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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

โœ… Overview

Welcome to Chill and Thrill, one of the most exciting family themed villas in Orlando, located in the brand-new Windsor Island Resort. This 7-bedroom, 6-bath home blends luxury, play, and comfort, offering everything your family needs for an unforgettable Florida vacation โ€” including a private screened-in pool, full arcade, themed kidsโ€™ rooms, and a stylish upstairs loft for winding down.

Want more magical escapes? Explore our handpicked family themed villas in Orlando ๐Ÿ”— or learn more about Windsor Island Resort ๐Ÿ”— and its incredible on-site amenities.


๐Ÿ›๏ธ Bed Configuration

With space for up to 18 guests, Chill and Thrill is thoughtfully designed to accommodate families of all shapes and sizes:

  • ๐Ÿ›Œ 2 Ground-floor King bedrooms โ€” great for grandparents or early risers.

  • ๐ŸŒŒ Galaxy-themed King bedroom โ€” a hit with space-loving kids.

  • ๐Ÿฆธ Superhero King bedroom โ€” vibrant and fun for aspiring heroes.

  • ๐ŸŽญ Character-themed bunk room โ€” packed with personality for the little ones.

  • ๐Ÿ›๏ธ 2 Full/Full bunk bedrooms โ€” spacious and perfect for cousins or siblings.

Every room in this family themed villa in Orlando is built for comfort, style, and sweet dreams.


๐ŸŽฎ Entertainment

At Chill and Thrill, the name says it all โ€” from high-energy games to relaxing spaces for adults:

  • ๐Ÿ•น๏ธ Ground-floor arcade room loaded with NBA Arcade, Star Wars, Cruisinโ€™ Racers, Deer Hunter, Dynamo air hockey, and more.

  • ๐ŸŽฑ Upstairs loft with a pool table, sectional sofa, pub-style table, and TV โ€” the perfect spot for sports, movies, or lounging.

  • ๐ŸŽง LED lighting, immersive sound, and flexible seating create the ultimate entertainment vibe.

Need more Orlando activity ideas? Visit our family attractions guide ๐Ÿ”— for inspiration!


๐ŸŒด Outdoor Space

Enjoy the warm Florida sunshine from your private screened-in pool deck โ€” designed for all ages to enjoy:

  • ๐ŸŒŠ Private pool with spillover spa, fenced for safety and screened for comfort.

  • ๐Ÿฝ๏ธ Outdoor dining table with seating for 8 plus a childrenโ€™s picnic table.

  • ๐Ÿช‘ 4 sun loungers and 2 cozy chairs โ€” perfect for poolside naps or morning coffee.

  • ๐Ÿ›‹๏ธ Chic outdoor furnishings for meals, games, or just kicking back together.

Whether youโ€™re splashing, snacking, or stargazing โ€” itโ€™s the ultimate outdoor escape.


๐Ÿก Resort

Located in the brand-new Windsor Island Resort, youโ€™ll enjoy access to some of Orlandoโ€™s most impressive resort amenities:

  • ๐Ÿ–๏ธ Resort pool with lazy river, splash pad, and slides

  • ๐Ÿ‹๏ธ Fitness center, volleyball court, and mini-golf

  • ๐Ÿน On-site dining and clubhouse

  • ๐Ÿฐ Minutes from Walt Disney World ๐Ÿ”— and other Orlando hot spots

This is resort-style family fun on a whole new level.

Book Now

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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
Property Address
Address: 2020 Lelani Circle
City:
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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Availability

February 2026
M T W T F S S
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March 2026
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Customer Reviews

Florida Premier Rentals

Customer Reviews

Andrea 01/02/2026

Thank you so much for the kind words! Weโ€™re really glad you enjoyed the space, the location, and felt well looked after during your stay. It was a pleasure hosting you, and youโ€™re welcome back anytime.

Marcy Allison 01/19/2026

Absolutely wonderful stay! The house was perfect for our family. It was clean and offered so many fun options for the whole family - pool, game room, media room. Could not recommend it more!! We will definitely book again if we return to the area.

Gregory Sather 01/19/2026

Fantastic house! Pool, hot tub, games room were all additional amenities not found everywhere. Host was extremely responsive to our needs and made sure we were satisfied with our stay. Parking for more than 3 vehicles was easily accessed just a few feet away and the location was still close enough to the parks, bars, restaurants. Plenty of beds and baths for large groups/families. Very enjoyable stay!

Marilyn Kelly 12/01/2026

The place was immaculately clean, it was so quiet and peaceful and relaxing. I really love sitting out on the lanai and catching some afternoon Sun.

Ron Jean-Louis 29/12/2025

Great accommodations! Super clean, and well organized. Host responded quickly to our questions and requests.

Hillary Alread 26/12/2025

The activities for the kids were perfect. The pool was super nice!

Brynne Cook 23/12/2025

Amazingly good communication with the hostess, Karen. The home we stayed in was very clean, very convenient, and had much-appreciated plus amenities for our baby grandson.Ease of travel to Disney parks cannot be overstated... a few turns and straight into the parking lot areas. Will definitely look to stay here again.

Jesse Phillips 22/12/2025

Great place to stay and very close to the theme parks.

Rodney Rael 21/12/2025

Thank you for the great experience!

Sean Burke 02/12/2025

House was well laid out for multiple generations to be comfortable. Very clean and well kept. 25-30 minute drive to Disney World.
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