Windsor Island Resort - Davenport Vacation Rentals

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Make Windsor Island Resort - Davenport your next getaway

Windsor Island Resort in Davenport FL

Explore more vacation rental amenities in Windsor Island Resort - Davenport

Pool | A/C | Fireplace | Washer/dryer | Golf on-site | Pack-N-Play | Ping-pong table | Pool table | Premier | Tennis court

Windsor Island Resort - Davenport vacation rentals for every getaway

Popular
Dog-friendly Hot tub Internet
Windsor Island Wonder - Windsor Island Resort
5 Bed | 4.5 Bath | Sleeps 12

Windsor Island Wonder - Windsor Island Resort - Davenport, FL

$204 avg / night
(excludes fees and taxes)
4.58 (45)
Lana Leisure - Windsor Island Resort
10 Bed | 8 Bath | Sleeps 22

Lana Leisure - Windsor Island Resort - Davenport, FL

$551 avg / night
(excludes fees and taxes)
4.62 (26)
Summer Bliss - Windsor Island Resort
10 Bed | 8 Bath | Sleeps 29 (25 Adults Max)

Summer Bliss - Windsor Island Resort - Davenport, FL

$508 avg / night
(excludes fees and taxes)
4.34 (41)
Kaipo Kastle - Windsor Island Resort
10 Bed | 8 Bath | Sleeps 24

Kaipo Kastle - Windsor Island Resort - Davenport, FL

$562 avg / night
(excludes fees and taxes)
4.86 (70)
WI106-3373-5-GP
5 Bed | 5.5 Bath | Sleeps 12

WI106-3373-5-GP - Davenport, FL

$457 avg / night
(excludes fees and taxes)

View 21 more homes

Recent Windsor Island Resort - Davenport vacation rental reviews

Great stay! Very nice home, had 10 family members who stayed the week on Thanksgiving! Very clean & nice decor also loved the welcome gift! Home has everything from wash clothes, towels, all the utensils, & cookware you need! It was like we were at our own home. You will love this home!
Shawna H. | Dec 2025
This space was perfect for my family, everyone had their own area in a sense. The community itself was nice and easy to access. The 5 car max was a bit difficult in terms of carpooling but everything else was fine for the most part.
Aviana W. | Dec 2025
We had a wonderful stay at The Windsor Island Retreat! The home was clean, comfortable, and offered plenty of space to relax, including two cozy living areas and a well-stocked kitchen. We also enjoyed the small game room, which was a fun bonus. The resort itself was great, with lots of activities available at the clubhouse. Although there was a bit of a line at the gate, getting through was quick and easy. Overall, we had a great experience and would definitely recommend this place to others!
MARIANNE, P. | Dec 2025
Windsor Island Resort - Davenport Frequently Asked Questions

Yes, 14 of our Windsor Island Resort - Davenport homes allow dogs—so feel free to bring Fido along. (Just make sure to check individual home listings for any limits on the number and size of dogs they allow).

Browse dog-friendly homes >

Yes. 26 of our Windsor Island Resort - Davenport vacation rentals have internet access, so you can stay connected throughout your trip.

Browse homes with internet access >


Some of the most popular amenities in our Windsor Island Resort - Davenport vacation rentals include:

Our standard check-in time is 4:00 p.m., and the check-out time is 10:00 a.m. Some exceptions apply—after you book, you’ll find check-in and check-out details in the Vacasa guest app or your Trip Manager.

Absolutely. Our local Windsor Island Resort - Davenport team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.

Learn more about Vacasa Premium Clean >

No worries, plans change. Read over our cancellation policy for more information. And if you currently have a Vacasa reservation for Windsor Island Resort - Davenport, log in to Trip Manager to see options available for your specific trip.

Book confidently. Stay comfortably.

Book confidently. Stay comfortably.
24/7 support
Easy check-in
Easy check-in
Professional cleaning
Professional cleaning

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