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Private beach
Cheeca Lodge & Spa
- In-room breakfast
- Valet parking
- 24-hour reception
- Air conditioning
- Steam room
- Pool with view
Cheeca Lodge & Spa Islamorada is set 5 minutes' stroll from Elena Madden Studio Gallery and approximately a 16-minute stroll from Indian Key State Historic Site. This resort offers to indulge in a steam room, a Jacuzzi and a massage chair or take a refreshing dip in an outdoor pool, before discovering the secrets of seafood cuisine served at American restaurant.
The exclusive 4-star accommodation is situated in a beach area of Islamorada, only a few minutes away from Matecumbe United Methodist Church. The Cheeca Lodge & Spa is located within walking distance from Everglades National Park.
Cheeca Lodge & Spa
- In-room breakfast
- Valet parking
- 24-hour reception
- Air conditioning
- Steam room
- Pool with view
Cheeca Lodge & Spa
Cheeca Lodge & Spa Islamorada is set 5 minutes' stroll from Elena Madden Studio Gallery and approximately a 16-minute stroll from Indian Key State Historic Site. This resort offers to indulge in a steam room, a Jacuzzi and a massage chair or take a refreshing dip in an outdoor pool, before discovering the secrets of seafood cuisine served at American restaurant.
The exclusive 4-star accommodation is situated in a beach area of Islamorada, only a few minutes away from Matecumbe United Methodist Church. The Cheeca Lodge & Spa is located within walking distance from Everglades National Park.
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Private beach
Caloosa Cove Resort By Coolvacay
- BBQ facilities
- Free parking
- Express check-in/ -out
- Air conditioning
- Tennis court
- Pool with view
The 3-star Caloosa Cove Resort - With Full Kitchens is placed in a beach area of Islamorada, 10 minutes by car from Craig Key Island and about 10 minutes' drive from Lower Matecumbe Key Island. This Islamorada resort has an à la carte restaurant and a heated pool for its guests.
An own beach is a 5-minute walk from the property.
Caloosa Cove Resort By Coolvacay
- BBQ facilities
- Free parking
- Express check-in/ -out
- Air conditioning
- Tennis court
- Pool with view
Caloosa Cove Resort By Coolvacay
The 3-star Caloosa Cove Resort - With Full Kitchens is placed in a beach area of Islamorada, 10 minutes by car from Craig Key Island and about 10 minutes' drive from Lower Matecumbe Key Island. This Islamorada resort has an à la carte restaurant and a heated pool for its guests.
An own beach is a 5-minute walk from the property.
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Best-rated
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Private beach
Pines & Palms Resort
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Live entertainment
- Pool with view
Pines & Palms Resort Islamorada is set nearly a 10-minute drive from the class museum "Florida Keys History and Discovery Center" and nearly a 10-minute drive from Lobster Trap Art Gift Shop and Gallery. Guests can spend their days relaxing by a swimming pool or try parasailing, windsurfing and snorkelling arranged at this 3-star resort.
The accommodation is located in a beach area of Islamorada. Guests can get to Islamorada city centre, which is 4 km away.
Pines & Palms Resort
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Live entertainment
- Pool with view
Pines & Palms Resort
Pines & Palms Resort Islamorada is set nearly a 10-minute drive from the class museum "Florida Keys History and Discovery Center" and nearly a 10-minute drive from Lobster Trap Art Gift Shop and Gallery. Guests can spend their days relaxing by a swimming pool or try parasailing, windsurfing and snorkelling arranged at this 3-star resort.
The accommodation is located in a beach area of Islamorada. Guests can get to Islamorada city centre, which is 4 km away.
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Private beach
Amara Cay Resort
- Restaurant
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Car park
Charges may apply
- 24-hour reception
- Air conditioning
- Fitness centre
- Pool with view
The 4-star Amara Cay Resort Islamorada is set within 3.3 km of Indian Key Historic State Park and within 10 minutes' drive of History of Diving Museum. Located a 10-minute drive from Upper Matecumbe Key Island, the comfortable resort features 110 rooms with views of the sea.
The accommodation is a great place to stay due to its beachfront location in Islamorada. Guests can get to Islamorada city centre, which is 4 km away. The hotel is also near a boat dock.
Amara Cay Resort
- Restaurant
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Car park
Charges may apply
- 24-hour reception
- Air conditioning
- Fitness centre
- Pool with view
Amara Cay Resort
The 4-star Amara Cay Resort Islamorada is set within 3.3 km of Indian Key Historic State Park and within 10 minutes' drive of History of Diving Museum. Located a 10-minute drive from Upper Matecumbe Key Island, the comfortable resort features 110 rooms with views of the sea.
The accommodation is a great place to stay due to its beachfront location in Islamorada. Guests can get to Islamorada city centre, which is 4 km away. The hotel is also near a boat dock.
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Top location
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Private beach
La Jolla Resort
- BBQ facilities
- Free parking
- Housekeeping
- Air conditioning
- Live entertainment
- Outdoor swimming pool
The charming La Jolla Resort is placed in a beach area of Islamorada, merely 1.4 km from Hurricane Monument and about 25 minutes on foot from Lignumvitae Key Botanical State Park. Featuring 17 rooms with views of the bay, this 2-star resort is set not very far from History of Diving Museum.
The centre of Islamorada can be reached within a 5-minute walk. The hotel is just 7 minutes' walk from the own beach. One of the most important attractions in Islamorada is Lobster Trap Art Gift Shop and Gallery and it is located at walking distance from the accommodation.
La Jolla Resort
- BBQ facilities
- Free parking
- Housekeeping
- Air conditioning
- Live entertainment
- Outdoor swimming pool
La Jolla Resort
The charming La Jolla Resort is placed in a beach area of Islamorada, merely 1.4 km from Hurricane Monument and about 25 minutes on foot from Lignumvitae Key Botanical State Park. Featuring 17 rooms with views of the bay, this 2-star resort is set not very far from History of Diving Museum.
The centre of Islamorada can be reached within a 5-minute walk. The hotel is just 7 minutes' walk from the own beach. One of the most important attractions in Islamorada is Lobster Trap Art Gift Shop and Gallery and it is located at walking distance from the accommodation.
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Guest favorite
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Private beach
Islander Resort
- Picnic area/ Tables
- Free parking
- 24-hour reception
- Air conditioning
- Live entertainment
- Pool with view
Islander Resort Islamorada is set about 5 minutes' drive from Hurricane Monument and 5 minutes by car from History of Diving Museum. At this 4-star resort, located relatively close to Upper Matecumbe Key Island, you can spend the day in an outdoor swimming pool or keep active with snorkelling, kayaking and basketball.
The property is situated in a beach area of Islamorada, a 5-minute stroll from the class museum "Florida Keys History and Discovery Center". The private beach is approximately an 11-minute walk away.
Islander Resort
- Picnic area/ Tables
- Free parking
- 24-hour reception
- Air conditioning
- Live entertainment
- Pool with view
Islander Resort
Islander Resort Islamorada is set about 5 minutes' drive from Hurricane Monument and 5 minutes by car from History of Diving Museum. At this 4-star resort, located relatively close to Upper Matecumbe Key Island, you can spend the day in an outdoor swimming pool or keep active with snorkelling, kayaking and basketball.
The property is situated in a beach area of Islamorada, a 5-minute stroll from the class museum "Florida Keys History and Discovery Center". The private beach is approximately an 11-minute walk away.
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Private beach
La Siesta Resort & Villas
- Free parking
- Security
- Air conditioning
- Flat-screen TV
- Fitness centre
- Sun loungers
Nestled in a business district, La Siesta Resort & Villas Islamorada is within 25 minutes' walk of Hurricane Monument. The resort is placed within 5 minutes' drive of Upper Matecumbe Key Island, and provides guests with a hot tub and an outdoor swimming pool.
The property is located in a beach area of Islamorada. This 3-star hotel also gives access to History of Diving Museum, which is 10 minutes' drive away. Thanks to a location just off a motorway, the accommodation is well-connected with other parts of Islamorada.
La Siesta Resort & Villas
- Free parking
- Security
- Air conditioning
- Flat-screen TV
- Fitness centre
- Sun loungers
La Siesta Resort & Villas
Nestled in a business district, La Siesta Resort & Villas Islamorada is within 25 minutes' walk of Hurricane Monument. The resort is placed within 5 minutes' drive of Upper Matecumbe Key Island, and provides guests with a hot tub and an outdoor swimming pool.
The property is located in a beach area of Islamorada. This 3-star hotel also gives access to History of Diving Museum, which is 10 minutes' drive away. Thanks to a location just off a motorway, the accommodation is well-connected with other parts of Islamorada.
Pelican Cove Resort & Marina
Pelican Cove Resort & Marina Islamorada is a charming 3-star property set 15 minutes on foot from Windley Key Island and within 10 minutes' drive of the world-class museum "Florida Keys History and Discovery Center". The resort lies 10 minutes' drive from Hurricane Monument, and offers an American restaurant and a swimming pool onsite.
Guests can get to Islamorada city centre, which is 4 km away.
Pelican Cove Resort & Marina
Pelican Cove Resort & Marina
Pelican Cove Resort & Marina Islamorada is a charming 3-star property set 15 minutes on foot from Windley Key Island and within 10 minutes' drive of the world-class museum "Florida Keys History and Discovery Center". The resort lies 10 minutes' drive from Hurricane Monument, and offers an American restaurant and a swimming pool onsite.
Guests can get to Islamorada city centre, which is 4 km away.
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Private beach
Fisher Inn Resort & Marina
- Cookware/ Kitchen utensils
- Free parking
- VIP check-in/ -out
- Air conditioning
- Table tennis
- Pool with view
The 3-star Fisher Inn Resort & Marina Islamorada is set within 10 minutes' drive of the 45-acre Founders Park and nearly a 10-minute drive from Michelle Nicole Lowe Art Gallery. Located relatively near Windley Key Island, the oceanfront hotel features a swimming pool for guests to relax in.
Guests can get to Islamorada city centre, which is 5 km away.
Fisher Inn Resort & Marina
- Cookware/ Kitchen utensils
- Free parking
- VIP check-in/ -out
- Air conditioning
- Table tennis
- Pool with view
Fisher Inn Resort & Marina
The 3-star Fisher Inn Resort & Marina Islamorada is set within 10 minutes' drive of the 45-acre Founders Park and nearly a 10-minute drive from Michelle Nicole Lowe Art Gallery. Located relatively near Windley Key Island, the oceanfront hotel features a swimming pool for guests to relax in.
Guests can get to Islamorada city centre, which is 5 km away.
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Great deal
Sunset Inn
- BBQ facilities
- Free parking
- Housekeeping
- Air conditioning
- Flat-screen TV
- Outdoor swimming pool
The 3-star Sunset Inn Islamorada is set within 16 minutes' walk of Carysfort Reef and 13 minutes' walk from Anne s Beach. Guests will enjoy an outdoor swimming pool while staying in the inn within close distance of John Pennekamp State Park.
Located opposite to the class museum "Florida Keys History and Discovery Center", this property is about 5 minutes' walk from Islamorada city centre. Lobster Trap Art Gift Shop and Gallery lies only 0.7 km from the hotel.
Sunset Inn
- BBQ facilities
- Free parking
- Housekeeping
- Air conditioning
- Flat-screen TV
- Outdoor swimming pool
Sunset Inn
The 3-star Sunset Inn Islamorada is set within 16 minutes' walk of Carysfort Reef and 13 minutes' walk from Anne s Beach. Guests will enjoy an outdoor swimming pool while staying in the inn within close distance of John Pennekamp State Park.
Located opposite to the class museum "Florida Keys History and Discovery Center", this property is about 5 minutes' walk from Islamorada city centre. Lobster Trap Art Gift Shop and Gallery lies only 0.7 km from the hotel.
Sands Of Islamorada
- BBQ facilities
- Free parking
- Housekeeping
- Air conditioning
- Jacuzzi
- Outdoor swimming pool
At a 34 km distance from Indian Key Historic State Park, Sands Of Islamorada Hotel includes 9 rooms. Located around a 10-minute drive from History of Diving Museum, the hotel offers views of the garden and an outdoor pool.
This Islamorada property is set nearly 25 minutes' walk from Lignumvitae Key Botanical State Park.
Sands Of Islamorada
- BBQ facilities
- Free parking
- Housekeeping
- Air conditioning
- Jacuzzi
- Outdoor swimming pool
Sands Of Islamorada
At a 34 km distance from Indian Key Historic State Park, Sands Of Islamorada Hotel includes 9 rooms. Located around a 10-minute drive from History of Diving Museum, the hotel offers views of the garden and an outdoor pool.
This Islamorada property is set nearly 25 minutes' walk from Lignumvitae Key Botanical State Park.
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Private beach
Chesapeake Beach Resort
- Cookware/ Kitchen utensils
- Free parking
- 24-hour reception
- Air conditioning
- Live entertainment
- Pool with view
The premium Chesapeake Beach Resort Islamorada is set around 25 minutes on foot from Windley Key Fossil Reef Geological State Park and within 10 minutes' drive of Hurricane Monument. Located nearly a 5-minute drive from Windley Key Island, this Islamorada resort features 45 rooms with views of the courtyard.
The 3-star smoke-free property offers a privileged location within an easy walking distance of Whale Harbor Marina. A 25-minute walk from the comfortable hotel will get you to the heart of Islamorada.
Chesapeake Beach Resort
- Cookware/ Kitchen utensils
- Free parking
- 24-hour reception
- Air conditioning
- Live entertainment
- Pool with view
Chesapeake Beach Resort
The premium Chesapeake Beach Resort Islamorada is set around 25 minutes on foot from Windley Key Fossil Reef Geological State Park and within 10 minutes' drive of Hurricane Monument. Located nearly a 5-minute drive from Windley Key Island, this Islamorada resort features 45 rooms with views of the courtyard.
The 3-star smoke-free property offers a privileged location within an easy walking distance of Whale Harbor Marina. A 25-minute walk from the comfortable hotel will get you to the heart of Islamorada.
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Private beach
Drop Anchor Resort & Marina
- Cookware/ Kitchen utensils
- Free parking
- Housekeeping
- Air conditioning
- Golf centre
- Pool with view
The lovely Drop Anchor Resort & Marina Islamorada is set 10 minutes by car from the 45-acre Founders Park and 10 minutes' drive from Islamorada. Located within a 10-minute drive of History of Diving Museum, this Islamorada hotel features 18 rooms with views of the courtyard.
Guests can get to Islamorada city centre, which is 5 km away.
Drop Anchor Resort & Marina
- Cookware/ Kitchen utensils
- Free parking
- Housekeeping
- Air conditioning
- Golf centre
- Pool with view
Drop Anchor Resort & Marina
The lovely Drop Anchor Resort & Marina Islamorada is set 10 minutes by car from the 45-acre Founders Park and 10 minutes' drive from Islamorada. Located within a 10-minute drive of History of Diving Museum, this Islamorada hotel features 18 rooms with views of the courtyard.
Guests can get to Islamorada city centre, which is 5 km away.
The Moorings Village
- Flat-screen TV
- Ironing facilities
- Tea and coffee facilities
The 3-star Moorings Village Islamorada is set less than a 5-minute stroll from Plantation Key and at a 2.4 km distance from History of Diving Museum. Located just a pleasant stroll away from Hurricane Monument, the boutique resort offers views of the sea and an outdoor pool.
The centre of Islamorada can be reached within 15 minutes' walk of the property. This Islamorada hotel is also 750 metres from the private beach. Matecumbe United Methodist Church lies a short walk to the accommodation.
The Moorings Village
- Flat-screen TV
- Ironing facilities
- Tea and coffee facilities
The Moorings Village
The 3-star Moorings Village Islamorada is set less than a 5-minute stroll from Plantation Key and at a 2.4 km distance from History of Diving Museum. Located just a pleasant stroll away from Hurricane Monument, the boutique resort offers views of the sea and an outdoor pool.
The centre of Islamorada can be reached within 15 minutes' walk of the property. This Islamorada hotel is also 750 metres from the private beach. Matecumbe United Methodist Church lies a short walk to the accommodation.
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Private beach
Matecumbe Resort
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Table tennis
- Heated swimming pool
Matecumbe Resort Islamorada is rated 2 stars and comprises 35 rooms with homely comforts. Located a 10-minute drive from Indian Key Historic State Park, this Islamorada resort boasts a swimming pool.
The property can be reached within 10 minutes' walk of Lower Matecumbe Key Island.
Matecumbe Resort
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Table tennis
- Heated swimming pool
Matecumbe Resort
Matecumbe Resort Islamorada is rated 2 stars and comprises 35 rooms with homely comforts. Located a 10-minute drive from Indian Key Historic State Park, this Islamorada resort boasts a swimming pool.
The property can be reached within 10 minutes' walk of Lower Matecumbe Key Island.
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Private beach
Bayside Villas By Islander Resort
- BBQ facilities
- Free parking
- Housekeeping
- Air conditioning
- Fitness centre
- Pool with view
Islander Bayside Villas & Boatslips Islamorada is a contemporary 4-star property set nearly 11 minutes on foot from Hurricane Monument and an 11-minute stroll from Anne s Beach. Located within walking distance to Indian Key State Historic Site, the beachfront resort features a swimming pool for guests to relax in.
The centre of Islamorada can be reached within 25 minutes' walk of the accommodation.
Bayside Villas By Islander Resort
- BBQ facilities
- Free parking
- Housekeeping
- Air conditioning
- Fitness centre
- Pool with view
Bayside Villas By Islander Resort
Islander Bayside Villas & Boatslips Islamorada is a contemporary 4-star property set nearly 11 minutes on foot from Hurricane Monument and an 11-minute stroll from Anne s Beach. Located within walking distance to Indian Key State Historic Site, the beachfront resort features a swimming pool for guests to relax in.
The centre of Islamorada can be reached within 25 minutes' walk of the accommodation.
Are you in a hurry?
Here is a quick list of hotels in Islamorada, selected based on their rating
| Name of hotel | Accommodation Rating | Price, $ | |
| Cheeca Lodge & Spa |
8.5 / 10 (662 Reviews) |
From 185$ | |
| Caloosa Cove Resort By Coolvacay |
8.8 / 10 (220 Reviews) |
From 413$ | |
| Pines & Palms Resort |
9.2 / 10 (644 Reviews) |
From 134$ | |
| Amara Cay Resort |
8.0 / 10 (593 Reviews) |
From 266$ | |
| La Jolla Resort |
8.8 / 10 (856 Reviews) |
From 181$ |