Compare Cheap Hotels in Windley Key
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Cheap Windley Key Hotels

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
84001 Overseas Hwy Islamorada FL
$390 nightly
The price is $438 total per night
$438 total
Jan 28 - Jan 29
Total with taxes and fees
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.

Fisher Inn Resort & Marina
84951 Overseas Hwy Islamorada FL
$200 nightly
The price is $225 total per night
$225 total
Jan 27 - Jan 28
Total with taxes and fees
Free Cancellation
0.54 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.

Coconut Cove Resort and Marina
84801 Overseas Highway Islamorada FL
$294 nightly
The price is $331 total per night
$331 total
Feb 1 - Feb 2
Total with taxes and fees
0.67 mi from city center
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 3-minute drive from History of Diving Museum.
Pool
Breakfast included

Drop Anchor
84959 Overseas Highway, 222 Islamorada FL
$192 nightly
The price is $212 total per night
$212 total
Jan 29 - Jan 30
Total with taxes and fees
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

Chesapeake Beach Resort
83409 Overseas Hwy Islamorada FL
$249 nightly
The price is $280 total per night
$280 total
Jan 25 - Jan 26
Total with taxes and fees
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.

Marina Del Mar Resort and Marina
527 Caribbean Drive Key Largo FL
$164 nightly
The price is $185 total per night
$185 total
Jan 22 - Jan 23
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
13.78 mi from city center
With a stay at Marina Del Mar Resort and Marina in Key Largo, you'll be on the waterfront, within a 10-minute drive of John Pennekamp Coral Reef State Park and Jacob's Aquatic Center.

Lime Tree Bay Resort
68500 Overseas Hwy Long Key FL
$199 nightly
The price is $224 total per night
$224 total
Jan 22 - Jan 23
Total with taxes and fees
16.57 mi from city center
Located in Long Key, Lime Tree Bay Resort is on the waterfront, a 3-minute walk from Long Key State Park and within a 5-minute drive of Fiesta Key.

Waterside Suites & Marina
201 Ocean Drive Key Largo FL
$176 nightly
The price is $198 total per night
$198 total
Jan 22 - Jan 23
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
13.93 mi from city center
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 Johnson's Big Chill.

Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
$404 nightly
The price is $455 total per night
$455 total
Jan 22 - Jan 23
Total with taxes and fees
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..

Reefhouse Resort & Marina
103800 Overseas Hwy Key Largo FL
$309 nightly
The price is $343 total per night
$343 total
Jan 25 - Jan 26
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
17.64 mi from city center
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 Club Bar.

Baker's Cay Resort Key Largo, Curio Collection by Hilton
97000 Overseas Hwy Key Largo FL
$398 nightly
The price is $448 total per night
$448 total
Jan 22 - Jan 23
Total with taxes and fees
10.79 mi from city center
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 Coral Reef State Park and Florida Keys National Marine Sanctuary Visitor's Center.

Ocean Pointe Suites at Key Largo
500 Burton Dr Tavernier FL
$193 nightly
The price is $215 total per night
$215 total
Jan 22 - Jan 23
Total with taxes and fees
7.15 mi from city center
Located in Tavernier, Ocean Pointe Suites at Key Largo is by the ocean, within a 5-minute drive of Harry Harris Park and Mangrove Marina.
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 | 2,768 hotels |
|---|---|
Lowest Price | $185 |
Highest Price | $455 |
Popular hotels | Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort, Fisher Inn Resort & Marina, Coconut Cove Resort and Marina, Drop Anchor, Chesapeake Beach Resort, Marina Del Mar Resort and Marina, Lime Tree Bay Resort, Waterside Suites & Marina, Cheeca Lodge & Spa, Reefhouse Resort & Marina, Baker's Cay Resort Key Largo, Curio Collection by Hilton, Ocean Pointe Suites at Key Largo |
Most Recent Windley Key Hotel Reviews

Chesapeake Beach Resort
5 out of 5
Posted 15 hours ago
CheapTickets Verified Review
"Yes and yes! "
A verified traveler stayed at Chesapeake Beach Resort
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