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Cheap Windley Key Hotels

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 $639 per night
$639
includes taxes & fees
$568 per night
Feb 23 - Feb 24
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.
On private beach
Pool
Drop Anchor

Drop Anchor

3 out of 5
84959 Overseas Highway, 222, Islamorada, FL
The price is $361 per night
$361
includes taxes & fees
$325 per night
Feb 20 - Feb 21
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
Coconut Cove Resort and Marina

Coconut Cove Resort and Marina

2.5 out of 5
84801 Overseas Highway, Islamorada, FL
The price is $343 per night
$343
includes taxes & fees
$305 per night
Feb 18 - Feb 19
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
Fisher Inn Resort & Marina

Fisher Inn Resort & Marina

3.5 out of 5
84951 Overseas Hwy, Islamorada, FL
The price is $347 per night
$347
includes taxes & fees
$308 per night
Mar 2 - Mar 3
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.
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 $252 per night
$252
includes taxes & fees
$224 per night
Feb 23 - Feb 24
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.
Pool
Hot Tub
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 $600 per night
$600
includes taxes & fees
$533 per night
Feb 25 - Feb 26
Free Cancellation
Reserve now, pay when you stay
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
Reefhouse Resort & Marina

Reefhouse Resort & Marina

3.5 out of 5
103800 Overseas Hwy, Key Largo, FL
The price is $365 per night
$365
includes taxes & fees
$329 per night
Feb 27 - Feb 28
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.
On private beach
Pool
Chesapeake Beach Resort

Chesapeake Beach Resort

2.5 out of 5
83409 Overseas Hwy, Islamorada, FL
The price is $547 per night
$547
includes taxes & fees
$486 per night
Mar 4 - Mar 5
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.
On private beach
Pool
Amara Cay Resort

Amara Cay Resort

4 out of 5
80001 Overseas Hwy, Islamorada, FL
The price is $445 per night
$445
includes taxes & fees
$396 per night
Feb 23 - Feb 24
Free Cancellation
Reserve now, pay when you stay
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
Waterside Suites & Marina

Waterside Suites & Marina

3.5 out of 5
201 Ocean Drive, Key Largo, FL
The price is $318 per night
$318
includes taxes & fees
$282 per night
Feb 27 - Feb 28
Free Cancellation
Reserve now, pay when you stay
13.93 mi from city center
When you stay at Waterside Suites & Marina in Key Largo, you'll be on the waterfront, a 2-minute drive from Jimmy Johnson's Big Chill and 7 minutes from John Pennekamp Coral Reef State Park.
Pool
Pet friendly
Lime Tree Bay Resort

Lime Tree Bay Resort

3.5 out of 5
68500 Overseas Hwy, Long Key, FL
The price is $336 per night
$336
includes taxes & fees
$299 per night
Feb 24 - Feb 25
Free Cancellation
Reserve now, pay when you stay
16.62 mi from city center
When you a stay at Lime Tree Bay Resort in Long Key, you'll be on the waterfront, just steps from Anne's Beach and Sunset Drive Beach.
On private beach
Pool
Cheeca Lodge & Spa

Cheeca Lodge & Spa

5 out of 5
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
The price is $449 per night
$449
includes taxes & fees
$399 per night
Feb 23 - Feb 24
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
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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.

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Windley Key hotels essential information

Accommodation
2,776 hotels
Lowest Price
$252
Highest Price
$639
Popular hotels
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort, Drop Anchor, Coconut Cove Resort and Marina, Fisher Inn Resort & Marina, Marina Del Mar Resort and Marina, Baker's Cay Resort Key Largo, Curio Collection by Hilton, Reefhouse Resort & Marina, Chesapeake Beach Resort, Amara Cay Resort, Waterside Suites & Marina, Lime Tree Bay Resort, Cheeca Lodge & Spa

Most Recent Windley Key Hotel Reviews

Marina Del Mar Resort and Marina

Marina Del Mar Resort and Marina

5 out of 5
Posted 19 hours ago
CheapTickets Verified Review
"Everything was fantastic "
A verified traveler stayed at Marina Del Mar Resort and Marina
Marina Del Mar Resort and Marina