Compare Vacation Rentals with Pools in Kissimmee, FL

Located in Fiesta Key, Kissimmee, FL, this house is approximately 12-15 miles from major theme parks like Walt Disney World, SeaWorld, and Universal Studios.
This family-friendly house offers 3 bedrooms, 2 bathrooms, and accommodates up to 8 guests, featuring a private swimming pool and access to community amenities including a clubhouse and fitness room.

Enjoy a memorable family getaway in Kissimmee at this spacious 4-bedroom house with a private swimming pool, conveniently located 6.8 miles from Gatorland and 15 miles from Orlando International Airport, with easy access to Walt Disney World and Disney Springs.
This pet-friendly accommodation offers a year-round outdoor swimming pool with lake views, a games room, a fully equipped kitchen with a barbecue, and free WiFi, making it an ideal choice for families seeking a pool getaway near Orlando's famous attractions.

Enjoy a spacious 2410 sq ft, 5-bedroom, 4.5-bathroom villa in Kissimmee, Florida, just 500 feet from Walmart and offering easy access to Disney World, Orlando attractions, and outlet malls.
This family-friendly house features a private, heatable swimming pool with conservation views, a screened deck, and access to resort amenities including a clubhouse, community pool, spa, and fitness center for an excellent getaway.

Located in Kissimmee within the Storey Lake community, this house is 7.3 miles from Disney Springs and 7.4 miles from Gatorland.
This family-friendly house features 4 bedrooms, 3 bathrooms, and 1980 square feet of floor area, complete with a private swimming pool, spa, fitness center, and a patio with lake views, offering an excellent getaway with a pool.

Located in the luxury Storey Lake Resort, this apartment is just 15-20 minutes from Walt Disney World and 500 feet from a 24-hour Super Target.
This spacious 3350 sq ft apartment accommodates up to 15 guests and features a private swimming pool and spa, a game room with air hockey and ping pong, and a covered lanai, offering a perfect pool getaway.

This luxury house in Kissimmee's Lake Berkley Resort offers a prime location, just 15 minutes from Disney theme parks and 15-20 minutes from Universal Studios and SeaWorld, with Walmart and extensive dining and shopping options less than 1 mile away.
Enjoy comfort and entertainment in this family-friendly home with 3 bedrooms, 2 bathrooms, and a capacity for 7 guests, featuring a fully equipped kitchen, SMART TVs, a home theater, and access to resort amenities including a swimming pool.

Just 15 miles from Walt Disney World Resort, this Kissimmee apartment offers convenient access to Orlando's top attractions.
This pet-friendly apartment features 1190 square feet of living space, sleeps up to 6 guests, and includes a private patio with a hot tub, a fully equipped kitchen, and access to a community heated swimming pool and tiki bar.

This 600 sq ft apartment in Kissimmee is conveniently located near Walt Disney World® Resort, theme parks, and golf courses like Mystic Dunes Golf Club.
Enjoy your stay at this family-friendly apartment with a swimming pool, offering a private outdoor living area and a fully equipped kitchen for up to 4 guests.

Located in the Storey Lake Resort, this new house is just a 10-minute drive from Walt Disney World and offers convenient access to shopping and dining in Kissimmee.
This 7-bedroom, 5-bathroom house accommodates up to 16 guests and features a private swimming pool, a game room with a pool table and arcade games, and access to extensive resort amenities including a splash pad and lazy river.

Just 6 miles from Walt Disney World Resort, this apartment in Kissimmee offers prime access to theme park fun and is conveniently located 1 mile from major retailers.
This spacious 1770 sqft townhouse features 5 bedrooms accommodating up to 10 guests and includes a private patio with a hot tub, alongside community amenities like a heated swimming pool and fitness center.

Located in Kissimmee's secure Bella Vida Resort, this apartment is just minutes from Walt Disney World and Universal Studios and within walking distance to Walmart, restaurants, and shops.
This family-friendly apartment accommodates up to 9 guests, featuring a private screened-in outdoor pool, a fully equipped kitchen, and access to a 6,700 sq ft clubhouse with a movie theater and resort-style swimming pool.

Located in the gated Bella Vida Resort in Kissimmee, this house offers a prime waterfront view and is just 8 miles from Disney World and 10 miles to Universal Epic Universe.
Enjoy a private, heated swimming pool at this 4-bedroom, 3-bathroom villa accommodating up to 8 guests, with additional resort amenities including a fitness center and game room.

Experience exceptional waterfront living in Kissimmee, with direct lake access and a half-acre yard featuring a boathouse and private dock, just a short drive from Disney World, Sea World, and Universal Studios.
This pet-friendly house with a swimming pool accommodates two guests and includes a fully equipped kitchen, air conditioning, and is located at the end of a cul-de-sac, offering a serene environment perfect for remote workers, families, and retirees.

This resort in Kissimmee, Coral Cay Resort, is located just 6 miles from Walt Disney World and 10 miles from Universal Studios, offering convenient access to major theme parks.
Enjoy this 1600 square feet, 5-bedroom, 3-bathroom townhome that accommodates up to 10 guests and comes with a swimming pool, spa, and a playground, perfect for a family getaway with a pool.

Located in the Bellavida neighborhood of Kissimmee, this resort villa is just 3 miles from Walt Disney World® Resort and close to Reunion Resort Golf Course.
This 6-bedroom, 5.5-bathroom villa accommodates up to 16 guests and offers a private swimming pool with a conservation view, a games room, and access to resort amenities including a fitness center and playground.

Located in Kissimmee's Storey Lake Resort, this apartment is just 8 miles from Disney and SeaWorld, and 11 miles from Universal Studios.
This spacious 5-bedroom apartment sleeps 13 guests and features a private screened-in swimming pool with a child safety fence, plus access to resort amenities like a water park and lazy river, making it an ideal getaway with a pool.

Located in the Seasons development in Kissimmee, this apartment is a 10-minute drive from Walt Disney World Resort and close to shopping and dining along the 192 corridor.
This 1400 square foot apartment, accommodating up to 9 guests, features a private south-facing swimming pool with tranquil lake views, a Toy Story-themed game room with a PS4, and is conveniently located near Universal Studios.

Located in the Indian Point neighborhood of Kissimmee, this vacation home is just an 18-minute drive to Walt Disney World and a 22-minute drive to Universal Orlando Resort.
This spacious 5-bedroom, 3.5-bathroom apartment offers a private heated pool and jacuzzi, a game room, and is pet-friendly, accommodating up to 14 guests with a 2770 square foot floor area for an ideal family getaway with a pool.