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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
The 3-star Pines & Palms Resort Islamorada is located nearly 25 minutes' walk from Hurricane Monument, offering 24 rooms along with a sunbathing terrace and a picnic area.
History of Diving Museum in Islamorada is 4.2 km from the hotel. A 30-minute stroll takes you to Michelle Nicole Lowe Art Gallery.
Pines & Palms Resort
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Live entertainment
- Pool with view
Pines & Palms Resort
The 3-star Pines & Palms Resort Islamorada is located nearly 25 minutes' walk from Hurricane Monument, offering 24 rooms along with a sunbathing terrace and a picnic area.
History of Diving Museum in Islamorada is 4.2 km from the hotel. A 30-minute stroll takes you to Michelle Nicole Lowe Art Gallery.
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Private beach
Islander Resort
- Picnic area/ Tables
- Free parking
- 24-hour reception
- Air conditioning
- Live entertainment
- Pool with view
The 4-star luxury Islander Resort Islamorada is located about 25 minutes on foot from the shallow coral reef "Cheeca Rocks", offering 114 rooms along with spa therapy, a picnic area, and a golf course.
Located just near the class museum "Florida Keys History and Discovery Center", this Islamorada resort is nestled in a cultural area. Also, Hurricane Monument is only 1.8 km from the hotel.
Islander Resort
- Picnic area/ Tables
- Free parking
- 24-hour reception
- Air conditioning
- Live entertainment
- Pool with view
Islander Resort
The 4-star luxury Islander Resort Islamorada is located about 25 minutes on foot from the shallow coral reef "Cheeca Rocks", offering 114 rooms along with spa therapy, a picnic area, and a golf course.
Located just near the class museum "Florida Keys History and Discovery Center", this Islamorada resort is nestled in a cultural area. Also, Hurricane Monument is only 1.8 km from the hotel.
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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
Featuring Wi-Fi in public areas, the 2-star La Jolla Resort Islamorada is 17 minutes' walk from Hurricane Monument. Offering views of the garden, the hotel is in proximity to the world-class museum "Florida Keys History and Discovery Center" and boasts an outdoor swimming pool.
This smoke-free resort is located in a beach area of Islamorada, a mere 1.1 km from History of Diving Museum. The La Jolla places you 550 metres from Islander resort. Windley Key Fossil Reef Geological State Park is also situated 4.3 km away.
La Jolla Resort
- BBQ facilities
- Free parking
- Housekeeping
- Air conditioning
- Live entertainment
- Outdoor swimming pool
La Jolla Resort
Featuring Wi-Fi in public areas, the 2-star La Jolla Resort Islamorada is 17 minutes' walk from Hurricane Monument. Offering views of the garden, the hotel is in proximity to the world-class museum "Florida Keys History and Discovery Center" and boasts an outdoor swimming pool.
This smoke-free resort is located in a beach area of Islamorada, a mere 1.1 km from History of Diving Museum. The La Jolla places you 550 metres from Islander resort. Windley Key Fossil Reef Geological State Park is also situated 4.3 km away.
Cheap Hotels
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Guest favorite
Sunset Inn
- Picnic area/ Tables
- Free parking
- Housekeeping
- Air conditioning
- Flat-screen TV
- Outdoor swimming pool
Featuring a game area and barbecue grills, the 3-star smoke-free Sunset Inn Islamorada enjoys a convenient location, only 1.1 km from Anne s Beach. Located within easy reach of the class museum "Florida Keys History and Discovery Center", the comfortable hotel has to offer a heated pool onsite plus ping-pong, giant chess, and cornhole in the area.
The centre of Islamorada can be reached within a 5-minute walk, and natural attractions like the Windley Key Fossil Reef Geological State Park are about 10 minutes' drive away. The Sunset Inn provides easy access to the Lignumvitae Key Botanical State Park, which is 2.5 km away. 16 minutes' walk from the inn, guests will also find the History of Diving Museum.
Sunset Inn
- Picnic area/ Tables
- Free parking
- Housekeeping
- Air conditioning
- Flat-screen TV
- Outdoor swimming pool
Sunset Inn
Featuring a game area and barbecue grills, the 3-star smoke-free Sunset Inn Islamorada enjoys a convenient location, only 1.1 km from Anne s Beach. Located within easy reach of the class museum "Florida Keys History and Discovery Center", the comfortable hotel has to offer a heated pool onsite plus ping-pong, giant chess, and cornhole in the area.
The centre of Islamorada can be reached within a 5-minute walk, and natural attractions like the Windley Key Fossil Reef Geological State Park are about 10 minutes' drive away. The Sunset Inn provides easy access to the Lignumvitae Key Botanical State Park, which is 2.5 km away. 16 minutes' walk from the inn, guests will also find the History of Diving Museum.
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Private beach
Chesapeake Beach Resort
- Cookware/ Kitchen utensils
- Free parking
- 24-hour reception
- Air conditioning
- Live entertainment
- Pool with view
Located nearly 25 minutes' walk from Windley Key Fossil Reef Geological State Park and featuring yoga instruction and bicycles, the 3-star oceanfront Chesapeake Beach Resort Islamorada accommodates guests in air-conditioned rooms with views of the ocean. Featuring a swimming pool, this Islamorada resort is just a few steps from Whale Harbor Marina.
Also, take advantage of the proximity to Indian Key State Historic Site, which is 4.1 km away. There is the class museum "Florida Keys History and Discovery Center" about a 30-minute walk away.
Chesapeake Beach Resort
- Cookware/ Kitchen utensils
- Free parking
- 24-hour reception
- Air conditioning
- Live entertainment
- Pool with view
Chesapeake Beach Resort
Located nearly 25 minutes' walk from Windley Key Fossil Reef Geological State Park and featuring yoga instruction and bicycles, the 3-star oceanfront Chesapeake Beach Resort Islamorada accommodates guests in air-conditioned rooms with views of the ocean. Featuring a swimming pool, this Islamorada resort is just a few steps from Whale Harbor Marina.
Also, take advantage of the proximity to Indian Key State Historic Site, which is 4.1 km away. There is the class museum "Florida Keys History and Discovery Center" about a 30-minute walk away.
Ragged Edge Resort & Marina
- BBQ facilities
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Car park
Charges may apply
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Pool with view
Overlooking the sea, Ragged Edge Resort & Marina Islamorada is located 10 minutes' walk from Bluewater In The Keys. While staying in proximity to Rain Barrel Sculpture Gallery, guests can go for a swim in an outdoor swimming pool or enjoy a sunbathing terrace and a picnic area.
This resort has a convenient location 1.1 km from the 45 - acre Founders Park. The Ragged Edge Resort & Marina offers a setting a 15-minute drive from History of Diving Museum. Cultural experiences in the area feature the class museum "Florida Keys History and Discovery Center", situated within 7 km of this comfortable hotel.
Ragged Edge Resort & Marina
- BBQ facilities
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Car park
Charges may apply
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Pool with view
Ragged Edge Resort & Marina
Overlooking the sea, Ragged Edge Resort & Marina Islamorada is located 10 minutes' walk from Bluewater In The Keys. While staying in proximity to Rain Barrel Sculpture Gallery, guests can go for a swim in an outdoor swimming pool or enjoy a sunbathing terrace and a picnic area.
This resort has a convenient location 1.1 km from the 45 - acre Founders Park. The Ragged Edge Resort & Marina offers a setting a 15-minute drive from History of Diving Museum. Cultural experiences in the area feature the class museum "Florida Keys History and Discovery Center", situated within 7 km of this comfortable hotel.
Pet Friendly Hotels
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Private beach
Matecumbe Resort
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Table tennis
- Heated swimming pool
The 2-star Matecumbe Resort Islamorada lies in a beach area of Islamorada 2.9 km from Indian Key Historic State Park, featuring a sunbathing terrace and a picnic area. Providing access to a year-round outdoor pool as well as canyoning, cycling, and ping pong, this comfortable hotel is located in the immediate vicinity of Lower Matecumbe Key Island.
The 280 - acre island "Lignumvitae Key Botanical State Park" is 10 minutes by car from the aparthotel. Guests of the property can get to Lignumvitae Key Island, which is 3.6 km away.
Matecumbe Resort
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Table tennis
- Heated swimming pool
Matecumbe Resort
The 2-star Matecumbe Resort Islamorada lies in a beach area of Islamorada 2.9 km from Indian Key Historic State Park, featuring a sunbathing terrace and a picnic area. Providing access to a year-round outdoor pool as well as canyoning, cycling, and ping pong, this comfortable hotel is located in the immediate vicinity of Lower Matecumbe Key Island.
The 280 - acre island "Lignumvitae Key Botanical State Park" is 10 minutes by car from the aparthotel. Guests of the property can get to Lignumvitae Key Island, which is 3.6 km away.
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Popular choice
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Private beach
Breezy Palms Resort
- BBQ facilities
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Car park
Charges may apply
- 24-hour reception
- Air conditioning
- Flat-screen TV
- Outdoor swimming pool
Situated 3.5 km from a shopping hub like the Lobster Trap Art Gift Shop and Gallery, the comfortable Breezy Palms Resort Islamorada provides guests with a private beach area. This 3-star hotel boasts an outdoor swimming pool, Wi-Fi throughout the property and rooms with a view of the ocean.
The Upper Matecumbe Key stands nearly 10 minutes away by car, and the Michelle Nicole Lowe Art Gallery is around 15 minutes by car from the resort. Cultural sights in the area include the world-class museum "Florida Keys History and Discovery Center", which is 3.6 km away. The Breezy Palms Resort is located within a 20-minute drive of the Hurricane Monument.
Breezy Palms Resort
- BBQ facilities
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Car park
Charges may apply
- 24-hour reception
- Air conditioning
- Flat-screen TV
- Outdoor swimming pool
Breezy Palms Resort
Situated 3.5 km from a shopping hub like the Lobster Trap Art Gift Shop and Gallery, the comfortable Breezy Palms Resort Islamorada provides guests with a private beach area. This 3-star hotel boasts an outdoor swimming pool, Wi-Fi throughout the property and rooms with a view of the ocean.
The Upper Matecumbe Key stands nearly 10 minutes away by car, and the Michelle Nicole Lowe Art Gallery is around 15 minutes by car from the resort. Cultural sights in the area include the world-class museum "Florida Keys History and Discovery Center", which is 3.6 km away. The Breezy Palms Resort is located within a 20-minute drive of the Hurricane Monument.
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
- Restaurant
- Free parking
- 24-hour reception
- Flat-screen TV
- Fitness centre
- Outdoor swimming pool
Three Waters Resort And Marina, Islamorada, A Tribute Portfolio Resort is a great place to stay in a cultural district, a 15-minute walk from Windley Key Fossil Reef Geological State Park. This inn features Wi-Fi throughout the property and 90 rooms that offer views of the sea.
History of Diving Museum is 1.9 km from the 4-star hotel, and Islamorada is located 4.5 km away. Guests can get to Islamorada city centre, which is 3 km away. The Three Waters Resort And Marina, Islamorada, A Tribute Portfolio Resort allows you to enjoy such natural sights as the 45 - acre Founders Park a 10-minute drive away.
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
- Restaurant
- Free parking
- 24-hour reception
- Flat-screen TV
- Fitness centre
- Outdoor swimming pool
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Three Waters Resort And Marina, Islamorada, A Tribute Portfolio Resort is a great place to stay in a cultural district, a 15-minute walk from Windley Key Fossil Reef Geological State Park. This inn features Wi-Fi throughout the property and 90 rooms that offer views of the sea.
History of Diving Museum is 1.9 km from the 4-star hotel, and Islamorada is located 4.5 km away. Guests can get to Islamorada city centre, which is 3 km away. The Three Waters Resort And Marina, Islamorada, A Tribute Portfolio Resort allows you to enjoy such natural sights as the 45 - acre Founders Park a 10-minute drive away.
Dog Friendly Hotels
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Eco-friendly stay
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Private beach
Cheeca Lodge & Spa
- In-room breakfast
- Valet parking
- 24-hour reception
- Air conditioning
- Steam room
- Pool with view
The 5-star luxury Cheeca Lodge & Spa Islamorada hotel in the cultural district of Islamorada, approximately a 5-minute walk from Upper Matecumbe Key Island, features 10 outdoor tennis courts for guests to enjoy. Offering a steam room, a hot tub, and a foot bath on-site, along with an adult pool, the stylish resort boasts a setting located within reach of the world-class museum "Florida Keys History and Discovery Center".
The hotel has a private location merely 1.3 km from Hurricane Monument, while shopping venues like the shopping mall "Pasta Pantaleo Signature Gallery" are 500 metres away. There is a private beach 950 metres from the exclusive Cheeca. Anne s Beach is also about a 10-minute walk away.
Cheeca Lodge & Spa
- In-room breakfast
- Valet parking
- 24-hour reception
- Air conditioning
- Steam room
- Pool with view
Cheeca Lodge & Spa
The 5-star luxury Cheeca Lodge & Spa Islamorada hotel in the cultural district of Islamorada, approximately a 5-minute walk from Upper Matecumbe Key Island, features 10 outdoor tennis courts for guests to enjoy. Offering a steam room, a hot tub, and a foot bath on-site, along with an adult pool, the stylish resort boasts a setting located within reach of the world-class museum "Florida Keys History and Discovery Center".
The hotel has a private location merely 1.3 km from Hurricane Monument, while shopping venues like the shopping mall "Pasta Pantaleo Signature Gallery" are 500 metres away. There is a private beach 950 metres from the exclusive Cheeca. Anne s Beach is also about a 10-minute walk away.
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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
Featuring a private beach area and a convenience shop, the 3-star Caloosa Cove Resort By Coolvacay Islamorada provides guests with a vending machine and a lift.
Lower Matecumbe Key Island is 3.1 km from this Islamorada hotel, while approximately a 10-minute ride from Craig Key Island this place.
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
Featuring a private beach area and a convenience shop, the 3-star Caloosa Cove Resort By Coolvacay Islamorada provides guests with a vending machine and a lift.
Lower Matecumbe Key Island is 3.1 km from this Islamorada hotel, while approximately a 10-minute ride from Craig Key Island this place.
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Private beach
Bayside Villas By Islander Resort
- BBQ facilities
- Free parking
- Housekeeping
- Air conditioning
- Fitness centre
- Pool with view
Bayside Villas By Islander Resort Islamorada is located a 7-minute walk from FNX Club by Islamorada Fitness, in the centre of Islamorada, and offers rooms with ocean views. The resort boasts a heated pool with a hot tub.
Situated 650 metres from The Hok, the contemporary hotel is also in proximity to Indian Key State Historic Site. Take benefit from the proximity to Portside Studio & Gallery, which is an 11-minute walk away. 3 km from History of Diving Museum is a perk for guests staying at the Bayside Villas.
Bayside Villas By Islander Resort
- BBQ facilities
- Free parking
- Housekeeping
- Air conditioning
- Fitness centre
- Pool with view
Bayside Villas By Islander Resort
Bayside Villas By Islander Resort Islamorada is located a 7-minute walk from FNX Club by Islamorada Fitness, in the centre of Islamorada, and offers rooms with ocean views. The resort boasts a heated pool with a hot tub.
Situated 650 metres from The Hok, the contemporary hotel is also in proximity to Indian Key State Historic Site. Take benefit from the proximity to Portside Studio & Gallery, which is an 11-minute walk away. 3 km from History of Diving Museum is a perk for guests staying at the Bayside Villas.
Kid Friendly Hotels
Treasure Harbor
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Ironing facilities
- Outdoor swimming pool
Located 3.1 km from Our Place In Paradise, the comfortable Treasure Harbor Hotel Islamorada boasts an outdoor swimming pool.
About 15 minutes' drive from this 3-star hotel, guests will find History of Diving Museum. The hotel is just around the corner from Crossland Gallery and is adjacent to the Rain Barrel Sculpture Gallery.
Treasure Harbor
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Ironing facilities
- Outdoor swimming pool
Treasure Harbor
Located 3.1 km from Our Place In Paradise, the comfortable Treasure Harbor Hotel Islamorada boasts an outdoor swimming pool.
About 15 minutes' drive from this 3-star hotel, guests will find History of Diving Museum. The hotel is just around the corner from Crossland Gallery and is adjacent to the Rain Barrel Sculpture Gallery.
The Ocean View Inn
- Restaurant
- Free parking
- Air conditioning
- Flat-screen TV
- Bar/ Lounge area
- Heated swimming pool
Located 3.4 km from Rain Barrel Sculpture Gallery, the comfortable The Ocean View Inn Islamorada offers air-conditioned rooms about 10 minutes' drive from Rain Barrel Village. Guests can enjoy Wi-Fi in the rooms along with views of Islamorada.
The 3-star hotel is also situated a short way from Windley Key Fossil Reef Geological State Park. The nearby cultural attractions include History of Diving Museum, which is 2.6 km from The Ocean View Inn Islamorada.
The Ocean View Inn
- Restaurant
- Free parking
- Air conditioning
- Flat-screen TV
- Bar/ Lounge area
- Heated swimming pool
The Ocean View Inn
Located 3.4 km from Rain Barrel Sculpture Gallery, the comfortable The Ocean View Inn Islamorada offers air-conditioned rooms about 10 minutes' drive from Rain Barrel Village. Guests can enjoy Wi-Fi in the rooms along with views of Islamorada.
The 3-star hotel is also situated a short way from Windley Key Fossil Reef Geological State Park. The nearby cultural attractions include History of Diving Museum, which is 2.6 km from The Ocean View Inn Islamorada.
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Private beach
The Islands Of Islamorada
- In-room breakfast
- Free parking
- VIP check-in/ -out
- Air conditioning
- Fitness centre
- Pool with view
Providing 24 rooms, the comfortable The Islands Of Islamorada hotel is around 20 minutes' walk from Upper Matecumbe Key Island. While staying in this 5-star hotel, which is located in a cultural neighbourhood, you can enjoy a terrace bar and a swimming pool.
Hurricane Monument is merely 1.8 km from here. History of Diving Museum is also close by.
The Islands Of Islamorada
- In-room breakfast
- Free parking
- VIP check-in/ -out
- Air conditioning
- Fitness centre
- Pool with view
The Islands Of Islamorada
Providing 24 rooms, the comfortable The Islands Of Islamorada hotel is around 20 minutes' walk from Upper Matecumbe Key Island. While staying in this 5-star hotel, which is located in a cultural neighbourhood, you can enjoy a terrace bar and a swimming pool.
Hurricane Monument is merely 1.8 km from here. History of Diving Museum is also close by.
Hotels Downtown
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Beach access
Casa Morada
- Free parking
- Housekeeping
- Air conditioning
- Flat-screen TV
- Jacuzzi
- Outdoor swimming pool
Offering 46 rooms, the 5-star Casa Morada Hotel Islamorada is nestled about a 20-minute walk from the coastline. There is a poolside bar and an outdoor swimming pool available on the premises.
Located 2.3 km from Lignumvitae Key Botanical State Park, the hotel is 2.1 km from Indian Key State Historic Site. Lobster Trap Art Gift Shop and Gallery is also approximately 100 metres away.
Casa Morada
- Free parking
- Housekeeping
- Air conditioning
- Flat-screen TV
- Jacuzzi
- Outdoor swimming pool
Casa Morada
Offering 46 rooms, the 5-star Casa Morada Hotel Islamorada is nestled about a 20-minute walk from the coastline. There is a poolside bar and an outdoor swimming pool available on the premises.
Located 2.3 km from Lignumvitae Key Botanical State Park, the hotel is 2.1 km from Indian Key State Historic Site. Lobster Trap Art Gift Shop and Gallery is also approximately 100 metres away.
Sands Of Islamorada
- BBQ facilities
- Free parking
- Housekeeping
- Air conditioning
- Jacuzzi
- Outdoor swimming pool
Featuring an outdoor swimming pool, the 2-star Sands Of Islamorada hotel is about 10 minutes by car from Upper Matecumbe Key Island. Boasting access to the class museum "Florida Keys History and Discovery Center", 3.4 km away, the inn includes a picnic area and barbecue grills providing guests with air-conditioned rooms.
This Islamorada hotel is located around 15 minutes' drive from Hurricane Monument. Along with other cultural attractions History of Diving Museum is nestled 4.8 km from the Sands Islamorada.
Sands Of Islamorada
- BBQ facilities
- Free parking
- Housekeeping
- Air conditioning
- Jacuzzi
- Outdoor swimming pool
Sands Of Islamorada
Featuring an outdoor swimming pool, the 2-star Sands Of Islamorada hotel is about 10 minutes by car from Upper Matecumbe Key Island. Boasting access to the class museum "Florida Keys History and Discovery Center", 3.4 km away, the inn includes a picnic area and barbecue grills providing guests with air-conditioned rooms.
This Islamorada hotel is located around 15 minutes' drive from Hurricane Monument. Along with other cultural attractions History of Diving Museum is nestled 4.8 km from the Sands Islamorada.
Coconut Cove Resort & Marina
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Fitness centre
- Outdoor swimming pool
The comfortable Coconut Cove Resort & Marina Islamorada is about a 5-minute walk from Windley Key Island and offers a picnic area and barbecue grills. Air-conditioned rooms, garden views and an outdoor swimming pool are at guests' disposal at this 2-star hotel, 4.9 km from Hurricane Monument.
The inn has a convenient location within a 10-minute drive of Rain Barrel Sculpture Gallery, while shopping venues like Lobster Trap Art Gift Shop and Gallery are approximately 15 minutes away by car. The Coconut Cove in the shopping district of Islamorada is located 2.8 km from History of Diving Museum. The nearby cultural experience includes the class museum "Florida Keys History and Discovery Center", which is nearly 20 minutes away by car.
Coconut Cove Resort & Marina
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Fitness centre
- Outdoor swimming pool
Coconut Cove Resort & Marina
The comfortable Coconut Cove Resort & Marina Islamorada is about a 5-minute walk from Windley Key Island and offers a picnic area and barbecue grills. Air-conditioned rooms, garden views and an outdoor swimming pool are at guests' disposal at this 2-star hotel, 4.9 km from Hurricane Monument.
The inn has a convenient location within a 10-minute drive of Rain Barrel Sculpture Gallery, while shopping venues like Lobster Trap Art Gift Shop and Gallery are approximately 15 minutes away by car. The Coconut Cove in the shopping district of Islamorada is located 2.8 km from History of Diving Museum. The nearby cultural experience includes the class museum "Florida Keys History and Discovery Center", which is nearly 20 minutes away by car.
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, $ | |
| Pines & Palms Resort |
9.3 / 10 (556 Reviews) |
From 134$ | |
| Islander Resort |
9.0 / 10 (1272 Reviews) |
From 204$ | |
| La Jolla Resort |
8.8 / 10 (748 Reviews) |
From 181$ | |
| Sunset Inn |
8.5 / 10 (1506 Reviews) |
From 107$ | |
| Chesapeake Beach Resort |
8.5 / 10 (727 Reviews) |
From 149$ |
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