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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

Stylish 3 Bedroom Home, Private Balcony & Patio - Kissimmee, FL
9.7 23 reviews
Kissimmee, FL
15/07 – 27/08
NZ$189/nighttotal: NZ$8127 (43 )

Stylish 3 Bedroom Home, Private Balcony & Patio

1 4
house , Kissimmee
This three-bedroom house is located within the gated Lake Berkley Resort in Kissimmee, Florida, approximately 11.6km from Walt Disney World, 24km from Universal Studios Florida, and 18km from SeaWorld.
The self-catering property offers a private balcony, patio, swimming pool access, and two parking spaces, sleeping up to six guests and boasting a fully equipped kitchen including a fridge, microwave, and dishwasher.
Poolside 3 Bedrm Villa Luxury Gated Resort Disney - Kissimmee, FL
9.8 178 reviews
Kissimmee, FL
17/07 – 19/07
NZ$300/nighttotal: NZ$600 (2 )

Poolside 3 Bedrm Villa Luxury Gated Resort Disney

1 3
house , Kissimmee
This Kissimmee townhome, near Disney World theme parks and outlet malls, offers convenient access to major attractions in the area.
The spacious 139 sq m, two-story property sleeps six, boasting a private pool, Jacuzzi, fitness centre, and fully equipped kitchen alongside five flat-screen TVs and free Wi-Fi.
South Facing Pool With Stunning Lake View - Family Friendly Home - Nr Disney - Kissimmee, FL
9.6 249 reviews
Kissimmee, FL
05/11 – 08/11
NZ$580/nighttotal: NZ$1740 (3 )

South Facing Pool With Stunning Lake View - Family Friendly Home - Nr Disney

1 6
house , Kissimmee
This family-friendly house is located in the Seasons district of Kissimmee, just under 2 kilometres from Medieval Times and the 192 Flea Market, making it a great base for exploring the area. It has received excellent ratings for location, cleanliness, and user experience, ensuring a comfortable and enjoyable stay. This spacious property has four bedrooms, comfortably accommodating large families or groups of friends. The house is equipped with a range of amenities, including a private pool, a water park, a spa, a restaurant, a fitness centre, and a garden, offering both relaxation and entertainment options.
Ref 26. Stunning Villa With Own Pool. Lake View. Near Disney - Kissimmee, FL
9.0 18 reviews
Kissimmee, FL
26/07 – 30/07
NZ$388/nighttotal: NZ$1552 (4 )

Ref 26. Stunning Villa With Own Pool. Lake View. Near Disney

4 8
house , Kissimmee
This four-bedroom house is located in the Cumbrian Lakes district of Kissimmee, just 2.6 kilometres from Green Meadows Petting Farm and 4.7 kilometres from Give Kids the World Village. The property offers a private pool and spa tub, a full-service spa, a well-equipped kitchen, free Wi-Fi and wired internet, and free self parking.

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

8br Themed Villa|pool|theater|recroom|pet Friendly - Kissimmee, FL
Kissimmee, FL
03/07 – 05/07
NZ$1839/nighttotal: NZ$3678 (2 )

8br Themed Villa|pool|theater|recroom|pet Friendly

8 5
house , Kissimmee
This eight-bedroom themed villa in Kissimmee is situated 11 kilometres from Gatorland and 14 kilometres from Disney Springs.
This substantial property offers accommodation for up to 31 guests, featuring a private swimming pool, an indoor pool, a cinema, a games room, and a children's play area, with complimentary Wi-Fi and parking provided.
178 M² House ∙ 4 Bedrooms ∙ 8 Guests - Kissimmee, FL
Kissimmee, FL
03/07 – 05/07
NZ$612/nighttotal: NZ$1224 (2 )

178 M² House ∙ 4 Bedrooms ∙ 8 Guests

4 5
house , Kissimmee
This detached house in Storey Lake Resort, Kissimmee, offers convenient access to major attractions, being situated approximately 1.6 to 4 kilometres from Walt Disney World, 3.2 to 4 kilometres from SeaWorld, and 4 to 4.8 kilometres from Universal Studios.
This family-friendly property spans 177 square meters and accommodates up to eight guests across four bedrooms and three bathrooms, featuring a fully equipped kitchen, air conditioning, a swimming pool, and Wi-Fi for a comfortable stay.
Lake View/spa/game Room/storey Lake 22102 - Kissimmee, FL
9.2 57 reviews
Kissimmee, FL
25/12 – 03/01
NZ$1805/nighttotal: NZ$16245 (9 )

Lake View/spa/game Room/storey Lake 22102

9 11
house , Kissimmee
This Storey Lake villa in Kissimmee, Florida, is conveniently located approximately 13 kilometres from Walt Disney World Resort, 13 kilometres from SeaWorld Orlando, 14 kilometres from Universal Orlando Resort, and 15 kilometres from the Orange County Convention Center.
This spacious nine-bedroom, five-bathroom holiday home sleeps up to 25 guests, boasting a private pool and spa, game room with pool table and air hockey, and access to Storey Lake's clubhouse with a gym, sports courts, and water park amenities.
Experience Kissimmee Living Near Vibrant Old Town - Kissimmee, FL
9.4 51 reviews
Kissimmee, FL
18/10 – 25/10
NZ$414/nighttotal: NZ$2898 (7 )

Experience Kissimmee Living Near Vibrant Old Town

6 2
house , Kissimmee
This six-bedroom Lake Berkley villa in Kissimmee, Florida is situated within 3.2 kilometres of Medieval Times Dinner & Tournament, the 192 Flea Market, and Shingle Creek Regional Park, and within 4.8 kilometres of Give Kids the World Village and Kissimmee Go-Karts.
The spacious property boasts a private pool, Jacuzzi, fitness centre, and tennis court, accommodating up to 12 guests with three bathrooms, a fully equipped kitchen, and free Wi-Fi; enjoy on-site amenities and nearby family attractions.

Frequently asked questions about villa rentals in Kissimmee, FL

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Best Kissimmee, FL villas and holiday homes with parking

Vacation Home In Orlando Florida United States - Kissimmee, FL
8.9 26 reviews
Kissimmee, FL
08/09 – 12/09
NZ$400/nighttotal: NZ$1600 (4 )

Vacation Home In Orlando Florida United States

4 2
house , Kissimmee
This property is located in Kissimmee, just a short drive (7.3 km) from Gatorland and Disney's Wide World of Sports. The house has received excellent ratings for location, cleanliness, and user experience.
The house features three bedrooms and bathrooms, making it suitable for families or groups of friends. Guests can enjoy a private pool, a jacuzzi, a terrace, a garden, a spa, a fitness centre, a tennis court, and free parking.
Boho Resort Villa | Pool, Spa & Disney Area - Kissimmee, FL
9.8 266 reviews
Kissimmee, FL
13/09 – 18/09
NZ$220/nighttotal: NZ$1100 (5 )

Boho Resort Villa | Pool, Spa & Disney Area

3 4
house , Kissimmee
This stylish Kissimmee townhome boasts convenient proximity to all Disney Parks, offering effortless access to Orlando's major attractions.
Sleeping up to seven guests, this three-bedroom, two-bathroom property features a fully equipped kitchen with Samsung appliances, a private pool, fitness centre access, and smart TVs, ensuring a comfortable and enjoyable stay.
Once Upon A Stay - Kissimmee, FL
10 1 review
Kissimmee, FL
22/07 – 02/08
NZ$261/nighttotal: NZ$2871 (11 )

Once Upon A Stay

3 7
house , Kissimmee
This Kissimmee holiday home is conveniently located approximately 16km from Walt Disney World's Wide World of Sports Complex, Hollywood Studios, and Disney Springs, and 16km from Gatorland.
The 164 square metre property boasts three bedrooms, three bathrooms, sleeps up to 13 guests, and includes a private pool, garden, fitness centre, free Wi-Fi, and a fully equipped kitchen with dishwasher.
Charmosa 3q/2.5b C/jacuzzi * Vista Lago * - Kissimmee, FL
10 2 reviews
Kissimmee, FL
04/08 – 18/08
NZ$256/nighttotal: NZ$3584 (14 )

Charmosa 3q/2.5b C/jacuzzi * Vista Lago *

3 2
house , Kissimmee
This Kissimmee apartment, situated approximately 13.7 to 15.3 kilometres from Walt Disney World Resort and Disney Springs, offers convenient access to major attractions including Gatorland, roughly 13.7 kilometres away.
The self-catering property boasts a spacious three-bedroom, two-and-a-half-bathroom layout, accommodating up to eight guests and featuring a private jacuzzi, swimming pool access, a fully equipped kitchen, and free Wi-Fi; a fitness centre is also available on-site.

Best Kissimmee, FL villas and holiday homes with a garden

Luxury 9br Villa @ Storey Lake Resort Near Disney - Kissimmee, FL
9.8 11 reviews
Kissimmee, FL
17/08 – 18/08
NZ$2309/nightfor 1 night

Luxury 9br Villa @ Storey Lake Resort Near Disney

9 1
house , Kissimmee
This luxurious nine-bedroom villa is located near Storey Lake Resort in Kissimmee, Florida, approximately 12.4 kilometres from Gatorland and 12.9 kilometres from Disney Springs and Disney's Wide World of Sports.
The 409-square-metre property boasts a private pool, jacuzzi, and spa, alongside a fully equipped kitchen, fitness centre, and bar, accommodating up to 51 guests with access to resort water park and indoor play areas.
Luxury Villa At Storey Lake Resort 5 Rooms Pool - Kissimmee, FL
9.8 176 reviews
Kissimmee, FL
26/07 – 30/07
NZ$534/nighttotal: NZ$2136 (4 )

Luxury Villa At Storey Lake Resort 5 Rooms Pool

1 8
house , Kissimmee
This five-bedroom, five-bathroom luxury villa is located in the Storey Lake Resort community in Kissimmee, Florida, approximately 24km from Walt Disney World Resort, 3km from a Target store, and 8km from a Walmart.
Sleeping up to 16 guests, the property boasts a private pool and Jacuzzi, access to resort amenities including a lazy river and water slides, and a fully equipped kitchen; on-site barbecue use is available at an extra cost.
Kissimmee Area Resort-style Townhome Sleeps 11 - Kissimmee, FL
9.4 46 reviews
Kissimmee, FL
23/12 – 31/12
NZ$445/nighttotal: NZ$3560 (8 )

Kissimmee Area Resort-style Townhome Sleeps 11

1 7
house , Kissimmee
This four-bedroom, three-bathroom townhome is situated in the Fiesta Key community of Davenport, Florida, offering convenient access to restaurants, shops, and Disney World (distance unspecified).
Sleeping up to 11 guests, this property boasts two master suites with en-suite bathrooms, a private screened courtyard, a private balcony, and access to resort-style amenities including a swimming pool and fitness centre; two parking spaces are also provided.
Contemporary & Family Friendly Resort Home - Kissimmee, FL
9.9 79 reviews
Kissimmee, FL
13/12 – 03/01
NZ$347/nighttotal: NZ$7287 (21 )

Contemporary & Family Friendly Resort Home

1 6
house , Kissimmee
This three-bedroom, two-bathroom townhouse in a gated Kissimmee community is situated approximately 24 kilometres from Walt Disney World Resort, Universal Orlando Resort, and SeaWorld.
The property boasts a private patio overlooking a nature reserve, a fully equipped kitchen, in-unit laundry, and resort-style amenities including a swimming pool, jacuzzi, fitness centre and children's play area, accommodating up to six guests.
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