Windley Key Resorts
Resort
2 Baths
6 Guests
1230 ft²
Parking
Pool
Balcony/Terrace
Kitchen
R7,232/Night
7 Nights - R50,618
House
10.0(2 Reviews)
3 Bedrooms
3 Baths
6 Guests
1679.17 ft²
Breakfast- Parking
- Pool
Spa
R16,250/Night
7 Nights - R113,752
R5,343/Night
7 Nights - R37,396
New
Resort
2 Baths
4 Guests
Air Conditioner
Internet
Child Friendly
Laundry
R4,493/Night
7 Nights - R31,441
Resort
9.1(136 Reviews)
12 Baths
39 Guests
538.19 ft²
Oceanfront- Parking
- Pool
Ocean View
R4,597/Night
7 Nights - R32,181
Resort
10.0(5 Reviews)
1 Bath
6 Guests
900 ft²
Private Pool
Hot Tub- Parking
- Pool
R8,385/Night
7 Nights - R58,693
Resort
9.0(1293 Reviews)
19 Baths
58 Guests
448.12 ft²
Private Beach- Oceanfront
EV Charge Station- Parking
R11,947/Night
7 Nights - R83,623
Resort
10.0(5 Reviews)
1 Bath
4 Guests
800 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
R5,601/Night
7 Nights - R39,213
Resort
8.6(111 Reviews)
26 Baths
80 Guests
418.14 ft²
- Private Beach
- Oceanfront
- EV Charge Station
- Parking
R10,918/Night
7 Nights - R76,424
Resort
10.0(2 Reviews)
2 Baths
6 Guests
1500 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
R11,981/Night
7 Nights - R83,859
Resort
8.5(768 Reviews)
19 Baths
75 Guests
391.64 ft²
- Private Beach
- Oceanfront
- Breakfast
- Parking
R5,870/Night
7 Nights - R41,097
Resort
10.0(2 Reviews)
1 Bath
4 Guests
750 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
R9,386/Night
7 Nights - R65,708
Why Choose Rent By Owner for your Windley Key Resorts?
What makes our Resorts special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Weekly Weather Forecast for Windley Key
How to Book Your Windley Key Resorts
What's our booking process?
Our platform allows you to browse a curated selection of resorts. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Windley Key
Common Resorts Amenities
What amenities can you expect?
Our Resorts are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
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. What are the top Resorts 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 Resorts in Windley Key:
- Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
- La Jolla Resort
- Coconut Cove Resort & Marina
- Fisher Inn Resort & Marina
- Hadley Resort and Marina
- Isla Honeydew - Waterfront Boutique Resort, Htd Pool, Dock, Walkable
- Isla Mirabelle - Waterfront Boutique Resort, Htd Pool, Dock, Walkable
- Isla Key Guava - Waterfront Boutique Resort, Island Paradise, Prime Location
- Isla Key Lychee - Waterfront Boutique Resort, Island Paradise, Prime Location
- Isla Key Kiwi - Waterfront Boutique Resort, Island Paradise, Prime Location
2. How many Resorts are available in Windley Key?
Currently, the total number of properties listed by RBO in 2026 is over 42 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.
More Rentals You May Like Near Windley Key
House
8.0(1 Review)
3 Bedrooms
3 Baths
6 Guests
1679.17 ft²
- Breakfast
- Parking
- Spa
View
R14,148/Night
7 Nights - R99,033
Resort
10.0(2 Reviews)
2 Baths
8 Guests
1500 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
R6,341/Night
7 Nights - R44,377
Resort
10.0(2 Reviews)
2 Baths
8 Guests
1500 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
R5,924/Night
7 Nights - R41,467
Resort
10.0(1 Review)
2 Baths
6 Guests
1400 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
R12,339/Night
7 Nights - R86,382
Resort
10.0(1 Review)
2 Baths
8 Guests
1500 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
R11,678/Night
7 Nights - R81,739
Resort
10.0(1 Review)
2 Baths
6 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
R8,158/Night
7 Nights - R57,112
Resort
10.0(1 Review)
2 Baths
8 Guests
1500 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
R7,115/Night
7 Nights - R49,811
New
Resort
9.0(2 Reviews)
2 Baths
6 Guests
- Air Conditioner
- Internet
- Child Friendly
- Laundry
R4,872/Night
7 Nights - R34,099
Resort
2 Baths
8 Guests
1500 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
R11,260/Night
7 Nights - R78,812
Resort
2 Baths
4 Guests
1150 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
R7,607/Night
7 Nights - R53,242
R7,336/Night
7 Nights - R51,342
Resort
2 Baths
6 Guests
1230 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
R4,794/Night
7 Nights - R33,560
