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7 Bedroom Vacation Homes Orlando, Games Room, Private Pool and Spa, Themed Rooms
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Windsor Island
16 Guests| 7 Bedrooms| 6 Baths
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Description

🏡 Overview

Welcome to Chill and Thrill, an incredible 7 Bedroom Windsor Island Villa designed for unforgettable family vacations. Located within the exciting Windsor Island Resort, this spacious seven-bedroom, six-bathroom vacation home comfortably sleeps up to 18 guests and combines luxury accommodation with endless entertainment for guests of every age.

Featuring beautifully themed bedrooms, a fully equipped arcade games room, private screened pool and spa, plus spacious family living areas, Chill and Thrill offers everything you need for an unforgettable Orlando getaway just minutes from Walt Disney World Resort.

🛏ī¸ Bed Configuration

Chill and Thrill comfortably accommodates up to 18 guests across seven beautifully designed bedrooms.

Ground Floor

👑 Two King Bedrooms, ideal for grandparents or guests who prefer ground-floor accommodation.

First Floor

🌌 Galaxy-themed King Bedroom

đŸĻ¸ Superhero-themed King Bedroom

🎭 Character-themed Bunk Bedroom

🛏ī¸ Two Family Bedrooms featuring Full-over-Full bunk beds

Every bedroom has been thoughtfully designed with comfortable furnishings, Smart TVs and unique themes that make every stay memorable for children and adults alike.

🎮 Entertainment

Entertainment is at the heart of Chill and Thrill.

🕹ī¸ Arcade games room featuring:

  • NBA Arcade
  • Star Wars Arcade
  • Cruisin’ Racers
  • Deer Hunter
  • Dynamo Air Hockey
  • Additional arcade favourites

🎱 Upstairs entertainment loft with:

  • Pool Table
  • Large sectional sofa
  • Smart TV
  • Pub-style seating

đŸ“ē Smart TVs throughout the villa

đŸ“ļ Complimentary high-speed Wi-Fi

Whether you’re enjoying family competitions or relaxing with a film after the parks, there’s something here for everyone.

🌴 Outside Space

Step outside into your own private Florida retreat.

🏊 Private screened swimming pool with spillover spa

đŸŊī¸ Outdoor dining table seating for eight guests

🧒 Children’s picnic table

☀ī¸ Four comfortable sun loungers

đŸĒ‘ Additional outdoor seating for relaxing poolside

Enjoy sunny afternoons by the pool or unwind beneath the stars after exciting days exploring Orlando.

🌟 Windsor Island Resort

Guests staying at Chill and Thrill enjoy full access to Windsor Island Resort’s outstanding amenities, including a resort-style swimming pool, lazy river, splash pad, water slides, mini golf, fitness centre, volleyball court, clubhouse and on-site dining. Conveniently located just minutes from Walt Disney World Resort, Windsor Island is one of Orlando’s newest and most exciting family-friendly vacation communities.

🔗 Internal Links

  • /listings/windsor-island-resort/
  • /7-bedroom-orlando-vacation-homes/

🌐 External Links

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Rates
Property protection fee: $ 135
Cleaning fee: $ 325
Pool and Spa Heat per night (optional): $ 40
Rates
Price per night
Price per night (7n+)
Price per night (30n+)
Minimum Night Stay
Extra price per guest
Price per night in weekends
Booking starts only on
Booking starts/ends only on
From 16-09-2025 To 23-11-2025
$ 220
-
-
4
-
$ 220
All
All
From 24-11-2025 To 01-12-2025
$ 545
-
-
7
-
$ 545
All
All
From 02-12-2025 To 14-12-2025
$ 220
-
-
4
-
$ 220
All
All
From 15-12-2025 To 21-12-2025
$ 695
-
-
3
-
$ 695
All
All
From 22-12-2025 To 05-01-2026
$ 695
-
-
7
-
$ 695
All
All
From 06-01-2026 To 09-03-2026
$ 220
-
-
4
-
$ 220
All
All
From 10-03-2026 To 25-03-2026
$ 495
-
-
4
-
$ 495
All
All
From 26-03-2026 To 12-04-2026
$ 625
-
-
7
-
$ 625
All
All
From 13-04-2026 To 14-06-2026
$ 220
-
-
4
-
$ 220
All
All
From 15-06-2026 To 20-08-2026
$ 495
-
-
4
-
$ 495
All
All
From 21-08-2026 To 22-11-2026
$ 220
-
-
4
-
$ 220
All
All
From 23-11-2026 To 30-11-2026
$ 545
-
-
7
-
$ 545
All
All
From 01-12-2026 To 21-12-2026
$ 220
-
-
4
-
$ 220
All
All
From 22-12-2026 To 04-01-2027
$ 695
-
-
7
-
$ 695
All
All
Period
From 16-09-2025 To 23-11-2025
Price per night
$ 220
Price per night (7n+)
-
Price per night (30n+)
-
Minimum Night Stay
4
Extra price per guest
-
Price per night in weekends
$ 220
Booking starts only on
All
Booking starts/ends only on
All
Period
From 24-11-2025 To 01-12-2025
Price per night
$ 545
Price per night (7n+)
-
Price per night (30n+)
-
Minimum Night Stay
7
Extra price per guest
-
Price per night in weekends
$ 545
Booking starts only on
All
Booking starts/ends only on
All
Period
From 02-12-2025 To 14-12-2025
Price per night
$ 220
Price per night (7n+)
-
Price per night (30n+)
-
Minimum Night Stay
4
Extra price per guest
-
Price per night in weekends
$ 220
Booking starts only on
All
Booking starts/ends only on
All
Period
From 15-12-2025 To 21-12-2025
Price per night
$ 695
Price per night (7n+)
-
Price per night (30n+)
-
Minimum Night Stay
3
Extra price per guest
-
Price per night in weekends
$ 695
Booking starts only on
All
Booking starts/ends only on
All
Period
From 22-12-2025 To 05-01-2026
Price per night
$ 695
Price per night (7n+)
-
Price per night (30n+)
-
Minimum Night Stay
7
Extra price per guest
-
Price per night in weekends
$ 695
Booking starts only on
All
Booking starts/ends only on
All
Period
From 06-01-2026 To 09-03-2026
Price per night
$ 220
Price per night (7n+)
-
Price per night (30n+)
-
Minimum Night Stay
4
Extra price per guest
-
Price per night in weekends
$ 220
Booking starts only on
All
Booking starts/ends only on
All
Period
From 10-03-2026 To 25-03-2026
Price per night
$ 495
Price per night (7n+)
-
Price per night (30n+)
-
Minimum Night Stay
4
Extra price per guest
-
Price per night in weekends
$ 495
Booking starts only on
All
Booking starts/ends only on
All
Period
From 26-03-2026 To 12-04-2026
Price per night
$ 625
Price per night (7n+)
-
Price per night (30n+)
-
Minimum Night Stay
7
Extra price per guest
-
Price per night in weekends
$ 625
Booking starts only on
All
Booking starts/ends only on
All
Period
From 13-04-2026 To 14-06-2026
Price per night
$ 220
Price per night (7n+)
-
Price per night (30n+)
-
Minimum Night Stay
4
Extra price per guest
-
Price per night in weekends
$ 220
Booking starts only on
All
Booking starts/ends only on
All
Period
From 15-06-2026 To 20-08-2026
Price per night
$ 495
Price per night (7n+)
-
Price per night (30n+)
-
Minimum Night Stay
4
Extra price per guest
-
Price per night in weekends
$ 495
Booking starts only on
All
Booking starts/ends only on
All
Period
From 21-08-2026 To 22-11-2026
Price per night
$ 220
Price per night (7n+)
-
Price per night (30n+)
-
Minimum Night Stay
4
Extra price per guest
-
Price per night in weekends
$ 220
Booking starts only on
All
Booking starts/ends only on
All
Period
From 23-11-2026 To 30-11-2026
Price per night
$ 545
Price per night (7n+)
-
Price per night (30n+)
-
Minimum Night Stay
7
Extra price per guest
-
Price per night in weekends
$ 545
Booking starts only on
All
Booking starts/ends only on
All
Period
From 01-12-2026 To 21-12-2026
Price per night
$ 220
Price per night (7n+)
-
Price per night (30n+)
-
Minimum Night Stay
4
Extra price per guest
-
Price per night in weekends
$ 220
Booking starts only on
All
Booking starts/ends only on
All
Period
From 22-12-2026 To 04-01-2027
Price per night
$ 695
Price per night (7n+)
-
Price per night (30n+)
-
Minimum Night Stay
7
Extra price per guest
-
Price per night in weekends
$ 695
Booking starts only on
All
Booking starts/ends only on
All
See all 58 photos
Property Address
Address: 2020 Lelani Circle
City:
Area:
State: Florida
Zip: 3389
Country: United States
Bed Configuration
Property Name:
109153
Property Size: 4,034 ft2
Bedrooms: 7
Bathrooms: 6
King : 6
Sets Of Bunk Beds: 2
Features and Amenities
Private Pool
Spa
Games Room
Themed Bedrooms
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Florida Premier Rentals
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What's Nearby

Arts & Entertainment

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Restaurants

La Gloria Grill
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The Dough Show - Kissimmee
(11.36 miles)The Dough Show - Kissimmee

Shopping

Celebration Factory Outlet
(7.99 miles)Celebration Factory Outlet
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(18.12 miles)The Mall At Millenia

Availability

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Customer Reviews

Florida Premier Rentals

Customer Reviews

Carol Crout 05/04/2026

Clean and home friendly.Made some beautiful memories with our family. All was exceptional. We would love to return in a few years.

Cicily Shaull 22/03/2026

Love home and great location. Management responded quickly when we decided to have the pool heated! The home was well stocked with kitchen items to cook with. We truly enjoyed our time there!

Kenneth Keller 19/03/2026

Great location! Very spacious and clean. Was exactly as pictured. Would definitely stay here again.

Melissa Brye 01/11/2026

Our family had an exceptional stay here. We traveled with my husband, our four children, and my parents, and the home truly accommodated all ages comfortably. From the moment we arrived, it was clear the property is very well cared for. The decor is beautiful, and the home was spotless, creating an inviting and relaxing environment.The amenities truly set this property apart. The playroom and movie room were huge highlights for the kids, while the pool quickly became the center of our stay for everyone. In fact, there were multiple days during our Orlando trip, even with Disney and Universal planned, when the kids chose to stay at the house to swim and play instead. That alone speaks to how enjoyable the home was.There were genuinely activities for every age group, which made traveling as a multi-generational family easy and enjoyable.The location was very convenient, with attractions, games, and entertainment nearby whenever we decided to go out.Communication from the hosts was excellent from check-in through departure. They were kind, responsive, and proactive, making the entire process seamless and stress-free.If visiting during the winter months, I strongly recommend opting for the heated pool. It made a significant difference and was absolutely worth it.We cannot recommend this property highly enough. It provided a memorable experience for our family, and we would gladly stay again.

Mark Lucero 01/28/2026

The host was very helpful, the house was beautiful and very comfortable. Thank you!

Jane Sauther 01/28/2026

Clean, comfortable, spacious home, perfect for our large family trip to Disney. Location was perfect, pool was a hit, kitchen was well appointed for large groups, and beds were comfy. We highly recommend this property.

Dita Lawson 01/25/2026

We had the best time ever! House is really beautiful, clean and cozy. You can feel the homy vibes. Pool was clean too and super warm so we could enjoy it after long day in Disney! Location is also very convenient. We really loved our stay here!!! Thank you!!!

Joseph McFarland 01/25/2026

This home was perfect! Great accommodations, amazing community with a lot of amenities and close to all Orlando attractions. Rental agency was wonderful to work with and very responsive!

susie fisher 02/10/2026

Yvonne was wonderful in communicating with us and any questions we had.

Michael Faletto 02/09/2026

House as advertised and was amazing. Absolutely great communication with the host team, and the home was beautiful. An excellent stay for the 8 of us! Will definitely book again if we come back - GREAT location and easy ride shares to the parks!
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