Compare Vacation Rentals with Pools in Kissimmee, FL

Located in Kissimmee, this villa is 7.5 miles from Gatorland and approximately 11 miles from Disney's Hollywood Studios and Epcot, with Orlando International Airport 15 miles away.
This spacious 2280 square feet, 5-bedroom, 4-bathroom house offers a private south-facing swimming pool and a games room, perfect for families seeking a getaway with a pool.

Enjoy an Astonishing lake-view vacation condo in Kissimmee, perfectly situated just 5 to 10 miles from Disney Parks and within 10 to 25 miles of Universal Studios and SeaWorld, offering access to The Hideaway Club's resort pool, lazy river, and hot tub.
This family-friendly apartment features a kitchen with a fridge, microwave, and dishwasher, air conditioning, free high-speed WiFi, and a balcony, making it an ideal choice for a getaway with a pool.

Located within the desirable Crystal Cove Resort community in Kissimmee, this 4-bedroom apartment offers direct access to a beautiful lake just steps away.
This spacious apartment accommodates up to 8 guests and features a fully equipped kitchen, central air conditioning, and Wi-Fi, with access to a resort swimming pool perfect for a getaway with a pool.

Enjoy a spacious 4-bedroom house in Kissimmee, located 7.5 miles from Gatorland and 9.9 miles from Disney Springs, with Orlando International Airport just 14 miles away.
This home offers 1960 square feet of living space, accommodating up to 14 guests with a private swimming pool, access to a fitness center, and a fully equipped kitchen, perfect for a getaway with a pool.

Located in Story Lake by Shine Villas, this Kissimmee holiday home is just 7.5 miles from Disney Springs and within 8.1 miles of Disney's Hollywood Studios and Epcot.
This 1920 square foot house features four bedrooms, three bathrooms, and a heated swimming pool, perfect for families seeking a getaway with a pool.

This Kissimmee house is located 7.5 miles from Disney Springs and Gatorland, and is close to ESPN Wide World of Sports and Disney's Hollywood Studios.
Enjoy a resort-style private swimming pool and spa, perfect for year-round enjoyment, along with six bedrooms and five bathrooms, multiple living areas, and on-site entertainment options including a waterpark and children's playground.

Enjoy a Kissimmee apartment getaway with a fantastic year-round outdoor swimming pool, located just 4.3 miles from Gatorland and 11 miles from Orlando International Airport, offering convenient access to SeaWorld Orlando and Disney Springs.
This spacious 13,950 square foot, three-bedroom, two-bathroom apartment comfortably accommodates up to 15 guests and features a fully equipped kitchen, air conditioning, a hot tub, sauna, and fitness center, with boating opportunities nearby.

Located within the gated Venetian Bay Villages resort, this newly remodeled 3-bedroom, 2.5-bath condo is just 8 miles from Walt Disney World.
Enjoy extensive resort amenities including a swimming pool, hot tub, gym, tennis courts, and a game room, perfect for families and groups of up to 10 guests with unique Disney-themed bedrooms.

Located in Kissimmee, this spacious five-bedroom holiday home is approximately 9.9 miles from Gatorland and just over 11 miles from Walt Disney World Resort attractions.
This house offers 2560 square feet of living space with a private swimming pool, ideal for families or groups of up to 19 guests seeking a getaway with a pool.

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 Kissimmee's Coral Cay Resort, this townhome is just 7.3 miles from Gatorland and 7.7 miles from Disney Springs.
This family-friendly house offers 1600 square feet of living space with air conditioning and a private swimming pool, perfect for your next vacation getaway with a pool.

Located within the secure Terra Verde resort community in Kissimmee, this 3-bedroom townhouse is just a short drive from Walt Disney World® Resort and offers convenient access to shopping and dining.
This family-friendly apartment features a resort-style swimming pool, jacuzzi, and a fitness room, providing a perfect getaway with a pool for up to 6 guests.

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.

This Kissimmee house is located a short drive from major theme parks like Gatorland and Disney attractions, with Orlando International Airport 21 miles away.
Offering a private entrance, this spacious three-bedroom, three-bathroom holiday home with a swimming pool provides 1770 square feet of living space for up to 13 guests, featuring a fully equipped kitchen, on-site fitness center, and complimentary WiFi.