Windward Rentals By Owner

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 Vacation Rentals in Windward:

• Gulf Front on an island,kayaks,tennis/pickleball SUP, 1 pet POOL IS CLOSED
• Ibis Landing Beach House.Directly on the Beach! Don Pedro/Palm Island
• 'Incommunicado ' ~A~ Hammock, Cool Drink, Whispering Pines.
• Modern Luxury Villa/Riverfront/Heated South Facing Pool/Golf Rotonda West
• Don Pedro's Cottage
• Use our kayaks to explore; your boat is in view at our dock; boardwalk to beach
• 3 bed/3 bath with Lakeview from private pool . Now avail due to cancellation
• Light and airy, beautifully appointed 3 bed, 3 bath home with sunny pool & spa.
• Little Gasparilla Island: WATERFRONT Cabin, Boat dock at door!
• Island Breeze

There are many large, family-friendly vacation homes available in Windward; however, here are the most popular family rentals listed on our site:

• Quiet Rotonda Villa, 3 Br, 2.5 Ba with recent upgrades.
• Designer Home on Fresh Water Canal20x32 Heated Pool*Close to Manasota Key Beach
• Bluebell Villa. Outstanding Luxury Lakeside 4 Bedroom Villa
• Superb Home Perfect Place

Yes, there are 987 self-catering vacation homes in Windward that have hot tubs, swimming pools, & other amenities.

There are more than 987 luxury villas and vacation homes in or near Windward. Filter by price to compare find the most expensive places to stay on Palmdesertvacationhomes.

Yes, there are 987 pet friendly vacation homes and places to stays that are available in or near Windward that you may consider.