Find hotels in Windley Key, FL from ¥21,894

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Windley Key hotels

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

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
4.0 star property
Islamorada
9.0 out of 10, Wonderful, (117)
Discover a waterfront escape at this Art Deco resort with 3 outdoor pools and 4 restaurants including Latin American cuisine. Kayak, snorkel, or unwind on the private beach while enjoying stunning ocean views and nearby marine attractions.

"Beautiful place to stay"
United States
Jonathan
The price is ¥52,160
¥69,151 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Drop Anchor

Drop Anchor
3.0 star property
Islamorada
8.8 out of 10, Excellent, (1000)
This waterfront hotel offers an outdoor pool, complimentary kayaking, and free bike rentals to explore nearby attractions. Located near Windley Key Fossil Reef Geological State Park, guests appreciate the clean rooms and exceptional staff service.

"Had a wonderful stay at Drop Anchor! Very adorable and super clean. Loved the amenities and the hotel staff were amazing! "
United States
Laura
The price is ¥22,164
¥30,456 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Drop Anchor

Coconut Cove Resort and Marina

Coconut Cove Resort and Marina
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (152)
Overlooks Florida Bay with a stunning outdoor pool and private beach area. This hotel offers complimentary breakfast and parking, plus convenient access to diving spots and Windley Key Fossil Reef Geological State Park.

"Great place to stay! Clean, great location and great customer service. Very easy to check in, front desk was so sweet! Highly recommended!!! Had a great experience overall"
United States
Elaysi
The price is ¥32,069
¥36,078 total
includes taxes & fees
Dec 22 - Dec 23
Coconut Cove Resort and Marina

The Ocean View Inn & Pub

The Ocean View Inn & Pub
2.0 star property
Islamorada
9.4 out of 10, Exceptional, (9)
Located in Islamorada, this waterside hotel offers an outdoor pool and 2 bars/lounges for tropical drinks. The Ocean View Pub serves lunch and dinner, while free WiFi and parking add value to your Keys adventure.

"Awesome place to stay, restaurant and bar attached, outside bar and dining area overlooking the bay. Pool also very nice. "
United States
Rick
The price is ¥32,667
¥36,750 total
includes taxes & fees
Dec 23 - Dec 24
The Ocean View Inn & Pub

Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
3.5 star property
Islamorada
8.2 out of 10, Very Good, (1003)
Wake to ocean views at this Florida Keys retreat offering free breakfast and water activities. Enjoy kayaking, snorkeling, or cycling with complimentary equipment. Just minutes from Windley Key Fossil Reef and Rain Barrel Village, with helpful staff to enhance your stay.

"Great location, room was spotless and perfectly met my needs. I plan to return next year."
United States
M
The price is ¥25,543
¥33,884 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Fisher Inn Resort & Marina

Dolphin Point Villas

Dolphin Point Villas
3.5 star property
Key Largo
9.6 out of 10, Exceptional, (469)
Set on a secluded waterfront just minutes from John Pennekamp Coral Reef State Park, this hotel offers an outdoor pool and complimentary kayaking. Enjoy the private beach, garden terrace, free WiFi and parking while exploring nearby Lower Sound Point.

"Spacious room and beautiful grounds. Confusing check in and out procedures. "
United States
Daniel
The price is ¥31,092
¥39,417 total
includes taxes & fees
Dec 21 - Dec 22
Dolphin Point Villas

Bahia Bay Resort

Bahia Bay Resort
2.5 star property
Rock Harbor
8.8 out of 10, Excellent, (126)
Just a short drive from John Pennekamp Coral Reef State Park, this hotel offers a private beach, outdoor pool, and children's splash area. After a day of exploring, unwind in the sauna while enjoying free WiFi and parking.

"Location is perfect and we just keep coming back "
United States
Jason
Bahia Bay Resort

Key Largo Inn

Key Largo Inn
3.0 star property
Key Largo
6.6 out of 10, (1001)
Dive into the Florida Keys lifestyle at this welcoming hotel with an outdoor swimming pool. Just minutes from John Pennekamp Coral Reef State Park and Jimmy Johnson's Big Chill. Enjoy comfortable beds, helpful staff, and daily buffet breakfast.

"Great staff "
United States
William
Key Largo Inn

Marina Del Mar Resort and Marina

Marina Del Mar Resort and Marina
2.5 star property
Key Largo
8.4 out of 10, Very Good, (1655)
Immerse yourself in stunning marina vistas at this waterfront Key Largo hotel. Relax by the outdoor pool, dine at Bogies Cafe, or explore John Pennekamp Coral Reef State Park nearby. Guests rave about beautiful sunsets and the peaceful atmosphere.

"Great location, amenities, service, places to eat. Very accommodating with extended stay."
United States
Joseph
The price is ¥15,568
¥21,952 total
includes taxes & fees
Dec 21 - Dec 22
Marina Del Mar Resort and Marina

Waterside Suites & Marina

Waterside Suites & Marina
3.5 star property
Key Largo
9.0 out of 10, Wonderful, (1165)
Overlooking the water in Key Largo, this hotel offers direct marina access for parasailing, diving, and snorkeling adventures. Clean rooms feature private balconies while the outdoor pool provides refreshing relaxation after exploring nearby coral reefs.

"Great place to stay!"
United States
Chad
The price is ¥22,798
¥30,024 total
includes taxes & fees
Jan 20 - Jan 21, 2026
Waterside Suites & Marina

Largo Resort

Largo Resort
3.0 star property
Key Largo
9.4 out of 10, Exceptional, (294)
Escape to a waterfront retreat just minutes from John Pennekamp Coral Reef State Park. Enjoy the outdoor pool, complimentary kayaking, and private beach access. With free WiFi, parking, and bicycle rentals, exploring the natural beauty of Key Largo is effortless.

"Absolutely beautiful resort! Quiet, and peaceful! "
United States
Shana
The price is ¥33,092
¥47,699 total
includes taxes & fees
Jan 18 - Jan 19, 2026
Largo Resort

The Pelican Key Largo Cottages

The Pelican Key Largo Cottages
2.0 star property
Key Largo
8.8 out of 10, Excellent, (1001)
Situated near Jimmy Johnson's Big Chill, these beachfront cottages offer a serene marina and private beach. Enjoy kayaking, rowing, or canoeing adventures with free WiFi and parking. Clean rooms with microwaves and refrigerators enhance your Key Largo escape.

"Great place"
United States
Marc
The price is ¥23,137
¥26,030 total
includes taxes & fees
Jan 6 - Jan 7, 2026
The Pelican Key Largo Cottages

Courtyard by Marriott Key Largo

Courtyard by Marriott Key Largo
3.0 star property
Key Largo
8.2 out of 10, Very Good, (1000)
Soak in marina views at this waterfront hotel featuring an outdoor pool and hot tub. Just a 10-minute drive from John Pennekamp Coral Reef State Park, enjoy The Bistro's dining options and relax at the bar after exploring nearby attractions and shopping.

"Everything was very clean and chill. The breakfast was delicious, and the staff was very kind & respectful."
United States
Danay
The price is ¥30,669
¥34,502 total
includes taxes & fees
Jan 10 - Jan 11, 2026
Courtyard by Marriott Key Largo

Azul del Mar

Azul del Mar
3.5 star property
Key Largo
9.0 out of 10, Wonderful, (799)
"one of the best hotel experiences I've had very quiet and right on the water "
United States
todd
Azul del Mar

Seafarer Key Largo

Seafarer Key Largo
2.0 star property
Rock Harbor
9.4 out of 10, Exceptional, (135)
"Nice, quiet and the staff were great. Loved the breakfast!"
United States
Michael
The price is ¥17,490
¥21,894 total
includes taxes & fees
Dec 21 - Dec 22
Seafarer Key Largo

Holiday Inn Key Largo by IHG

Holiday Inn Key Largo by IHG
3.0 star property
Key Largo
8.6 out of 10, Excellent, (1013)
Discover tropical paradise at this beachfront retreat where 2 outdoor pools and lush gardens create a peaceful oasis. Enjoy snorkeling, diving, and boating right from the marina, plus easy access to local cafes and John Pennekamp Coral Reef State Park.

"Excellent place to stay for a weekend "
United States
Carlos
The price is ¥28,237
¥31,767 total
includes taxes & fees
Dec 21 - Dec 22
Holiday Inn Key Largo by IHG

Dove Creek Resort & Marina, Trademark Collection by Wyndham

Dove Creek Resort & Marina, Trademark Collection by Wyndham
3.0 star property
Key Largo
7.6 out of 10, Good, (1001)
Experience Key Largo at this waterfront gem with a marina, outdoor pool, and hot tub. Explore John Pennekamp Coral Reef State Park nearby, or relax in the garden after a day of adventure. Includes free breakfast, WiFi, parking, and bicycles for local exploration.

"The rooms are lovely. Once the remodel is done the place will be perfect. "
United States
Deborah
The price is ¥23,063
¥30,947 total
includes taxes & fees
Jan 19 - Jan 20, 2026
Dove Creek Resort & Marina, Trademark Collection by Wyndham

Atlantic Bay Resort

Atlantic Bay Resort
3.0 star property
Tavernier
9.4 out of 10, Exceptional, (717)
Waterfront escape with a private beach, marina, and complimentary kayaks and bikes. The outdoor pool provides refreshing relaxation after exploring nearby Mangrove Marina. Rooms include convenient refrigerators and microwaves for extended stays.

"The room was very clean. The staff was nice. The property was very safe and quiet."
United States
ROBERT
The price is ¥27,983
¥34,635 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Atlantic Bay Resort

Creekside Inn

Creekside Inn
2.5 star property
Tavernier
8.0 out of 10, Very Good, (1003)
Situated on the bay, this Keys motel offers 2 outdoor pools and marina access for water enthusiasts. Enjoy rowing, canoeing, and scuba diving onsite, plus clean rooms with refrigerators and microwaves. Florida Keys Dive Center and Mangrove Marina are nearby.

"The room was nice, but walking out to the pier from door was excellent "
United States
Anthony
The price is ¥23,993
¥26,993 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Creekside Inn

Sunset Cove Beach Resort

Sunset Cove Beach Resort
2.5 star property
Key Largo
9.0 out of 10, Wonderful, (1001)
"Always a great stay"
United States
Richard
The price is ¥34,388
¥38,687 total
includes taxes & fees
Jan 20 - Jan 21, 2026
Sunset Cove Beach Resort
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.
Save an average of 15% on thousands of hotels when you're signed in

Stay near popular South Florida attractions

Learn more about Windley Key

Check out the local area in Windley Key as you venture to sights like Windley Key Fossil Reef Geological State Park.

Windley Key Fossil Reef Geological State Park

Top Windley Key Hotel Reviews

More cheap stays in Windley Key

Hotels in Windley Key with star-rating

Explore a world of travel with Expedia