Find the right hotel in Florida Keys

Top-rated hotels, great locations, and flexible options for every kind of trip.

Bayberry Key - Waterfront Boutique Resort, Dock, Direct Water Views! 6 photos

Bayberry Key - Waterfront Boutique Resort, Dock, Direct Water Views!

5 Excellent 3 reviews
84 Johnston Ave Unit #9
Free Wi-Fi Exceptional location

Situated 500 metres from Florida Keys History and Discovery Center, the 3-bedroom Bayberry Key - Waterfront Boutique Resort, Dock, Direct Water Views! offers quick access to numerous city landmarks…

Free cancellation
From 1093 US$ per night
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Isla Mirabelle - Waterfront Boutique Resort, Htd Pool, Dock, Walkable 6 photos

Isla Mirabelle - Waterfront Boutique Resort, Htd Pool, Dock, Walkable

5 Excellent 2 reviews
84 Johnston Ave Unit #7
Free Wi-Fi Exceptional location

Located a mere 9 minutes' walk from Lobster Trap Art Gift Shop and Gallery, the 3-bedroom Isla Mirabelle - Waterfront Boutique Resort, Htd Pool, Dock, Walkable offers opportunities for water sports…

Free cancellation
From 722 US$ per night
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Isla Key Lime - Waterfront Boutique Resort, Htd Pool, Dock, Walkable 6 photos

Isla Key Lime - Waterfront Boutique Resort, Htd Pool, Dock, Walkable

5 Excellent 1 review
84 Johnston Ave Unit #3
Free Wi-Fi Exceptional location

The 3-bedroom Isla Key Lime - Waterfront Boutique Resort, Htd Pool, Dock, Walkable offers quick access to such city attractions as Florida Keys History and Discovery Center, located 500 metres away.

Free cancellation
From 590 US$ per night
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La Jolla Resort 6 photos

La Jolla Resort

4.4 Excellent 740 reviews
82216 Overseas Highway
Free Wi-Fi Excellent location Breakfast

La Jolla Resort Islamorada, located at 600 metres of Lobster Trap Art Gift Shop and Gallery and within 0.6 km of Florida Keys History and Discovery Center, features a swimming pool for guests to take…

Free cancellation
From 181 US$ per night
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Hidden Gem Duplex In Heart Of Islamorada Sleeps 8 6 photos

Hidden Gem Duplex In Heart Of Islamorada Sleeps 8

82236 Overseas Highway
Free Wi-Fi Pleasant location

Nestled 18 minutes' walk from Upper Matecumbe Key Island, the 4-bedroom Hidden Gem Duplex In Heart Of Islamorada Sleeps 8 villa entices guests to explore various tourist destinations nearby.

Free cancellation
From 1005 US$ per night
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Little Bay Cottage 6 photos

Little Bay Cottage

82246 Overseas Hwy
Free Wi-Fi Pleasant location

The 2-bedroom Little Bay Cottage offers proximity to nearby tourist spots, such as Lignumvitae Key Botanical State Park, situated about a 10-minute ride away. Guests can enjoy windsurfing…

Free cancellation
From 549 US$ per night
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Little Bay Upper 6 photos

Little Bay Upper

82246 Overseas Hwy
Free Wi-Fi Pleasant location

Located a mere 1.4 km from Upper Matecumbe Key Island, the 2-room Little Bay Upper Apartment Islamorada gives access to a number of tourist attractions in the area. This apartment features Wi-Fi…

Free cancellation
Little Bay Lower 6 photos

Little Bay Lower

82246 Overseas Hwy
Free Wi-Fi Pleasant location

To enjoy your vacation in Islamorada, stay at the 2-room Little Bay Lower, which is within 10 minutes' walk of History of Diving Museum and 4 km from Windley Key Fossil Reef Geological State Park.

Free cancellation
From 621 US$ per night
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Little Bay Compound 6 photos

Little Bay Compound

82246 Overseas Highway
Free Wi-Fi Pleasant location

Situated just 1.4 km from Upper Matecumbe Key Island, Little Bay Compound Villa entices guests to enjoy water sports activities, windsurfing, and snorkelling in the area. Located not so far from Anne…

Free cancellation
Little Bay Prime 6 photos

Little Bay Prime

82246 Overseas Highway
Free Wi-Fi Pleasant location

Situated 2.5 km from Indian Key State Historic Site, the beachfront 4-bedroom Little Bay Prime Apartment Islamorada provides guests with Wi-Fi for either business or leisure. Rain Barrel Village is…

Free cancellation
From 1510 US$ per night
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Sunset Inn 6 photos

Sunset Inn

4.2 Excellent 1510 reviews
82200 Overseas Highway
Free Wi-Fi Superb location Breakfast

Featuring bicycle rentals, as well as WiFi throughout the property, the 3-star Sunset Inn Islamorada is within 1.1 km of Florida Keys Memorial. The inn lies just a short drive from Lobster Trap Art…

Free cancellation
From 107 US$ per night
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Casa Morada 6 photos

Casa Morada

136 Madeira Road

Located about a 25-minute walk from Indian Key State Historic Site|the Indian Key State Historic Site, Casa Morada Hotel Islamorada is only 200 m from the world-class museum "Florida Keys History and…

Free cancellation
The Oasis 6 photos

The Oasis

82703 Old Highway
Free Wi-Fi Pleasant location

Beachfront The Oasis Villa is located merely 5 minutes' walk from History of Diving Museum and invites guests to enjoy bicycle usage. This 3-bedroom villa features opportunities for snorkelling…

Free cancellation
From 1964 US$ per night
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Off The Charts-Waterfront Tiki Bar & Private Dock 6 photos

Off The Charts-Waterfront Tiki Bar & Private Dock

110 Madeira Road
Free Wi-Fi Pleasant location

Guests can enjoy a seaside sea view from a terrace at Off The Charts-Waterfront Tiki Bar & Private Dock Villa Islamorada, 14 minutes' walk from Upper Matecumbe Key Island.

Free cancellation
Hadley Resort And Marina 6 photos

Hadley Resort And Marina

3.5 Good 428 reviews
82749 Overseas Highway,
Free Wi-Fi Superb location Breakfast

Offering bicycles for rent, as well as Wi-Fi throughout the property, the 3-star oceanfront Hadley Resort And Marina Islamorada is nearly a 5-minute walk from Florida Keys History of Diving Museum.

Free cancellation
From 147 US$ per night
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Martin Family Fish Camp 6 photos

Martin Family Fish Camp

106 Madeira Rd.
Free Wi-Fi Pleasant location

Located a mere 5 minutes' walk from Lobster Trap Art Gift Shop and Gallery, the 3-bedroom Martin Family Fish Camp Villa offers opportunities for water sports activities, windsurfing, and snorkelling…

Free cancellation
From 823 US$ per night
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Islander Resort 6 photos

Islander Resort

4.5 Excellent 1252 reviews
82100 Overseas Highway
Free Wi-Fi Excellent location Breakfast

The stylish 4-star Islander Resort Islamorada is located within a 1-km distance of the Matecumbe United Methodist Church, offering 107 rooms along with a patio and barbecue grills. Featuring a pizza…

Free cancellation
From 204 US$ per night
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The Islands Of Islamorada 6 photos

The Islands Of Islamorada

4.3 Excellent 38 reviews
82779 Old Highway
Free Wi-Fi Excellent location

The 4-star The Islands Of Islamorada hotel offers easy access to Island Community Church, which is situated approximately a 5-minute walk away. Featuring a private beach area, the hotel is located…

Free cancellation
From 1220 US$ per night
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The Caribbean Resort 6 photos

The Caribbean Resort

4.1 Excellent 5 reviews
117 South Carroll Street

Offering spa therapy, a picnic area, and barbecue grills, and views of the garden, The Caribbean Resort Islamorada is located a 5-minute walk from the Michelle Nicole Lowe Art Gallery. This hotel in…

Free cancellation
From 475 US$ per night
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Cheeca Lodge & Spa 6 photos

Cheeca Lodge & Spa

4.1 Excellent 481 reviews
81801 Overseas Highway Mile Marker 82
Free Wi-Fi Excellent location Breakfast

Offering a private location about a 5-minute walk from the Upper Matecumbe Key, the 5-star luxury Cheeca Lodge & Spa Islamorada hotel boasts 10 outdoor tennis courts. Located right around the corner…

Free cancellation
From 185 US$ per night
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Little Basin Villas 6 photos

Little Basin Villas

84 Johnston Road

The 9-room Little Basin Villas Islamorada provides easy access to various city attractions, such as In the Doghouse Art Studio, situated approximately a 10-minute walk away.

Free cancellation
Beacon Reef 222 6 photos

Beacon Reef 222

83201 Old Highway Unit 222
Free Wi-Fi Pleasant location

Located around a 5-minute walk from History of Diving Museum, the 2-bedroom Beacon Reef 222 Villa invites guests to enjoy a Jacuzzi. This accommodation is situated approximately 10 minutes by car…

Free cancellation
Beacon Reef 310 6 photos

Beacon Reef 310

83201 Old Highway #310
Free Wi-Fi Pleasant location

The 2-bedroom Beacon Reef 310 Villa is situated nearly a 5-minute walk from History of Diving Museum and provides a Jacuzzi for additional comfort. Guests of the villa, located 10 minutes' drive from…

Free cancellation
Beacon Reef 306 6 photos

Beacon Reef 306

83201 Old Hwy Unit 306
Free Wi-Fi Pleasant location

The 2-bedroom Beacon Reef 306 Villa entices active guests with access to a fitness suite and is located around 25 minutes on foot from Upper Matecumbe Key Island. The Islamorada villa is situated…

Free cancellation
Beacon Reef 406 6 photos

Beacon Reef 406

83201 Old Hwy Unit #406
Free Wi-Fi Pleasant location

The 2-bedroom Beacon Reef 406 Villa is nestled about a 5-minute ride from Island Community Church and entices guests with a Jacuzzi. This Islamorada villa is located at a medium distance from Florida…

Free cancellation
Beacon Reef 503 6 photos

Beacon Reef 503

83201 Old Highway #503
Free Wi-Fi Pleasant location

The 2-bedroom Beacon Reef 503 Villa is located approximately a 5-minute drive from Hurricane Monument and provides water sports activities, snorkelling, and diving for active guests. The villa is…

Free cancellation
Beacon Reef 307 6 photos

Beacon Reef 307

83201 Old Hwy #307
Free Wi-Fi Pleasant location

The 2-bedroom Beacon Reef 307 Villa is situated 400 metres from Island Community Church, featuring such comforts as Wi-Fi and a car park. Offering a Jacuzzi, the accommodation is 3.2 km from Windley…

Free cancellation
Beacon Reef 501 6 photos

Beacon Reef 501

83201 Old Highway #501
Free Wi-Fi Pleasant location

The beachfront Beacon Reef 501 Villa is situated about a 5-minute walk from History of Diving Museum and provides a Jacuzzi for a relaxing stay. Guests of this 2-bedroom villa, located within a 10…

Free cancellation
Beacon Reef #204 6 photos

Beacon Reef #204

83201 Old Highway
Free Wi-Fi Pleasant location

Overlooking the pool, the beachfront 2-bedroom Beacon Reef #204 Apartment is 2.2 km from Upper Matecumbe Key Island in Islamorada. Staying in a beach area, guests are invited to relax in an outdoor…

Free cancellation
The Moorings Village 6 photos

The Moorings Village

4.2 Excellent 21 reviews
123 Beach Rd
Free Wi-Fi Exceptional location

Situated only a 5-minute walk from Anne s Beach, The Moorings Village Islamorada hotel offers a swimming pool. Located within a few blocks of the Upper Matecumbe Key, the resort also provides a…

Free cancellation
From 459 US$ per night
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Bayside Villas By Islander Resort 6 photos

Bayside Villas By Islander Resort

4.2 Excellent 169 reviews
81450 Overseas Highway
Free Wi-Fi Excellent location Breakfast

Bayside Villas By Islander Resort Islamorada, located a 7-minute walk from Indian Key State Historic Site|the Indian Key State Historic Site and 3 km from the History of Diving Museum, features a…

Free cancellation
From 191 US$ per night
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Chesapeake Beach Resort 6 photos

Chesapeake Beach Resort

4.2 Excellent 722 reviews
83409 Overseas Highway
Free Wi-Fi Excellent location Breakfast

The premium 3-star Chesapeake Beach Resort Islamorada, set a 10-minute drive from Anne s Beach, offers a swimming pool as well as a fitness centre. Located within a 2.8-km distance of a convenient…

Free cancellation
From 149 US$ per night
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Islamorada Modern Penthouse With Private Beach 6 photos

Islamorada Modern Penthouse With Private Beach

4.5 Excellent 1 review
80639 Old Highway
Free Wi-Fi Exceptional location

Located just 0.6 km from Indian Key State Historic Site, the 3-bedroom Islamorada Modern Penthouse With Private Beach offers a private pool, a Jacuzzi for a truly relaxing stay. The beachfront villa…

Free cancellation

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