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Nestled in the heart of the Florida Keys, Islamorada is a picturesque village known for its stunning ocean views and vibrant marine life. Comprising five islands, including Tea Table Key and Plantation Key, it offers a serene escape between Miami and Key West. Visitors can enjoy a variety of accommodations, from luxurious resorts to charming inns, ensuring a comfortable stay for every traveler.

The best neighborhoods to stay in Islamorada include Upper Matecumbe Key, known for its upscale resorts and dining options, and Lower Matecumbe Key, which offers a more laid-back atmosphere with beautiful beachfront properties.

Top attractions in Islamorada include the Theater of the Sea, where visitors can interact with dolphins and sea lions, and the History of Diving Museum, showcasing the evolution of underwater exploration. The village is also a haven for fishing enthusiasts, earning its title as the "Sportfishing Capital of the World."

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Islander Resort
Full StarFull StarFull StarFull Star
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Hotel in Islamorada · 0.48 km from centre

9.0

 

927 reviews

Breakfast available

With a stay at Islander Resort in Islamorada (Matecumbe), you'll be steps from Keys History & Discovery Center and 9 minutes by foot from Islamorada Brewery & Distillery. This beach hotel is 0.5 mi (0.9 km) from Matecumbe United Methodist Church and 0.8 mi (1.2 km) from Florida Keys Brewing Co..

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Casa Morada
Full StarFull StarFull StarHalf Star
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Hotel in Islamorada · 0.32 km from centre

9.2

 

381 reviews

Breakfast available

With a stay at Casa Morada in Islamorada (Matecumbe), you'll be a 5-minute walk from Islamorada Brewery & Distillery and 9 minutes by foot from Keys History & Discovery Center. This beach hotel is 0.6 mi (1 km) from Matecumbe United Methodist Church and 0.9 mi (1.4 km) from Florida Keys Brewing Co..

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Cheeca Lodge & Spa
Full StarFull StarFull StarFull StarFull Star
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Resort in Islamorada · 1.00 km from centre

9.0

 

989 reviews

Breakfast available

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.. This beach resort is 0.3 mi (0.6 km) from MoradaWay Arts & Cultural District and 0.4 mi (0.6 km) from Hurricane Monument.

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Amara Cay Resort
Full StarFull StarFull StarFull Star
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Resort in Islamorada · 3.88 km from centre

8.8

 

1,065 reviews

Breakfast available

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.. This beach resort is 4.8 mi (7.6 km) from Windley Key Fossil Reef Geological State Park and 6.5 mi (10.4 km) from Anne's Beach.

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Isla Key Lime - Waterfront Boutique Resort, Htd Pool, Dock, Walkable
Full StarFull StarFull StarFull Star
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Villa in Islamorada

Isla Key Lime - Waterfront Boutique Resort, Htd Pool, Dock, Walkable offers accommodations in Islamorada, a 12-minute walk from Upper Matecumbe Key and 2.1 miles from Theater of the Sea on Islamorada. This villa features air-conditioned accommodations with a balcony. The accommodation offers a 24-hour front desk and parking on-site.

With free Wifi, this 3-bedroom villa provides a TV, a washing machine, and a fully equipped kitchen with a dishwasher and oven. The accommodation is non-smoking.

Windley Key is 2.7 miles from the villa, while Pigeon Key is 13 miles away. Miami International Airport is 74 miles from the property.

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Isla Key Guava - Waterfront Boutique Resort, Island Paradise, Prime Location
Full StarFull StarFull StarFull Star
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Villa in Islamorada

Isla Key Guava - Waterfront Boutique Resort, Island Paradise, Prime Location offers accommodations in Islamorada, a 12-minute walk from Upper Matecumbe Key and 2.1 miles from Theater of the Sea on Islamorada. This villa features air-conditioned accommodations with a balcony. The villa provides parking on-site, an outdoor swimming pool, and a 24-hour front desk.

With free Wifi, this 3-bedroom villa offers a TV, a washing machine, and a fully equipped kitchen with a dishwasher and oven. The accommodation is non-smoking.

Windley Key is 2.7 miles from the villa, while Pigeon Key is 13 miles away. Miami International Airport is 74 miles from the property.

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Isla Mirabelle - Waterfront Boutique Resort, Htd Pool, Dock, Walkable
Full StarFull StarFull StarFull Star
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Holiday home in Islamorada

Isla Mirabelle - Waterfront Boutique Resort, Htd Pool, Dock, Walkable offers accommodations in Islamorada, a 12-minute walk from Upper Matecumbe Key and 2.1 miles from Theater of the Sea on Islamorada. This vacation home provides air-conditioned accommodations with a balcony. The vacation home features parking on-site, an outdoor swimming pool, and a 24-hour front desk.

With free Wifi, this 3-bedroom vacation home offers a TV, a washing machine, and a fully equipped kitchen with a dishwasher and oven. The accommodation is non-smoking.

Windley Key is 2.7 miles from the vacation home, while Pigeon Key is 13 miles from the property. Miami International Airport is 74 miles away.

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Isla Key Acai - Waterfront Boutique Resort, Island Paradise, Prime Location
Full StarFull StarFull StarFull Star
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Holiday home in Islamorada

Isla Key Acai - Waterfront Boutique Resort, Island Paradise, Prime Location offers accommodations in Islamorada, a 12-minute walk from Upper Matecumbe Key and 2.1 miles from Theater of the Sea on Islamorada. This vacation home provides air-conditioned accommodations with a balcony. The vacation home offers parking on-site, a spa center, and a 24-hour front desk.

With free Wifi, this 3-bedroom vacation home features a TV, a washing machine, and a fully equipped kitchen with a dishwasher and oven. The accommodation is non-smoking.

A children's playground is also available for guests at the vacation home.

Windley Key is 2.7 miles from Isla Key Acai - Waterfront Boutique Resort, Island Paradise, Prime Location, while Pigeon Key is 13 miles from the property. Miami International Airport is 74 miles away.

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Isla Key Mamey - Waterfront Boutique Resort, Island Paradise, Prime Location
Full StarFull StarFull StarFull Star
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Villa in Islamorada

Isla Key Mamey - Waterfront Boutique Resort, Island Paradise, Prime Location offers accommodations in Islamorada, a 12-minute walk from Upper Matecumbe Key and 2.1 miles from Theater of the Sea on Islamorada. This villa offers air-conditioned accommodations with a balcony. The accommodation features a 24-hour front desk and parking on-site.

With free Wifi, this 3-bedroom villa provides a TV, a washing machine, and a fully equipped kitchen with a dishwasher and oven. The accommodation is non-smoking.

Windley Key is 2.7 miles from the villa, while Pigeon Key is 13 miles away. Miami International Airport is 74 miles from the property.

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Bayberry Key - Waterfront Boutique Resort, Dock, Direct Water views!
Full StarFull StarFull StarFull Star
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Holiday home in Islamorada

10.0

 

1 review

Bayberry Key - Waterfront Boutique Resort, Dock, Direct Water views! is located in Islamorada, just a 12-minute walk from Upper Matecumbe Key and 2.1 miles from Theater of the Sea on Islamorada. This vacation home provides air-conditioned accommodations with a balcony. The vacation home features parking on-site, an outdoor swimming pool, and a 24-hour front desk.

With free Wifi, this 3-bedroom vacation home offers a TV, a washing machine, and a fully equipped kitchen with a dishwasher and oven. The accommodation is non-smoking.

Windley Key is 2.7 miles from the vacation home, while Pigeon Key is 13 miles from the property. Miami International Airport is 74 miles away.

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Isla Key Kiwi - Waterfront Boutique Resort, Island Paradise, Prime Location
Full StarFull StarFull StarFull Star
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Villa in Islamorada

Isla Key Kiwi - Waterfront Boutique Resort, Island Paradise, Prime Location offers accommodations in Islamorada, a 12-minute walk from Upper Matecumbe Key and 2.1 miles from Theater of the Sea on Islamorada. This villa provides air-conditioned accommodations with a balcony. The villa offers parking on-site, an outdoor swimming pool, and a 24-hour front desk.

With free Wifi, this 3-bedroom villa features a TV, a washing machine, and a fully equipped kitchen with a dishwasher and oven. The accommodation is non-smoking.

Windley Key is 2.7 miles from the villa, while Pigeon Key is 13 miles from the property. Miami International Airport is 74 miles away.

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Executive Bay Club
Full StarFull StarHalf Star
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Vacation home in Islamorada

With a stay at Executive Bay Club in Islamorada (Matecumbe), you'll be steps from Islamorada Brewery & Distillery and 9 minutes by foot from Keys History & Discovery Center. This vacation home is 0.7 mi (1.1 km) from History of Diving Museum and 0.7 mi (1.1 km) from Matecumbe United Methodist Church.

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La Jolla Resort
Full StarFull StarHalf Star
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Hotel in Islamorada · 0.11 km from centre

8.8

 

974 reviews

With a stay at La Jolla Resort in Islamorada (Matecumbe), you'll be steps from Islamorada Brewery & Distillery and 10 minutes by foot from Keys History & Discovery Center. This hotel is 0.6 mi (1 km) from Matecumbe United Methodist Church and 0.7 mi (1.1 km) from History of Diving Museum.

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Little Bay Cottage
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Holiday home in Islamorada · 0.16 km from centre

Little Bay Cottage offers accommodations in Islamorada, 2.1 miles from Theater of the Sea on Islamorada and 2.6 miles from Windley Key. The air-conditioned accommodation is a 14-minute walk from Upper Matecumbe Key. The vacation home provides parking on-site, a spa center, and a 24-hour front desk.

With free Wifi, this 2-bedroom vacation home features a cable TV, a washing machine, and a fully equipped kitchen with a dishwasher and oven. The accommodation is non-smoking.

A water park is also available for guests at the vacation home.

Pigeon Key is 13 miles from Little Bay Cottage, while John Pennekamp State Park is 21 miles from the property. Miami International Airport is 74 miles away.

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Lush Tropical Plantings In A Gated Compound Located Directly On The Florida Bay 1 Bedroom Cottage by RedAwning
Full StarFull StarFull Star
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Cottage in Islamorada · 0.16 km from centre

With a stay at this cottage in Islamorada (Matecumbe), you'll be steps from Islamorada Brewery & Distillery and 11 minutes by foot from Keys History & Discovery Center. This cottage is 0.7 mi (1.1 km) from History of Diving Museum and 0.8 mi (1.3 km) from Matecumbe United Methodist Church.

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2nd Floor Duplex On Gated Bayfront Property 2 Bedroom Apts
Full StarFull StarFull Star
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Apartment in Islamorada · 0.16 km from centre

With a stay at this apartment in Islamorada (Matecumbe), you'll be steps from Islamorada Brewery & Distillery and 11 minutes by foot from Keys History & Discovery Center. This apartment is 0.7 mi (1.1 km) from History of Diving Museum and 0.8 mi (1.3 km) from Matecumbe United Methodist Church.

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2nd Floor Duplex on Gated Bayfront Property apts
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Apartment in Islamorada · 0.16 km from centre

2nd Floor Duplex on Gated Bayfront Property apts offers accommodations in Islamorada, a 13-minute walk from Upper Matecumbe Key and 2.1 miles from Theater of the Sea on Islamorada. Both free Wifi and private parking are accessible at the apartment free of charge. John Pennekamp State Park is 21 miles away and Dolphin Cove is 21 miles from the apartment.

This air-conditioned 2-bedroom apartment comes with a seating area, a TV, and a fully equipped kitchen with a dishwasher. The accommodation is non-smoking.

Guests at 2nd Floor Duplex on Gated Bayfront Property apts will be able to enjoy activities in and around Islamorada, like cycling.

Windley Key is 2.7 miles from the accommodation, while Pigeon Key is 13 miles from the property. Miami International Airport is 74 miles away.

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Lush tropical plantings in a gated compound located directly on the Florida Bay cottage
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Holiday home in Islamorada · 0.16 km from centre

Lush tropical plantings in a gated compound located directly on the Florida Bay cottage offers accommodations in Islamorada, 13 miles from Pigeon Key and 21 miles from John Pennekamp State Park. The property is around a 13-minute walk from Upper Matecumbe Key, 2.1 miles from Theater of the Sea on Islamorada, and 2.7 miles from Windley Key. The vacation home offers free Wifi and free private parking.

This air-conditioned 1-bedroom vacation home comes with a seating area, a cable TV, and a fully equipped kitchen with a dishwasher. Towels and bed linen are offered in the vacation home. The accommodation is non-smoking.

Guests at the vacation home will be able to enjoy activities in and around Islamorada, like cycling.

Dolphin Cove is 21 miles from Lush tropical plantings in a gated compound located directly on the Florida Bay cottage, while Florida Keys Aquarium Encounters is 30 miles from the property. Miami International Airport is 74 miles away.

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Little Bay Upper
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Apartment in Islamorada · 0.16 km from centre

Little Bay Upper is located in Islamorada, just a 13-minute walk from Upper Matecumbe Key and 2.1 miles from Theater of the Sea on Islamorada. This apartment features air-conditioned accommodations with a balcony. The apartment offers parking on-site, a spa center, and an ATM.

With free Wifi, this 2-bedroom apartment provides a cable TV, a washing machine, and a fully equipped kitchen with a dishwasher and oven. The accommodation is non-smoking.

A water park is also available for guests at the apartment.

Windley Key is 2.7 miles from Little Bay Upper, while Pigeon Key is 13 miles away. Miami International Airport is 74 miles from the property.

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Sunset Inn
Full StarFull StarFull Star
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Hotel in Islamorada · 0.24 km from centre

9.2

 

968 reviews

With a stay at Sunset Inn in Islamorada (Matecumbe), you'll be a 5-minute walk from Islamorada Brewery & Distillery and 8 minutes by foot from Keys History & Discovery Center. This hotel is 0.5 mi (0.9 km) from Matecumbe United Methodist Church and 0.8 mi (1.3 km) from History of Diving Museum.

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