Windley Key Hotels, Resorts, and Rentals
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5 Star Hotels in Windley Key & Windley Key Luxury Resorts
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Best Hotels in Windley Key & Best Resorts
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Cheap Hotels in Windley Key, Discounts, & Deals
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Hotels Near Windley Key & Other Nearby Resorts
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Windley Key Vacation Rentals, Villas, & Hotel Suites
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Pet Friendly Hotels in Windley Key
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Last Minute Hotel Deals, Rentals, & Hotels Tonight
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Book a Last Minute Place to Stay in Windley Key
About Windley Key Vacation Rentals
There are more than 755 places to stay in Windley Key that are available. These options include hotels, resorts, rentals as well as short-term private accommodations (i.e. RVs, Condos, Cabins, Chalets, etc.). The places can provide you with a great option on your next holiday. Compare many places to stay in Windley Key.
Are you seeking a last-minute hotel deal, or are you wanting to find the best deals available for hotels, resorts, cottages, condos, private villas, chalets, or a large vacation homes? With Hotala Windley Key, you can quickly compare different options to find the hottest deals with a single click. Looking for a resort with an infinity pool, hot tub, is pet-friendly, or features a large master suite bedrooms or has a fireplace? You can find hotels, resorts, or other popular Airbnb-style properties in or near Windley Key. Places to stay near Windley Key are 722.76 ft² on average, with prices averaging AU $1,135 a night.
Hotala makes it easy to find and compare hotels, resorts, and holiday rentals in Windley Key with prices often listed at a 30-40% off the rack rate. Just enter your destination and secure your reservation today.
Top Hotels, Resorts, Rentals, Villas, Vacation Homes, Cottages, B&B and Cabins Accommodation Types in Windley Key
Type | Count |
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Vacation Homes | 501 |
Holiday Apartments | 70 |
Villas | 34 |
Others | 12 |
Cottages | 6 |
Unique Vacation Rentals | 5 |
Use these Quick Filters to Find a Vacation Rental in Windley Key
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★ Pro Tip: Hotala.com.au has aggregated the supply of many of the leading websites including providers of short-term rentals, OTAs (including Booking.com, Agoda, Airbnb, and others). Use the Advanced Filter feature at the top to compare homes, hotels, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and more. We want to help you find the hottest places and best places to stay in Windley Key.
Weather in Windley Key, FL
View the weather forecast for Windley Key before booking your Windley Key Vacation Rentals to confirm your best time to go.
Stay Near Windley Key's Top Attractions
Hotala.com.au can help you find hotels, resorts, and rentals near many of Windley Key's top attractions, neighborhoods, and points of interest.
Find Hotels, Resorts, and Rentals Nearby in these Cities & Neighborhoods
Frequently Asked Questions About Windley Key?
What are the top hotels or resorts in Windley Key?
You have a lot of choices in or near Windley Key. If you need a hotel in the Windley Key area, consider making a reservation for a few nights at one of our suggested properties as these have been known to be the Top Vacation Rentals and Places to Stay in Windley Key:
- The Caribbean Resort
- Cozy Coastal Haven for Relaxation! With Pools and Water Sports Onsite!
- King Room w/Ocean View, 3 Outdoor Pools, Free Parking & Pet Friendly
- Beachfront Retreat | Suite w/Balcony, 3 Outdoor Pools & Free Parking
- Tropical Paradise Retreat in Islamorada! Pool, Pet-friendly, Free Parking!
- Oceanfront 2bedroom home with sweeping ocean views!
- King Room: Resort w/Marina and 3 Outdoor Pool | Free Parking
- Prime Location! Pet-Friendly Property, Free Parking, Free Breakfast
- Convenient Stay in Florida! Free Parking, Free Breakfast, Pool, Pets Allowed
- The Ocean View Inn & Pub
How many vacation rentals have private pools in Windley Key?
There are 124 accommodation options with private pools in or near Windley Key. Top-rated hotels, resorts, and places to stay that have access to a swimming pool include:
- Irish Ayes | Venetian Shores Canalfront with Pool, Hot Tub, Dock & Elevator
- Private End Unit in Anglers Reef Resort Islamorada Boat Slip, Ocean Views & Pool
- Private Cottage on Bayfront Estate – Pool, Beach, and Boating Paradise
- Charming cottage on the Florida Bay in the heart of Islamorada with pool, dockage, beach + more
Which hotel or resort in Windley Key is best for families?
If you are looking for a family-friendly hotel, resort, or vacation home in Windley Key, check out one of the following places to stay as all are highly-rated accommodation choices with excellent reviews for families or groups staying in Windley Key:
- Keys to Relaxation! Pool, Pets Allowed, Short Drive to Florida Keys Airport
- High Tides and Good Vibes! 4 Spacious Units, Outdoor Pool, Free Parking
- 4 Rooms w/Queen Beds, Balcony, 3 Outdoor Pools, Free Parking & Pet Friendly
How many hotels, resorts, or rentals are available in Windley Key?
At present, the total number of properties listed by Hotala -- including hotels, resorts, and rentals -- as of 2025 is over 755 in the Windley Key area, and still growing. By combining listings from multiple websites, Hotala provides a huge selection of the best hotels, resorts, and vacation properties in Windley Key.
Nearby Neighborhood (1)
Neighborhood | Property Count |
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Venetian Shores Hotel & Resort Deals in Florida | 44 |