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

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
84001 Overseas Hwy Islamorada FL
The price is $362 total per night
$362 total
per night
Jan 4 - Jan 5
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

Fisher Inn Resort & Marina
84951 Overseas Hwy Islamorada FL
The price is $215 total per night
$215 total
per night
Jan 5 - Jan 6
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.
On private beach
Pool

Coconut Cove Resort and Marina
84801 Overseas Highway Islamorada FL
The price is $258 total per night
$258 total
per night
Jan 7 - Jan 8
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
The price is $202 total per night
$202 total
per night
Jan 11 - Jan 12
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
The price is $269 total per night
$269 total
per night
Dec 22 - Dec 23
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

Reefhouse Resort & Marina
103800 Overseas Hwy Key Largo FL
The price is $298 total per night
$298 total
per night
Dec 21 - Dec 22
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.
On private beach
Pool

Lime Tree Bay Resort
68500 Overseas Hwy Long Key FL
The price is $224 total per night
$224 total
per night
Dec 23 - Dec 24
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

Amara Cay Resort
80001 Overseas Hwy Islamorada FL
The price is $361 total per night
$361 total
per night
Jan 4 - Jan 5
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 a 2-minute drive from Florida Keys Brewing Co..
On private beach
Pool

Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
The price is $635 total per night
$635 total
per night
Jan 3 - Jan 4
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

Marina Del Mar Resort and Marina
527 Caribbean Drive Key Largo FL
The price is $173 total per night
$173 total
per night
Dec 21 - Dec 22
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.
Pool
Hot Tub

Baker's Cay Resort Key Largo, Curio Collection by Hilton
97000 Overseas Hwy Key Largo FL
The price is $506 total per night
$506 total
per night
Jan 5 - Jan 6
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.
On private beach
Pool

The Pelican Key Largo Cottages
99340 Overseas Highway Key Largo FL
The price is $137 total per night
$137 total
per night
Dec 22 - Dec 23
Free Cancellation
Reserve now, pay when you stay
13.33 mi from city center
Located in Key Largo, The Pelican Key Largo Cottages is on the waterfront, within a 15-minute drive of John Pennekamp Coral Reef State Park and Florida Keys Visitor Center - Key Largo.
On private beach
Parking included
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 | 2,760 hotels |
|---|---|
Lowest Price | $137 |
Highest Price | $635 |
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, Reefhouse Resort & Marina, Lime Tree Bay Resort, Amara Cay Resort, Cheeca Lodge & Spa, Marina Del Mar Resort and Marina, Baker's Cay Resort Key Largo, Curio Collection by Hilton, The Pelican Key Largo Cottages |
Most Recent Windley Key Hotel Reviews

Marina Del Mar Resort and Marina
5 out of 5
Posted 2 days ago
CheapTickets Verified Review
"Room clean, beautiful setting, pleasant ambiance good restaurants!
Staff friendly and courteous"
A verified traveler stayed at Marina Del Mar Resort and Marina
- Key Largo Hotels
- Islamorada Hotels
- Florida Keys Hotels
- Tavernier Hotels
- South Florida Hotels
- Southeastern United States Hotels
- Gulf of Mexico Hotels
- Plantation Key Hotels
- Lower Matecumbe Key Hotels
- The South Hotels
- Upper Matecumbe Key Hotels
- Lower Arsnicker Keys Hotels
- Lignumvitae Key Botanical State Park Hotels
More to Explore in Windley Key
Top Picks
Hotels
- Hotels in Long Branch
- Hotels in International Drive District
- Hotels near Ameris Bank Amphitheatre
- Hotels in Amelia Island
- 4 Star Hotels in Little Torch Key
- Hotels in Uptown
- Hotels near Eton Centris
- Hotels in Cudjoe Key
- Hotels in Darrington
- Hotels near Orlando Sanford Intl.
- Hotels in Kitchener
- 3 Star Hotels in New Braunfels
- Paragon Casino Resort
- Hotels in Lido Key
- Hotels near Gold Souk
- Hotels near Tempe Town Lake
Flights






