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Island Breeze Retreat – 5 Bed 5.5 Bath Sleeps 12 – from $270

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Kissimmee, Windsor Island
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5 Bedroom Vacation Homes Orlando
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Windsor Island
12 Guests| 5 Bedrooms| 5.5 Baths
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Description

🏡 Island Breeze Retreat – Stylish Windsor Island Resort Vacation Home Near Disney
Welcome to Island Breeze Retreat, a modern and spacious Windsor Island Resort vacation home designed for families and groups looking for comfort, convenience, and resort-style living. Located within the sought-after Windsor Island Resort, this beautifully appointed home is just 9 miles from Walt Disney World and within easy walking distance of the clubhouse and amenities.
Sleeping up to 12 guests, this private pool home offers a perfect blend of relaxation and entertainment, making it an ideal base for your Orlando vacation.

🛋️ Living & Entertainment
This Windsor Island Resort vacation home features a bright and open living space perfect for gathering and relaxing.

🛋️ Spacious open-plan family living area
📺 Large Smart TVs throughout the home
🎬 Ideal setup for movie nights or relaxing after the parks
📶 High-speed Wi-Fi throughout

Designed with comfort in mind, the layout makes it easy for everyone to spend time together.

🍳 Kitchen & Dining
Perfect for family meals and easy entertaining.

🍳 Fully equipped modern kitchen
🍽️ Dining table seating for 8
🪑 Kitchen island with seating for 4
☕ Open-plan design connecting kitchen, dining, and living spaces

This Windsor Island Resort vacation home is ideal for both quick breakfasts and relaxed evening meals.

🛏️ Bedrooms & Bathrooms
This home features 5 bedrooms and 5.5 bathrooms, offering privacy and flexibility for families and groups.

First Floor

👑 Bedroom 1 – King bed | Ensuite bathroom | 65” Smart TV

Second Floor

👑 Bedroom 2 – California King master suite | Ensuite bathroom | 65” Smart TV
🛏️ Bedroom 3 – Twin over double bunk | Ensuite bathroom | 43” Smart TV
👑 Bedroom 4 – King bed | Ensuite bathroom | 65” Smart TV
🛏️ Bedroom 5 – Twin over twin bunk with twin trundle | Ensuite bathroom | 43” Smart TV

Each bedroom includes its own bathroom, making this Windsor Island Resort vacation home especially convenient for larger groups.

🌴 Private Pool & Outdoor Living
Enjoy your own private outdoor retreat.

🏊 Private pool with screened lanai
🌴 Peaceful outdoor space for relaxing
☀️ Ideal for unwinding after busy park days
🍽️ Outdoor seating area for casual dining

The screened pool area offers comfort and privacy throughout your stay.

✨ Resort Amenities & Location
Located within Windsor Island Resort, guests have access to fantastic on-site amenities.

🏊 Resort-style pool and lazy river
💦 Water slides and splash park
🏋️ Fitness center and clubhouse
🛝 Playground and sports courts
🚶 Only an 11-minute walk (½ mile) to the clubhouse

Nearby attractions include:

🏰 Walt Disney World –
🎢 Universal Orlando Resort

Plan your visit:🌐 https://www.disneyworld.com

Explore more options:🔗 /windsor-island-resort-homes🔗 /orlando-family-vacation-homes
Island Breeze Retreat offers comfort, space, and a fantastic location, making it a standout Windsor Island Resort vacation home for your next Orlando getaway.

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Rates
Property protection fee: $ 99
Cleaning fee: $ 260
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 01-04-2026 To 15-04-2026
$ 460
-
-
4
-
$ 460
All
All
From 16-04-2026 To 22-05-2026
$ 270
-
-
3
-
$ 270
All
All
From 23-05-2026 To 27-05-2026
$ 290
-
-
4
-
$ 290
All
All
From 28-05-2026 To 20-06-2026
$ 270
-
-
3
-
$ 270
All
All
From 21-06-2026 To 15-08-2026
$ 350
-
-
4
-
$ 350
All
All
From 16-08-2026 To 03-09-2026
$ 270
-
-
3
-
$ 270
All
All
From 04-09-2026 To 09-09-2026
$ 270
-
-
4
-
$ 270
All
All
From 10-09-2026 To 23-11-2026
$ 270
-
-
3
-
$ 270
All
All
From 24-11-2026 To 30-11-2026
$ 380
-
-
4
-
$ 380
All
All
From 01-12-2026 To 21-12-2026
$ 270
-
-
3
-
$ 270
All
All
From 22-12-2026 To 04-01-2027
$ 470
-
-
5
-
$ 470
All
All
From 05-01-2027 To 28-02-2027
$ 270
-
-
3
-
$ 270
All
All
From 01-03-2027 To 30-04-2027
$ 470
-
-
4
-
$ 470
All
All
From 01-05-2027 To 27-05-2027
$ 270
-
-
3
-
$ 270
All
All
From 28-05-2027 To 01-06-2027
$ 290
-
-
4
-
$ 290
All
All
From 02-06-2027 To 15-06-2027
$ 270
-
-
3
-
$ 270
All
All
From 16-06-2027 To 15-08-2027
$ 350
-
-
4
-
$ 350
All
All
From 16-08-2027 To 04-09-2027
$ 270
-
-
3
-
$ 270
All
All
From 05-09-2027 To 08-09-2027
$ 300
-
-
4
-
$ 300
All
All
From 09-09-2027 To 23-11-2027
$ 270
-
-
3
-
$ 270
All
All
From 24-11-2027 To 30-11-2027
$ 380
-
-
4
-
$ 380
All
All
From 01-12-2027 To 21-12-2027
$ 270
-
-
3
-
$ 270
All
All
From 22-12-2027 To 04-01-2028
$ 470
-
-
5
-
$ 470
All
All
Period
From 01-04-2026 To 15-04-2026
Price per night
$ 460
Price per night (7n+)
-
Price per night (30n+)
-
Minimum Night Stay
4
Extra price per guest
-
Price per night in weekends
$ 460
Booking starts only on
All
Booking starts/ends only on
All
Period
From 16-04-2026 To 22-05-2026
Price per night
$ 270
Price per night (7n+)
-
Price per night (30n+)
-
Minimum Night Stay
3
Extra price per guest
-
Price per night in weekends
$ 270
Booking starts only on
All
Booking starts/ends only on
All
Period
From 23-05-2026 To 27-05-2026
Price per night
$ 290
Price per night (7n+)
-
Price per night (30n+)
-
Minimum Night Stay
4
Extra price per guest
-
Price per night in weekends
$ 290
Booking starts only on
All
Booking starts/ends only on
All
Period
From 28-05-2026 To 20-06-2026
Price per night
$ 270
Price per night (7n+)
-
Price per night (30n+)
-
Minimum Night Stay
3
Extra price per guest
-
Price per night in weekends
$ 270
Booking starts only on
All
Booking starts/ends only on
All
Period
From 21-06-2026 To 15-08-2026
Price per night
$ 350
Price per night (7n+)
-
Price per night (30n+)
-
Minimum Night Stay
4
Extra price per guest
-
Price per night in weekends
$ 350
Booking starts only on
All
Booking starts/ends only on
All
Period
From 16-08-2026 To 03-09-2026
Price per night
$ 270
Price per night (7n+)
-
Price per night (30n+)
-
Minimum Night Stay
3
Extra price per guest
-
Price per night in weekends
$ 270
Booking starts only on
All
Booking starts/ends only on
All
Period
From 04-09-2026 To 09-09-2026
Price per night
$ 270
Price per night (7n+)
-
Price per night (30n+)
-
Minimum Night Stay
4
Extra price per guest
-
Price per night in weekends
$ 270
Booking starts only on
All
Booking starts/ends only on
All
Period
From 10-09-2026 To 23-11-2026
Price per night
$ 270
Price per night (7n+)
-
Price per night (30n+)
-
Minimum Night Stay
3
Extra price per guest
-
Price per night in weekends
$ 270
Booking starts only on
All
Booking starts/ends only on
All
Period
From 24-11-2026 To 30-11-2026
Price per night
$ 380
Price per night (7n+)
-
Price per night (30n+)
-
Minimum Night Stay
4
Extra price per guest
-
Price per night in weekends
$ 380
Booking starts only on
All
Booking starts/ends only on
All
Period
From 01-12-2026 To 21-12-2026
Price per night
$ 270
Price per night (7n+)
-
Price per night (30n+)
-
Minimum Night Stay
3
Extra price per guest
-
Price per night in weekends
$ 270
Booking starts only on
All
Booking starts/ends only on
All
Period
From 22-12-2026 To 04-01-2027
Price per night
$ 470
Price per night (7n+)
-
Price per night (30n+)
-
Minimum Night Stay
5
Extra price per guest
-
Price per night in weekends
$ 470
Booking starts only on
All
Booking starts/ends only on
All
Period
From 05-01-2027 To 28-02-2027
Price per night
$ 270
Price per night (7n+)
-
Price per night (30n+)
-
Minimum Night Stay
3
Extra price per guest
-
Price per night in weekends
$ 270
Booking starts only on
All
Booking starts/ends only on
All
Period
From 01-03-2027 To 30-04-2027
Price per night
$ 470
Price per night (7n+)
-
Price per night (30n+)
-
Minimum Night Stay
4
Extra price per guest
-
Price per night in weekends
$ 470
Booking starts only on
All
Booking starts/ends only on
All
Period
From 01-05-2027 To 27-05-2027
Price per night
$ 270
Price per night (7n+)
-
Price per night (30n+)
-
Minimum Night Stay
3
Extra price per guest
-
Price per night in weekends
$ 270
Booking starts only on
All
Booking starts/ends only on
All
Period
From 28-05-2027 To 01-06-2027
Price per night
$ 290
Price per night (7n+)
-
Price per night (30n+)
-
Minimum Night Stay
4
Extra price per guest
-
Price per night in weekends
$ 290
Booking starts only on
All
Booking starts/ends only on
All
Period
From 02-06-2027 To 15-06-2027
Price per night
$ 270
Price per night (7n+)
-
Price per night (30n+)
-
Minimum Night Stay
3
Extra price per guest
-
Price per night in weekends
$ 270
Booking starts only on
All
Booking starts/ends only on
All
Period
From 16-06-2027 To 15-08-2027
Price per night
$ 350
Price per night (7n+)
-
Price per night (30n+)
-
Minimum Night Stay
4
Extra price per guest
-
Price per night in weekends
$ 350
Booking starts only on
All
Booking starts/ends only on
All
Period
From 16-08-2027 To 04-09-2027
Price per night
$ 270
Price per night (7n+)
-
Price per night (30n+)
-
Minimum Night Stay
3
Extra price per guest
-
Price per night in weekends
$ 270
Booking starts only on
All
Booking starts/ends only on
All
Period
From 05-09-2027 To 08-09-2027
Price per night
$ 300
Price per night (7n+)
-
Price per night (30n+)
-
Minimum Night Stay
4
Extra price per guest
-
Price per night in weekends
$ 300
Booking starts only on
All
Booking starts/ends only on
All
Period
From 09-09-2027 To 23-11-2027
Price per night
$ 270
Price per night (7n+)
-
Price per night (30n+)
-
Minimum Night Stay
3
Extra price per guest
-
Price per night in weekends
$ 270
Booking starts only on
All
Booking starts/ends only on
All
Period
From 24-11-2027 To 30-11-2027
Price per night
$ 380
Price per night (7n+)
-
Price per night (30n+)
-
Minimum Night Stay
4
Extra price per guest
-
Price per night in weekends
$ 380
Booking starts only on
All
Booking starts/ends only on
All
Period
From 01-12-2027 To 21-12-2027
Price per night
$ 270
Price per night (7n+)
-
Price per night (30n+)
-
Minimum Night Stay
3
Extra price per guest
-
Price per night in weekends
$ 270
Booking starts only on
All
Booking starts/ends only on
All
Period
From 22-12-2027 To 04-01-2028
Price per night
$ 470
Price per night (7n+)
-
Price per night (30n+)
-
Minimum Night Stay
5
Extra price per guest
-
Price per night in weekends
$ 470
Booking starts only on
All
Booking starts/ends only on
All
See all 35 photos
Property Address
Address: 3811 Lana Ave
City:
Area:
State: Florida
Zip: 33897
Country: United States
Bed Configuration
Property Name:
115452
Bedrooms: 5
Bathrooms: 5.5
King : 3
Sets Of Bunk Beds: 2
Trundle Bed: 1
Features and Amenities
Private Pool
Spa
Home Theatre
Themed Bedrooms
Communal Pool
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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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