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Windsor Island Grand Retreat- Florida Custom Disney Theme Villa FREE Heated Pool

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An aerial view of a resort with a central pool, multiple lounge areas, and palm trees.
Interior
Living area
Interior
Exterior

Reviews

9.4 out of 10
Exceptional

Entire home

8 bedrooms6 bathroomsSleeps 20465 sq m

Popular amenities

  • Ocean view
  • Kitchen
  • Washing machine
  • Dryer
The current price is AU$1,604
includes taxes & fees
9 Nov - 10 Nov

Explore the area

View map
Davenport, FL
  • Place, Northeast Regional Park
    ‪2 min drive‬
  • Place, Four Corners FC
    ‪4 min drive‬
  • Place, Lake Davenport
    ‪4 min drive‬
  • Airport, Orlando, FL (MCO-Orlando Intl.)
    ‪43 min drive‬

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About the area

Davenport

A family-friendly stay in the heart of Four Corners awaits you at this villa. You'll be 2.7 km (1.7 mi) from Highland Reserve Golf Club and 3.2 km (2 mi) from Four Corners FC. .Villa features a private pool, a washing machine and free WiFi. In-room dining is easy with a kitchen that comes equipped with a fridge, a microwave and a stovetop. 6 bathrooms, a patio and in-room jetted baths are also available. Housekeeping is available on request. .Spend the day at the beach where you'll find sunloungers, and enjoy the on-site outdoor swimming pool and gym. Other amenities include a hot tub and laundry facilities.
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What's nearby

  • Northeast Regional Park - 2 min drive - 2.4 km
  • Four Corners FC - 4 min drive - 3.4 km
  • Lake Davenport - 4 min drive - 2.7 km
  • Highland Reserve Golf Club - 5 min drive - 4.1 km
  • ChampionsGate Golf Club - 10 min drive - 11.8 km

Getting around

  • Kissimmee Station - 33 min drive
  • Kissimmee, FL (ISM-Kissimmee Gateway) - 51 min drive

Restaurants

  • ‪McDonald's - ‬19 min walk
  • ‪Twistee Treat Berry Town - ‬18 min walk
  • ‪7-Eleven - ‬5 min drive
  • ‪Culver's - ‬8 min drive
  • ‪Starbucks - ‬8 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Windsor Island Grand Retreat- Florida Custom Disney Theme Villa FREE Heated Pool

🏰 1 Of A Kind 8-BED DAVENPORT VILLA NEAR DISNEY W/ SOUTH-FACING POOL & DUAL VIP RESORT ACCESS
⭐ BOOK WITH CONFIDENCE — 10+ YEARS OF 5-STAR HOSTING:
Whether you're traveling across the globe, driving up from Miami, or planning a local staycation right here in Davenport or Kissimmee, welcome home! With over a decade of hosting experience and thousands of happy vacation memories created, we provide 24/7 dedicated guest support to ensure your Florida getaway is completely seamless and stress-free.
🔥 SPECIAL PROMO: Save up to 10% OFF when booking early or staying 7+ nights! (Discounts calculate automatically at checkout).
Welcome to your ultimate Orlando vacation home! Located in the gated, luxury Windsor Island Resort in Davenport, FL, this well thought out 8-Bedroom, 6-Bathroom Villa is custom-designed for multi-family getaways, international group travel, Florida staycations, sports teams, and Disney trips.
Enjoy ultimate outdoor privacy with no rear neighbors, backing directly onto a serene, protected wooded conservation area!
🌟 EXCLUSIVE GUEST BENEFIT: DUAL VIP RESORT ACCESS
Why settle for one clubhouse when you get two? Your stay includes VIP Access to TWO premier resort clubhouses:
1. Windsor Island Resort Clubhouse (Davenport / Kissimmee)
2. Windsor Cay Resort Clubhouse
Double the resort-style pools, double the lazy rivers, and endless amenities—all included with your stay!
⚡ TOP AMENITIES & HOME HIGHLIGHTS
Experienced Global & Local Host: Over 10 years welcoming guests from around the world, as well as Florida locals from Miami, Kissimmee, and Davenport.
8 Large Bedrooms & 6 Bathrooms: Comfortably accommodates multi-family staycations and large group reunions.
Custom Disney-Themed Bedrooms: Immersive, high-end designs that delight kids and Disney fans alike.
Private South-Facing Heated Pool & Saltwater Spa: All-day Florida sun with uninterrupted conservation views.
Newly Renovated Interiors: Hardwood flooring throughout, modern furniture, and an open-concept living area.
Covered Lanai & Free BBQ Grill: Outdoor patio dining with a complimentary grill (propane gas tank available locally). 
Professionally Sanitized Linens: 100% dry-cleaned bedsheets, comforters, and towels for peace of mind and hygiene.
🌊 RESORT-STYLE CLUBHOUSE AMENITIES INCLUDED
🏊 Multiple Resort Pools & Heated Lazy Rivers
🎢 Dueling Water Slides, Splash Pads & Aqua Parks
🍹 Poolside Tiki Bars & Full-Service Dining
🏋️ State-of-the-Art Fitness Centers & Sports Courts (Tennis, Basketball, Pickleball)
🕹️ Arcades & Game Rooms
📍 PERFECT DAVENPORT / KISSIMMEE LOCATION NEAR DISNEY WORLD & GOLF
Avoid heavy traffic with fast, convenient access to Walt Disney World, Kissimmee, major golf courses, and outlets.
Theme Parks & Venues:
Walt Disney World Main Entrance: ~9 miles
Disney’s Animal Kingdom: ~10 miles
ESPN Wide World of Sports: ~11 miles
Disney’s Hollywood Studios & Epcot: ~12 miles
Universal Studios & Epic Universe: ~20 miles
SeaWorld Orlando: ~17 miles
Championship Golf Courses:
Highlands Reserve Golf Club (Davenport): ~1.3 miles
Mystic Dunes Golf Club (Kissimmee): ~7.9 miles
ChampionsGate Golf Club: ~5 miles
Dining & Shopping:
Berry Town Center (Publix Supermarket, Restaurants, Gas): ~2 miles
Orlando Vineland Premium Outlets: ~15 miles.
🛌 SLEEPING ARRANGEMENTS
Primary King Suites (Main & Upper Floor): En-suite bathrooms, luxury mattresses, and Smart TVs.
Custom Disney Theme Rooms: Fun bunk bed and twin setups designed for kids and teens.
Spacious Common Areas: Large family dining table, kitchen island seating, and open-concept living room.
ℹ️ HOUSE POLICIES & GOOD TO KNOW
BBQ Grill: Free to use! (Gas tank refill is guest responsibility). 
Pool Heating: Optional heated pool & spa service available upon request.
Check-In: Keyless digital door code provided prior to arrival for smooth self check-in.
📅 BOOK YOUR STAY WITH A TOP-RATED 5-STAR HOST TODAY!
From local weekend escapes from Miami and Kissimmee to international family reunions, this Windsor Island villa is your dream base in Davenport, Orlando. Backed by over a decade of hosting expertise, we are here to ensure your trip is unforgettable!
Select your dates now to lock in your early-booking savings before peak dates sell out!

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Property amenities

Beach

  • On the beach
  • Beach loungers
  • Beach towels

Ski

  • Cross-country skiing nearby
  • Snowboarding nearby

Pool/Spa

  • Communal pool
  • Heated pool
  • Hot tub
  • Outdoor pool
  • Private pool

Internet

  • Available in the villa: Free WiFi

Parking and transport

  • Wheelchair-accessible parking and van parking available
  • Onsite parking options include a garage

Kitchen

  • Blender
  • Coffee grinder
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Hob
  • Ice maker
  • Kitchen island
  • Kitchenette
  • Lobster/crab pot
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Toaster
  • Water dispenser

Dining

  • Dining table

Bedrooms

  • 8 bedrooms
  • Bedsheets provided

Bathroom

  • 6 bathrooms
  • Bathtub
  • Bathtub or shower
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Living room
  • Separate dining area

Entertainment

  • Games
  • Smart TV with cable/satellite channels
  • Stereo

Outdoor areas

  • Barbecue grill
  • Firepit
  • Garden
  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk
  • Desk chair

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Hardwood flooring in public areas
  • In-room accessibility
  • No lift (single-level property)
  • Stair-free path to entrance
  • Tile flooring in public areas
  • Wheelchair-accessible parking
  • Wheelchair-accessible path of travel
  • Wheelchair-accessible van parking
  • Smoke-free property

Services and conveniences

  • Housekeeping on request
  • Iron/ironing board
  • Meal delivery service
  • Phone

Location highlights

  • In the city centre
  • Near a health/beauty spa
  • Near a hospital
  • Near a zoo
  • Near an outlet shopping centre
  • Near the bay
  • Near the marina
  • Near the sea
  • Next to a golf course
  • On a lake

Things to do

  • Air hockey
  • Arcade/game room
  • Billiards/pool table
  • Foosball table
  • Golf
  • Gym
  • Heated pool
  • Optional golf privileges
  • Tennis
  • Water sports equipment
  • Basketball nearby
  • Birdwatching nearby
  • Casino nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Horseback riding nearby
  • Motor boating nearby
  • Sailing nearby
  • Sledding nearby
  • Snorkelling nearby
  • Surfing/bodyboarding nearby
  • Swimming nearby
  • Theme park nearby
  • Water skiing nearby
  • Water tubing nearby
  • Whale watching nearby
  • Wildlife walks nearby
  • Windsurfing nearby
  • Winery tours nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • Garden
  • Housekeeping (on request)
  • Locally-owned and organised tours and activities
  • Property located in a resort
  • Some LED lighting used
  • Unit size: 5,000 square feet
  • Water dispenser
  • Water-efficient showers
  • Water-efficient toilets

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in and check-out are available
Minimum check-in age - 21

Check-out

Check-out before 10:00 AM
Contactless check-out

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Rules

Treat the villa like your own home and be mindful of your surroundings, respecting the space and the rules while enjoying your stay.
Respect check-in/out times, communicate needs, keep your room tidy, be courteous to staff, report issues, and follow villa policies
Don't ignore policies, disturb quiet time, leave valuables unattended or forget to thank staff

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Long-term renters welcome
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business or profession. On-site parties or group events are strictly prohibited. Long-term renters welcome. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit and a deadbolt lock in all accommodation.

Frequently asked questions

Are there any beaches close to Windsor Island Grand Retreat- Florida Custom Disney Theme Villa FREE Heated Pool?

The closest beach to Windsor Island Grand Retreat- Florida Custom Disney Theme Villa FREE Heated Pool is Melt-Away Bay (9.1 km).

How much does it cost to stay at Windsor Island Grand Retreat- Florida Custom Disney Theme Villa FREE Heated Pool?

As of 27 Oct 2026, prices found for a 1-night stay for 2 adults at Windsor Island Grand Retreat- Florida Custom Disney Theme Villa FREE Heated Pool on 9 Nov 2026 start from AU$1,604, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Does Windsor Island Grand Retreat- Florida Custom Disney Theme Villa FREE Heated Pool have a pool?

Take your pick from a heated pool, a pool and a communal pool.

What luxury perks are available at Windsor Island Grand Retreat- Florida Custom Disney Theme Villa FREE Heated Pool?

This property features a heated pool, as well as a private pool and a jetted bath.

What makes Windsor Island Grand Retreat- Florida Custom Disney Theme Villa FREE Heated Pool a romantic place to stay?

1 hot tub, private pools, and Jetted bath all help set the scene for a sizzling getaway at Windsor Island Grand Retreat- Florida Custom Disney Theme Villa FREE Heated Pool.

Is Windsor Island Grand Retreat- Florida Custom Disney Theme Villa FREE Heated Pool family-friendly?

You bet! With amenities such as a playground and an arcade, as well as highchairs and children's dinnerware, it's no surprise that Windsor Island Grand Retreat- Florida Custom Disney Theme Villa FREE Heated Pool is a winner with our family travellers.

Is there a private hot tub at Windsor Island Grand Retreat- Florida Custom Disney Theme Villa FREE Heated Pool?

Yep, there is a hot tub.

Is there a free airport shuttle available at Windsor Island Grand Retreat- Florida Custom Disney Theme Villa FREE Heated Pool?

No, Windsor Island Grand Retreat- Florida Custom Disney Theme Villa FREE Heated Pool does not offer an airport shuttle service.

What time are check-in & check-out at Windsor Island Grand Retreat- Florida Custom Disney Theme Villa FREE Heated Pool?

Check-in begins at 4:00 PM. Check-out time is 10:00 AM.

Are pets allowed at Windsor Island Grand Retreat- Florida Custom Disney Theme Villa FREE Heated Pool?

No, pets are not allowed.

Is there a golf course on site at Windsor Island Grand Retreat- Florida Custom Disney Theme Villa FREE Heated Pool?

There is a golf course next to Windsor Island Grand Retreat- Florida Custom Disney Theme Villa FREE Heated Pool.

Windsor Island Grand Retreat- Florida Custom Disney Theme Villa FREE Heated Pool Reviews

Reviews

9.4

Exceptional

Rating 10 - Excellent. 59 out of 78 reviews
Rating 8 - Good. 14 out of 78 reviews
Rating 6 - Okay. 2 out of 78 reviews
Rating 4 - Poor. 2 out of 78 reviews
Rating 2 - Terrible. 1 out of 78 reviews

9.6/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We enjoyed our time at the pool.
Stayed 4 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place to stay with family of 19 only suggestion is maybe another refrigerator but I guess most people don’t cook at home when they’re visiting Disney lol
Stayed 14 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Enjoyed the stay. Pictures of the property were accurate. Would recommend to all.
Stayed 3 nights in Nov 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a wonderful stay at this Vrbo property! The host was incredibly responsive and welcoming, which made the entire experience smooth from start to finish. The house itself was very spacious—perfect for our extended family—with plenty of room for everyone to relax comfortably.The pool was a big hit and definitely a highlight of our trip. We also really appreciated the central location, making it easy to get to both Universal Studios and Disney without hassle.Overall, it was a fantastic stay, and we would absolutely consider booking this home again for a future family vacation. Highly recommend!
Stayed 7 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location and accommodations

Property is Great!
Stayed 7 nights in Feb 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The host was great and very communicative! Very spacious house with lots of fun activities for the kids!!!
Stayed 3 nights in Dec 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had great family vacation. Property was as described. We had a few problems which were taken care of right away. The maintenance staff was wonderful. Pool was fantastic the grandkids really enjoyed it. The community pool with the lazy river pool slides and mini golf was an added benefit. Would definitely rent this place again.The host was wonderful and communicated well.The only suggestion is to have a few plastic cups for the kids. Plenty of dishes , glassware, pots and pans everything you need.This was our third family trip and the best stocked.
Stayed 7 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

4 Family Spring Break

We had a wonderful time at this property. The house is large, open, and plenty of room for everyone. We would definitely stay again!
Stayed 9 nights in Mar 2025
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very nice & clean! Location Location Location! Property owner was awesome!
Stayed 5 nights in Oct 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Family Vacation

This property and the host were simply amazing! Communication was consistent and the process of checking in and out was seamless. The property was very spacious and clean upon arrival, and the kids LOVED the water park at the resort. We would definitely visit again.
Stayed 3 nights in Jun 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had an amazing stay! The home was beautiful and very clean. Our host was very attentive to our needs and responded in a timely fashion. 100% recommend
Stayed 4 nights in Jul 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful home

The house was beautiful. We had a wonderful weekend staying there. I would definitely want to stay again if we are in the area. It had everything we needed.
Stayed 3 nights in Oct 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The property was so nice and checked in throughout our stay. He quickly responded to my messages. The house was very clean and well maintained.
Stayed 7 nights in Jul 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Slice of heaven

This is a gorgeous resort home, immaculate and spacious with spectacular amenities. Our family had an amazing stay. The resort water park was clean and staff was so friendly.
Stayed 7 nights in Jan 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, listing accuracy

Wonderful Family Vacation!

Our family had an excellent experience staying at this property. The host was excellent in response times and giving us all needed information ahead of time. The property was clean and accommodated our family perfect. We would definitely stay here again!
Stayed 7 nights in Jul 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
My family of 8 had such a wonderful experience at this villa!! Abishan was very quick to answer any questions. It was so spacious and beautifully decorated. Loved the pool and hot tub!! Would highly recommend this location and would definitely return here for another stay!!!
Stayed 5 nights in May 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Very nice property

The home was beautiful and our host was very responsive to all our questions. Thank you for a wonderful time.
Stayed 7 nights in Mar 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect Place for our Training Camp

This house suited our needs perfectly. It was a great place to come home to after our long practices. We loved the amenities - the lazy river / beach volleyball was a big hit!
Stayed 3 nights in Feb 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
My family and I had an amazing stay! Our host was absolutely outstanding—he responded to every concern within seconds and consistently followed up to make sure everything was going well. When the internet was acting up, he immediately offered helpful suggestions and solutions. What really stood out was his level of care: not only did he text, but he also called to personally ensure everything was taken care of. His communication and attentiveness made our stay stress-free and enjoyable. I would absolutely recommend booking this property—you won’t be disappointed!
Stayed 6 nights in Jan 2026
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place for teenagers!

We had a great stay and it’s the perfect place for a large group of teenagers! Plenty of space for all! Communion with owner was amazing and very responsive and accommodating!
Stayed 7 nights in May 2024
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy

3rd annual family vacation

We have tried different places each year and really liked this location. It was a fun club house. It was close to grocery stores and shopping needs. Enjoyed the house. Good sized for our group of 16.
Stayed 7 nights in Feb 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Awesome place

This was overall an amazing place to stay. With the Florida weather dropping, I contacted the owner about the heating of the pool and he adjusted the temperature with no questions asked. Loved every bit of this house and everyone enjoyed it. Would definitely stay here again!
Stayed 7 nights in Oct 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, listing accuracy

Windsor Resort

We stayed for 5 nights. We had a great time. The kids loved the upstairs game area. The pool/hot tub was one of the best we have had. Owner was very good at replying to all communication. Second time we have stayed at this resort. This time was the best experience we had.
Stayed 5 nights in Mar 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Nice vacation home

The house was beautiful just 2 small Issues for me. Love the location, I will return to this home again.
Stayed 3 nights in Nov 2022
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful house

The house was beautiful! Communication was great with the host. One night we had rowdy neighbors but otherwise it was quieter than expected. We would stay here again.
Stayed 8 nights in Mar 2024

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