Islamorada Luxury Resorts

Islamorada

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Over 100 stays assessed to highlight the standout picks

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Accommodations
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Great deal
Private beach

Cheeca Lodge & Spa

81801 Overseas Highway Mile Marker 82

1.1 km (0.7 mi) from city center

In-room breakfast
Valet parking
24-hour reception
Air conditioning
Steam room
Pool with view

Featuring a spa centre along with a steam room, a Jacuzzi and a massage chair, the exclusive Cheeca Lodge & Spa is situated within 5 minutes' stroll of Upper Matecumbe Key Island in Islamorada. Located 5 minutes by car from History of Diving Museum, this Islamorada resort comprises 242 rooms and 3 restaurants.

The 4-star accommodation overlooks the Atlantic Ocean in Islamorada and boasts a location within a minutes' drive of Hurricane Monument. The shopping mall "Pasta Pantaleo Signature Gallery" is 5 minutes' walk from the stylish Cheeca Lodge & Spa Islamorada, while Michelle Nicole Lowe Art Gallery is nearly a 5-minute walk away.

8.5

678 reviews

~ US$185 / night

Cheeca Lodge & Spa

1.1 km (0.7 mi) from city center

In-room breakfast
Valet parking
24-hour reception
Air conditioning
Steam room
Pool with view

Cheeca Lodge & Spa

8.5

678 reviews

Average price US$ 185 / night

Seaside Splendor at Oceanfront Estates

Nestled along the pristine shores of Islamorada, the oceanfront estates offer a secluded haven for those seeking unrivaled luxury. With expansive views of the turquoise waters and direct beach access, these exclusive properties provide the perfect setting for a relaxing retreat. Indulge in opulent amenities and personalized service as you immerse yourself in the natural beauty of the Florida Keys.

Guest favorite
Private beach

Islander Resort

82100 Overseas Highway

0.5 km (0.3 mi) from city center

Picnic area/ Tables
Free parking
24-hour reception
Air conditioning
Live entertainment
Pool with view

Islander Resort is placed in a beach area of Islamorada, within 5 minutes' stroll of the class museum "Florida Keys History and Discovery Center" and around 13 minutes' walk from Elena Madden Studio Gallery. Featuring an à la carte restaurant, the 4-star resort is located a few minutes drive from Upper Matecumbe Key Island and boasts an outdoor swimming pool.

The centre of Islamorada can be reached within a 10-minute walk. The own beach is less than 11 minutes' walk from the Islander Resort Islamorada. The property is within 5 minutes' drive of Hurricane Monument.

8.9

1378 reviews

~ US$204 / night

Islander Resort

0.5 km (0.3 mi) from city center

Picnic area/ Tables
Free parking
24-hour reception
Air conditioning
Live entertainment
Pool with view

Islander Resort

8.9

1378 reviews

Average price US$ 204 / night

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Tranquility and Elegance at Boutique Resorts

Experience the charm and sophistication of boutique resorts in Islamorada, where personalized service and attention to detail reign supreme. From intimate hideaways to boutique hotels with a modern flair, each property offers a unique ambiance that sets it apart from the rest. Discover a world of refined luxury and understated elegance in these exclusive retreats.

Best-rated
Beach access

Casa Morada Hotel

136 Madeira Road

0.3 km (0.2 mi) from city center

Free parking
Housekeeping
Air conditioning
Flat-screen TV
Jacuzzi
Outdoor swimming pool

The 4-star Casa Morada Hotel Islamorada is set nearly 16 minutes on foot from Carysfort Reef and about 16 minutes on foot from Plantation Key. Located a minute away from Lobster Trap Art Gift Shop and Gallery, the resort has to offer a heated swimming pool onsite plus snorkelling, canoeing and cycling in the area.

Islamorada centre can be reached within 5 minutes' walk. This Islamorada hotel is within 5 minutes' walk of the class museum "Florida Keys History and Discovery Center".

119 reviews

~ US$661 / night

Casa Morada Hotel

0.3 km (0.2 mi) from city center

Free parking
Housekeeping
Air conditioning
Flat-screen TV
Jacuzzi
Outdoor swimming pool

Casa Morada Hotel

Islamorada centre can be reached within 5 minutes' walk. This Islamorada hotel is within 5 minutes' walk of the class museum "Florida Keys History and Discovery Center".

119 reviews

Average price US$ 661 / night

Luxury Villas with Private Pools and Spa

Embark on a journey of indulgence at the luxurious villas in Islamorada, featuring private pools, spa facilities, and personalized concierge services. These exclusive properties cater to every whim and desire, offering a bespoke experience for those seeking the ultimate in luxury living. Dive into a world of opulence and relaxation as you unwind in your own private sanctuary.

Private beach

Bayside Villas By Islander Resort

81450 Overseas Highway

1.9 km (1.2 mi) from city center

BBQ facilities
Free parking
Housekeeping
Air conditioning
Fitness centre
Pool with view

The 4-star Islander Bayside Villas & Boatslips Islamorada is set just 0.6 km from FNX Club by Islamorada Fitness and only 0.9 km from Morada Bay. At this Islamorada resort, located only a short drive from Indian Key State Historic Site, you can spend the day in an outdoor swimming pool or keep active with snorkelling, diving and canoeing.

The centre of Islamorada can be reached within 25 minutes' walk of the property. The hotel is a 10-minute ride from History of Diving Museum.

8.5

192 reviews

~ US$191 / night

Bayside Villas By Islander Resort

1.9 km (1.2 mi) from city center

BBQ facilities
Free parking
Housekeeping
Air conditioning
Fitness centre
Pool with view

Bayside Villas By Islander Resort

The centre of Islamorada can be reached within 25 minutes' walk of the property. The hotel is a 10-minute ride from History of Diving Museum.

8.5

192 reviews

Average price US$ 191 / night

Tropical Paradise at All-Inclusive Resorts

Escape to a tropical paradise at the all-inclusive resorts in Islamorada, where luxury meets convenience in a captivating setting. Indulge in gourmet dining, premium amenities, and a host of activities designed to enhance your stay. Whether you're seeking a romantic getaway or a fun-filled family vacation, these all-inclusive resorts offer a comprehensive retreat for all types of travelers.

Historic Charm at Luxury Boutique Hotels

Experience the rich history and charm of Islamorada at the luxury boutique hotels that pay homage to the region's cultural heritage. With elegant architecture, tastefully appointed rooms, and impeccable service, these properties exude a sense of timeless elegance. Immerse yourself in the unique character of each hotel as you explore the historic landmarks and attractions that define this enchanting destination.

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 (678 Reviews)	From 185$
Islander Resort	8.9 / 10 (1378 Reviews)	From 204$
Casa Morada Hotel	9.0 / 10 (119 Reviews)	From 661$
Bayside Villas By Islander Resort	8.5 / 10 (192 Reviews)	From 191$

Welcome to a luxurious retreat in the heart of Islamorada, where opulent accommodations and stunning surroundings come together to create an unforgettable experience. Explore our curated list of exquisite luxury resorts in Islamorada that offer the perfect blend of elegance and tranquility. From exclusive oceanfront villas to lavish boutique hotels, each property promises a refined escape for the discerning traveler seeking the ultimate in comfort and sophistication.

Frequently Asked Questions

Islamorada Luxury Resorts

Cheeca Lodge & Spa

Seaside Splendor at Oceanfront Estates

Islander Resort

Tranquility and Elegance at Boutique Resorts

Casa Morada Hotel

Luxury Villas with Private Pools and Spa

Bayside Villas By Islander Resort

Tropical Paradise at All-Inclusive Resorts

Historic Charm at Luxury Boutique Hotels

Are you in a hurry?

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