Book Windley Key hotels

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Check hotel availability in Windley Key

Cheap Windley Key hotels

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

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

4 out of 5
84001 Overseas Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
The price is AU$666 per night from 22 Apr to 23 Apr
AU$666
22 Apr - 23 Apr
includes taxes & fees
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 ...
Opens in a new windowThree Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Coconut Cove Resort and Marina

Coconut Cove Resort and Marina

3 out of 5
84801 Overseas Highway Islamorada FL
The price is AU$637 per night from 30 Mar to 31 Mar
AU$637
30 Mar - 31 Mar
includes taxes & fees
With a stay at Coconut Cove Resort and Marina in Islamorada, you'll be on the waterfront, just steps from Windley Key Fossil Reef Geological State Park and a ...
Opens in a new windowCoconut Cove Resort and Marina
Fisher Inn Resort & Marina

Fisher Inn Resort & Marina

3.5 out of 5
84951 Overseas Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
The price is AU$340 per night from 23 Apr to 24 Apr
AU$340
23 Apr - 24 Apr
includes taxes & fees
A stay at Fisher Inn Resort & Marina places you in the heart of Islamorada, a short 3-minute walk from Windley Key Fossil Reef Geological State Park and within ...
Opens in a new windowFisher Inn Resort & Marina
Save an average of 15% on thousands of hotels when you're signed in
Reefhouse Resort & Marina

Reefhouse Resort & Marina

4.5 out of 5
103800 Overseas Hwy Key Largo FL
Fully refundableReserve now, pay when you stay
The price is AU$548 per night from 19 Apr to 20 Apr
AU$548
19 Apr - 20 Apr
includes taxes & fees
With a stay at Reefhouse Resort & Marina in Key Largo, you'll be on the waterfront, within a 5-minute drive of John Pennekamp Coral Reef State Park and Caribbean ...
Opens in a new windowReefhouse Resort & Marina
Waterside Suites & Marina

Waterside Suites & Marina

3.5 out of 5
201 Ocean Drive Key Largo FL
Fully refundableReserve now, pay when you stay
The price is AU$350 per night from 12 Apr to 13 Apr
AU$350
12 Apr - 13 Apr
includes taxes & fees
With a stay at Waterside Suites & Marina in Key Largo, you'll be on the waterfront, within a 10-minute drive of John Pennekamp Coral Reef State Park and Jimmy ...
Opens in a new windowWaterside Suites & Marina
Cheeca Lodge & Spa

Cheeca Lodge & Spa

5 out of 5
81801 Overseas Highway, Mile Marker 82 Islamorada FL
Fully refundableReserve now, pay when you stay
The price is AU$550 per night from 29 Apr to 30 Apr
AU$550
29 Apr - 30 Apr
includes taxes & fees
With a stay at Cheeca Lodge & Spa in Islamorada (Matecumbe), you'll be steps from Matecumbe United Methodist Church and 5 minutes by foot from Florida Keys Brewing ...
Opens in a new windowCheeca Lodge & Spa
Chesapeake Beach Resort

Chesapeake Beach Resort

3.5 out of 5
83409 Overseas Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
The price is AU$484 per night from 14 Apr to 15 Apr
AU$484
14 Apr - 15 Apr
includes taxes & fees
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 ...
Opens in a new windowChesapeake Beach Resort
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 AU$630 per night from 13 Apr to 14 Apr
AU$630
13 Apr - 14 Apr
includes taxes & fees
With a 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 John Pennekamp ...
Opens in a new windowBaker's Cay Resort Key Largo, Curio Collection by Hilton
Holiday Inn Key Largo by IHG

Holiday Inn Key Largo by IHG

3 out of 5
99701 Overseas Hwy Key Largo FL
Fully refundable
The price is AU$388 per night from 13 Apr to 14 Apr
AU$388
13 Apr - 14 Apr
includes taxes & fees
Located in Key Largo, Holiday Inn Key Largo by IHG is in the business district, a 1-minute drive from Jimmy Johnson's Big Chill and 7 minutes from MarineLab ...
Opens in a new windowHoliday Inn Key Largo by IHG
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.

Windley Key hotels essential information

Accommodation
2,723 hotels
Lowest Price
AU$340
Highest Price
AU$666
Popular hotels
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort, Coconut Cove Resort and Marina, Fisher Inn Resort & Marina, Reefhouse Resort & Marina, Waterside Suites & Marina, Cheeca Lodge & Spa, Chesapeake Beach Resort, Baker's Cay Resort Key Largo, Curio Collection by Hilton, Holiday Inn Key Largo by IHG

Most recent Windley Key hotel reviews

Top Picks

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.