Windley Key Resorts

10.0
Exceptional
(6 Reviews)
1170 ft² 6 Guests 2 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Pool
  • Kitchen
CA $633/Night For 7 Nights CA $4,433
10.0
Exceptional
(3 Reviews)
6 Guests 2 Bedrooms 1 Bathroom
Boat Rental
  • Air Conditioner
  • Internet
  • Child Friendly
CA $632/Night For 7 Nights CA $4,421
9.8
Exceptional
(38 Reviews)
1387 ft² 6 Guests 2 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
CA $620/Night For 7 Nights CA $4,343
9.0
Exceptional
(2 Reviews)
6 Guests 2 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Pool
  • Kitchen
CA $569/Night For 7 Nights CA $3,987
New
405 ft² 3 Guests 1 Bedroom 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
CA $148/Night For 7 Nights CA $1,037
10.0
Exceptional
(49 Reviews)
8 Guests 4 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Pool
  • Kitchen
CA $1,253/Night For 7 Nights CA $8,772
10.0
Exceptional
(2 Reviews)
1680 ft² 6 Guests 3 Bedrooms 3 Bathrooms
Ocean View Villa
  • Oceanfront
  • Pool
  • Ocean View
CA $919/Night For 7 Nights CA $6,433
10.0
Exceptional
(1 Review)
1680 ft² 8 Guests 3 Bedrooms 4 Bathrooms
Ocean View Villa
  • Oceanfront
  • Pool
  • Ocean View
CA $972/Night For 7 Nights CA $6,806

Why Choose Rent By Owner for your Windley Key Resorts?

What makes our Resorts special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Weekly Weather Forecast for Windley Key

Booking Steps

01

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02

Select a Rental

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03

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Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Other Places to Stay in Windley Key, FL

Windley Key Fossil Reef Geological State Park
Theater of the Sea

Frequently Asked Questions About Windley Key Resorts

1. How many Resorts are available in Windley Key?

Currently, the total number of properties listed by RBO in 2026 is over 8 in the Windley Key area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Resorts in Windley Key.