Windley Key Rentals By Owner

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 Vacation Rentals in Windley Key:

• Truly OceanFRONT-PanoramicOceanViews-WraparoundDecks-QuietLocation-AvailableSlip
• Front Row, DIRECT Ocean/Pool Views, Anglers Reef, Islamorada. Boat Dock, Beach
• Anglers Reef Islamorada Ocean Views DOCK Beach Pool Boat Slip NO ROAD NOISE!
• Osprey Bay Villa on the Bay! Spectacular Sunsets, Pool, Hot Tub & Private Dock!
• Private Expansive Oceanfront 5 Bedroom Estate, Private Pier and Saltwater Pool
• Brand New Unique Deep Water Gulf Front Estate. Beach, Pool, Hot tub and docks
• Anglers Reef- Family Friendly Community at a Fraction of the Cost.
• Oceanfront Keys Escape | Private Beach & Pool | 3 Acres
• Just relisted! Discounts on longer stays ~ Heart of Islamorada ~ Boat Dockage
• Anglers Reef Direct Ocean, 4 bedroom, Dock, Comm Pool & Beach

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

• ISLAMORADA, ANGLERS REEF PRISTINE HOME Pool, Dock, Beach, Kayaks, Paddle Boards
• Bayberry Key - Waterfront Boutique Resort, Dock, Direct Water views!
• The Islands of Islamorada
• Islamorada home in Anglers Reef with Ocean Views, Dock, Com Pool & Private Beach

Yes, there are 654 self-catering vacation homes in Windley Key that have hot tubs, swimming pools, & other amenities.

There are more than 654 luxury villas and vacation homes in or near Windley Key. Filter by price to compare find the most expensive places to stay on Surfsidevacationrental.

Yes, there are 654 pet friendly vacation homes and places to stays that are available in or near Windley Key that you may consider.