Vacation Rentals with Pool in West Kissimmee, FL: Compare 10+ Sites & Save

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  2. Vacation Rentals with Pool
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  6.  West Kissimmee

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21152 Best Vacation Rentals with Pool in West Kissimmee (Starting from $102)

Grand Emerald 3BR Townhouse Near Disney Parks
Grand Emerald 3BR Townhouse Near Disney Parks
Apartment
Kissimmee, FL, USA
0.0k from West Kissimmee center

Apartments, Accommodations, Pools, Parking, Lodgings, Places to stay

3 Bedrooms6 Guests
New to Booking
$154
Average price / night
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Grand Emerald Island 3BR Townhouse Near Disney
Grand Emerald Island 3BR Townhouse Near Disney
Apartment
Four Corners, FL, 34747, United States
0.0k from West Kissimmee center

AC, Dryer, Free Parking, Internet, Kitchen, Laundry, No Smoking, Outdoor Space, Pool

3 Bedrooms6 Guests
8.0

Good

1 reviews

$127
Average price / night
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Grand Deluxe 3BR Townhouse near Disney Parks
Grand Deluxe 3BR Townhouse near Disney Parks
Apartment
Kissimmee, FL, USA
0.1k from West Kissimmee center

Pool, Barbecue/Outdoor Cooking, Private Pool, Security/Safety, Wellness Facilities, Internet, Fireplace/Heating

3 Bedrooms8 Guests
5.0

Review score

2 reviews

$148
Average price / night
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Red Tile Townhouse: Close to Clubhouse & Disney, Sleep 8, Emerald Island Resort
Red Tile Townhouse: Close to Clubhouse & Disney, Sleep 8, Emerald Island Resort
House
Kissimmee, FL, 34747, United States
0.1k from West Kissimmee center

AC, Balcony, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet, Kitchen

3 Bedrooms8 Guests
7.6

Good

9 reviews

$133
Average price / night
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Emerald Island 4 bed mins to Disney
Emerald Island 4 bed mins to Disney
Villa
Kissimmee, FL, USA
0.1k from West Kissimmee center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

4 Bedrooms8 Guests
New to Booking
$245
Average price / night
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4-bedroom Disney Vacation Villa in Wonderful Kissimmee with AC, WiFi, Fitness
4-bedroom Disney Vacation Villa in Wonderful Kissimmee with AC, WiFi, Fitness
Villa
Kissimmee, FL, 34747, United States
0.1k from West Kissimmee center

AC, Balcony, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet, Kitchen

4 Bedrooms8 Guests
7.8

Good

20 reviews

$304
Average price / night
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Townhome Perfectly Located Near Clubhouse
Townhome Perfectly Located Near Clubhouse
House
Kissimmee, FL, USA
0.1k from West Kissimmee center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Family

4 Bedrooms8 Guests
New to Booking
$102
Average price / night
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Designer House - Next to Disney - Gated Resort sorrounded by Nature - 3 bedrooms
Designer House - Next to Disney - Gated Resort sorrounded by Nature - 3 bedrooms
House
Kissimmee, FL, 34747, United States
0.1k from West Kissimmee center

AC, Balcony, Barbecue, Crib, Dryer, Fitness Equipment, Free Parking, Heater, Internet

3 Bedrooms7 Guests
10.0

Exceptional

2 reviews

$222
Average price / night
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Stay Near Disney at Orlando Townhome 6444 Sleeps 8
Stay Near Disney at Orlando Townhome 6444 Sleeps 8
Villa
Kissimmee, FL, USA
0.1k from West Kissimmee center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Accessible hotels

4 Bedrooms8 Guests
New to Booking
$258
Average price / night
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Secret Key Villa - luxurious villa rental in Kissimmee, Florida - Emerald Island
Secret Key Villa - luxurious villa rental in Kissimmee, Florida - Emerald Island
Villa
Kissimmee, FL, 34747, United States
0.1k from West Kissimmee center

AC, Arcade, Crib, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet

4 Bedrooms8 Guests
10.0

Exceptional

4 reviews

$251
Average price / night
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Dazzling 7BR Villa with Pool & Game Room
Dazzling 7BR Villa with Pool & Game Room
Villa
Kissimmee, FL, USA
0.1k from West Kissimmee center

Accommodations, Pools, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Places to stay

7 Bedrooms18 Guests
New to Booking
$424
Average price / night
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Mickey's Island Escape - 6 Bedroom with Pool Slide villa
Mickey's Island Escape - 6 Bedroom with Pool Slide villa
Villa
Kissimmee, FL, USA
0.1k from West Kissimmee center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Hot tubs, Places to stay

6 Bedrooms14 Guests
New to Booking
$705
Average price / night
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Mickey's Island Escape - 6 Bedroom w/ Pool Slide, Playroom and 4 Mi from Disney
Mickey's Island Escape - 6 Bedroom w/ Pool Slide, Playroom and 4 Mi from Disney
Villa
Kissimmee, FL, 34747, United States
0.1k from West Kissimmee center

AC, Arcade, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry

6 Bedrooms14 Guests
New to Booking
$432
Average price / night
Check Availability
GRH14453 - Emerald Island Resort - 4 Bed 3.5 Baths Townhome
GRH14453 - Emerald Island Resort - 4 Bed 3.5 Baths Townhome
House
Kissimmee, FL, USA
0.1k from West Kissimmee center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Family

4 Bedrooms8 Guests
New to Booking
$172
Average price / night
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Spacious 6-br house in best location of Emerald Island Resort
Spacious 6-br house in best location of Emerald Island Resort
House
Kissimmee, FL, 34747, United States
0.1k from West Kissimmee center

Dryer, Free Parking, Heater, Internet, Laundry, Microwave, No Smoking, Pool, Washer

6 Bedrooms12 Guests
New to Booking
$833
Average price / night
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Emerald Island Resort- 2772 Sun Key
Emerald Island Resort- 2772 Sun Key
House
Kissimmee, FL, USA
0.1k from West Kissimmee center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals

3 Bedrooms7 Guests
9.2

Superb

6 reviews

$135
Average price / night
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Disney Getaway! Townhouse with Private Pool. Book Now! #EIR68
Disney Getaway! Townhouse with Private Pool. Book Now! #EIR68
House
Orlando, FL, 34747, United States
0.1k from West Kissimmee center

AC, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

3 Bedrooms6 Guests
New to Booking
$267
Average price / night
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Great 6bedrooms home in Kissimmee w Private Pool 8426
Great 6bedrooms home in Kissimmee w Private Pool 8426
House
Kissimmee, FL, USA
0.2k from West Kissimmee center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals

6 Bedrooms14 Guests
9.1

Superb

18 reviews

$130
Average price / night
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Disney Luxury Villa
Disney Luxury Villa
House
Kissimmee, FL, 34747, United States
0.1k from West Kissimmee center

AC, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet, Laundry

3 Bedrooms8 Guests
New to Booking
$204
Average price / night
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Disney Area 4 bed/3.5 Bathroom Emerald Island
Disney Area 4 bed/3.5 Bathroom Emerald Island
Apartment
Kissimmee, FL, USA
0.2k from West Kissimmee center

Apartments, Accommodations, Pools, Parking, Lodgings, Places to stay

4 Bedrooms8 Guests
New to Booking
$216
Average price / night
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Close to Disney & Clubhouse ~ Emerald Island Townhouse ~ Great Location
Close to Disney & Clubhouse ~ Emerald Island Townhouse ~ Great Location
House
Kissimmee, FL, 34747, United States
0.1k from West Kissimmee center

AC, Balcony, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet, Kitchen

3 Bedrooms8 Guests
9.8

Exceptional

88 reviews

$163
Average price / night
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Luxury  Home - 5 Minutes From Disney - Star Wars Theatre!
Luxury Home - 5 Minutes From Disney - Star Wars Theatre!
House
Kissimmee, FL, 34747, United States
0.1k from West Kissimmee center

AC, Arcade, Breakfast Available, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

6 Bedrooms12 Guests
9.6

Exceptional

108 reviews

$323
Average price / night
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Resort Community - Waterfront Home Next Door to Disney!
Resort Community - Waterfront Home Next Door to Disney!
House
Kissimmee, FL, 34747, United States
0.1k from West Kissimmee center

AC, Arcade, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet

4 Bedrooms10 Guests
9.0

Fabulous

60 reviews

$267
Average price / night
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8BR lakefront Disney home w themed rms HarryPotter Frozen ToyStory Mario Royal
8BR lakefront Disney home w themed rms HarryPotter Frozen ToyStory Mario Royal
House
Kissimmee, FL, 34747, United States
0.1k from West Kissimmee center

AC, Arcade, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet

8 Bedrooms21 Guests
10.0

Exceptional

58 reviews

$405
Average price / night
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All 5 star reviews, 6 bed, 5.5 bath, 4 king en-suites, Free pool, spa heat!
All 5 star reviews, 6 bed, 5.5 bath, 4 king en-suites, Free pool, spa heat!
House
Kissimmee, FL, 34747, United States
0.1k from West Kissimmee center

AC, Arcade, Crib, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet

6 Bedrooms12 Guests
10.0

Exceptional

45 reviews

$372
Average price / night
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4 miles to Disney No Pet Fee! Low cleaning fee! Pools, hot tubs, Tiki Bar etc!
4 miles to Disney No Pet Fee! Low cleaning fee! Pools, hot tubs, Tiki Bar etc!
House
Kissimmee, FL, 34747, United States
0.1k from West Kissimmee center

AC, Balcony, Crib, Dryer, Extra Bed, Free Parking, Heater, Hot Tub, Internet

4 Bedrooms7 Guests
9.6

Exceptional

22 reviews

$286
Average price / night
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Last Minute Disney Getaway! Private Pool, Hot Tub & Game Room. Book Now! #83157
Last Minute Disney Getaway! Private Pool, Hot Tub & Game Room. Book Now! #83157
Villa
Orlando, FL, 34747, United States
0.1k from West Kissimmee center

AC, Arcade, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet, Kitchen

4 Bedrooms8 Guests
New to Booking
$319
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals with Pool in West Kissimmee.

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West Kissimmee Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 21152 verified vacation rentals with a pool in West Kissimmee. These include a wide range of private homes, villas, and condos that offer on-site swimming facilities for a more relaxing stay.

Prices for vacation rentals with a pool in West Kissimmee vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $102 per night, with private pool homes and peak travel periods often costing more.

Many rentals in West Kissimmee offer private pools for exclusive use, while others provide access to shared or community pools. You can use filters to specifically find properties with private pools if that is your preference.

Yes, some vacation rentals with pools in West Kissimmee welcome pets. Currently, 22 listings allow pets, although policies may vary by property. It’s a good idea to review any rules related to pets around pool areas before booking.

Properties with pools are often in high demand, especially during warmer months and holidays, so booking 90 to 120 days in advance is recommended for the best selection. During off-peak seasons, you may still find availability closer to your travel dates.

Vacation rentals with pools in West Kissimmee often include additional outdoor features such as Pool, Fireplace/Heating, and Wellness Facilities. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in West Kissimmee offer heated pools, which can be especially useful during cooler months. In certain cases, pool heating may be available for an additional fee, so it’s best to check the property details before booking.