Compare Cheap Hotels in Windley Key

Secret Bargains - Save an extra 10% or more on select hotels

Get more for your budget and save up to 50% off select Secret Bargain hotels

Get even more value with CheapTickets Price Guarantee!

Change your flight without a fee on select flights

Cheap Windley Key Hotels

Fisher Inn Resort & Marina

Fisher Inn Resort & Marina

3.5 out of 5
84951 Overseas Hwy, Islamorada, FL
The price is $315 per night
$315
includes taxes & fees
$280 per night
Mar 12 - Mar 13
Free Cancellation
Reserve now, pay when you stay
0.53 mi from city center
A stay at Fisher Inn Resort & Marina places you in the heart of Islamorada, just a 3-minute walk from Windley Key Fossil Reef Geological State Park and within a 5-minute drive of Rain Barrel Village.
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

3.5 out of 5
84001 Overseas Hwy, Islamorada, FL
The price is $505 per night
$505
includes taxes & fees
$449 per night
Mar 16 - Mar 17
Free Cancellation
Reserve now, pay when you stay
1.23 mi from city center
Located in Islamorada, Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort is by the ocean, within a 5-minute drive of Windley Key Fossil Reef Geological State Park and History of Diving Museum.
Coconut Cove Resort and Marina

Coconut Cove Resort and Marina

2.5 out of 5
84801 Overseas Highway, Islamorada, FL
The price is $224 per night
$224
includes taxes & fees
$199 per night
Mar 12 - Mar 13
0.67 mi from city center
With a stay at Coconut Cove Resort and Marina in Islamorada, you'll be on the Strip, just steps from Windley Key Fossil Reef Geological State Park and a 3-minute drive from History of Diving Museum.
Pool
Breakfast included
Drop Anchor

Drop Anchor

3 out of 5
84959 Overseas Highway, 222, Islamorada, FL
The price is $399 per night
$399
includes taxes & fees
$359 per night
Mar 12 - Mar 13
0.44 mi from city center
With a stay at Drop Anchor in Islamorada, you'll be on the waterfront, a 4-minute walk from Windley Key Fossil Reef Geological State Park and a 3-minute drive from Rain Barrel Village.
Pool
Pet friendly
Cheeca Lodge & Spa

Cheeca Lodge & Spa

5 out of 5
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
The price is $553 per night
$553
includes taxes & fees
$491 per night
Apr 9 - Apr 10
Free Cancellation
Reserve now, pay when you stay
3.67 mi from city center
With a stay at Cheeca Lodge & Spa in Islamorada (Matecumbe), you'll be a 4-minute walk from Matecumbe United Methodist Church and 5 minutes by foot from Florida Keys Brewing Co..
On private beach
Pool
Baker's Cay Resort Key Largo, Curio Collection by Hilton

Baker's Cay Resort Key Largo, Curio Collection by Hilton

4 out of 5
97000 Overseas Hwy, Key Largo, FL
The price is $541 per night
$541
includes taxes & fees
$481 per night
Apr 6 - Apr 7
10.79 mi from city center
When you stay at Baker's Cay Resort Key Largo, Curio Collection by Hilton in Key Largo, you'll be on the waterfront, within a 15-minute drive of Jimmy Johnson's Big Chill and John Pennekamp Coral Reef State Park.
On private beach
Pool
Bayside Inn Key Largo

Bayside Inn Key Largo

3 out of 5
99490 Overseas Hwy, Key Largo, FL
The price is $295 per night
$295
includes taxes & fees
$265 per night
Apr 3 - Apr 4
Free Cancellation
Reserve now, pay when you stay
13.49 mi from city center
A stay at Bayside Inn Key Largo places you in the heart of Key Largo, a 7-minute drive from John Pennekamp Coral Reef State Park and 15 minutes from Key Largo Hammocks State Botanical Site.
On private beach
Pool
Marina Del Mar Resort and Marina

Marina Del Mar Resort and Marina

2.5 out of 5
527 Caribbean Drive, Key Largo, FL
The price is $197 per night
$197
includes taxes & fees
$175 per night
Mar 12 - Mar 13
Free Cancellation
Reserve now, pay when you stay
13.78 mi from city center
When you stay at Marina Del Mar Resort and Marina in Key Largo, you'll be on the waterfront, a 1-minute drive from Jimmy Johnson's Big Chill and 8 minutes from John Pennekamp Coral Reef State Park.
Reefhouse Resort & Marina

Reefhouse Resort & Marina

3.5 out of 5
103800 Overseas Hwy, Key Largo, FL
The price is $433 per night
$433
includes taxes & fees
$389 per night
Mar 12 - Mar 13
Free Cancellation
Reserve now, pay when you stay
17.64 mi from city center
When you stay at Reefhouse Resort & Marina in Key Largo, you'll be on the waterfront, a 4-minute drive from John Pennekamp Coral Reef State Park and 6 minutes from Jimmy Johnson's Big Chill.
Islander Resort

Islander Resort

4 out of 5
82100 Overseas Highway, Islamorada, FL
The price is $476 per night
$476
includes taxes & fees
$423 per night
Apr 6 - Apr 7
Free Cancellation
Reserve now, pay when you stay
3.3 mi from city center
With a stay at Islander Resort in Islamorada (Matecumbe), you'll be steps from Keys History & Discovery Center and 9 minutes by foot from Islamorada Brewery & Distillery.
On private beach
Pool
Amara Cay Resort

Amara Cay Resort

4 out of 5
80001 Overseas Hwy, Islamorada, FL
The price is $437 per night
$437
includes taxes & fees
$388 per night
Mar 23 - Mar 24
5.46 mi from city center
With a stay at Amara Cay Resort in Islamorada (Matecumbe), you'll be a 4-minute walk from Bud n' Mary's Dive Center and 13 minutes by foot from Indian Key Historic State Park.
On private beach
Pool
Chesapeake Beach Resort

Chesapeake Beach Resort

2.5 out of 5
83409 Overseas Hwy, Islamorada, FL
The price is $404 per night
$404
includes taxes & fees
$359 per night
Mar 12 - Mar 13
Free Cancellation
Reserve now, pay when you stay
1.82 mi from city center
Located in Islamorada (Matecumbe), Chesapeake Beach Resort is within a 5-minute drive of History of Diving Museum and Windley Key Fossil Reef Geological State Park.
Don't see what you're looking for?
See all available properties in Windley Key
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Often, one of the most difficult things about booking a hotel is finding the best time to go. The cost of staying in hotels in could vary significantly, depending on the time of the year chosen. If you would like to figure out the most suitable time to take a trip then using CheapTickets could be the best option for you. We will be able to provide information on hotels in to ensure that you get the best deal possible. So if you are looking for a booking website that will streamline the process and offer good prices, then log in and get booking.

Windley Key hotels essential information

Accommodation
2,763 hotels
Lowest Price
$197
Highest Price
$553
Popular hotels
Fisher Inn Resort & Marina, Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort, Coconut Cove Resort and Marina, Drop Anchor, Cheeca Lodge & Spa, Baker's Cay Resort Key Largo, Curio Collection by Hilton, Bayside Inn Key Largo, Marina Del Mar Resort and Marina, Reefhouse Resort & Marina, Islander Resort, Amara Cay Resort, Chesapeake Beach Resort

Most Recent Windley Key Hotel Reviews

Amara Cay Resort

Amara Cay Resort

5 out of 5
Posted 19 hours ago
CheapTickets Verified Review
"I was pleasantly surprised that part of the package involved in staying at Amara Cay included use of two of the sister resorts in the area. Our room overlooked the outdoor dining area and we were treated to evening entertainment sitting on our balcony. The pool was marvelous! "
A verified traveler stayed at Amara Cay Resort
Amara Cay Resort