Windsor Island Resort - Davenport vacation rentals with pools

We found 18 vacation rentals waiting for you.

Find your ultimate splash pad

From plunge pools for a quick dip to infinity pools with a view, here are the Windsor Island Resort - Davenport vacation homes where you can dive in, cool off, and catch some sun.

Top-rated Windsor Island Resort - Davenport rentals with pools

Our guests have spoken. Explore their favorite and top-rated homes at Windsor Island Resort - Davenport with refreshing pools, sun-splashed decks, and poolside seating.

Davenport Darling in Windsor Island
6 Bed | 4.5 Bath | Sleeps 12

Davenport Darling in Windsor Island - Davenport, FL

From $295
(excludes fees and taxes)
4.87 (60)
Windsor Island Wonder
5 Bed | 4.5 Bath | Sleeps 12

Windsor Island Wonder - Davenport, FL

From $214
(excludes fees and taxes)
4.66 (38)
Windsor Island Retreat
5 Bed | 5.5 Bath | Sleeps 14

Windsor Island Retreat - Davenport, FL

From $238
(excludes fees and taxes)
4.47 (17)
The Magic Castle
7 Bed | 5.5 Bath | Sleeps 19

The Magic Castle - Davenport, FL

From $406
(excludes fees and taxes)
4.93 (59)

Explore All Vacation Rentals With Pools

Recent guest reviews

It was overall a good place to stay there was enough room for everyone comfortably and the quiet hours were reasonable the only thing we didn’t really like was walking to the house from down the road but it was no big deal since we didn’t go out at night like that
JaKayla O. | Jul 2025
The home was spacious and clean!
Shari M. | Jul 2025
The home is beautiful everything was beautiful the property as well to every room very spacious very comfortable the patio was great as well just Beautiful 🤩 I will come again. I highly recommend this home.
Patricia W. | Jul 2025
The home was absolutely beautiful! The pictures are 100% accurate. Home is spacious enough for a party if 10 to be comfortable. Will definitely stay again!
Stoney W. | Jul 2025
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FAQ

Our vacation rentals offer both private and shared pools. Each property’s listing description will specify whether the pool offered is private or shared.

Every home is stocked with plenty of towels. However, the availability of pool towels varies by property.

Some pools are heated, and there may be an additional fee for this service. You can find more information about heating fees in the property description.

Yes, pool maintenance is included during your stay. We ensure that pools and hot tubs are regularly cleaned and maintained to provide an optimal experience. If you encounter any issues with the pool during your stay, contact our Guest Experience team immediately.

Many of our properties include lounge chairs, umbrellas, or shaded areas by the pool, but this can vary. Check the property details and listing photos for specific details.

Generally, food and drinks are allowed by—but not in—the pool. However, to be safe, it’s best not to use glass or china in the pool area.

Pool toys, floaties, or inflatables are typically not provided. You may want to bring your own, if needed.

Some properties include a poolside grill or outdoor kitchen area, but this is not standard across all rentals. Check the property listing for details.

We have a good neighbor policy that includes quiet hours from 10 p.m. to 8 a.m. In addition, certain communities have noise policies in place. Unauthorized parties are not allowed, and excessive noise can lead to intervention and removal from a property.

If you encounter any issues with the pool during your stay, contact our Guest Experience team immediately. Your local Vacasa team will work to resolve the problem as quickly as possible.

Not all pools are open all year round. Some pools—depending on the destination—are seasonal only. Read the listing description for specific operating times for the pool.

More ways to stay at Windsor Island Resort - Davenport

Dog-friendly
Hot tub
Internet
A/C
Washer/dryer
Golf on-site
Pack-N-Play
Ping-pong table

Nearby destinations

Central Florida
Disney World
Universal Studios Orlando
SeaWorld Orlando
Four Corners - FL
Davenport
Florida
USA > Florida > Windsor Island Resort - Davenport > Pool