Windsor Island Resort - Davenport Vacation Rentals

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Make Windsor Island Resort - Davenport your next getaway

Windsor Island Resort in Davenport FL

Popular amenities for Windsor Island Resort - Davenport vacation rentals

Popular

Dog-friendly Hot tub Internet

Kaipo Kastle - Windsor Island Resort

10 Bedroom | 8 Bath | Sleeps 24

Kaipo Kastle - Windsor Island Resort - Davenport, FL

$399 avg / night
(excludes fees and taxes)

WI115-3329-5-P - Windsor Island Retreat - Windsor Island Resort

5 Bedroom | 5.5 Bath | Sleeps 14

WI115-3329-5-P - Windsor Island Retreat - Windsor Island Resort - Davenport, FL

$150 avg / night
(excludes fees and taxes)

WI120-4498-10-GP - Kaipo Kastle - Windsor Island Resort

10 Bedroom | 8 Bath | Sleeps 24

WI120-4498-10-GP - Kaipo Kastle - Windsor Island Resort - Davenport, FL

$311 avg / night
(excludes fees and taxes)

WI106-3373-5-GP

5 Bedroom | 5.5 Bath | Sleeps 12

WI106-3373-5-GP - Davenport, FL

$321 avg / night
(excludes fees and taxes)

WI108-4198-5-GP

5 Bedroom | 4.5 Bath | Sleeps 12

WI108-4198-5-GP - Davenport, FL

$277 avg / night
(excludes fees and taxes)

View 23 more homes

Browse more vacation rental amenities in Windsor Island Resort - Davenport

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

Recent Windsor Island Resort - Davenport guest reviews

We enjoyed our vacation and the entire booking process was easy! Will rent again!

Amy P. | Jan 2026

The house was as described and met our needs The community is nice.

Kelly T. | Jan 2026

Overall, the house delivers exactly what was advertised. We were a group of 9 people. Everyone slept well. Important points: - Location: Far from everything. Anywhere you go in Orlando will take 40-50 minutes. Lots of traffic to get to the house due to the parks. There's a Publix supermarket 5 minutes from the house (by car). I recommend staying in Kissimmee. - Condominium: Lots of traffic to get in! Even after check-in, it will take 10 minutes or more to access the entrance gate. Somewhat chaotic (Christmas period). The clubhouse is nice, but the pool is NOT heated. They say it's warm, but it's less freezing. Very crowded. No chairs to sit on. The condominium is very secure. - The House: Needs some repairs (more love). The sofa is broken. The backrest is loose and it's dangerous for children to lean on it and break the living room window. Very few pots and pans and kitchen utensils. There was no blender. There's half of one, but it doesn't work. The refrigerator filter was expired. We bought water every day. The pool bathroom was clogged and the humidity fan was broken. Painting - Walls are stained and need touch-ups. - Shower: If two people shower at the same time, the water gets FREEZING! We went through this for 10 days. We had to alternate showers (there were 9 of us!). - Cleaning: We found a Band-Aid stuck to the guest bed. I sent a message to the Vacasa team, but nothing was done. Cutlery was a little dirty. - Pool: A decent size to enjoy, good temperature. There is an extra fee. The barbecue grill was included, but we had to buy gas as it was empty.

Hugo S. | Jan 2026

Windsor Island Resort - Davenport vacation rental FAQ

Yes, 17 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).

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Yes. 28 of our Windsor Island Resort - Davenport vacation rentals have internet access, so you can stay connected throughout your trip.

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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 the 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 problem, plans can change. For more information, please read our cancellation policy. If you have a Vacasa reservation for Windsor Island Resort - Davenport, log in to Trip Manager to explore the options available for your specific trip.

Book confidently. Stay comfortably.

Vacasa Guest Value Prop icon: 24-7

24/7 guest service

Vacasa Guest Value Prop Icon check-in

Seamless check-in

Vacasa Guest Value Prop Icons cleaning

Professional cleaning

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