Villas and Holiday homes in Kissimmee, FL

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Kissimmee, FL holiday homes
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8901 Villa rentals in Kissimmee, FL

Best Kissimmee, FL villas and holiday homes with a pool

Among the 8901 accommodations in Kissimmee, FL, here are the 4 best villas and holiday homes with a pool

Exquisite 4 Ensuite Bed Villa With Private Pool/spa & Games Room - Kissimmee, FL
9.4 78 reviews
Kissimmee, FL
18/09 – 21/09
258 €/nightTotal: 774 € (3 )

Exquisite 4 Ensuite Bed Villa With Private Pool/spa & Games Room

4 2
house , Kissimmee
This Bellavida villa in Kissimmee, Florida, enjoys a convenient location less than 1.6km from Shingle Creek Regional Park, Give Kids the World Village, and the 192 Flea Market, and within 4.8km of Kissimmee Go-Karts and Medieval Times Dinner & Tournament.
The 191 square metre, four-bedroom, four-bathroom property sleeps eight guests and boasts a private pool, spa, fitness centre, and fully equipped kitchen; additional amenities include a terrace, garden, and on-site water park.
Dazzling Thematic 4br With Waterpark & Private Pool - Kissimmee, FL
9.3 131 reviews
Kissimmee, FL
21/08 – 24/08
170 €/nightTotal: 510 € (3 )

Dazzling Thematic 4br With Waterpark & Private Pool

4 1
house , Kissimmee
This four-bedroom Kissimmee holiday home boasts a prime location, approximately 12-13 kilometres from Gatorland, Disney Springs, and Disney's Wide World of Sports.
The 178 square metre property offers a private entrance, two swimming pools (including a water park), a fully equipped kitchen, free Wi-Fi, and accommodates families or groups comfortably.
⁕ Disney Parks! Luxury Resort Villa • Private Pool - Kissimmee, FL
9.9 154 reviews
Kissimmee, FL
02/07 – 05/07
267 €/nightTotal: 801 € (3 )

⁕ Disney Parks! Luxury Resort Villa • Private Pool

1 8
house , Kissimmee
This single-storey villa is located in the Terra Verde Resort area of Kissimmee, Florida, a short distance (minutes away) from major theme parks such as Walt Disney World Resort, Universal Orlando Resort, and SeaWorld Orlando.
This four-bedroom, two-bathroom property sleeps eight guests and boasts a private screened heated pool (heating optional, extra charge), a fully equipped kitchen with dishwasher, and access to resort amenities including a shared pool, gym, and movie theatre.
Villa Piscine (Disney) Belle Vue Lac - Kissimmee, FL
9.6 159 reviews
Kissimmee, FL
10/10 – 17/10
152 €/nightTotal: 1064 € (7 )

Villa Piscine (Disney) Belle Vue Lac

1 3
house , Kissimmee
This three-bedroom house is located in a peaceful area of Kissimmee, just 24-40 kilometres from major theme parks, Downtown Disney Springs, and outlet malls. It has received excellent ratings for location, cleanliness and user experience.
The property can accommodate up to six guests and features a private pool, a garden, and a fully equipped kitchen. Guests can enjoy free internet access, free phone calls within North America, and a range of family-friendly amenities, including a baby stroller, cot, high chair and booster seat.

Best family friendly Kissimmee, FL villas and holiday home

Among the 8901 accommodations in Kissimmee, FL, here are the 4 best family friendly villas and holiday homes

195 M² House ∙ 5 Bedrooms ∙ 10 Guests - Kissimmee, FL
10 6 reviews
Kissimmee, FL
04/07 – 18/07
168 €/nightTotal: 2352 € (14 )

195 M² House ∙ 5 Bedrooms ∙ 10 Guests

5 4
house , Kissimmee
This luxurious six-bedroom villa is located in the Bella Vida Resort, Kissimmee, Florida, approximately 24 kilometres from Walt Disney World and 32 kilometres from Universal Studios and SeaWorld.
The 6-bedroom, 5-bathroom property, sleeping up to 12 guests, boasts a private heated pool with lanai, a games room, and access to Bella Vida Resort's amenities including a clubhouse, pools, and fitness centre; it also features a Mickey Mouse-themed bedroom.
Amazing Disney Resort Style & Free Waterpark 2481 - Kissimmee, FL
9.8 4 reviews
Kissimmee, FL
24/07 – 26/07
378 €/nightTotal: 756 € (2 )

Amazing Disney Resort Style & Free Waterpark 2481

4 6
house , Kissimmee
This Kissimmee holiday home is conveniently located approximately 13.2km from both Gatorland and Disney Springs, offering easy access to other popular theme parks.
This four-bedroom property boasts 178 square metres of living space, sleeping up to 14 guests and featuring a private pool, water park access, a fully equipped kitchen, sauna, spa, bar, and fitness centre.
2929 Ss - Disney Delight: 4br Pool Near Parks - Kissimmee, FL
9.6 68 reviews
Kissimmee, FL
29/06 – 03/07
144 €/nightTotal: 576 € (4 )

2929 Ss - Disney Delight: 4br Pool Near Parks

4 6
house , Kissimmee
This Kissimmee villa is ideally situated approximately 12-14km from Gatorland, Disney Springs, and various Disney parks, offering easy access to major attractions.
The four-bedroom, three-bathroom property sleeps a large family group, boasting a private pool, free Wi-Fi, a fully equipped kitchen with dishwasher, and a balcony; nearby amenities include a fitness centre, tennis court and spa.
Cozy Family 4-bedroom Bella Vida Home Near Disney World - Kissimmee, FL
9.0 63 reviews
Kissimmee, FL
28/12 – 09/01
214 €/nightTotal: 2568 € (12 )

Cozy Family 4-bedroom Bella Vida Home Near Disney World

4 4
house , Kissimmee
This spacious villa is located in the Bella Vida Resort, just 6 kilometres from Walt Disney World and within walking distance of a shopping centre with restaurants and a Walmart. It has received excellent ratings for location, cleanliness and user experience.
The property spans 191 square metres and comfortably accommodates up to 12 guests in its four bedrooms. The villa boasts a private pool and spa, a fully equipped kitchen, a games room, a patio with sun loungers and an outdoor table, a covered lanai and a private screened-in pool area.

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Best Kissimmee, FL villas and holiday homes with parking

Stylish & Fun Retreat Pool Themed Rooms - Kissimmee, FL
9.0 1 review
Kissimmee, FL
25/12 – 03/01
409 €/nightTotal: 3681 € (9 )

Stylish & Fun Retreat Pool Themed Rooms

1 11
house , Kissimmee
This detached house in Kissimmee is situated approximately 12.2 kilometres from Disney Springs and 12.4 kilometres from Gatorland, offering convenient access to major theme parks and entertainment.
This spacious property boasts a floor area of 178 square metres, accommodating up to 17 guests with three bathrooms, a private outdoor swimming pool, an on-site water park, complimentary WiFi, and private parking.
Family Stay Close To Disney Parks - Kissimmee, FL
Kissimmee, FL
27/06 – 04/07
139 €/nightTotal: 973 € (7 )

Family Stay Close To Disney Parks

3 2
house , Kissimmee
This Kissimmee holiday rental is ideally located for Disney park visitors, with Hollywood Studios and Blizzard Beach Water Park within 16 kilometres, and Gatorland 7.2 kilometres away.
This detached house offers 120 square metres of living space with three bedrooms and two bathrooms, accommodating up to 10 guests with a fully equipped kitchen, air conditioning, and complimentary on-site parking and WiFi.
Pompano Place Townhouse - Kissimmee, FL
9.7 21 reviews
Kissimmee, FL
13/12 – 03/01
258 €/nightTotal: 5418 € (21 )

Pompano Place Townhouse

3 6
house , Kissimmee
This three-bedroom townhouse is located in Kissimmee, just 14 kilometres from Gatorland and 14 kilometres from Disney's Wide World of Sports, offering easy access to a range of attractions. The property has received excellent ratings for location, cleanliness, and overall user experience.
The townhouse is comfortably furnished and includes a fully equipped kitchen, a private heated pool, and free on-site parking. Guests can enjoy a range of amenities, including air conditioning, Wi-Fi, a washing machine, cable TV, and a terrace.
Spectacular! Townhome 9 Miles To Disney World! - Kissimmee, FL
9.0 15 reviews
Kissimmee, FL
24/07 – 31/07
124 €/nightTotal: 868 € (7 )

Spectacular! Townhome 9 Miles To Disney World!

3 3
house , Kissimmee
This three-bedroom, three-bathroom Kissimmee townhome is conveniently located approximately 14.5 kilometres from Walt Disney World Resort and other major attractions including Gatorland and Disney's Hollywood Studios.
The 148 square metre property offers a spacious layout, sleeping up to 11 guests, and boasts a private swimming pool, Jacuzzi, fully equipped kitchen with dishwasher, and free Wi-Fi and parking.

Best Kissimmee, FL villas and holiday homes with a garden

Hideaway Dream Home - Kissimmee, FL
9.6 25 reviews
Kissimmee, FL
26/07 – 30/07
356 €/nightTotal: 1424 € (4 )

Hideaway Dream Home

6 8
house , Kissimmee
This six-bedroom Kissimmee villa is ideally located approximately 13-18 kilometres from Gatorland, Disney Springs, and various Disney parks including Hollywood Studios, Blizzard Beach, ESPN Wide World of Sports Complex, and Disney's Boardwalk.
The 265-square-metre property boasts a private pool, jacuzzi, fully equipped kitchen, free Wi-Fi, and in-house laundry facilities, comfortably accommodating large families or groups, with free private parking and a concierge service available.
Sunny Cozy Fun Home @ Disney And Universal! - Kissimmee, FL
9.9 75 reviews
Kissimmee, FL
23/06 – 30/06
89 €/nightTotal: 623 € (7 )

Sunny Cozy Fun Home @ Disney And Universal!

1 2
cabin , Kissimmee
This one-bedroom cabin is situated in a family-friendly resort in Kissimmee, just a short drive (around 8 kilometres) from Walt Disney World Resort and Universal Orlando Resort. This newly built cabin offers a spacious living and kitchen area, perfect for families or groups of up to four, and includes a private washer and dryer, a comfortable sofa bed, and access to a heated pool, playground, gym, pickleball courts, and other resort amenities.
New Themed 10b Villa|pool|spa - Kissimmee, FL
9.4 12 reviews
Kissimmee, FL
24/07 – 29/07
681 €/nightTotal: 3405 € (5 )

New Themed 10b Villa|pool|spa

10 25
house , Kissimmee
This luxurious ten-bedroom villa in Kissimmee, Florida, boasts a waterfront location within 5km of Shingle Creek Regional Park, Kissimmee Go-Karts, and the 192 Flea Market.
The 418-square-metre property offers a private pool, jacuzzi, spa, tennis court, and concierge services, accommodating up to 25 guests with five bathrooms and a fully equipped kitchen; onsite amenities include a water park and game room.
Casa 4q No Lake Berkley - Perto Da Disney - Kissimmee, FL
Kissimmee, FL
02/07 – 05/07
209 €/nightTotal: 627 € (3 )

Casa 4q No Lake Berkley - Perto Da Disney

4 7
house , Kissimmee
This detached property is located in the Lake Berkley district of Kissimmee, offering convenient access to attractions such as Gatorland, which is 11.59 kilometres away, and Disney's Wide World of Sports and Disney's Hollywood Studios, both approximately 14.64 kilometres distant.
This four-bedroom villa accommodates up to fifteen guests and features a swimming pool, hot tub, garden, and fitness centre, alongside free Wi-Fi and a shared lounge area.
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