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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

136 M² House ∙ 3 Bedrooms ∙ 8 Guests - Kissimmee, FL
9.4 13 reviews
Kissimmee, FL
07/07 – 12/07
NZ$283/nighttotal: NZ$1415 (5 )

136 M² House ∙ 3 Bedrooms ∙ 8 Guests

3 2
house , Kissimmee
This three-bedroom, two-bathroom townhouse is located in the Fiesta Key gated community in Kissimmee, Florida, offering convenient access to major highways and Central Florida attractions such as Walt Disney World, approximately 10-20km away (exact distances vary).
The 136 square metre property boasts a private swimming pool and spa, a fully equipped kitchen, and accommodates up to eight guests, with access to a resort clubhouse featuring a fitness centre and communal pool.
Private Vacation Home At Storey Lake, Orlando Florida - Kissimmee, FL
9.8 78 reviews
Kissimmee, FL
02/07 – 05/07
NZ$855/nighttotal: NZ$2565 (3 )

Private Vacation Home At Storey Lake, Orlando Florida

5 8
house , Kissimmee
This five-bedroom Kissimmee holiday home boasts a prime location, approximately 13 kilometres from Gatorland and 13-14 kilometres from various Disney parks including Disney's Hollywood Studios and Disney Springs.
The 280-square-metre property offers a spacious layout, accommodating large families or groups, and features a private pool, hot tub, fully equipped kitchen, and free on-site parking.
Free Resort Access, Private Pool Near Disney 2966 - Kissimmee, FL
9.6 111 reviews
Kissimmee, FL
18/09 – 21/09
NZ$448/nighttotal: NZ$1344 (3 )

Free Resort Access, Private Pool Near Disney 2966

4 2
house , Kissimmee
This four-bedroom house is located in Kissimmee, just 13 kilometres from Gatorland and 13 kilometres from Disney Springs.
The 178 square metre property offers a private pool, a Jacuzzi, a bar and a fitness centre, perfect for families or groups of friends.
Gorgeous 4bd With Pool At Storey Lake Resort 4475 - Kissimmee, FL
9.5 31 reviews
Kissimmee, FL
07/11 – 17/11
NZ$411/nighttotal: NZ$4110 (10 )

Gorgeous 4bd With Pool At Storey Lake Resort 4475

4 10
house , Kissimmee
This Kissimmee holiday home, near Storey Lake Resort, is conveniently located approximately 13 kilometres from Gatorland and within 14-15 kilometres of various Disney attractions including Disney Springs and Disney's Hollywood Studios.
This spacious four-bedroom villa boasts 194 square metres of living space, sleeping up to 14 guests, and features a private pool, hot tub, fully equipped kitchen, and free Wi-Fi; enjoy nearby cycling and serene lake views from the patio.

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

151 M² House ∙ 4 Bedrooms ∙ 8 Guests - Kissimmee, FL
Kissimmee, FL
03/07 – 06/07
NZ$500/nighttotal: NZ$1500 (3 )

151 M² House ∙ 4 Bedrooms ∙ 8 Guests

4 3
house , Kissimmee
This seven-bedroom Kissimmee townhouse, part of the Bella Vida Resort, is situated approximately 11.7 kilometres from Walt Disney World Resort, providing easy access to Universal Orlando Resort and SeaWorld Orlando.
The 151-square-metre property boasts a spacious layout sleeping eight guests, offering a private pool, BBQ grill, and complimentary access to resort amenities including a large pool, hot tub, games room, and fitness centre.
Relaxing , Cozy Townhouse W/ Pool Near Disney - Kissimmee, FL
9.9 32 reviews
Kissimmee, FL
03/07 – 05/07
NZ$393/nighttotal: NZ$786 (2 )

Relaxing , Cozy Townhouse W/ Pool Near Disney

1 5
house , Kissimmee
This three-bedroom Kissimmee townhouse, perfect for families, is conveniently located approximately 8 kilometres from the Silver Spurs Arena and within a 48-kilometre radius of Orlando's major theme parks.
Offering a fully equipped kitchen, swimming pool access, and sleeping up to six guests, this property boasts a spacious open-plan living area, two bathrooms, and a furnished patio; shared amenities include a volleyball court, playground, gym, and billiards table.
Indian Point - Kissimmee, FL
9.7 52 reviews
Kissimmee, FL
31/07 – 01/09
NZ$221/nighttotal: NZ$7072 (32 )

Indian Point

3 2
house , Kissimmee
This three-bedroom, two-bathroom Kissimmee house, perfect for family holidays, offers excellent guest ratings and is ideally located near numerous attractions; precise distances to specific landmarks require further information.
Sleeping eight guests comfortably, this property boasts a swimming pool, garden, and parking, along with a fully equipped kitchen including fridge, freezer, microwave, and dishwasher; further details on the property's size, layout, and proximity to local services and roadways are needed for a complete description.
119 M² House ∙ 3 Bedrooms ∙ 6 Guests - Kissimmee, FL
Kissimmee, FL
01/07 – 03/07
NZ$507/nighttotal: NZ$1014 (2 )

119 M² House ∙ 3 Bedrooms ∙ 6 Guests

3 2
house , Kissimmee
This townhome is located in Orlando's Bella Vida Resort, a secure gated community approximately 13 kilometres from Walt Disney World and within easy reach of other major theme parks.
This 119 square metre, 3-bedroom, 2.5-bathroom villa accommodates up to six guests and features a private screened-in plunge pool, a fully equipped kitchen, complimentary Wi-Fi, and access to extensive resort amenities including a communal pool and fitness centre.

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Best Kissimmee, FL villas and holiday homes with parking

2744hm Villa 5 Bed/5 Ba (Sanitized) - Kissimmee, FL
10 1 review
Kissimmee, FL
27/06 – 04/07
NZ$703/nighttotal: NZ$4921 (7 )

2744hm Villa 5 Bed/5 Ba (Sanitized)

5 3
house , Kissimmee
This five-bedroom, five-bathroom Kissimmee villa is ideally situated approximately 17.7km from SeaWorld Orlando and 7.2km from Gatorland, offering easy access to major theme parks and local attractions.
The 280 square metre property boasts a private pool, fitness centre, and fully equipped kitchen, comfortably accommodating up to 29 guests with free Wi-Fi and parking.
4-bed Home Near Disney Private Pool - Kissimmee, FL
10 2 reviews
Kissimmee, FL
21/07 – 31/07
NZ$390/nighttotal: NZ$3900 (10 )

4-bed Home Near Disney Private Pool

1 4
house , Kissimmee
This four-bedroom detached house is located in Kissimmee, 12.4 kilometres from Gatorland and 16.1 kilometres from Disney Springs.
This property offers 182 square metres of living space, accommodating up to 14 guests with amenities including a private outdoor pool, on-site water park, fully equipped kitchen, complimentary WiFi, and on-site parking.
Cozy 4br Resort Style Villa With Private Pool Near Disney - Kissimmee, FL
Kissimmee, FL
15/07 – 27/08
NZ$390/nighttotal: NZ$16770 (43 )

Cozy 4br Resort Style Villa With Private Pool Near Disney

4 4
house , Kissimmee
This villa is situated in Kissimmee, a mere 644-metre drive from Medieval Times and the 192 Flea Market, providing convenient access to Walt Disney World Resort.
Offering accommodation for up to 8 guests, this 152 square metre property features 4 bedrooms and 3 bathrooms, along with a well-equipped kitchen, air conditioning, a swimming pool, hot tub, garden, and on-site parking.
4bd Paradise W/ Pool & Bbq - Near Disney Fun! - Kissimmee, FL
9.5 41 reviews
Kissimmee, FL
13/09 – 18/09
NZ$283/nighttotal: NZ$1415 (5 )

4bd Paradise W/ Pool & Bbq - Near Disney Fun!

1 4
house , Kissimmee
This four-bedroom, three-bathroom house is situated in the Le Reve Resort gated community in Kissimmee, Florida, a short distance (approximately 16km) from Walt Disney World and Universal Orlando Resort.
The 8-guest property boasts a private pool, grilling area, fully equipped kitchen with a double-sided fridge, complimentary Wi-Fi, and on-site laundry facilities; optional extras include heated pool (USD $40.00 daily) and themed breakfast service.

Best Kissimmee, FL villas and holiday homes with a garden

Dazzling Thematic 4br With Waterpark & Private Pool - Kissimmee, FL
9.3 131 reviews
Kissimmee, FL
26/07 – 30/07
NZ$415/nighttotal: NZ$1660 (4 )

Dazzling Thematic 4br With Waterpark & Private Pool

4 8
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.
303 M² House ∙ 8 Bedrooms ∙ 17 Guests - Kissimmee, FL
Kissimmee, FL
02/07 – 06/07
NZ$1064/nighttotal: NZ$4256 (4 )

303 M² House ∙ 8 Bedrooms ∙ 17 Guests

8 17
house , Kissimmee
This eight-bedroom holiday home is located in the Bella Vida Resort, Kissimmee, Florida, approximately 22km from Walt Disney World and within easy reach of Universal Studios and SeaWorld.
The 303 square metre property boasts a private pool, screened patio, fully equipped kitchen with two refrigerators and two dishwashers, a games room, home cinema, and sleeps up to 17 guests, plus access to resort amenities including a large pool, hot tub, and fitness centre.
Four Bedrooms W/ Pool Townhome 4841 - Kissimmee, FL
8.9 165 reviews
Kissimmee, FL
25/12 – 03/01
NZ$955/nighttotal: NZ$8595 (9 )

Four Bedrooms W/ Pool Townhome 4841

4 2
house , Hunters Creek
This four-bedroom house is located in Kissimmee, just 10km from Gatorland and Disney Springs. The property has received very good user ratings, with an excellent location rating and very good cleanliness rating.
The house offers a private pool and garden, perfect for relaxing. It also features a well-equipped kitchen, a terrace with lake views, a balcony with pool views, free Wi-Fi, parking, and laundry service.
15min To Disney 4 Bedrooms Resort House - Kissimmee, FL
9.9 34 reviews
Kissimmee, FL
21/07 – 31/07
NZ$289/nighttotal: NZ$2890 (10 )

15min To Disney 4 Bedrooms Resort House

1 4
house , Kissimmee
This spacious four-bedroom, three-bathroom holiday home is located in a quiet resort community in Kissimmee, providing easy access to Orlando's major theme parks and attractions, with the nearest park entrance approximately 5 kilometres away.
This self-catering property accommodates up to eight guests and offers a private swimming pool, hot tub, and fitness centre, alongside community amenities including a movie theatre and playground, with designated parking for three vehicles and exterior security cameras for your peace of mind.
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