Windley Key Villa Rentals & Homes
Find villas near Windley Key - We found 39 exact matches
About Windley Key Luxury Rental on Surfside Vacation Rental
Surfside Vacation Rental has more than 39 villas near Windley Key. These rentals have all the luxury accoutrements to give you comfort, including amenities such as - private swimming pools, WIFI, spas, hot tubs, and more.
Surfside Vacation Rental has a wide range of villa rentals near Windley Key, and there are different options for families, friends, or even couples. These rentals come in unique styles or sizes that would definitely suit your needs.
Surfside Vacation Rental offers expectational rental villas that are out of the ordinary and not found elsewhere, whether you are traveling on a beachfront, seaside, mountain, or any destination. Surfside Vacation Rental is an all-in-one travel platform that matches you with the perfect rental villa in Windley Key for your dream vacation, including top travel locations in the USA & the Rest of the World. Many have private pools, luxury bedrooms, and even features like tennis courts, beach volleyball, spas, fitness clubs & more.
Surfside Vacation Rental Villas are available for last-minute bookings and may include special offers for Airbnb, VRBO & Surfside Vacation Rental-style villas. So find your last-minute getaway today with Surfside Vacation Rental in Windley Key, and get ready to enjoy maximum comfort on your next holiday.
Frequently Asked Questions About Windley Key Villa Rentals
What are the top rated Villa Rentals in Windley Key?
There are a lot of options in Windley Key. If you plan on staying in the Windley Key area, consider making a reservation for a few nights at one of these properties as these have been rated the top Villa Rentals in Windley Key:
- The Nest Villa & Marina with boat ramp, sun terrace, water views. Pet friendly!
- Oversized Islamorada Villa 110 in Gated Anglers Reef: Pool, Kayaks, Bikes, Beach
- 10 Bedroom Private Ocean Front Estate
- NewListing Canal Home Snake Creek with Bay&Ocean Access Tiki&Pool 100ft Dockage
- Isla Key Lime - Waterfront Boutique Resort, Htd Pool, Dock, Walkable
- Isla Key Mamey - Waterfront Boutique Resort, Island Paradise, Prime Location
- La Dolce Vita Villa
- Executive Bay - Next to Beach and Pool!
- Stunning Oceanfront Villa, Luxe Resort Perks at the Islands of Islamorada Resort
- Oceanview Villa at The Islands of Islamorada: Tropical Bliss & Resort Amenities
What is the rate per night for renting a villa near Windley Key?
At Surfsidevacationrental, the average rental fee for standard villas in Windley Key is $989 per night. Surfsidevacationrental has a large database of quality villas near Windley Key that are suitable for families, a romantic getaway, or a solo trip with single or multiple bedrooms.
Do you have a villa in Windley Key that allows pets?
Yes, here are the top villas rentals in Windley Key that are pet friendly:
- Keys Kottage: Bayside villa W/free onsite boat ramp marina & trailer parking.
- Anglers Reef Vacation Rental
- The Islands of Islamorada
- Serenity by the Sea! Anglers Reef with Boat Slip Available!
Are there any rental villas in Windley Key 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 Windley Key to find what works for you.
Do your rental villas in Windley Key have indoor swimming pools?
Based on the 2026 data from our Surfsidevacationrental site, there are more than 39 private swimming pools or villas with indoor pools in or near Windley Key.
