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Skyline Retreat – 5 Bed 5.5 Bath Sleeps 10 – from $239

,
Kissimmee, Windsor Island
, , |
5 Bed, Communal Pool, Private Pool
|
Windsor Island
10 Guests| 5 Bedrooms| 5.5 Baths
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Description


🏡 Overview

Luxury condo Windsor Island invites you to relax and unwind at Skyline Retreat — an elegant sanctuary in the heart of Windsor Island Resort. This stunning luxury condo Windsor Island offers 5 bedrooms, 5 bathrooms, and serene spaces designed for total tranquility. It’s your perfect family escape near Orlando’s top attractions.

Step inside and you’ll find an open-plan living room with stylish furnishings that create a warm, welcoming atmosphere. The bright dining area seats six, ideal for family dinners and laughter-filled evenings together.

The modern kitchen is a true showstopper with sleek wooden finishes, generous counter space, and a breakfast island for casual meals and conversations.

👉 Looking for more Windsor Island escapes? Check out our Windsor Island vacation condos for every group size.


🛏️ Bed Configuration

  • 5 Bedrooms / 5 Bathrooms 

  • Spacious upstairs layout for quiet retreats

  • En suite bathrooms in each bedroom for privacy

  • Simple, elegant décor for a peaceful ambiance

  • Plush linens and fresh towels provided

Each bedroom is a calm haven for rest and rejuvenation, ensuring everyone enjoys the ultimate night’s sleep.


🎮 Entertainment

After a day exploring the parks, the inviting living area is perfect for cozy movie nights or board games with loved ones. The peaceful, open-concept space lets everyone come together and make memories.

When you want more adventure, world-famous attractions like Walt Disney World® and Universal Orlando Resort™are just a short drive away! (Outbound links)


🌴 Outdoor Space

Step out to your private pool area — the heart of this luxury condo. Lounge by the pool, soak up the sun, or gather for al fresco dining under the covered lanai. The unobstructed views create the perfect backdrop for your morning coffee or sunset dinners.

When you’re ready to explore, Windsor Island Resort offers exceptional amenities:

  • Thrilling waterpark and splash pad

  • Lazy river for a relaxing float

  • Sports courts and fitness center

  • Community clubhouse and playgrounds

Discover more about the resort on our Windsor Island Resort Overview


🧺 Additional Features

  • Fully equipped modern kitchen with breakfast island

  • Dining table for six

  • Air conditioning and ceiling fans throughout

  • Smoke-free and pet-free for your comfort

  • Complimentary high-speed Wi-Fi

  • Full laundry room with washer and dryer

Book Skyline Retreat today! Discover why this luxury condo Windsor Island is the perfect base for a peaceful Florida getaway with family and friends.

Book Now

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Rates
Property protection fee: $ 150
Cleaning fee: $ 260
Pool and Spa Heat per night (optional): $ 25
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 15-10-2024 To 22-11-2024
$ 230
-
-
3
-
$ 230
All
All
From 23-11-2024 To 04-12-2024
$ 430
-
-
4
-
$ 430
All
All
From 05-12-2024 To 18-12-2024
$ 230
-
-
3
-
$ 230
All
All
From 19-12-2024 To 03-01-2025
$ 411
-
-
5
-
$ 411
All
All
From 04-01-2025 To 23-02-2025
$ 230
-
-
3
-
$ 230
All
All
From 24-02-2025 To 28-03-2025
$ 304
-
-
4
-
$ 304
All
All
From 29-03-2025 To 10-04-2025
$ 239
-
-
3
-
$ 239
All
All
From 11-04-2025 To 25-04-2025
$ 420
-
-
5
-
$ 420
All
All
From 26-04-2025 To 22-05-2025
$ 239
-
-
3
-
$ 239
All
All
From 23-05-2025 To 27-05-2025
$ 255
-
-
4
-
$ 255
All
All
From 28-05-2025 To 15-06-2025
$ 239
-
-
3
-
$ 239
All
All
From 16-06-2025 To 20-08-2025
$ 313
-
-
4
-
$ 313
All
All
From 21-08-2025 To 28-08-2025
$ 239
-
-
3
-
$ 239
All
All
From 29-08-2025 To 03-09-2025
$ 255
-
-
4
-
$ 255
All
All
From 04-09-2025 To 23-11-2025
$ 239
-
-
3
-
$ 239
All
All
From 24-11-2025 To 01-12-2025
$ 336
-
-
4
-
$ 336
All
All
From 02-12-2025 To 21-12-2025
$ 239
-
-
3
-
$ 239
All
All
From 22-12-2025 To 03-01-2026
$ 420
-
-
5
-
$ 420
All
All
From 04-01-2026 To 28-02-2026
$ 239
-
-
3
-
$ 239
All
All
From 01-03-2026 To 25-03-2026
$ 313
-
-
4
-
$ 313
All
All
From 26-03-2026 To 15-04-2026
$ 420
-
-
5
-
$ 420
All
All
From 16-04-2026 To 22-05-2026
$ 239
-
-
3
-
$ 239
All
All
From 23-05-2026 To 27-05-2026
$ 255
-
-
4
-
$ 255
All
All
From 28-05-2026 To 20-06-2026
$ 239
-
-
3
-
$ 239
All
All
From 21-06-2026 To 15-08-2026
$ 313
-
-
4
-
$ 313
All
All
From 16-08-2026 To 03-09-2026
$ 239
-
-
3
-
$ 239
All
All
From 04-09-2026 To 08-09-2026
$ 255
-
-
4
-
$ 255
All
All
From 09-09-2026 To 23-11-2026
$ 239
-
-
3
-
$ 239
All
All
From 24-11-2026 To 30-11-2026
$ 336
-
-
4
-
$ 336
All
All
From 01-12-2026 To 21-12-2026
$ 239
-
-
3
-
$ 239
All
All
From 22-12-2026 To 02-01-2027
$ 420
-
-
5
-
$ 420
All
All
Period
From 15-10-2024 To 22-11-2024
Price per night
$ 230
Price per night (7n+)
-
Price per night (30n+)
-
Minimum Night Stay
3
Extra price per guest
-
Price per night in weekends
$ 230
Booking starts only on
All
Booking starts/ends only on
All
Period
From 23-11-2024 To 04-12-2024
Price per night
$ 430
Price per night (7n+)
-
Price per night (30n+)
-
Minimum Night Stay
4
Extra price per guest
-
Price per night in weekends
$ 430
Booking starts only on
All
Booking starts/ends only on
All
Period
From 05-12-2024 To 18-12-2024
Price per night
$ 230
Price per night (7n+)
-
Price per night (30n+)
-
Minimum Night Stay
3
Extra price per guest
-
Price per night in weekends
$ 230
Booking starts only on
All
Booking starts/ends only on
All
Period
From 19-12-2024 To 03-01-2025
Price per night
$ 411
Price per night (7n+)
-
Price per night (30n+)
-
Minimum Night Stay
5
Extra price per guest
-
Price per night in weekends
$ 411
Booking starts only on
All
Booking starts/ends only on
All
Period
From 04-01-2025 To 23-02-2025
Price per night
$ 230
Price per night (7n+)
-
Price per night (30n+)
-
Minimum Night Stay
3
Extra price per guest
-
Price per night in weekends
$ 230
Booking starts only on
All
Booking starts/ends only on
All
Period
From 24-02-2025 To 28-03-2025
Price per night
$ 304
Price per night (7n+)
-
Price per night (30n+)
-
Minimum Night Stay
4
Extra price per guest
-
Price per night in weekends
$ 304
Booking starts only on
All
Booking starts/ends only on
All
Period
From 29-03-2025 To 10-04-2025
Price per night
$ 239
Price per night (7n+)
-
Price per night (30n+)
-
Minimum Night Stay
3
Extra price per guest
-
Price per night in weekends
$ 239
Booking starts only on
All
Booking starts/ends only on
All
Period
From 11-04-2025 To 25-04-2025
Price per night
$ 420
Price per night (7n+)
-
Price per night (30n+)
-
Minimum Night Stay
5
Extra price per guest
-
Price per night in weekends
$ 420
Booking starts only on
All
Booking starts/ends only on
All
Period
From 26-04-2025 To 22-05-2025
Price per night
$ 239
Price per night (7n+)
-
Price per night (30n+)
-
Minimum Night Stay
3
Extra price per guest
-
Price per night in weekends
$ 239
Booking starts only on
All
Booking starts/ends only on
All
Period
From 23-05-2025 To 27-05-2025
Price per night
$ 255
Price per night (7n+)
-
Price per night (30n+)
-
Minimum Night Stay
4
Extra price per guest
-
Price per night in weekends
$ 255
Booking starts only on
All
Booking starts/ends only on
All
Period
From 28-05-2025 To 15-06-2025
Price per night
$ 239
Price per night (7n+)
-
Price per night (30n+)
-
Minimum Night Stay
3
Extra price per guest
-
Price per night in weekends
$ 239
Booking starts only on
All
Booking starts/ends only on
All
Period
From 16-06-2025 To 20-08-2025
Price per night
$ 313
Price per night (7n+)
-
Price per night (30n+)
-
Minimum Night Stay
4
Extra price per guest
-
Price per night in weekends
$ 313
Booking starts only on
All
Booking starts/ends only on
All
Period
From 21-08-2025 To 28-08-2025
Price per night
$ 239
Price per night (7n+)
-
Price per night (30n+)
-
Minimum Night Stay
3
Extra price per guest
-
Price per night in weekends
$ 239
Booking starts only on
All
Booking starts/ends only on
All
Period
From 29-08-2025 To 03-09-2025
Price per night
$ 255
Price per night (7n+)
-
Price per night (30n+)
-
Minimum Night Stay
4
Extra price per guest
-
Price per night in weekends
$ 255
Booking starts only on
All
Booking starts/ends only on
All
Period
From 04-09-2025 To 23-11-2025
Price per night
$ 239
Price per night (7n+)
-
Price per night (30n+)
-
Minimum Night Stay
3
Extra price per guest
-
Price per night in weekends
$ 239
Booking starts only on
All
Booking starts/ends only on
All
Period
From 24-11-2025 To 01-12-2025
Price per night
$ 336
Price per night (7n+)
-
Price per night (30n+)
-
Minimum Night Stay
4
Extra price per guest
-
Price per night in weekends
$ 336
Booking starts only on
All
Booking starts/ends only on
All
Period
From 02-12-2025 To 21-12-2025
Price per night
$ 239
Price per night (7n+)
-
Price per night (30n+)
-
Minimum Night Stay
3
Extra price per guest
-
Price per night in weekends
$ 239
Booking starts only on
All
Booking starts/ends only on
All
Period
From 22-12-2025 To 03-01-2026
Price per night
$ 420
Price per night (7n+)
-
Price per night (30n+)
-
Minimum Night Stay
5
Extra price per guest
-
Price per night in weekends
$ 420
Booking starts only on
All
Booking starts/ends only on
All
Period
From 04-01-2026 To 28-02-2026
Price per night
$ 239
Price per night (7n+)
-
Price per night (30n+)
-
Minimum Night Stay
3
Extra price per guest
-
Price per night in weekends
$ 239
Booking starts only on
All
Booking starts/ends only on
All
Period
From 01-03-2026 To 25-03-2026
Price per night
$ 313
Price per night (7n+)
-
Price per night (30n+)
-
Minimum Night Stay
4
Extra price per guest
-
Price per night in weekends
$ 313
Booking starts only on
All
Booking starts/ends only on
All
Period
From 26-03-2026 To 15-04-2026
Price per night
$ 420
Price per night (7n+)
-
Price per night (30n+)
-
Minimum Night Stay
5
Extra price per guest
-
Price per night in weekends
$ 420
Booking starts only on
All
Booking starts/ends only on
All
Period
From 16-04-2026 To 22-05-2026
Price per night
$ 239
Price per night (7n+)
-
Price per night (30n+)
-
Minimum Night Stay
3
Extra price per guest
-
Price per night in weekends
$ 239
Booking starts only on
All
Booking starts/ends only on
All
Period
From 23-05-2026 To 27-05-2026
Price per night
$ 255
Price per night (7n+)
-
Price per night (30n+)
-
Minimum Night Stay
4
Extra price per guest
-
Price per night in weekends
$ 255
Booking starts only on
All
Booking starts/ends only on
All
Period
From 28-05-2026 To 20-06-2026
Price per night
$ 239
Price per night (7n+)
-
Price per night (30n+)
-
Minimum Night Stay
3
Extra price per guest
-
Price per night in weekends
$ 239
Booking starts only on
All
Booking starts/ends only on
All
Period
From 21-06-2026 To 15-08-2026
Price per night
$ 313
Price per night (7n+)
-
Price per night (30n+)
-
Minimum Night Stay
4
Extra price per guest
-
Price per night in weekends
$ 313
Booking starts only on
All
Booking starts/ends only on
All
Period
From 16-08-2026 To 03-09-2026
Price per night
$ 239
Price per night (7n+)
-
Price per night (30n+)
-
Minimum Night Stay
3
Extra price per guest
-
Price per night in weekends
$ 239
Booking starts only on
All
Booking starts/ends only on
All
Period
From 04-09-2026 To 08-09-2026
Price per night
$ 255
Price per night (7n+)
-
Price per night (30n+)
-
Minimum Night Stay
4
Extra price per guest
-
Price per night in weekends
$ 255
Booking starts only on
All
Booking starts/ends only on
All
Period
From 09-09-2026 To 23-11-2026
Price per night
$ 239
Price per night (7n+)
-
Price per night (30n+)
-
Minimum Night Stay
3
Extra price per guest
-
Price per night in weekends
$ 239
Booking starts only on
All
Booking starts/ends only on
All
Period
From 24-11-2026 To 30-11-2026
Price per night
$ 336
Price per night (7n+)
-
Price per night (30n+)
-
Minimum Night Stay
4
Extra price per guest
-
Price per night in weekends
$ 336
Booking starts only on
All
Booking starts/ends only on
All
Period
From 01-12-2026 To 21-12-2026
Price per night
$ 239
Price per night (7n+)
-
Price per night (30n+)
-
Minimum Night Stay
3
Extra price per guest
-
Price per night in weekends
$ 239
Booking starts only on
All
Booking starts/ends only on
All
Period
From 22-12-2026 To 02-01-2027
Price per night
$ 420
Price per night (7n+)
-
Price per night (30n+)
-
Minimum Night Stay
5
Extra price per guest
-
Price per night in weekends
$ 420
Booking starts only on
All
Booking starts/ends only on
All
Property Address
Address: 3421 Lilac Way
City:
State: Florida
Zip: 33897
Country: United States
Bed Configuration
Property Name:
83527
Property Size: 2,622 ft2
Bedrooms: 5
Bathrooms: 5.5
King : 1
Queen : 3
Full: 2
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What's Nearby

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Beauty & Spas

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The Boathouse
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Shopping

Orlando Vineland Premium Outlets
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Celebration Factory Outlet
(8.29 miles)Celebration Factory Outlet
The Mall At Millenia
(18.49 miles)The Mall At Millenia

Availability

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Customer Reviews

Florida Premier Rentals

Customer Reviews

Ashley Young 05/05/2025

Awesome family vacation. Everything was great for our family of five including an almost 2, 4, and 7yo, and a set of grandparents. Plenty of space and great resort amenities and location.

John Cooper 04/24/2025

Fun Experience, This was a fantastic property. The house was great. The only negative was we couldn't get the pool or hot tub to work properly, but the management company refunded our money. Florida Premiere Rentals is a 1st class company and they did what was right. Thank you.

Martin Wolfe 03/23/2025

Disney trip
Convenient spacious clean. Well appointed. Kids loved the pool and were in it on off days. All in all excellent place to stay.

Angela Griffith 03/24/2025

Great location to spend while in Orlando, relaxing!
This property was absolutely perfect for our family of 6 and we could have hosted more for sure!

Tina Antolik 03/29/2025

Amazing Disney Family Vacation Home
The property was exactly as described. Management was very responsive. We had a great time.

Kathy Herzog 04/04/2025

House was great, but not really set up for toddlers with the glass top tables. The Moana room was a big hit for the kids. The playground and splash pad were wonderful!

Gregory Abbink 04/02/2025

Clean, spacious and great location!
We truly enjoyed our stay- it provided lots of room for everyone and we were pleased with the cleanliness and functionality. We also felt very safe in the gated community.

Jo-Anne Perkins 03/18/2025

We really enjoyed this VRBO unit and thought it was well appointed, clean and in a good location.Staff were easy to communicate with and responsive.Definately rent this unit again, thanks!

Bob Murphy 02/28/25

Very Nice Home for a Family Stay
The home is spacious, and very well appointed. We enjoyed our stay here very much.

Sharleen Koepp 02/16/2025

It was amazing
Our family loved the private pool & hot tub. Would be nice to have float tubes and a ball especially for kids. Loved the large living/entertainment spaces & 4 bedrooms.Kitchen could have basic spices in the cupboard. Our toaster wasn’t working so called to report it & they promptly delivered a new one. Great place, close to Disney. Highly recommend.
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