What are the top rated Villa Rentals in Windermere?

There are a lot of options in Windermere. If you plan on staying in the Windermere area, consider making a reservation for a few nights at one of these properties as these have been rated the top Villa Rentals in Windermere: <a href="/property/the-home-of-sweet-peace/HA-321916185" class="class="static-page-link"">The Home of Sweet Peace</a> <a href="/property/beautiful-4-bedroom-home/HA-3213573192" class="class="static-page-link"">Beautiful 4 Bedroom Home</a> <a href="/property/remarkable-house-finding-at-7-9m-distance-from-disney-and-7-2m-to-occc/HA-3214459633" class="class="static-page-link"">Remarkable House finding at 7.9m distance from Disney and 7.2m to OCCC</a> <a href="/property/orlando-20-guest-villa-centrally-located-with-game-room/HA-3213912683" class="class="static-page-link"">Orlando 20 Guest Villa Centrally Located with Game Room</a> <a href="/property/spacious-yet-cozy-5-bdrm-peaceful-home/HA-3213219981" class="class="static-page-link"">Spacious yet Cozy 5 Bdrm Peaceful Home</a> <a href="/property/beautiful-private-gated-lakefront-estate-in-windermere-on-2-acres-of-land/HA-3214619345" class="class="static-page-link"">Beautiful Private gated Lakefront estate in Windermere on 2 acres of land!</a> <a href="/property/luxurious-vacation-home-in-beautiful-windermere-20-min-to-disney-universal/HA-3214127697" class="class="static-page-link"">Luxurious Vacation Home in Beautiful Windermere, 20 Min. to Disney &amp; Universal!</a> <a href="/property/palms-luxe-palace/HA-1219450218" class="class="static-page-link"">🌴PALMS LUXE PALACE🌴</a> <a href="/property/estate-20-minutes-from-walt-disney/HA-3213095981" class="class="static-page-link"">Estate 20 Minutes from Walt Disney</a> <a href="/property/beautiful-4-bedroom-farm-housen/HA-3213609593" class="class="static-page-link"">Beautiful 4 Bedroom Farm Housen</a>

What is the rate per night for renting a villa near Windermere?

At Bigislandhawaiirental, the average rental fee for standard villas in Windermere is $453 per night. Bigislandhawaiirental has a large database of quality villas near Windermere that are suitable for families, a romantic getaway, or a solo trip with single or multiple bedrooms.

Do you have a villa in Windermere that allows pets?

Yes, here are the top villas rentals in Windermere that are pet friendly: Welcome to the Farm House! Excellent Location, Pet Friendly! Luxury Retreat in Windermere The Perfect Base for Exploring Orlando Rustic Hideaway - Great Location + Pet Friendly! Rustic Hideaway - Modern Estate - Great Location + Pet Friendly! Remarkable House finding at 7.9m distance from Disney and 7.2m to OCCC Luxury & Spacious Orlando Orlando 20 Guest Villa Centrally Located with Game Room Beautiful Private gated Lakefront estate in Windermere on 2 acres of land! See all pet-friendly vacation rentals in Windermere on Bigislandhawaiirental

Are there any rental villas in Windermere that are suitable for families?

Most of our listed villas are suitable for families. The number of rooms varies, and you can check out the complete list of villas in Windermere to find what works for you.

Do your rental villas in Windermere have indoor swimming pools?

Based on the 2026 data from our Bigislandhawaiirental site, there are more than 6 private swimming pools or villas with indoor pools in or near Windermere.