane, Kissimmee, United States Show map

Featuring an outdoor swimming pool for guests' relaxation, the 5-bedroom Zurich Sunrise - Private Pool & 24/7 Support Villa Kissimmee is located approximately a 15-minute drive from Na'vi River… More

From US$ 231 Book Now

Astonishing Home Private Pool 4830

4830 Romeo Circle, Kissimmee, United States Show map

Situated 3.7 km from Local amusement Theme Park, the 5-bedroom Astonishing Home Private Pool 4830 Kissimmee is suitable for 13 guests and provides a swimming pool for additional relaxation. More

From US$ 215 Book Now

Carey Palm Circle Townhouse #258888 Townhouse

1533 Carey Palm Circle, Kissimmee, United States Show map

Located around 10 minutes by car from Emerald Island Boulevard, the 4-bedroom Carey Palm Circle Townhouse #258888 Townhouse Villa Kissimmee has an outdoor swimming pool and is ideal for up to 12… More

From US$ 373 Book Now

Beautiful 2Br Condo W Private Balcony Near Disney

3191 Paradox Circle, Kissimmee, United States Show map

Situated 4.4 km from Local amusement Theme Park, Beautiful 2Br Condo W Private Balcony Near Disney Kissimmee villa provides access to numerous tourist attractions in the area. More

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Sl102-3176-104-2 - Secret Lake Retreat, Apt 104

3176 Feltrim Place #104, Kissimmee, United States Show map

The 2-bedroom Sl102-3176-104-2 - Secret Lake Retreat, Apt 104 Kissimmee villa can host up to 8 guests, boasting a convenient location 4.2 km from iconic cultural attractions such as the 145-foot Tree… More

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Two-Story, Dog-Friendly Gem Near Theme Parks With Pool, Central Ac & On-Site Gym

8542 Bay Lilly Loop, Kissimmee, United States Show map

Situated nearly a 10-minute ride from Windsor Hills, the 3-bedroom Two-Story, Dog-Friendly Gem Near Theme Parks With Pool, Central Ac & On-Site Gym Kissimmee villa includes an outdoor swimming pool… More

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2797 Bd - Storey Lake - Luxury 5 Bed Villa Private Pool

2797 Bookmark Drive, Kissimmee, United States Show map

Situated 3.4 km from Fun 'n Wheels Family Fun Parks, 2797 Bd - Storey Lake - Luxury 5 Bed Villa Private Pool Kissimmee entices guests to explore various tourist attractions in the area. More

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Luxurious Home | Private Pool + Spa

1136 Castle Pines Ct, Kissimmee, United States Show map

Located within 6 km of Arnold Palmer Golf Course, the 14-bedroom Luxurious Home | Private Pool + Spa Kissimmee boasts an outdoor swimming pool with a Jacuzzi. More

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Entire Pool Home Near Disney Resort Amenities

991 Lake Berkley Drive, Kissimmee, United States Show map

Featuring an outdoor swimming pool, the 4-bedroom Entire Pool Home Near Disney Resort Amenities Kissimmee is suitable for up to 8 people and is located approximately 10 minutes' drive from Give Kids… More

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Disney 8Br Villa, Private Pool, Water Slides, Lake

1813 Gobi Dr, Kissimmee, Fl 34747, Kissimmee, United States Show map

Disney 8Br Villa, Private Pool, Water Slides, Lake Kissimmee offers proximity to nearby tourist spots, such as Rum Run, situated 2.9 km away. More

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Stunning Condo In The Heart Of Orlando

3120 Paradox Circle 204, Kissimmee, United States Show map

The 2-bedroom Stunning Condo In The Heart Of Orlando Kissimmee villa can host up to 8 guests, boasting a convenient location nearly 25 minutes' walk from iconic cultural attractions such as Museum of… More

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Cozy Retreat-Heated Pool, Grill, Pickle Ball, Gym

8921 Bismarck Palm Road, Kissimmee, United States Show map

Featuring a swimming pool for guests' relaxation, the 4-bedroom Cozy Retreat-Heated Pool, Grill, Pickle Ball, Gym Kissimmee villa is located only 5 minutes' stroll from Paradise Palms Boulevard. More

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8958-Premium Retreat Only 10Min From Disney World

8958 Silver Place, Kissimmee, United States Show map

Located within a 6-km distance of Pandora, the 3-bedroom 8958-Premium Retreat Only 10Min From Disney World Kissimmee villa offers fitness classes, as well as a fitness room for active guests. This… More

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4Br3Ba Near Disney 2 Suites, Pool & Parking

2602 Lodi Cir, Kissimmee, United States Show map

Located around a 25-minute walk from Fantasy Surf, the 2-room 4Br3Ba Near Disney 2 Suites, Pool & Parking Kissimmee villa has an outdoor swimming pool and is ideal for up to 11 guests. More

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8951 Coco Palm

8951 Coco Palm Road, Kissimmee, United States Show map

Staying at the 5-bedroom 8951 Coco Palm Villa Kissimmee, guests can visit Paradise Palms Boulevard, which is only 200 metres away. Nestled in the West Kissimmee district of Kissimmee, the Kissimmee… More

From US$ 263 Book Now