Luxury Hotels in Islamorada

We've selected 8 of the Best Luxury hotels in Islamorada for your 2026 vacation!

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Amara Cay Resort
80001 Overseas Highway (3.9 km to City Center)
Casa Morada
136 Madeira Road (0.3 km to City Center)
The Caribbean Resort
117 South Carroll Street (0.7 km to City Center)
La Siesta Resort & Villas
80241 Overseas Highway (3.3 km to City Center)
Islander Resort
82100 Overseas Highway (0.5 km to City Center)
Breezy Palms Resort
80015 Overseas Highway (3.8 km to City Center)
Cheeca Lodge & Spa
81801 Overseas Highway Mile Marker 82 (1.1 km to City Center)
The Islands Of Islamorada
82779 Old Highway (0.7 km to City Center)

Top luxury hotels in Islamorada

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8.6
Excellent
120 Reviews

From

180$/night

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

84001 Overseas Highway

Three Waters Resort And Marina, Islamorada, A Tribute Portfolio Resort, located a 15-minute walk from Windley Key Fossil Reef Geological State Park, features Wi-Fi throughout the property. This inn offers 3 outdoor swimming pools, an American restaurant and a tiki bar.

If you like an active lifestyle, scuba diving, kayaking, and beach volleyball are available on site. This property has a 24-hour fitness centre.

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8.3
Very good
491 Reviews

From

113$/night

Cheeca Lodge & Spa

81801 Overseas Highway Mile Marker 82

Enjoying a private location just near Plantation Key, the 5-star oceanfront Cheeca Lodge & Spa Islamorada hotel boasts 10 outdoor tennis courts. Situated merely 9 minutes' walk from the class museum "Florida Keys History and Discovery Center", the exclusive resort has 3 outdoor swimming pools as well as a treatment room, a Jacuzzi, and a foot bath.

Cheeca Lodge & Spa hotel also has a fully equipped fitness centre with a personal trainer and yoga instruction. Those who like to keep fit can partake in fitness classes and enjoy such activities as snorkelling, lawn tennis, and ping-pong. While staying at this Islamorada hotel, make sure you visit a spa salon or indulge in a head massage, a couples' massage, and a facial massage.

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Budget luxury hotels in Islamorada

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8.1
Very good
152 Reviews

From

441$/night

Casa Morada

136 Madeira Road

Comprising 46 rooms, the 5-star Casa Morada Hotel Islamorada is situated about a 15-minute walk from the coastline. The hotel lies a stone's throw from Lobster Trap Art Gift Shop and Gallery and boasts an adult pool along with views of the sea.

You can join canoeing, kayaking, and boating at this property, and bicycles are available for rent.

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9
Excellent
1276 Reviews

From

204$/night

Islander Resort

82100 Overseas Highway

The 4-star luxury Islander Resort Islamorada is situated just 5 minutes on foot from the world-class museum "Florida Keys History and Discovery Center" and boasts a sun terrace, spa therapy, and a picnic area. Featuring 2 outdoor swimming pools, this Islamorada resort is 4.7 km from natural sights like Windley Key Fossil Reef Geological State Park.

The property also has a 24-hour fitness centre with yoga instruction and bicycles. This hotel offers a variety of sport activities, such as snorkelling, beach volleyball, and basketball.

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8.2
Very good
286 Reviews

From

232$/night

La Siesta Resort & Villas

80241 Overseas Highway

La Siesta Resort & Villas Islamorada offers air-conditioned rooms in an entertainment district, a 10-minute drive from Michelle Nicole Lowe Art Gallery. All guests can enjoy Wi-Fi throughout the property and access to a fitness area.

Enjoy an outdoor swimming pool, along with kayaking, boating, and cycling for active time spending. You can try fishing and snorkelling at the La Siesta Islamorada.

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7.8
Very good
580 Reviews

From

266$/night

Amara Cay Resort

80001 Overseas Highway

The 4-star beachfront Amara Cay Resort Islamorada is located around a 10-minute ride from Gallery Morada and features a sun terrace and a golf course on site.

Beach facilities at the Amara Islamorada include beach towels. An outdoor swimming pool, a fitness club as well as opportunities for scuba diving, canoeing, and kayaking are provided on site.

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8.6
Excellent
174 Reviews

From

191$/night

Bayside Villas By Islander Resort

81450 Overseas Highway

Bayside Villas By Islander Resort Islamorada is located an 11-minute walk from Anne s Beach, in the very heart of Islamorada, and offers rooms with ocean views. The resort offers a car park on site and an outdoor swimming pool.

A sun terrace and a picnic area are available at this Islamorada hotel. The luxurious property provides snorkelling, canoeing, and kayaking for active guests.

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8.8
Excellent
37 Reviews

From

2000$/night

The Islands Of Islamorada

82779 Old Highway

The comfortable The Islands Of Islamorada hotel is situated in a beach area of Islamorada, about 20 minutes' walk from Michelle Nicole Lowe Art Gallery and approximately 7 km from Rain Barrel Village. Featuring snorkelling, diving, and boating along with a poolside bar at the premises, this 5-star hotel overlooks the pool and is nestled right near History of Diving Museum.

The Islands Of Islamorada hotel entices guests with 2 outdoor swimming pools as well as a hot tub. This hotel also offers a personal trainer, yoga instruction, and bicycles.

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Luxury Hotels in Islamorada

We recommend La Siesta Resort & Villas {rating: 8.0/10} for 232US$ per night. This top property offers an outdoor swimming pool, snorkelling, a special menu on site. You may book Casa Morada (rating: 8.4/10), another upscale venue with an outdoor swimming pool, a Jacuzzi, bar on site. It's set 400 metres from the city centre. Other greatest hotels are Three Waters Resort And Marina, A Tribute Portfolio Resort, Islander Resort, Islander Bayside Villas & Boatslips.

Luxury Hotels in Islamorada FAQ
**FAQ 1: What can I expect in terms of pricing for luxury hotels in Islamorada?**
Luxury hotels in Islamorada, such as Three Waters Resort and Marina and Islander Resort, generally range from $250 to $600 per night, depending on the season and room type. Prices may escalate during peak tourist seasons, particularly winter and early spring, when visitors flock to the area for its warm weather and vibrant marine activities. It's wise to book in advance and explore package deals offered by resorts like Hadley Resort and Marina to maximize value during your stay.
**FAQ 2: What activities are available to guests at luxury hotels in Islamorada?**
Guests at Islamorada's luxury hotels can indulge in a variety of water-based activities, including snorkeling, scuba diving, and deep-sea fishing, thanks to the area's stunning coral reefs and rich marine life. Properties like Breezy Palms Resort and Fisher Inn Resort & Marina provide convenient access to fishing charters and water sports rentals, ensuring adventurous guests have plenty to explore. Many resorts also feature on-site dining options and relaxing amenities like pools and spas to complement the active pursuits in the area.
**FAQ 3: What is the best season to visit Islamorada for a luxury getaway?**
The optimal time to visit Islamorada largely hinges on your preferred activities and budget. The dry season from December to April is popular among travelers seeking sunny weather and outdoor pursuits, making it an ideal time for a luxury escape at resorts like Three Waters Resort and Marina. However, visitors during the shoulder months of late spring and early fall can often find more competitive rates while still enjoying pleasant temperatures and fewer crowds. Always consider checking for special events or festivals that might enhance your stay during these times.

Location

Islamorada, Florida, United States, FL 33036

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