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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
Featuring a summer terrace and a picnic area, Pines & Palms Resort Islamorada is nestled around a 25-minute walk from the Michelle Nicole Lowe Art Gallery. Located about 3 km from the Lobster Trap Art Gift Shop and Gallery, this 3-star hotel offers views of the pool and an outdoor swimming pool.
The Hurricane Monument is within 30 minutes' walk of the resort in Islamorada. The area also includes natural sites like the Upper Matecumbe Key, which are 2.3 km from the Pines.
Pines & Palms Resort
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Live entertainment
- Pool with view
Pines & Palms Resort
Featuring a summer terrace and a picnic area, Pines & Palms Resort Islamorada is nestled around a 25-minute walk from the Michelle Nicole Lowe Art Gallery. Located about 3 km from the Lobster Trap Art Gift Shop and Gallery, this 3-star hotel offers views of the pool and an outdoor swimming pool.
The Hurricane Monument is within 30 minutes' walk of the resort in Islamorada. The area also includes natural sites like the Upper Matecumbe Key, which are 2.3 km from the Pines.
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Private beach
Islander Resort
- Picnic area/ Tables
- Free parking
- 24-hour reception
- Air conditioning
- Live entertainment
- Pool with view
The luxury Islander Resort Islamorada, located in a cultural neighbourhood, also offers the convenience of a charging station for electric vehicles on site.
The shallow coral reef "Cheeca Rocks" lies nearly 25 minutes' walk away, while Upper Matecumbe Key Island is a mere 0.6 km from the 4-star hotel. Cultural sights in the area are History of Diving Museum (1.7 km) and Hurricane Monument (1.8 km).
Islander Resort
- Picnic area/ Tables
- Free parking
- 24-hour reception
- Air conditioning
- Live entertainment
- Pool with view
Islander Resort
The luxury Islander Resort Islamorada, located in a cultural neighbourhood, also offers the convenience of a charging station for electric vehicles on site.
The shallow coral reef "Cheeca Rocks" lies nearly 25 minutes' walk away, while Upper Matecumbe Key Island is a mere 0.6 km from the 4-star hotel. Cultural sights in the area are History of Diving Museum (1.7 km) and Hurricane Monument (1.8 km).
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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
Offering an outdoor swimming pool, the 2-star smoke-free La Jolla Resort Islamorada provides guests with a private beach area and a shared lounge. While staying in this Islamorada resort, you are invited to discover Windley Key Fossil Reef Geological State Park, located approximately a 10-minute ride away, or walk for only 7 minutes to reach Upper Matecumbe Key Island.
The hotel is stationed only 1.1 km from History of Diving Museum. Guests residing at the La Jolla Islamorada have the advantage of proximity to Lobster Trap Art Gift Shop and Gallery, located merely a 12-minute stroll away.
La Jolla Resort
- BBQ facilities
- Free parking
- Housekeeping
- Air conditioning
- Live entertainment
- Outdoor swimming pool
La Jolla Resort
Offering an outdoor swimming pool, the 2-star smoke-free La Jolla Resort Islamorada provides guests with a private beach area and a shared lounge. While staying in this Islamorada resort, you are invited to discover Windley Key Fossil Reef Geological State Park, located approximately a 10-minute ride away, or walk for only 7 minutes to reach Upper Matecumbe Key Island.
The hotel is stationed only 1.1 km from History of Diving Museum. Guests residing at the La Jolla Islamorada have the advantage of proximity to Lobster Trap Art Gift Shop and Gallery, located merely a 12-minute stroll 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
The 3-star Sunset Inn Islamorada offers its guests air-conditioned rooms 750 metres from the Lobster Trap Art Gift Shop and Gallery. The inn features Wi-Fi in the rooms and private parking on site.
Located 4.5 km from the Windley Key Fossil Reef Geological State Park, this comfortable hotel is in the vicinity of the History of Diving Museum. A 5-minute walk from Sunset Inn will get you to the heart of Islamorada. Guests of the property can get to the Lignumvitae Key Botanical State Park, which is 10 minutes away by car.
Sunset Inn
- Picnic area/ Tables
- Free parking
- Housekeeping
- Air conditioning
- Flat-screen TV
- Outdoor swimming pool
Sunset Inn
The 3-star Sunset Inn Islamorada offers its guests air-conditioned rooms 750 metres from the Lobster Trap Art Gift Shop and Gallery. The inn features Wi-Fi in the rooms and private parking on site.
Located 4.5 km from the Windley Key Fossil Reef Geological State Park, this comfortable hotel is in the vicinity of the History of Diving Museum. A 5-minute walk from Sunset Inn will get you to the heart of Islamorada. Guests of the property can get to the Lignumvitae Key Botanical State Park, which is 10 minutes away by car.
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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 a 25-minute walk from the Windley Key Fossil Reef Geological State Park, the traditional Chesapeake Beach Resort Islamorada offers yoga instruction and bicycles. This 3-star resort features guided snorkelling trips and boat tours for a more entertaining stay.
The hotel is also within reach of the History of Diving Museum in Islamorada. Guests will appreciate an oceanfront location 250 metres from the Whale Harbor Marina.
Chesapeake Beach Resort
- Cookware/ Kitchen utensils
- Free parking
- 24-hour reception
- Air conditioning
- Live entertainment
- Pool with view
Chesapeake Beach Resort
Located nearly a 25-minute walk from the Windley Key Fossil Reef Geological State Park, the traditional Chesapeake Beach Resort Islamorada offers yoga instruction and bicycles. This 3-star resort features guided snorkelling trips and boat tours for a more entertaining stay.
The hotel is also within reach of the History of Diving Museum in Islamorada. Guests will appreciate an oceanfront location 250 metres from the Whale Harbor Marina.
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
The comfortable Ragged Edge Resort & Marina Islamorada, situated just 1.1 km from Islamorada, offers a sunbathing terrace and a picnic area.
Besides, Windley Key is only a 12-minute walk away. Staying at this Islamorada resort, you can also enjoy natural sights such as Windley Key Fossil Reef Geological State Park, which is 2.5 km 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
Ragged Edge Resort & Marina
The comfortable Ragged Edge Resort & Marina Islamorada, situated just 1.1 km from Islamorada, offers a sunbathing terrace and a picnic area.
Besides, Windley Key is only a 12-minute walk away. Staying at this Islamorada resort, you can also enjoy natural sights such as Windley Key Fossil Reef Geological State Park, which is 2.5 km away.
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 comfortable 2-star Matecumbe Resort Islamorada is located nearly a 10-minute drive from Indian Key Historic State Park, and features a sun deck and a picnic area.
Guests will also get to this Islamorada aparthotel 3.6 km from Lignumvitae Key Island. From the hotel, you can easily reach Lower Matecumbe Key Island, located just 5 minutes' stroll away.
Matecumbe Resort
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Table tennis
- Heated swimming pool
Matecumbe Resort
The comfortable 2-star Matecumbe Resort Islamorada is located nearly a 10-minute drive from Indian Key Historic State Park, and features a sun deck and a picnic area.
Guests will also get to this Islamorada aparthotel 3.6 km from Lignumvitae Key Island. From the hotel, you can easily reach Lower Matecumbe Key Island, located just 5 minutes' stroll 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
Breezy Palms Resort Islamorada includes 54 rooms and is a 17-minute walk from the Lignumvitae Key Botanical State Park. The resort also offers Wi-Fi in the rooms.
The comfortable hotel lies within reach of the Indian Key State Historic Site.
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
Breezy Palms Resort Islamorada includes 54 rooms and is a 17-minute walk from the Lignumvitae Key Botanical State Park. The resort also offers Wi-Fi in the rooms.
The comfortable hotel lies within reach of the Indian Key State Historic Site.
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
- Restaurant
- Free parking
- 24-hour reception
- Flat-screen TV
- Fitness centre
- Outdoor swimming pool
The 4-star family Three Waters Resort And Marina, Islamorada, A Tribute Portfolio Resort is situated within 4 km of Hurricane Monument, which is an excellent place to improve cultural awareness. Offering a tiki bar, this Islamorada inn also has a swimming pool beckoning guests to dive in.
Nestled in a cultural neighbourhood, the hotel lies about a 10-minute ride from the 45 - acre Founders Park. Attractions, you can find 4.1 km from the Three Waters Resort And Marina, Islamorada, A Tribute Portfolio Resort, include Rain Barrel Sculpture Gallery.
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
The 4-star family Three Waters Resort And Marina, Islamorada, A Tribute Portfolio Resort is situated within 4 km of Hurricane Monument, which is an excellent place to improve cultural awareness. Offering a tiki bar, this Islamorada inn also has a swimming pool beckoning guests to dive in.
Nestled in a cultural neighbourhood, the hotel lies about a 10-minute ride from the 45 - acre Founders Park. Attractions, you can find 4.1 km from the Three Waters Resort And Marina, Islamorada, A Tribute Portfolio Resort, include Rain Barrel Sculpture Gallery.
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 Cheeca Lodge & Spa Islamorada hotel, located a 16-minute walk from Hurricane Monument, offers spacious rooms. Nestled in a cultural district, the resort overlooks the beach and features a steam room, a Jacuzzi, and a foot bath.
This stylish hotel is situated in the very heart of Islamorada, in close proximity to Portside Studio & Gallery. The Cheeca Islamorada is located within a 700-metre distance of the world-class museum "Florida Keys History and Discovery Center" and 250 metres from Michelle Nicole Lowe Art Gallery.
Cheeca Lodge & Spa
- In-room breakfast
- Valet parking
- 24-hour reception
- Air conditioning
- Steam room
- Pool with view
Cheeca Lodge & Spa
The 5-star Cheeca Lodge & Spa Islamorada hotel, located a 16-minute walk from Hurricane Monument, offers spacious rooms. Nestled in a cultural district, the resort overlooks the beach and features a steam room, a Jacuzzi, and a foot bath.
This stylish hotel is situated in the very heart of Islamorada, in close proximity to Portside Studio & Gallery. The Cheeca Islamorada is located within a 700-metre distance of the world-class museum "Florida Keys History and Discovery Center" and 250 metres from Michelle Nicole Lowe Art Gallery.
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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 By Coolvacay Islamorada includes air-conditioned rooms situated 3.1 km from the Lower Matecumbe Key. The hotel offers such amenities as a lift and a vending machine.
You'll find popular attractions such as the Craig Key nearly 10 minutes' drive away.
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 By Coolvacay Islamorada includes air-conditioned rooms situated 3.1 km from the Lower Matecumbe Key. The hotel offers such amenities as a lift and a vending machine.
You'll find popular attractions such as the Craig Key nearly 10 minutes' drive away.
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Private beach
Bayside Villas By Islander Resort
- BBQ facilities
- Free parking
- Housekeeping
- Air conditioning
- Fitness centre
- Pool with view
The contemporary Bayside Villas By Islander Resort Islamorada, situated approximately 600 metres from Indian Key State Historic Site, entices guests with a sunbathing terrace and a picnic area. Featuring a restaurant, the 4-star luxurious resort is within a 3-km distance of History of Diving Museum.
This Islamorada hotel lies within 10 minutes' walk of The Hok and about a 10-minute ride from the world-class museum "Florida Keys History and Discovery Center". At the Bayside Villas Islamorada, you'll be 2.4 km from Upper Matecumbe Key Island. Shopping enthusiasts will enjoy being in proximity to the shopping mall "Pasta Pantaleo Signature Gallery".
Bayside Villas By Islander Resort
- BBQ facilities
- Free parking
- Housekeeping
- Air conditioning
- Fitness centre
- Pool with view
Bayside Villas By Islander Resort
The contemporary Bayside Villas By Islander Resort Islamorada, situated approximately 600 metres from Indian Key State Historic Site, entices guests with a sunbathing terrace and a picnic area. Featuring a restaurant, the 4-star luxurious resort is within a 3-km distance of History of Diving Museum.
This Islamorada hotel lies within 10 minutes' walk of The Hok and about a 10-minute ride from the world-class museum "Florida Keys History and Discovery Center". At the Bayside Villas Islamorada, you'll be 2.4 km from Upper Matecumbe Key Island. Shopping enthusiasts will enjoy being in proximity to the shopping mall "Pasta Pantaleo Signature Gallery".
Kid Friendly Hotels
Treasure Harbor
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Ironing facilities
- Outdoor swimming pool
Offering comfortable rooms, the 3-star Treasure Harbor Hotel Islamorada is just a 5-minute walk from the Crossland Gallery.
The History of Diving Museum is located within a few blocks of the hotel, and the 45-acre Founders Park is 950 metres away. The Rain Barrel Village lies within 10 minutes' walk of this comfortable hotel.
Treasure Harbor
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Ironing facilities
- Outdoor swimming pool
Treasure Harbor
Offering comfortable rooms, the 3-star Treasure Harbor Hotel Islamorada is just a 5-minute walk from the Crossland Gallery.
The History of Diving Museum is located within a few blocks of the hotel, and the 45-acre Founders Park is 950 metres away. The Rain Barrel Village lies within 10 minutes' walk of this comfortable hotel.
The Ocean View Inn
- Restaurant
- Free parking
- Air conditioning
- Flat-screen TV
- Bar/ Lounge area
- Heated swimming pool
The 3-star The Ocean View Inn Islamorada, located 3.8 km from Islamorada, features a restaurant.
Guests will also get this comfortable hotel about 10 minutes by car from Rain Barrel Village. The hotel is located a short way from Windley Key Fossil Reef Geological State Park.
The Ocean View Inn
- Restaurant
- Free parking
- Air conditioning
- Flat-screen TV
- Bar/ Lounge area
- Heated swimming pool
The Ocean View Inn
The 3-star The Ocean View Inn Islamorada, located 3.8 km from Islamorada, features a restaurant.
Guests will also get this comfortable hotel about 10 minutes by car from Rain Barrel Village. The hotel is located a short way from Windley Key Fossil Reef Geological State Park.
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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
Offering air-conditioned rooms, the 4-star The Islands Of Islamorada hotel is located 17 minutes' walk from the Lobster Trap Art Gift Shop and Gallery. The hotel features guided snorkelling trips for a more entertaining stay.
The comfortable hotel lies 3.6 km from the Windley Key Fossil Reef Geological State Park. You can also easily reach the History of Diving Museum, which is around 5 minutes' walk away.
The Islands Of Islamorada
- In-room breakfast
- Free parking
- VIP check-in/ -out
- Air conditioning
- Fitness centre
- Pool with view
The Islands Of Islamorada
Offering air-conditioned rooms, the 4-star The Islands Of Islamorada hotel is located 17 minutes' walk from the Lobster Trap Art Gift Shop and Gallery. The hotel features guided snorkelling trips for a more entertaining stay.
The comfortable hotel lies 3.6 km from the Windley Key Fossil Reef Geological State Park. You can also easily reach the History of Diving Museum, which is around 5 minutes' walk away.
Hotels Downtown
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Beach access
Casa Morada
- Free parking
- Housekeeping
- Air conditioning
- Flat-screen TV
- Jacuzzi
- Outdoor swimming pool
The comfortable 5-star Casa Morada Hotel Islamorada offers proximity to the Michelle Nicole Lowe Art Gallery, situated just 0.9 km away. For active guests, guided snorkelling trips are arranged on request.
The boutique hotel is stationed within 25 minutes' walk of the Hurricane Monument. From this Islamorada hotel, you can easily reach the Lobster Trap Art Gift Shop and Gallery, located merely 100 metres away.
Casa Morada
- Free parking
- Housekeeping
- Air conditioning
- Flat-screen TV
- Jacuzzi
- Outdoor swimming pool
Casa Morada
The comfortable 5-star Casa Morada Hotel Islamorada offers proximity to the Michelle Nicole Lowe Art Gallery, situated just 0.9 km away. For active guests, guided snorkelling trips are arranged on request.
The boutique hotel is stationed within 25 minutes' walk of the Hurricane Monument. From this Islamorada hotel, you can easily reach the Lobster Trap Art Gift Shop and Gallery, located merely 100 metres away.
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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