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Top-Rated Vacation Homes for Rent in Orlando With Private Pool (2026 Guide)

By

Fun Stay Admin

February 23, 2026

Top-Rated Vacation Homes for Rent in Orlando With Private Pool (2026 Guide)

Searching for the perfect Orlando vacation home with a private pool for your next Florida getaway? Families and groups traveling to Central Florida are increasingly choosing private pool rentals near Disney instead of traditional hotels. More space, added privacy, and a pool just steps from your living room create a completely different vacation experience.

FunStay Homes offers beautifully maintained private pool rentals in top resort communities near Walt Disney World, including Windsor Hills Resort, Solterra Resort, ChampionsGate Resort, Windsor at Westside Resort, and Windsor Island Resort. These homes are designed for travelers who want comfort, convenience, and their own backyard oasis.

The following are some of the standout vacation homes with private pools that are ideal for families, multi-generational trips, and group travel in 2026.

1. Windsor Hills Resort – 5BR Private Pool Villa Near Disney

Community: Windsor Hills Resort, Kissimmee
Best For: Families who want to stay closest to Disney
Private Pool: Screened-in backyard pool
Distance to Disney: 9 min drive

This villa with private pool rental near Disney is among the most in-demand choices for families seeking maximum convenience and comfort. Located inside Windsor Hills Resort, one of the closest gated communities to Walt Disney World, drive times stay incredibly short. As a two level house with a private pool and spa, it gives your family generous space to relax together comfortably.

The screened private pool lets you cool off after long park days without sharing amenities with other guests. You also enjoy access to the Windsor Hills water park, double Olympic sized pool, playgrounds, clubhouse, gym, and more. Every room is themed with Avengers, Star Wars, Mickey, How to Train Your Dragon, and Nintendo Mario, plus 24/7 support.

Windsor Hills Resort – 5BR Private Pool Villa Near Disney

2. Solterra Resort – 7BR Pool Home for Large Groups

Community: Solterra Resort, Davenport
Best For: Large families and group travel
Private Pool: Screened pool with patio seating
Distance to Disney: About 15 minutes

Traveling with 10 or more guests? This stunning 7-bedroom, 6-bathroom villa near Walt Disney World offers space and comfort. Located in Solterra Resort, this spacious and beautifully furnished home keeps everyone together without feeling crowded. It is perfect for larger families, reunions, sports teams, and extended family trips.

The private screened-in pool becomes the evening gathering place, offering a refreshing break between exciting theme park days. Inside, enjoy a comfortable living area with ample seating, large flat-screen TV, and fully equipped modern kitchen. Guests also enjoy free Wi-Fi, air conditioning, washer and dryer, free parking, plus clubhouse, lazy river, fitness center, and more.

Solterra Resort – 7BR Pool Home for Large Groups

3. ChampionsGate Resort – Themed 6BR Home With Private Pool

Community: ChampionsGate Resort, Four Corners
Best For: Families with kids who love themed rooms
Private Pool: Private screened pool
Distance to Disney: 15 to 20 minutes

ChampionsGate Resort is a favorite for families who want a fun atmosphere plus resort amenities. This incredible Davenport house features Harry Potter, Star Wars, and Disney Princess-themed rooms that make every child’s stay unforgettable.and a private pool perfect for mid-day breaks.

After visiting Magic Kingdom or EPCOT, you can return home, prepare dinner in the full kitchen, and enjoy an evening swim in  the heated pool, relaxing in-ground spa, without leaving your rental. This spacious 6-bedroom home gives you the perfect setting for mid-day breaks, evening swims, and quality time together.

ChampionsGate Resort – Themed 6BR Home With Private Pool

4. Windsor at Westside – 6BR Pool & Spa Villa

Community: Windsor at Westside Resort, Kissimmee
Best For: Families who want both private and resort pools
Private Pool: Pool with spa
Distance to Disney: About 15 minutes

This spacious 6-bedroom home offers both a private pool and spa, giving guests a true resort experience inside their own rental. It is ideal for families who want flexible downtime during their stay. Hand-painted themed bedrooms include Pirates, Avengers, Moana, Frozen, Toy Story, and Star Wars, plus a Tron-inspired game room featuring PS5 gaming stations.

Beyond the home itself, Windsor at Westside Resort includes a lazy river, clubhouse, and fitness center. You can alternate between relaxing at your private pool and enjoying the larger community amenities. This property is especially popular for week-long Disney vacations.

Windsor at Westside – 6BR Pool & Spa Villa

5. Windsor Island Resort – Modern 5BR Pool Villa

Community: Windsor Island Resort, Davenport
Best For: Stylish stays with modern finishes
Private Pool: Screened-in pool area
Distance to Disney: Approximately 20 minutes

Windsor Island Resort offers a newer community feel with well-designed homes and upgraded interiors. This 5-bedroom property is ideal for families who want modern comfort combined with a private pool rental near Disney.

The pool area provides privacy and room to lounge while the interior layout supports both shared family time and quiet personal space. It is a strong choice for travelers who want a balance of affordability and upscale features.

Windsor Island Resort – Modern 5BR Pool Villa

6. Solterra Resort – 6BR Pool Home With Game Room

Community: Solterra Resort, Davenport
Best For: Families with teens
Private Pool: Private pool with patio space
Distance to Disney: Around 15 minutes

This 6-bedroom Solterra home combines a private pool with indoor entertainment such as a game room. It is ideal for families traveling with teenagers who want entertainment options beyond the parks.

After spending the day at Hollywood Studios or Animal Kingdom, guests can unwind in the pool or enjoy indoor activities. The flexibility of space makes this home a practical option for longer Orlando stays.

Solterra Resort – 6BR Pool Home With Game Room

7. ChampionsGate Resort – Spacious 8BR Estate With Pool

Community: ChampionsGate Resort, Four Corners
Best For: Multi-family Disney vacations
Private Pool: Large screened pool area
Distance to Disney: 15 to 20 minutes

If you need maximum space, this 8-bedroom estate in ChampionsGate Resort delivers. Multiple families can stay together while still enjoying privacy. The private pool becomes the center of the home, offering space for kids to play and adults to relax.

This type of Orlando vacation home with a private pool is perfect for milestone birthdays, group celebrations, and extended Disney vacations.

ChampionsGate Resort – Spacious 8BR Estate With Pool

Why Book a Private Pool Rental Near Disney?

Travelers actively searching for private pool rentals near Disney usually want more than just a place to sleep. They want:

  • Space for everyone to spread out
  • A full kitchen to save on dining costs
  • Private outdoor relaxation
  • Flexible schedules for kids
  • Easy access to Walt Disney World and other Orlando attractions
Why Book a Private Pool Rental Near Disney

Book Your Orlando Private Pool Vacation Today

If you are planning a 2026 Disney trip, now is the time to secure the right home. The best Orlando vacation homes with private pools book early, especially in top communities like Windsor Hills, Solterra, and ChampionsGate.

Explore available properties at FunStay Homes and choose the home that fits your group size, travel dates, and style. Compare amenities, check availability, and reserve your private pool rental near Disney before peak dates sell out.

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