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2026-11-07
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Holiday Homes in Kissimmee

Premium Location Near Disney With Pool At Le Reve

4400 Le Reve Court, Kissimmee, United States Show map

Located just a 6-minute walk from Give Kids The World Village Resort, the 4-bedroom Premium Location Near Disney With Pool At Le Reve Kissimmee villa is suitable for 9 guests and provides a swimming… More

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4Br Windsor Townhome | Private Splash Pool | Mickey Room | Lazy River | Near Disney

8916 Adriatico Lane, Kissimmee, United States Show map

Hosting up to 8 guests, the 4-bedroom 4Br Windsor Townhome | Private Splash Pool | Mickey Room | Lazy River | Near Disney Kissimmee villa is nestled in a residential area, 3.6 km from Emerald Island… More

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Pp9038 - Spacious 4 Bed 3 Bath Pool Home

9038 Paolos Place,, Kissimmee, United States Show map

Featuring a swimming pool, Pp9038 - Spacious 4 Bed 3 Bath Pool Home Kissimmee is suitable for up to 8 people and is located approximately 7 km from Pandora. Providing guests with Wi-Fi and a car park… More

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5Br Near Disney Private Pool & Lazy River

2405 Dubai Street, Kissimmee, United States Show map

Offering an aqua park, an outdoor pool, and a golf course for guests' leisure, 5Br Near Disney Private Pool & Lazy River Kissimmee villa is situated about a 25-minute walk from Northeast Regional… More

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109 Pompano Beach Drive

109 Pompano Beach Dr, Kissimmee, United States Show map

Accommodating up to 6 guests, the welcoming 109 Pompano Beach Drive Kissimmee villa is situated 25 minutes' walk from renowned cultural sites such as Osceola County Welcome Center and History Museum.… More

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Twice-As-Nice By Avantstay

1864 Nice Ct, Kissimmee, United States Show map

The 8-bedroom Twice-As-Nice By Avantstay Kissimmee villa is located 4.4 km from Indian Ridge and provides billiard for active guests. Featuring a Jacuzzi, the holiday home is suitable for 20 people. More

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Magical 10-Bedroom Disney Getaway Awaits!

2928 Simile Street, Kissimmee, United States Show map

Situated approximately 3 km from Shingle Creek Regional Park, the 9-bedroom Magical 10-Bedroom Disney Getaway Awaits! Kissimmee villa is suitable for 29 guests and provides a swimming pool for… More

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Homestead Hideaway

1205 Molona Street, Kissimmee, United States Show map

The 6-bedroom Homestead Hideaway Kissimmee villa is located around a 10-minute drive from Indian Ridge and provides a Jacuzzi. This Kissimmee holiday home boasts an aqua park, a patio, and a golf… More

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Summer Sparkle Home

4514 Stella St Bella Vida, Kissimmee, United States Show map

Ensuring a relaxing stay with a Jacuzzi, the 4-bedroom Summer Sparkle Home Kissimmee is situated 2.3 km from Shingle Creek Regional Park and can accommodate 10 guests. Providing guests with Wi-Fi and… More

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Modern Sonoma Paradise W Private Pool & Bbq Grill | Sleeps 32

2613 Yountville Ave, Kissimmee, United States Show map

Located in a shopping district, Modern Sonoma Paradise W Private Pool & Bbq Grill | Sleeps 32 Kissimmee villa is 6 km from Museum of Military History and offers a Jacuzzi. Offering billiard, the 14… More

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Disney Area 4 Bed 3,5 Bathroom Emerald Island Townhouse

2736 Sun Key Dr, Kissimmee, United States Show map

Located 0.7 km from Emerald Island Boulevard, Disney Area 4 Bed 3,5 Bathroom Emerald Island Townhouse Kissimmee villa is suitable for 8 guests and provides an outdoor swimming pool to relax in. More

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9001 Sunshine Ridge

9001 Sunshine Ridge Loop, Kissimmee, United States Show map

Ensuring a relaxing stay with a Jacuzzi, the 8-bedroom 9001 Sunshine Ridge Villa Kissimmee is situated 2.5 km from Northeast Regional City Park and can accommodate 22 guests. The holiday home boasts… More

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Star Wars Movie Theater Private Pool Bbq

8897 Qin Loop, Kissimmee, United States Show map

Along with access to such natural sites as Northeast Regional City Park, 2.9 km away, the 1-bedroom Star Wars Movie Theater Private Pool Bbq Villa Kissimmee offers an outdoor swimming pool. Located… More

From US$ 258 Book Now

5 Bd 45 Ba Windsor At Westside 8815G

8815 Geneve Court, Kissimmee, United States Show map

Situated 3.2 km from Northeast Regional City Park, the 5-bedroom 5 Bd 45 Ba Windsor At Westside 8815G Villa Kissimmee is suitable for 10 guests and provides a heated pool for additional relaxation. More

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Condo Moderno Em Champions Gate

723 Ocean Course Avenue, Kissimmee, United States Show map

Staying at Condo Moderno Em Champions Gate Kissimmee villa, guests can visit Mystic Dunes Golf Club, which is about a 15-minute drive away. More

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Charming Storey Lake Escape Near Disney Kissimmee

3131 Paradox Circle, Kissimmee, United States Show map

Charming Storey Lake Escape Near Disney Kissimmee villa offers proximity to nearby tourist spots, such as Lennar at Storey Lake, situated just 11 minutes' walk away. More

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3 Bedrooms 35 Bathrooms Solara 2155Cb

2155 Cooper Bell Place, Kissimmee, United States Show map

Situated 2.7 km from Northeast Regional City Park, the 3-bedroom 3 Bedrooms 35 Bathrooms Solara 2155Cb Kissimmee villa is suitable for 8 guests and provides a swimming pool for additional relaxation. More

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Hideaway Dream Home

410 Melrose Place, Unit 304, Kissimmee, United States Show map

Featuring an outdoor swimming pool, Hideaway Dream Home Kissimmee is suitable for up to 12 people and is located a 10-minute drive from the themed Give Kids The World Village Resort. Providing guests… More

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Go14 - Champions Gate

1173 Drop Lane, Reunion, Fl 34747, Kissimmee, United States Show map

Go14 - Champions Gate Villa Kissimmee enjoys a convenient location, 5 minutes' walk from ChampionsGate Country Club Golf, and offers guests to unwind in a Jacuzzi. The 3-bedroom holiday home features… More

From US$ 174 Book Now

9 Bedroom 5 Bathroom Champions Gate 771Pb

771 Pebble Beach Dr, Kissimmee, United States Show map

Featuring a heated pool, the 1-bedroom 9 Bedroom 5 Bathroom Champions Gate 771Pb Kissimmee villa is suitable for up to 25 people and is located 3.4 km from Highlands Reserve Boulevard. The property… More

From US$ 438 Book Now

New Epic Reunion Skyloft Elevator Access Rooftop Balcony Pools

7770 Sandy Ridge Drive, Kissimmee, United States Show map

Offering an aqua park and a patio for guests' leisure, New Epic Reunion Skyloft Elevator Access Rooftop Balcony Pools Kissimmee villa is situated about a 25-minute walk from Orlando Tree Trek… More

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Sunny Orlando Oasis - Cozy 2 Bedroom House Near Disney

4885 Warrior Lane, Kissimmee, United States Show map

Sunny Orlando Oasis - Cozy 2 Bedroom House Near Disney Kissimmee villa accommodates up to 7 guests and offers a convenient location only 1 km from shopping venues such as the outlet mall "Lake Buena… More

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Ei8555 - 3Br House Sleeps 8 Near Disney

8555 Crystal Cove Loop, Kissimmee, United States Show map

The welcoming Ei8555 - 3Br House Sleeps 8 Near Disney Kissimmee villa is situated only a 6-minute walk from Emerald Island Boulevard and provides a hot tub for additional comfort. More

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Patriots Playa

1402 Reunion Blvd, Kissimmee, United States Show map

Offering an aqua park, a patio, and a golf course for guests' leisure, the 4-bedroom Patriots Playa Villa Kissimmee is situated around a 25-minute walk from Reunion Resort Water Park. Featuring a… More

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Sandcastles & Sunshine Cottage With Private Pool Near Disney With Margaritaville Resort & Island H20 Access - 8025Su

8025 Surf Street, Kissimmee, United States Show map

Featuring an outdoor swimming pool, the 7-bedroom Sandcastles & Sunshine Cottage With Private Pool Near Disney With Margaritaville Resort & Island H20 Access - 8025Su Kissimmee is located merely a 6… More

From US$ 913 Book Now

Home & Storey Lake Water 5Br/5Ba - Park Amenities

2665 Petition Lane, Kissimmee, United States Show map

Situated around 25 minutes' walk from Shingle Creek Regional Park, the 5-bedroom Home & Storey Lake Water 5Br/5Ba - Park Amenities Kissimmee is suitable for 10 guests and provides a swimming pool for… More

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5 Bd 4 Ba Storey Lake 4823 Ds

4823 Dedication Street, Kissimmee, United States Show map

Situated 3.9 km from Local amusement Theme Park, the 2-bedroom 5 Bd 4 Ba Storey Lake 4823 Ds Kissimmee villa is suitable for 10 guests and provides a swimming pool for additional relaxation. More

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Pet Friendly Reunion Condo Minutes From Disney

7501 Mourning Dove Circle, Kissimmee, United States Show map

Featuring an outdoor swimming pool, the 3-bedroom Pet Friendly Reunion Condo Minutes From Disney Kissimmee villa is suitable for up to 6 people and is located approximately 4 km from Orlando Tree… More

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9Br House With Game Room Near Disney Area

8838 Cabot Cliffs Dr, Kissimmee, United States Show map

9Br House With Game Room Near Disney Area Kissimmee villa is located 4.6 km from Reunion Resort Water Park and provides billiard for active guests. This 9-bedroom holiday home features a heated pool… More

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Buc2971

2971 Buccaneer Palm Road, Kissimmee, United States Show map

Situated within 5 minutes' walk of Paradise Palms Boulevard, the 6-bedroom Buc2971 Villa Kissimmee offers easy access to numerous tourist spots in the area. Providing guests with Wi-Fi and parking… More

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5Bedroom Fantastic Home W Private Pool

8900 Takeaway Wy, Kissimmee, United States Show map

Offering a location 3.4 km from Highlands Reserve GC, 5Bedroom Fantastic Home W Private Pool Kissimmee gives access to various tourist spots in the area. More

From US$ 138 Book Now

Villa Atom - Champions Gate Resort

8927 Cabot Cliffs Drive, Kissimmee, United States Show map

Situated 3.2 km from Highlands Reserve Boulevard, the 6-bedroom Villa Atom - Champions Gate Resort Kissimmee offers guests to enjoy an aqua park, spa therapy, and a golf course. Featuring a Jacuzzi… More

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Elegant Townhome At West Lucaya

8906 Shine Drive, Kissimmee, United States Show map

Staying at the 3-bedroom Elegant Townhome At West Lucaya Kissimmee villa, guests can visit Rum Run, which is around 3 km away. Offering a convenient location in the West Kissimmee district of… More

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Beautiful House With First Class Amenities On Paradise Palms Resort Orlando House 6298

8931 Cuban Palm Rd, Kissimmee, United States Show map

Located merely 8 minutes' walk from Paradise Palms Boulevard, the 1-bedroom Beautiful House With First Class Amenities On Paradise Palms Resort Orlando House 6298 Kissimmee villa has an outdoor… More

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Casa 5Q Storey Lake - Resort & Piscina

4318 Scene Lane, Kissimmee, United States Show map

The 5-bedroom Casa 5Q Storey Lake - Resort & Piscina Kissimmee is located around 25 minutes on foot from Shingle Creek Regional Park and provides a Jacuzzi. The Kissimmee holiday home is suitable for… More

From US$ 469 Book Now

Boutique Luxury Home, Private Pool Close To Disney

1140 Castle Pines Ct, Kissimmee, United States Show map

The 6-bedroom Boutique Luxury Home, Private Pool Close To Disney Kissimmee entices active guests with access to a fitness club and is located nearly a 25-minute stroll from ChampionsGate Golf Club. More

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4 Bd 3 Ba Storey Lake 3071 Gs

3071 Gatsby Street, Kissimmee, United States Show map

Situated 3.7 km from Local amusement Theme Park, the 3-bedroom 4 Bd 3 Ba Storey Lake 3071 Gs Kissimmee villa is suitable for 10 guests and provides a swimming pool for additional relaxation. More

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Huge Lot, Private Pool Home Centrally Located

5376 Lonesome Dove Drive, Kissimmee, United States Show map

Nestled approximately a 25-minute walk from Local amusement Theme Park, the 3-bedroom Huge Lot, Private Pool Home Centrally Located Kissimmee entices guests to explore various tourist destinations… More

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Runaway Beach Club Condo Near Disney

5008 5008 Mangrove Alley, Kissimmee, United States Show map

The 1-bedroom Runaway Beach Club Condo Near Disney Kissimmee villa is located within 6 km of Disney's Typhoon Lagoon Water Park and provides an outdoor swimming pool, ensuring a relaxing stay. This… More

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Heritage Rock Spring

1220 Grand Traverse, Kissimmee, United States Show map

The 7-bedroom Heritage Rock Spring Kissimmee villa is located approximately a 10-minute ride from Indian Ridge and provides a Jacuzzi. With a maximum capacity of 20 guests, the Kissimmee holiday home… More

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Once Upon A Good Stay - 7 Beds Pool Home By Disney

1040 Soaring Eagle Lane, Kissimmee, United States Show map

Featuring an outdoor swimming pool, the 4-bedroom Once Upon A Good Stay - 7 Beds Pool Home By Disney Kissimmee is located only a 6-minute walk from Eagle Pointe South and is suitable for up to 10… More

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Family-Friendly Oasis With Resort Amenities

8928 Coconut Breeze Drive, Kissimmee, United States Show map

Offering a Jacuzzi and access to a hot tub for a relaxing experience, Family-Friendly Oasis With Resort Amenities Kissimmee villa is located a 10-minute ride from Highgate Park Boulevard. More

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2 Bedrooms 2 Bathrooms Champions Gate 897 Oa

897 Ocean Course Avenue, Kissimmee, United States Show map

Located approximately a 10-minute ride from Highlands Reserve Boulevard, the 2-bedroom 2 Bedrooms 2 Bathrooms Champions Gate 897 Oa Kissimmee villa has a swimming pool and is ideal for up to 7 guests… More

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Pct9038

9038 Pelican Cove Trace, Kissimmee, United States Show map

Situated 3.1 km from Highgate Park Boulevard, Pct9038 Villa Kissimmee entices guests to explore various tourist attractions in the area. Offering parking as well as Wi-Fi, this 2-bedroom holiday home… More

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Amazing 2Br Condo With 2 Clubhouses & Private Game Room

Challenge Drive 1101, Kissimmee, United States Show map

Offering an aqua park and a patio for guests' leisure, Amazing 2Br Condo With 2 Clubhouses & Private Game Room Kissimmee villa is situated a 10-minute drive from Tuscan Hills Boulevard. Located 3.5… More

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Cypress Palms Resort 1Br Apartment

5324 Fairfield Lake Drive, Kissimmee, United States Show map

Situated within 7 km of the film-centric theme park "Disney's Hollywood Studios", the 1-bedroom Cypress Palms Resort 1Br Apartment Kissimmee villa entices guests with a Jacuzzi, ensuring a more… More

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High Tide Cottage With Private Pool Near Disney With Margaritaville Resort & Island H2O Access - 8053Su

8053 Surf Street, Kissimmee, United States Show map

Offering an aqua park, a terrace, and a patio for an enjoyable stay, High Tide Cottage With Private Pool Near Disney With Margaritaville Resort & Island H2O Access - 8053Su Kissimmee is a 6-minute… More

From US$ 1096 Book Now

Bella Vida 4Br Home • Private Pool Lake View

721 Las Fuentes Dr, Kissimmee, United States Show map

Featuring a heated pool, the 4-bedroom Bella Vida 4Br Home • Private Pool Lake View Kissimmee is located around 5 minutes' walk from lake berkley and is suitable for up to 8 guests. More

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Stunning 4 Bed Townhome Pool & Waterpark Townhouse

1160 Kingsbarn Street, Kissimmee, United States Show map

Featuring a heated pool, Stunning 4 Bed Townhome Pool & Waterpark Townhouse Kissimmee villa is suitable for up to 10 people and is located 10 minutes' drive from Tuscan Hills Boulevard. Providing… More

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Stylish Home At Amazing Resort!

2162 Fleming Mist Place, Kissimmee, United States Show map

Staying at the 5-bedroom Stylish Home At Amazing Resort! Kissimmee, guests can easily reach Tuscan Hills Boulevard, located approximately a 25-minute walk away. This Kissimmee villa features an… More

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