Windsor Island Resort - Davenport Vacation Rentals

Compare 26 vacation rentals.
Home > USA > Florida > Windsor Island Resort - Davenport

Make Windsor Island Resort - Davenport your next getaway

Windsor Island Resort in Davenport FL

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

$206 avg / night
(excludes fees and taxes)
4.58 (45)
Delightful Retreat - Windsor Island Resort
9 Bed | 6 Bath | Sleeps 18

Delightful Retreat - Windsor Island Resort - Davenport, FL

$373 avg / night
(excludes fees and taxes)
4.58 (43)
WI109-3946-5-GP
5 Bed | 4.5 Bath | Sleeps 12

WI109-3946-5-GP - Davenport, FL

$391 avg / night
(excludes fees and taxes)
WI106-3373-5-GP
5 Bed | 5.5 Bath | Sleeps 12

WI106-3373-5-GP - Davenport, FL

$466 avg / night
(excludes fees and taxes)
WI110-3913-7-P
7 Bed | 5.5 Bath | Sleeps 20

WI110-3913-7-P - Davenport, FL

$618 avg / night
(excludes fees and taxes)

View 21 more homes

Recent Windsor Island Resort - Davenport vacation rental reviews

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
Enjoyed our stay immensely. House was great and resort was terrific.
Edward G. | Dec 2025
loved the play room
Lona C. | 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