What are the top rated Luxury Rentals in Windward?

There are a lot of options in Windward. If you plan on staying in the Windward area, consider making a reservation for a few nights at one of these properties as these have been rated the top Luxury Rentals in Windward: <a href="/property/modern-luxury-villa-riverfront-heated-south-facing-pool-golf-rotonda-west/HA-321803233" class="class="static-page-link"">Modern Luxury Villa/Riverfront/Heated South Facing Pool/Golf Rotonda West</a> <a href="/property/not-the-average-vacation-home-saltwater-pool-spa-electric-heat-incl-in-rate/HA-611411255" class="class="static-page-link"">Not the average vacation home! Saltwater Pool &amp; Spa electric heat incl. in rate</a> <a href="/property/outstanding-luxury-lakeside-4-bed-home-electric-heated-pool/HA-6116704" class="class="static-page-link"">Outstanding Luxury Lakeside 4 Bed Home Electric Heated Pool</a> <a href="/property/upgraded-and-updated-villa-in-tranquil-neighborhood/HA-321778297" class="class="static-page-link"">Upgraded and updated Villa in Tranquil Neighborhood</a> <a href="/property/fabulous-private-villa-with-superb-golf-course-views-available-jan-2-feb-1-2026/HA-321742813" class="class="static-page-link"">Fabulous private villa with superb golf course views AVAILABLE JAN 2-Feb 1, 2026</a> <a href="/property/the-mumbles-full-refund-heated-pool-sleeps-6/HA-1217431291" class="class="static-page-link"">The Mumbles, full refund*, heated pool, sleeps 6</a> <a href="/property/quiet-rotonda-villa-3-br-2-5-ba-with-recent-upgrades/BC-4257086" class="class="static-page-link"">Quiet Rotonda Villa, 3 Br, 2.5 Ba with recent upgrades.</a> <a href="/property/fairway-view-full-refund-heated-pool-sleeps-8/HA-1219731828" class="class="static-page-link"">Fairway View, full refund*, heated pool, sleeps 8</a> <a href="/property/privacy-in-paradise-full-refund-heated-pool-sleeps-6/HA-1219260317" class="class="static-page-link"">Privacy in Paradise, full refund*, heated pool, sleeps 6</a> <a href="/property/south-west-florida-family-home-3-bedroom-2-bathroom-king-bed-suite-close-to-beaches-parks-fishing-go/BC-9957006" class="class="static-page-link"">South West Florida Family Home, 3 Bedroom,2 Bathroom, King bed suite, Close to Beaches, Parks, Fishing, Golfing, Kayaking</a>

Do any luxury resorts or villas in Windward have a pool?

Yes, there are more than 144 luxury resorts & villas rentals in Windward that have indoor/outdoor and private swimming pools. Check out our filter option and find your best places to stay near Windward.

What are some great luxury places to stay in Windward that have internet access?

Most of the luxury holiday rentals have an internet facility on Villasinnsbruck . These are some popular places to stay in Windward that have internet access: Stunning Sunset views!Close to the pool and newly updated on Resort,C1724A+* Stay and Play all Day in this Very Nice Spacious Beach Resort Villa! C1622A 3 Bedroom villa with panoramic Gulf view and sleeps 8, C1824A* Beach Perfection! Relax away the days with Pool Access and a Gulfview C1524A