Best Resorts in Islamorada
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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
Offering a sunbathing terrace and a picnic area, as well as the views of the pool, the 3-star Pines & Palms Resort Islamorada is located 2.9 km from the class museum "Florida Keys History and Discovery Center". Guests can relax in a swim-up bar and in an outdoor swimming pool.
This accommodation has a private beach area with beach towels. The hotel offers a variety of sport activities including windsurfing, snorkelling, and canyoning.
Pines & Palms Resort
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Live entertainment
- Pool with view
Pines & Palms Resort
Offering a sunbathing terrace and a picnic area, as well as the views of the pool, the 3-star Pines & Palms Resort Islamorada is located 2.9 km from the class museum "Florida Keys History and Discovery Center". Guests can relax in a swim-up bar and in an outdoor swimming pool.
This accommodation has a private beach area with beach towels. The hotel offers a variety of sport activities including windsurfing, snorkelling, and canyoning.
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Private beach
Islander Resort
- Picnic area/ Tables
- Free parking
- 24-hour reception
- Air conditioning
- Live entertainment
- Pool with view
Situated nearly 5 minutes' walk from the world-class museum "Florida Keys History and Discovery Center", the 4-star luxury Islander Resort Islamorada offers a sundeck, spa therapy, and a picnic area. This Islamorada hotel is in a cultural neighbourhood, not far from such natural sights as Upper Matecumbe Key Island.
A 24-hour fitness center and a swimming pool are available at the Islander Islamorada. Guests are welcome to participate in guided snorkelling trips.
Islander Resort
- Picnic area/ Tables
- Free parking
- 24-hour reception
- Air conditioning
- Live entertainment
- Pool with view
Islander Resort
Situated nearly 5 minutes' walk from the world-class museum "Florida Keys History and Discovery Center", the 4-star luxury Islander Resort Islamorada offers a sundeck, spa therapy, and a picnic area. This Islamorada hotel is in a cultural neighbourhood, not far from such natural sights as Upper Matecumbe Key Island.
A 24-hour fitness center and a swimming pool are available at the Islander Islamorada. Guests are welcome to participate in guided snorkelling trips.
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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 about 5 minutes' walk from Whale Harbor Marina, the traditional Chesapeake Beach Resort Islamorada offers 45 rooms with views of the garden. Boasting 2 outdoor swimming pools, the 3-star hotel is nestled 2.9 km from natural attractions like Upper Matecumbe Key Island.
This Islamorada hotel has private access to a white sandy beach with free Wi-Fi and beach towels. Featuring yoga instruction and bicycles, the accommodation also offers snorkelling, kayaking, and fisheries among other activities.
Chesapeake Beach Resort
- Cookware/ Kitchen utensils
- Free parking
- 24-hour reception
- Air conditioning
- Live entertainment
- Pool with view
Chesapeake Beach Resort
Located about 5 minutes' walk from Whale Harbor Marina, the traditional Chesapeake Beach Resort Islamorada offers 45 rooms with views of the garden. Boasting 2 outdoor swimming pools, the 3-star hotel is nestled 2.9 km from natural attractions like Upper Matecumbe Key Island.
This Islamorada hotel has private access to a white sandy beach with free Wi-Fi and beach towels. Featuring yoga instruction and bicycles, the accommodation also offers snorkelling, kayaking, and fisheries among other activities.
Affordable resorts in Islamorada
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
Located nearly 10 minutes on foot from Rain Barrel Sculpture Gallery, the comfortable Ragged Edge Resort & Marina Islamorada has a sunbathing terrace and a picnic area. Boasting an outdoor swimming pool, this Islamorada resort is nestled in the vicinity of natural attractions like the 45-acre Founders Park.
Beach facilities at the accommodation include beach towels. In the surroundings you can practise diving, canyoning, and cycling.
Ragged Edge Resort & Marina
- BBQ facilities
-
Car park
Charges may apply
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Pool with view
Ragged Edge Resort & Marina
Located nearly 10 minutes on foot from Rain Barrel Sculpture Gallery, the comfortable Ragged Edge Resort & Marina Islamorada has a sunbathing terrace and a picnic area. Boasting an outdoor swimming pool, this Islamorada resort is nestled in the vicinity of natural attractions like the 45-acre Founders Park.
Beach facilities at the accommodation include beach towels. In the surroundings you can practise diving, canyoning, and cycling.
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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
Located 2.2 km from the shallow coral reef "Cheeca Rocks", the luxury Cheeca Lodge & Spa Islamorada hotel is only a 5-minute walk from Elena Madden Studio Gallery. This 5-star resort is nestled in the cultural district of Islamorada and offers the beach, and has a steam room, a Jacuzzi, and a foot bath.
This Islamorada hotel aslo includes a heated pool with a hot tub. In order to promote physical wellness, this hotel offers a 24-hour fitness center where guests can participate in yoga. The Cheeca also features conference equipment and a photocopy machine for those arriving on business.
Cheeca Lodge & Spa
- In-room breakfast
- Valet parking
- 24-hour reception
- Air conditioning
- Steam room
- Pool with view
Cheeca Lodge & Spa
Located 2.2 km from the shallow coral reef "Cheeca Rocks", the luxury Cheeca Lodge & Spa Islamorada hotel is only a 5-minute walk from Elena Madden Studio Gallery. This 5-star resort is nestled in the cultural district of Islamorada and offers the beach, and has a steam room, a Jacuzzi, and a foot bath.
This Islamorada hotel aslo includes a heated pool with a hot tub. In order to promote physical wellness, this hotel offers a 24-hour fitness center where guests can participate in yoga. The Cheeca also features conference equipment and a photocopy machine for those arriving on business.
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Private beach
Bayside Villas By Islander Resort
- BBQ facilities
- Free parking
- Housekeeping
- Air conditioning
- Fitness centre
- Pool with view
Located only 600 metres from Indian Key State Historic Site, the contemporary 4-star Bayside Villas By Islander Resort Islamorada features a sunbathing terrace and a picnic area. The luxurious resort is situated in the very heart of Islamorada, about a 10-minute ride from such cultural attractions as History of Diving Museum.
Offering an outdoor swimming pool with a hot tub, Bayside Villas By Islander Resort is an ideal place to relax. On the premises, guests can take advantage of fitness classes, as well as enjoy activities such as canyoning, kayaking, and sailing.
Bayside Villas By Islander Resort
- BBQ facilities
- Free parking
- Housekeeping
- Air conditioning
- Fitness centre
- Pool with view
Bayside Villas By Islander Resort
Located only 600 metres from Indian Key State Historic Site, the contemporary 4-star Bayside Villas By Islander Resort Islamorada features a sunbathing terrace and a picnic area. The luxurious resort is situated in the very heart of Islamorada, about a 10-minute ride from such cultural attractions as History of Diving Museum.
Offering an outdoor swimming pool with a hot tub, Bayside Villas By Islander Resort is an ideal place to relax. On the premises, guests can take advantage of fitness classes, as well as enjoy activities such as canyoning, kayaking, and sailing.
Resorts in Islamorada for Adults
Three Waters Resort And Marina, Islamorada, A Tribute Portfolio Resort
- Restaurant
- Free parking
- 24-hour reception
- Flat-screen TV
- Fitness centre
- Outdoor swimming pool
Offering a restaurant, the 4-star family Three Waters Resort And Marina, Islamorada, A Tribute Portfolio Resort lies in a cultural area with access to natural sights like Windley Key Fossil Reef Geological State Park merely 1.2 km away. Offering 9 restaurants with seafood and American cuisine, this Islamorada inn is around a 10-minute ride from the world-class museum "Florida Keys History and Discovery Center".
The Three Waters Resort And Marina, Islamorada, A Tribute Portfolio Resort has private access to a sandy beach with beach towels. Apart from a swimming pool, guests can also spend time in a 24-hour fitness center and try fitness classes.
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
Offering a restaurant, the 4-star family Three Waters Resort And Marina, Islamorada, A Tribute Portfolio Resort lies in a cultural area with access to natural sights like Windley Key Fossil Reef Geological State Park merely 1.2 km away. Offering 9 restaurants with seafood and American cuisine, this Islamorada inn is around a 10-minute ride from the world-class museum "Florida Keys History and Discovery Center".
The Three Waters Resort And Marina, Islamorada, A Tribute Portfolio Resort has private access to a sandy beach with beach towels. Apart from a swimming pool, guests can also spend time in a 24-hour fitness center and try fitness classes.
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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
Fisher Inn Resort & Marina Islamorada offers guests access to Islamorada, which is 3.4 km away. This hotel features a sunbathing terrace and a picnic area as well as Wi-Fi throughout the property.
Also, at Fisher Inn Resort & Marina, guests can relax in an outdoor swimming pool or engage in canyoning, kayaking, and ping-pong. You can try snorkelling and fishing at this hotel.
Fisher Inn Resort & Marina
- Cookware/ Kitchen utensils
- Free parking
- VIP check-in/ -out
- Air conditioning
- Table tennis
- Pool with view
Fisher Inn Resort & Marina
Fisher Inn Resort & Marina Islamorada offers guests access to Islamorada, which is 3.4 km away. This hotel features a sunbathing terrace and a picnic area as well as Wi-Fi throughout the property.
Also, at Fisher Inn Resort & Marina, guests can relax in an outdoor swimming pool or engage in canyoning, kayaking, and ping-pong. You can try snorkelling and fishing at this hotel.
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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 is within 5 minutes' walk of Anne's Beach and offers a heated pool.
Caloosa Cove Resort By Coolvacay is a perfect place for diving, boating, and lawn tennis.
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 is within 5 minutes' walk of Anne's Beach and offers a heated pool.
Caloosa Cove Resort By Coolvacay is a perfect place for diving, boating, and lawn tennis.
Party Resorts in Islamorada
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Top location
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Private beach
Hadley Resort And Marina
- BBQ facilities
- Free parking
- Express check-in/ -out
- Air conditioning
- Table tennis
- Pool with view
Featuring a lift and a vending machine, the 3-star Hadley Resort And Marina Islamorada is nestled in Islamorada, about a 10-minute walk from Florida Keys History of Diving Museum. Located 3.8 km from Windley Key Fossil Reef Geological State Park, this charming hotel offers views of the pool and an outdoor swimming pool.
If you like an active lifestyle, snorkelling, canyoning, and kayaking are available on site.
Hadley Resort And Marina
- BBQ facilities
- Free parking
- Express check-in/ -out
- Air conditioning
- Table tennis
- Pool with view
Hadley Resort And Marina
Featuring a lift and a vending machine, the 3-star Hadley Resort And Marina Islamorada is nestled in Islamorada, about a 10-minute walk from Florida Keys History of Diving Museum. Located 3.8 km from Windley Key Fossil Reef Geological State Park, this charming hotel offers views of the pool and an outdoor swimming pool.
If you like an active lifestyle, snorkelling, canyoning, and kayaking are available on site.
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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
Offering boats for rent, the beachfront Amara Cay Resort Islamorada is about 10 minutes' drive from History of Diving Museum. Offering 2 restaurants with American and local cuisine, the 4-star hotel is 3.6 km from Lobster Trap Art Gift Shop and Gallery.
The onsite leisure experience includes a heated pool, a gym. Staff can arrange snorkelling, kayaking, and cycling.
Amara Cay Resort
- Restaurant
-
Car park
Charges may apply
- 24-hour reception
- Air conditioning
- Fitness centre
- Pool with view
Amara Cay Resort
Offering boats for rent, the beachfront Amara Cay Resort Islamorada is about 10 minutes' drive from History of Diving Museum. Offering 2 restaurants with American and local cuisine, the 4-star hotel is 3.6 km from Lobster Trap Art Gift Shop and Gallery.
The onsite leisure experience includes a heated pool, a gym. Staff can arrange snorkelling, kayaking, and cycling.
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Private beach
Drop Anchor Resort & Marina
- Cookware/ Kitchen utensils
- Free parking
- Housekeeping
- Air conditioning
- Golf centre
- Pool with view
Featuring bicycle rentals, as well as Wi-Fi in public areas, the 3-star Drop Anchor Resort & Marina Islamorada is about 6 km from Upper Matecumbe Key Island. Located a 10-minute ride from Rain Barrel Sculpture Gallery, the hotel offers views of the courtyard and an outdoor swimming pool.
This property has a private beach area with beach towels. Business and leisure travellers can also make use of a photocopy machine and complimentary wireless internet access.
Drop Anchor Resort & Marina
- Cookware/ Kitchen utensils
- Free parking
- Housekeeping
- Air conditioning
- Golf centre
- Pool with view
Drop Anchor Resort & Marina
Featuring bicycle rentals, as well as Wi-Fi in public areas, the 3-star Drop Anchor Resort & Marina Islamorada is about 6 km from Upper Matecumbe Key Island. Located a 10-minute ride from Rain Barrel Sculpture Gallery, the hotel offers views of the courtyard and an outdoor swimming pool.
This property has a private beach area with beach towels. Business and leisure travellers can also make use of a photocopy machine and complimentary wireless internet access.
Golf Resorts in 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
Offering a swimming pool, the 5-star The Islands Of Islamorada hotel is nestled in the cultural district of Islamorada, approximately a 20-minute walk from Hurricane Monument. Boasting snorkelling, diving, and boating, along with a pool bar, this comfortable hotel is located in the immediate vicinity of History of Diving Museum.
The property has a private beach area with beach towels. The Islands Islamorada offers a personal trainer, yoga instruction, and bicycles for active recreation.
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 a swimming pool, the 5-star The Islands Of Islamorada hotel is nestled in the cultural district of Islamorada, approximately a 20-minute walk from Hurricane Monument. Boasting snorkelling, diving, and boating, along with a pool bar, this comfortable hotel is located in the immediate vicinity of History of Diving Museum.
The property has a private beach area with beach towels. The Islands Islamorada offers a personal trainer, yoga instruction, and bicycles for active recreation.
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Great deal
Private Beach Pickleball Court And Tiki Bar Heated Pool Designated Paradise Key
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Massage
- Heated swimming pool
Situated a stone's throw from Lower Matecumbe Key Island, the elegant Private Beach Pickleball Court And Tiki Bar Heated Pool Designated Paradise Key Islamorada hotel offers air-conditioned rooms, Wi-Fi, and parking. Located around a 10-minute ride from Indian Key Historic State Park, this Islamorada resort boasts a swimming pool.
Private Beach Pickleball Court And Tiki Bar Heated Pool Designated Paradise Key hotel invites guests to have a great time at a games room.
Private Beach Pickleball Court And Tiki Bar Heated Pool Designated Paradise Key
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Massage
- Heated swimming pool
Private Beach Pickleball Court And Tiki Bar Heated Pool Designated Paradise Key
Situated a stone's throw from Lower Matecumbe Key Island, the elegant Private Beach Pickleball Court And Tiki Bar Heated Pool Designated Paradise Key Islamorada hotel offers air-conditioned rooms, Wi-Fi, and parking. Located around a 10-minute ride from Indian Key Historic State Park, this Islamorada resort boasts a swimming pool.
Private Beach Pickleball Court And Tiki Bar Heated Pool Designated Paradise Key hotel invites guests to have a great time at a games room.
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Private beach
Playa Largo Resort & Spa, Autograph Collection
- In-room breakfast
- Valet parking
- 24-hour reception
- Air conditioning
- Live entertainment
- Pool with view
Offering an outdoor swimming pool and views of the sea, Playa Largo Resort & Spa, Autograph Collection Key Largo is situated just near Tavernier Towne II Shopping Center. Boasting access to Our Beach, 4 km away, this hotel includes facials and a sun deck providing guests with luxury rooms.
The family Playa Largo Resort & Spa, Autograph Collection offers access to a secluded beach with beach towels. In order to promote physical wellness, this Key Largo hotel offers a 24-hour fitness center where guests can participate in fitness classes. A variety of body treatments include body wraps, body scrub, and light therapy as well as a steam room, a Jacuzzi, a sauna, and a foot bath. The Playa Largo Key Largo also features conference equipment and a photocopy machine for those arriving on business.
Playa Largo Resort & Spa, Autograph Collection
- In-room breakfast
- Valet parking
- 24-hour reception
- Air conditioning
- Live entertainment
- Pool with view
Playa Largo Resort & Spa, Autograph Collection
Offering an outdoor swimming pool and views of the sea, Playa Largo Resort & Spa, Autograph Collection Key Largo is situated just near Tavernier Towne II Shopping Center. Boasting access to Our Beach, 4 km away, this hotel includes facials and a sun deck providing guests with luxury rooms.
The family Playa Largo Resort & Spa, Autograph Collection offers access to a secluded beach with beach towels. In order to promote physical wellness, this Key Largo hotel offers a 24-hour fitness center where guests can participate in fitness classes. A variety of body treatments include body wraps, body scrub, and light therapy as well as a steam room, a Jacuzzi, a sauna, and a foot bath. The Playa Largo Key Largo also features conference equipment and a photocopy machine for those arriving on business.
Honeymoon Resorts in Islamorada
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Guest favorite
Blackfin Resort And Marina
- BBQ facilities
- Free parking
- Housekeeping
- Air conditioning
- Live entertainment
- Pool with view
Blackfin Resort And Marina Marathon, located merely a 13-minute walk from Marathon Skate Park, offers 40 air-conditioned rooms. The resort lies 2.5 km from Sombrero Beach, and offers an American restaurant and an outdoor swimming pool onsite.
This property provides access to a nightclub for guests' enjoyment. The hotel features snorkelling, diving, and billiard.
Blackfin Resort And Marina
- BBQ facilities
- Free parking
- Housekeeping
- Air conditioning
- Live entertainment
- Pool with view
Blackfin Resort And Marina
Blackfin Resort And Marina Marathon, located merely a 13-minute walk from Marathon Skate Park, offers 40 air-conditioned rooms. The resort lies 2.5 km from Sombrero Beach, and offers an American restaurant and an outdoor swimming pool onsite.
This property provides access to a nightclub for guests' enjoyment. The hotel features snorkelling, diving, and billiard.
Are you in a hurry?
Here is a quick list of Resorts in Islamorada, selected based on their rating
| Name of hotel | Accommodation Rating | Price, $ | |
| Pines & Palms Resort |
9.4 / 10 (539 Reviews) |
From 134$ | |
| Islander Resort |
9.0 / 10 (1232 Reviews) |
From 204$ | |
| Chesapeake Beach Resort |
8.5 / 10 (723 Reviews) |
From 149$ | |
| Ragged Edge Resort & Marina |
9.2 / 10 (113 Reviews) |
From 159$ | |
| Cheeca Lodge & Spa |
8.3 / 10 (445 Reviews) |
From 185$ |