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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, (115)
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 NZ$539
includes taxes & fees
17 Dec - 18 Dec
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 NZ$222
includes taxes & fees
17 Dec - 18 Dec
Drop Anchor

Coconut Cove Resort and Marina

Coconut Cove Resort and Marina
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (150)
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 NZ$263
includes taxes & fees
16 Dec - 17 Dec
Coconut Cove Resort and Marina

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, snorkelling, 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 NZ$276
includes taxes & fees
18 Dec - 19 Dec
Fisher Inn Resort & 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 NZ$305
includes taxes & fees
18 Dec - 19 Dec
The Ocean View Inn & Pub

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 NZ$413
includes taxes & fees
5 Jan - 6 Jan 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 on-site, plus clean rooms with refrigerators and microwaves. Florida Keys Dive Centre and Mangrove Marina are nearby.

"Very comfortable stay Local dining walking distance many amenities close by Room was very clean and AC worked great "
United States
Roy
The price is NZ$242
includes taxes & fees
17 Dec - 18 Dec
Creekside Inn

Waterside Suites & Marina

Waterside Suites & Marina
3.5 star property
Key Largo
9.0 out of 10, Wonderful, (1158)
Overlooking the water in Key Largo, this hotel offers direct marina access for parasailing, diving, and snorkelling 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 NZ$297
includes taxes & fees
17 Dec - 18 Dec
Waterside Suites & Marina

The Pelican Key Largo Cottages

The Pelican Key Largo Cottages
2.0 star property
Key Largo
8.8 out of 10, Excellent, (1002)
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.

"The beach area was wonderful"
United States
Sonya
The price is NZ$236
includes taxes & fees
16 Dec - 17 Dec
The Pelican Key Largo Cottages

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 NZ$302
includes taxes & fees
18 Dec - 19 Dec
Sunset Cove Beach Resort

Island Bay Resort

Island Bay Resort
2.5 star property
Tavernier
10.0 out of 10, Exceptional, (140)
"Very quiet and the outdoor spaces are very nice. Staff was very friendly also."
United States
Jacob
The price is NZ$492
includes taxes & fees
16 Dec - 17 Dec
Island Bay Resort

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 spa pool. 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 NZ$330
includes taxes & fees
17 Dec - 18 Dec
Courtyard by Marriott Key Largo

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, (1651)
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 NZ$242
includes taxes & fees
17 Dec - 18 Dec
Marina Del Mar Resort and Marina

Dolphin Point Villas

Dolphin Point Villas
3.5 star property
Key Largo
9.6 out of 10, Exceptional, (468)
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 NZ$395
includes taxes & fees
17 Dec - 18 Dec
Dolphin Point Villas

Azul del Mar

Azul del Mar
3.5 star property
Key Largo
9.0 out of 10, Wonderful, (797)
"one of the best hotel experiences I've had very quiet and right on the water "
United States
todd
Azul del Mar

Hampton Inn Key Largo Manatee Bay

Hampton Inn Key Largo Manatee Bay
2.5 star property
Key Largo
8.8 out of 10, Excellent, (1008)
Escape to this tranquil Key Largo haven with a private beach offering stunning sunset views. After kayaking adventures, unwind in beautiful gardens surrounding the outdoor pool and enjoy drinks at the bar. Just 5 minutes from coral reef exploration.

"Clean hotel, convenient location. Nice little beach area with tiki bar. Room was nice. "
Canada
Troy
The price is NZ$273
includes taxes & fees
17 Dec - 18 Dec
Hampton Inn Key Largo Manatee Bay

Holiday Inn Key Largo by IHG

Holiday Inn Key Largo by IHG
3.0 star property
Key Largo
8.6 out of 10, Excellent, (1010)
Discover tropical paradise at this beachfront retreat where 2 outdoor pools and lush gardens create a peaceful oasis. Enjoy snorkelling, 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 NZ$329
includes taxes & fees
17 Dec - 18 Dec
Holiday Inn Key Largo by IHG

Ocean Pointe Suites at Key Largo

Ocean Pointe Suites at Key Largo
3.5 star property
Tavernier
8.4 out of 10, Very good, (1006)
This beachfront retreat in Tavernier features a private shoreline, waterfront dining at Island Grill Restaurant, and 2 outdoor tennis courts. After snorkelling nearby, unwind at the poolside bar or relax in accommodation with full kitchens.

"Just a good place to stay."
United States
William
The price is NZ$297
includes taxes & fees
17 Dec - 18 Dec
Ocean Pointe Suites at Key Largo

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, (1003)
Experience Key Largo at this waterfront gem with a marina, outdoor pool, and spa pool. 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 staff was courteous. "
United States
Natasha
The price is NZ$285
includes taxes & fees
18 Dec - 19 Dec
Dove Creek Resort & Marina, Trademark Collection by Wyndham

Key Largo Inn

Key Largo Inn
3.0 star property
Key Largo
6.6 out of 10, (1003)
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.

"It is an old hotel but the room was clean and the staff very friendly "
United States
Mildre
Key Largo Inn
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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