What are the top rated Cottage Rentals in Windwood Bay?

There are a lot of options in Windwood Bay. If you plan on staying in the Windwood Bay area, consider making a reservation for a few nights at one of these properties as these have been rated the top Cottage Rentals in Windwood Bay: <a href="/property/private-haven-5-bedroom-4-5-bath-free-pool-heat-free-bbq-grill/HA-3211990415" class="class="static-page-link"">Private Haven - 5 bedroom, 4.5 bath, Free Pool Heat, Free BBQ Grill</a> <a href="/property/2-storey-big-disney-villa-pool-spa-has-woodland-view-close-to-disney-golf/HA-321925353" class="class="static-page-link"">2 storey Big Disney Villa - Pool/spa has Woodland View - close to Disney &amp; Golf</a> <a href="/property/modern-vacation-home-minutes-away-from-the-parks/HA-3213315469" class="class="static-page-link"">Modern Vacation Home Minutes Away From The Parks</a> <a href="/property/3-bedroom-friends-tv-show-themed-townhome-in-fabulous-davenport/HA-3214421877" class="class="static-page-link"">3-bedroom &#34;FRIENDS&#34; TV Show themed townhome in fabulous Davenport</a> <a href="/property/villa-with-private-pool-jacuzzi-conservation-view-wifi-all-phone-calls-free/HA-6118063367" class="class="static-page-link"">Villa with Private Pool,Jacuzzi, Conservation View, WIFI, All phone calls free</a> <a href="/property/spacious-clean-cozy-home-near-disney-448/BC-12081821" class="class="static-page-link"">Spacious &amp; Clean Cozy Home Near Disney 448</a> <a href="/property/the-elegant-and-spacious-sunseekers-villa-sleeps-10/HA-6116877692" class="class="static-page-link"">The Elegant and spacious Sunseekers Villa (Sleeps 10)</a> <a href="/property/5-bedroom-villa-l-12-min-to-disney-l-themed-rooms-l-orlando-area/BC-10705386" class="class="static-page-link"">5 Bedroom Villa l 12 min to Disney l Themed Rooms l Orlando Area</a> <a href="/property/mickey-s-holiday-home/BC-10609839" class="class="static-page-link"">Mickey&#39;s Holiday Home</a> <a href="/property/pine-ridge/EP-88102382" class="class="static-page-link"">Pine Ridge</a>

How much does it cost to rent a cottage in Windwood Bay?

The average cost for a cottage rental in Windwood Bay is $312 per night. Isleofpalmsresorts has a wide list of great cottages near Windwood Bay that would suit your needs. There are single and multiple rooms for solo trips or family vacations.

Are there any cottages in Windwood Bay that allow pets?

Yes, here are the top cottage rentals in Windwood Bay that allow you to bring your pet: Renewed luxury property 20 min from Disney and major parks Windwood Bay 215185 Greenview Bliss By Shine Villas #031 5 Bedroom Villa Luxury Villa, Disney, Pool, Home theater, Sea world, Universal Studios <a href="/all/usa/florida/davenport/windwood-bay" class="class="static-page-link"">See all pet-friendly vacation rentals in Windwood Bay on Isleofpalmsresorts</a>

Do you have any rental cottages in Windwood Bay that are suitable for families?

Most of our listed cottages are suitable for families. Check out the complete list of cottages in Windwood Bay to find one that works for you.

Are there quality cottages in Windwood Bay that have indoor swimming pools?

As of 2026, the data from Isleofpalmsresorts shows that there are Over 114 private swimming pools or cottages with indoor pools in the Windwood Bay area along with other great amenities.

Windwood Bay Cottage Rentals By Owner

Renewed luxury property 20 min from Disney and major parks

From US $263

9.4 (58 Reviews)

House

Renewed luxury property 20 min from Disney and major parks

Air Conditioner
Parking
Pool

Windwood Bay Cottage Rentals & Holiday Homes

Find the best cottages in Windwood Bay - We found 114 exact matches

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