Windsor Island Resort - Davenport Vacation Rentals

Compare 19 vacation rentals.
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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
5 Bed | 4.5 Bath | Sleeps 12

Windsor Island Wonder - Davenport, FL

$278 avg / night
4.64 (36)
Davenport Darling in Windsor Island
6 Bed | 4.5 Bath | Sleeps 12

Davenport Darling in Windsor Island - Davenport, FL

$384 avg / night
4.96 (52)
Summer Drive
9 Bed | 6 Bath | Sleeps 19

Summer Drive - Davenport, FL

$546 avg / night
4.59 (32)
Delightful Retreat
9 Bed | 6 Bath | Sleeps 18

Delightful Retreat - Davenport, FL

$531 avg / night
4.96 (28)
Kaipo Kastle
10 Bed | 8 Bath | Sleeps 28 (26 Adults Max)

Kaipo Kastle - Davenport, FL

$744 avg / night
4.95 (64)

View 14 more homes

Recent Windsor Island Resort - Davenport vacation rental reviews

We really enjoyed the stay, everything was very nice, the kids loved the pool and clubhouse!!! The home was comfortable and enough space for everyone.
Galiah H. | Apr 2025
Huge home - lots of space and big TVs and lots for the kids to do. Ideal for families spending time in the Orlando area with kids.
Zubin N. | Apr 2025
Tons of rooms and space for the whole family! The house is beautiful! We had a short 2-night stay without any issues. Would definitely stay here again!
Melissa B. | Apr 2025
Windsor Island Resort - Davenport Frequently Asked Questions

Yes, 5 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. 19 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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