Compare Vacation Rentals with Pools in Kissimmee, FL

This Kissimmee vacation home offers a private swimming pool, ideal for relaxation, and is located 7.5 miles from Gatorland and 8.7 miles from major theme parks like ESPN Wide World of Sports, Disney Springs, and Disney's Hollywood Studios.
Enjoy 1290 square feet of living space with 3 bedrooms and 2 bathrooms, accommodating up to 6 guests, complete with a fully equipped kitchen, air conditioning, and complimentary WiFi.

Located in the exclusive, gated Lake Berkley Resort, this house offers convenient access to major theme parks like Walt Disney World, Universal Studios, and SeaWorld, with Legoland just under an hour's drive away.
This 4-bedroom house comfortably sleeps 10 guests and features a private swimming pool, a Jacuzzi, a fitness center, and themed bedrooms, making it an ideal choice for families visiting Kissimmee.

Located in a secure gated resort in Kissimmee, this spacious holiday home is 7.5 miles from Gatorland and 14 miles from Orlando International Airport.
This house offers 1630 square feet of living space with a private heated pool, four bedrooms, three bathrooms, and a fully equipped kitchen, perfect for guests seeking a vacation with a pool near Disney Springs and Epcot.

Located within the StoreyLake community in Kissimmee, this holiday home is conveniently situated 7.5 miles from Disney Springs and Gatorland, with Epcot and SeaWorld Orlando also nearby.
This spacious 2280 square foot, four-bedroom house accommodates up to 23 guests and features a private swimming pool, a fully equipped kitchen, free WiFi, and air conditioning, perfect for a getaway with a pool.

Centrally located in Kissimmee, this apartment is approximately 17 miles from Walt Disney World and 19 miles from Universal Studios.
This newly renovated, family-friendly apartment offers a swimming pool, a fitness center, and accommodates up to 4 guests with a bedroom and a sofa bed, perfect for a pool getaway.

This Kissimmee house is located 4.3 miles from Gatorland and 12 miles from Orlando International Airport, offering convenient access to SeaWorld Orlando and Disney Springs.
Boasting 3380 square feet with six bedrooms and seven bathrooms, this property features a private infinity swimming pool, hot tub, and a dedicated games room for entertainment.

Enjoy a peaceful setting with a private, fenced swimming pool, offering water views and wildlife sightings, just 15-30 minutes from Walt Disney World, Universal Studios, and water parks, and a mere 2-3 minute drive from Walmart and Aldi. This comfortable 3-bedroom, 2-bathroom villa accommodates up to 6 guests and features a fully equipped kitchen, laundry facilities, and a covered terrace for outdoor dining.

This newly constructed luxury house in Le Reve, Kissimmee, offers a quiet retreat just a 15-minute drive from Disney and is only 5.5 miles from Disney Springs.
Boasting 1800 sq ft, this two-story home comfortably accommodates 8 guests with 4 bedrooms, 3 bathrooms, a private heated splash pool, a complex swimming pool, and a fitness center, perfect for families seeking a getaway with a pool.

Enjoy a quiet retreat in Kissimmee, conveniently located just 500 feet from restaurants and a supermarket, and a short 35-minute drive to the airport, offering easy access to Disney World, Universal Studios, and SeaWorld.
This spacious 1500 square foot apartment features 4 bedrooms and 4 bathrooms, a fully equipped luxury kitchen, an open-plan lounge with a 65-inch Smart TV, and a private swimming pool with optional heating, perfect for a family getaway with a pool.

Just 1 mile from Medieval Times and the 192 Flea Market, this apartment in Kissimmee offers excellent user ratings and is also within 3 miles of Give Kids the World Village and Shingle Creek Regional Park.
This apartment provides a relaxing stay with its outdoor swimming pool, complimentary WiFi in public areas, and a kitchen equipped with a microwave oven and washing machine.

This Central Florida vacation home in Osceola County offers a private, screened-in, in-ground swimming pool with a water view and easy access to major theme parks and attractions in Kissimmee.
Fully equipped with a stocked kitchen, air conditioning, and an outdoor patio for al fresco dining, this family-friendly apartment comfortably sleeps 9 guests and provides convenient proximity to shopping and medical facilities.

This spacious seven-bedroom house in Kissimmee offers a private swimming pool and is located 4.3 miles from Gatorland and 11 miles from Orlando International Airport, with close proximity to SeaWorld Orlando and Disney Springs.
Enjoy ample space for large groups with seven bathrooms, a fully equipped kitchen, a games room, and on-site spa facilities, making it a perfect family-friendly getaway with a pool.

Located in the Storey Lake Resort, this house is just 5 miles from Walt Disney World, 7 miles from SeaWorld, and 10 miles from Universal Studios.
This 5-bedroom, 4-bathroom house accommodates up to 16 guests and features a private screened swimming pool with a hot tub, a games room, and access to extensive resort amenities including a communal pool and lazy river.

This spacious five-bedroom house in Kissimmee offers a private swimming pool and is located 7.5 miles from Disney Springs and Gatorland, with Orlando International Airport 20 miles away.
Enjoy 2600 square feet of living space with a fully fitted kitchen and patio, perfect for families or groups seeking a getaway with a pool and on-site spa, fitness center, and games room.

Located in the secure, amenity-rich Lake Berkley Resort, this house is just over a mile from the 192, offering easy access to shops and restaurants, and is conveniently situated 7.2 miles from Walt Disney World.
This 2340 square foot villa features a private swimming pool with optional heating and a dedicated games room with a pool table, perfect for families seeking a fun-filled getaway with a pool.

Located in Crystal Cove, Kissimmee, this house offers easy access to major attractions, situated approximately 8.2 to 8.6 miles from Disney's Hollywood Studios, Disney Springs, and Gatorland.
This spacious 3280 square foot house features 7 bedrooms and 4.5 bathrooms, perfect for families, and includes a swimming pool, Jacuzzi, and a full kitchen for a comfortable stay with a pool.

Enjoy exclusive access to Lake Berkley Resort amenities, including a heated swimming pool, spa, and fishing pier, all within a 5-10 minute drive to Walt Disney World Resort and other Orlando attractions.
This spacious 4-bedroom apartment comfortably sleeps 9 guests and features a private pool, a fully equipped kitchen with stainless steel appliances, and a screened-in deck for outdoor relaxation.

Located in Storey Lake Resort – The Cove, this house is approximately 17 miles from Walt Disney World and a 3-5 minute drive from grocery stores, department stores, and dining.
This 4-bedroom, 3-bathroom house offers a private heated swimming pool and full access to Storey Lake Resort amenities including pools, a lazy river, water slides, and a fitness center, perfect for a family getaway.

This Kissimmee villa is located in a rural area, just 20 miles from Walt Disney World and Universal Studios, and close to "The Loop" shopping and dining center.
Offering 3250 square feet of space, this family-friendly house with a pool sleeps 18 guests and features an arcade, game room, and a private screened swimming pool and spa.

Enjoy a 7-bedroom villa with a heated swimming pool in Kissimmee, located within a secure 24/7 guarded and gated resort, just 10 miles from Walt Disney World and a short drive to Sea World and Universal Studios.
This family-friendly house offers a private pool deck with lake views, a games room, and amenities for young children, providing excellent entertainment and relaxation for up to 15 guests.

Located in Kissimmee's Seasons community, this house is just 15 minutes from Walt Disney World and conveniently close to superstores, grocery stores, and restaurants within a 5-mile drive.
This 1940 sq ft, single-level house accommodates up to 8 guests and features a private heated swimming pool available for an additional fee in winter, an enclosed lanai with sun loungers, and a garage game room.

Located in Veranda Palms, this house offers convenient access to Walt Disney World, just minutes away.
This spacious 5-bedroom house accommodates up to 10 guests and features a swimming pool, a fully equipped kitchen, and access to community amenities.

Conveniently located in Kissimmee, this house is 9 miles from Gatorland and within a 15-17 mile radius of major Disney attractions and parks.
This family-friendly house with a pool offers 2510 square feet of living space, accommodating up to 21 guests with a fully equipped kitchen, air conditioning, and free WiFi.

Just a short drive from Gatorland (4.3 miles) and SeaWorld Orlando (9.3 miles), this Kissimmee holiday home offers convenient access to major attractions within a 12-mile radius, including Disney Springs and Universal Epic Universe.
This spacious five-bedroom, five-bathroom house, spanning 3070 square feet, is perfect for families and groups, featuring a year-round outdoor swimming pool, a hot tub, a fully equipped kitchen, and complimentary WiFi.

Located in a quiet resort community in Kissimmee, this house is 8.2 miles from Gatorland and 8.5 miles from Disney's Wide World of Sports.
This 1280 sq ft house accommodates up to 13 guests and features a private swimming pool with a pool bar, a hot tub, a fitness room, a sauna, and on-site activities like mini-golf and tennis.

This spacious 3-bedroom, 2.5-bathroom townhome in Osceola County offers a convenient getaway with a swimming pool, located just a 20-25 minute drive from Walt Disney World and close to Universal Studios and SeaWorld.
Enjoy resort-style amenities including pools, pickleball, basketball, volleyball, playgrounds, and fishing areas, alongside a fully equipped kitchen, in-unit washer & dryer, and free on-site parking, making it ideal for families and groups of up to 6 guests.

This 2-bedroom house in Kissimmee offers a fantastic getaway with a swimming pool, located just 7.3 miles from Disney Springs and 7.4 miles from Gatorland.
Enjoy this family-friendly accommodation with free Wi-Fi, air conditioning, and a fully equipped kitchen, perfect for groups of up to 21 guests seeking a memorable vacation with a pool.

Located in the Historic Downtown Kissimmee district, this apartment is just an 8-mile drive to the main Disney parks and walking distance to Kissimmee Lakefront Park.
This family-friendly 4-bedroom, 2-bathroom apartment accommodates up to 12 guests and features a private, enclosed swimming pool and jacuzzi for your enjoyment.