Book villas with a pool in Kissimmee

Experience the Magic of Kissimmee in a Villa with a Private Pool

When planning a getaway to Kissimmee, consider the charm of staying in a villa with a private pool. These luxurious retreats provide your family with the perfect blend of comfort and entertainment, allowing you to unwind in your own space after a fun-filled day at nearby attractions. With the option to bask in the sun or enjoy a refreshing swim, these villas cater to all ages and preferences. Plus, their convenient locations make it easy to explore the area's famous theme parks and natural wonders, creating unforgettable memories together.

Our top choices for a great stay

Diamond Resorts Mystic Dunes Resort & Golf Club - 1 Bedroom Deluxe

Diamond Resorts Mystic Dunes Resort & Golf Club - 1 Bedroom Deluxe

Stay at this villa in Kissimmee. Enjoy a beach locale, breakfast (surcharge), and concierge services. Popular attractions Disney's Animal Kingdom® Theme Park and Disney's Hollywood Studios® are located nearby.
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Diamond Resorts Mystic Dunes Resort & Golf Club - 1 Bedroom Deluxe
Diamond Resorts Mystic Dunes Resort & Golf Club - 1 Bedroom

Diamond Resorts Mystic Dunes Resort & Golf Club - 1 Bedroom

Stay at this villa in Kissimmee. Enjoy a beach locale, breakfast (surcharge), and concierge services. Popular attractions Disney's Animal Kingdom® Theme Park and Disney's Hollywood Studios® are located nearby.
Get rates
Diamond Resorts Mystic Dunes Resort & Golf Club - 1 Bedroom
Stunning, Newly Built, 6000 sf, Luxury Family Villa Close To Disney

Stunning, Newly Built, 6000 sf, Luxury Family Villa Close To Disney

Book a stay at this family-friendly villa in Kissimmee. Enjoy private pools, a water park, and laundry facilities. Popular attractions Disney's Animal Kingdom® Theme Park and Mystic Dunes Golf Club are located nearby.
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Stunning, Newly Built, 6000 sf, Luxury Family Villa Close To Disney
Resort Walk to Clubhouse + Private Pool

Resort Walk to Clubhouse + Private Pool

Book a stay at this family-friendly villa in Kissimmee. Enjoy private pools, a water park, and a fitness center. Popular attractions Disney's Animal Kingdom® Theme Park and Mystic Dunes Golf Club are located nearby.
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Resort Walk to Clubhouse + Private Pool
Private Pool, Spa and Premium Resort Amenities Included!

Private Pool, Spa and Premium Resort Amenities Included!

Stay at this villa in Kissimmee. Enjoy free WiFi, private pools, and a water park. Popular attractions Disney's Animal Kingdom® Theme Park and Mystic Dunes Golf Club are located nearby.
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Private Pool, Spa and Premium Resort Amenities Included!
Disney World/5 mins to Oasis Club/ a Brand New 6bedroom at ChampionsPointe.

Disney World/5 mins to Oasis Club/ a Brand New 6bedroom at ChampionsPointe.

Book a stay at this family-friendly villa in Kissimmee. Enjoy private pools, laundry facilities, and air conditioning. Popular attractions Disney's Animal Kingdom® Theme Park and Mystic Dunes Golf Club are located nearby.
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Disney World/5 mins to Oasis Club/ a Brand New 6bedroom at ChampionsPointe.
Luxury 6 Bedroom 5 Bathroom Gated Resort Villa Close to Disney

Luxury 6 Bedroom 5 Bathroom Gated Resort Villa Close to Disney

Stay at this villa in Kissimmee. Enjoy private pools, tennis courts, and a pool table. Popular attractions Mystic Dunes Golf Club and Reunion Resort Golf Course are located nearby.
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Luxury 6 Bedroom 5 Bathroom Gated Resort Villa Close to Disney
6 BED | 5 BATH Ultra-end Villa w/Gamesroom & POOL 1103Kings

6 BED | 5 BATH Ultra-end Villa w/Gamesroom & POOL 1103Kings

Book a stay at this family-friendly villa in Kissimmee. Enjoy private pools, a water park, and laundry facilities. Popular attractions Mystic Dunes Golf Club and Reunion Resort Golf Course are located nearby.
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6 BED | 5 BATH Ultra-end Villa w/Gamesroom & POOL 1103Kings
Reunion Chateau | Golf Simulator Room, Kids Secret Playroom, Pool & Spa

Reunion Chateau | Golf Simulator Room, Kids Secret Playroom, Pool & Spa

Book a stay at this family-friendly villa in Kissimmee. Enjoy private pools, laundry facilities, and a pool table. Popular attractions Disney's Animal Kingdom® Theme Park and Disney's Hollywood Studios® are located nearby.
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Reunion Chateau | Golf Simulator Room, Kids Secret Playroom, Pool & Spa
The Mediterranean Villa Orlando - Reunion

The Mediterranean Villa Orlando - Reunion

Book a stay at this golf villa in Kissimmee. Enjoy free WiFi, private pools, and a garden. Popular attractions Disney's Animal Kingdom® Theme Park and Disney's Hollywood Studios® are located nearby.
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The Mediterranean Villa Orlando - Reunion
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Why choose a villa with a pool in Kissimmee?

Staying in luxury pool vacation villas for rent in Kissimmee offers families, honeymooners, or leisure travelers an experience that hotels simply cannot match. These private villas with swimming pools provide a sense of freedom and privacy, allowing you to enjoy your own space without the hustle and bustle of crowded hotel lobbies or shared amenities. Families can bond over backyard barbecues, splash around in the pool, or simply relax in the serene outdoor setting. While hotels offer convenience, villas allow for personalized experiences, where you can enjoy leisurely mornings by the pool or late-night swims under the stars. With easy access to local attractions and the comfort of home-like amenities, these villas ensure a memorable stay that caters to everyone's needs, making them the ideal choice for a fun-filled and stress-free vacation.