Resorts in Islamorada

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Popular resorts in Islamorada

Pricing data was last updated on September 11, 2025.
These are some of the resorts in Islamorada with the highest demand.
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80001 Overseas Highway, Islamorada, FL, United States
This beachfront hotel is located in Islamorada, Florida and features transfer services within 3.7 mi from the property. WiFi is included in the resort fee. Guests can relax on beachside hammocks or enjoy the outdoor pool at Amara Cay Resort. An on-site fitness center is available, as well as a meeting space. A flat-screen TV, work desk, and safety deposit box comes standard in every guestroom. Bicycle rentals and luggage storage are offered on site. Sample a custom cocktail at the Tiki Bar or experience Amara Cay Resort’s restaurant, ReelCatch. The History of Diving Museum is 3 mi away. Guests will be 8 minutes’ drive from Anne’s beach. Windley Key Fossil Reef Geological State park is 8 minutes’ drive.
8.2
Excellent
1219 reviews
Location
2.4 mi from city centre
68500 Overseas Highway, Islamorada, FL, United States
Beachfront, with 3 outdoor pools At Lime Tree Bay Resort, relax by one of the 3 outdoor swimming pools or spend the day at the private sand beach where you can enjoy kayaking. Lime Tree Bay Resort offers 67 air-conditioned accommodations, which are accessible via exterior corridors and feature minibars and safes. Beds feature premium bedding. Digital television is provided. Guests can make use of the in-room refrigerators, microwaves, and coffee/tea makers. Bathrooms include showers, complimentary toiletries, and hair dryers. This Long Key resort provides complimentary wireless Internet access. Business-friendly amenities include desks and phones; free local calls are provided (restrictions may apply). Additionally, rooms include irons/ironing boards and ceiling fans. Housekeeping is provided daily. A private beach, an outdoor tennis court, and complimentary bicycles are featured at the resort. 3 outdoor swimming pools are on site. The recreational activities listed below are available either on site or nearby; fees may apply.
Free Wi-Fi
Parking
8.7
Excellent
3612 reviews
Location
13.6 mi from city centre
82100 Overseas Highway, Islamorada, FL, United States
Islander Resort is a unique destination in Islamorada featuring guest rooms and an unrivaled collection of premier suites inspired by the classic elegance of the Florida Keys. Nestled among the palm trees on more than 24 oceanfront acres in the Village of Islamorada, the resort includes 114 luxury guest rooms and suites that enhance the charm of our tropical destination. Guests enjoy access to a variety of on-site amenities including two oceanfront pools, beachside hammocks, complimentary bikes, and Seaside Sports your hub for games and activities under the sun. Dine oceanside at Tides Beachside Bar & Grill, enjoy fresh food with your toes in the sand at Coccoloba, grab a bite and a refreshing drink poolside at Sandys Beach Shack, or start your day with a gourmet coffee at Drift. From sunrise breakfasts to sunset happy hours, Islander Resort offers a laid-back taste of the Florida Keys. Just a short drive or shuttle ride away, Bayside Villas by Islander Resort offers 25 charming, contemporary cottages and 14 boat slips nestled amid lush tropical foliage. Guests enjoy access to all amenities at Islander Resort while staying in spacious villa accommodations complete with beautifully equipped gourmet kitchens, top-of-the-line stainless steel appliances, and granite countertops. When youre ready to explore, were steps away from the best sightseeing, dining, and shopping in the Florida Keys. Walk or bike to nearby boutiques, restaurants, historic sites, and museums. Bayside Villas is also home to Islander EcoAdventures, your connection to kayaking, paddleboarding, and on-the-water exploration. Our charming, contemporary resort, world-class amenities, and amazing location will make your stay a true escape from reality. With health and well-being top of mind, we have developed REST ASSURED, a 5-point program designed to ensure guests and staff may be put at ease while on property. Program standards, including advanced cleaning protocols, physical distancing, and transparent communication, are based on guidance from the Centers for Disease Control (CDC), World Health Organization (WHO), and American Hotel and Lodging Association (AHLA). No detail has been left unturned and we thank you for staying with us.
Free Wi-Fi
Parking
8.7
Excellent
1791 reviews
Location
0.3 mi from city centre
84001 Overseas Highway, Islamorada, FL, United States
Welcome to Three Waters Resort & Marina, a one-of-a-kind destination named for the rare meeting of the Atlantic Ocean, Florida Bay, and the Gulf of Mexico. Set on 15 waterfront acres in Islamorada—the “Sportfishing Capital of the World”—our resort blends island adventure with serene relaxation. Relax in a range of island-inspired guestrooms and cottages, or retreat to The Cove, our adult-focused oasis with a private beach lagoon. Discover tropical beauty and the spirit of the Florida Keys, plus nine unique dining options—from the wood-fired warmth of Kindler to the iconic Tiki Bar. Cruise between experiences aboard our water taxi, Rum Runner. At our full-service marina, a seasoned fleet of captains welcomes anglers of every level. Whether you’re seeking world-class fishing, a family vacation, romantic escape, upscale retreat, or a dream beach wedding, Three Waters Resort & Marina is your ultimate Florida Keys escape.
Free Wi-Fi
8.0
Excellent
1477 reviews
Location
1.8 mi from city centre
83409 Overseas Highway, Islamorada, FL, United States
Hotel on the beach, with 2 outdoor pools At Chesapeake Beach Resort, you can relax at one of the 2 outdoor swimming pools, play on the private white sand beach, or spend the day at a marina. Chesapeake Beach Resort offers 60 air-conditioned accommodations, which are accessible via exterior corridors and feature coffee/tea makers and designer toiletries. Beds feature pillowtop mattresses. 43-inch flat-screen televisions come with cable channels. Bathrooms include showers, complimentary toiletries, and hair dryers. This Islamorada hotel provides complimentary wireless Internet access, with a speed of 100+ Mbps (good for 1–2 people or up to 6 devices). Business-friendly amenities include phones along with free local calls (restrictions may apply). Additionally, rooms include irons/ironing boards and ceiling fans. Housekeeping is offered daily and hypo-allergenic bedding can be requested. A private beach, a marina, and complimentary bicycles are featured at the hotel. 2 outdoor swimming pools are on site. Children under 16 years old are not allowed in the swimming pool without adult supervision. The recreational activities listed below are available either on site or nearby; fees may apply.
Free Wi-Fi
Parking
8.4
Excellent
1119 reviews
Location
1.2 mi from city centre
82216 Overseas Highway, Islamorada, FL, United States
Beachfront hotel in Islamorada with an outdoor pool This smoke-free hotel features a private beach, an outdoor pool, and concierge services. WiFi in public areas is free. Additionally, tour/ticket assistance, a garden, and barbecue grills are onsite. La Jolla Resort offers 20 air-conditioned accommodations with coffee/tea makers and irons/ironing boards. Flat-screen televisions come with cable channels. Bathrooms include showers. Guests can surf the web using the complimentary wireless Internet access. Housekeeping is provided daily. Recreational amenities at the hotel include a private beach and an outdoor pool. The recreational activities listed below are available either on site or nearby; fees may apply.
Free Wi-Fi
Parking
8.9
Excellent
1400 reviews
Location
0.1 mi from city centre
80015 Overseas Highway, Islamorada, FL, United States
Beachfront, with outdoor pool At Breezy Palms Resort, hit the beach, relax by an outdoor pool, or spend the day at a marina. Each apartment features a kitchen with a refrigerator and a microwave, plus free WiFi and a TV with cable channels. Other amenities that guests will find include a sitting area and a coffee/tea maker. Weekly housekeeping is available. Breezy Palms Resort offers 40 accommodations with coffee/tea makers. Accommodations offer separate sitting areas. Kitchens offer full-sized refrigerators/freezers, microwaves, and cookware/dishes/utensils. Bathrooms include bathtubs or showers. Guests can surf the web using the complimentary wireless Internet access (speed: 50+ Mbps). Cable television is provided. Housekeeping is offered weekly and hair dryers can be requested. Housekeeping is provided on a limited basis. Recreational amenities at the aparthotel include an outdoor pool. The recreational activities listed below are available either on site or nearby; fees may apply.
Free Wi-Fi
8.4
Excellent
957 reviews
Location
2.3 mi from city centre
84801 Overseas Highway, Islamorada, FL, United States
Family beach fun and outdoor pool Guests at this beach hotel will appreciate convenient onsite amenities such as a children's pool and barbecue grills. Housekeeping is available on request. Coconut Cove Resort and Marina offers 20 accommodations, which are accessible via exterior corridors and feature coffee/tea makers and hair dryers. Rooms open to patios. 24-inch LCD televisions come with cable channels. Refrigerators and microwaves are provided. Additionally, rooms include complimentary toiletries and ceiling fans. Irons/ironing boards and change of towels can be requested. Housekeeping is provided daily. An outdoor pool and a children's pool are on site. Other recreational amenities include a fitness center. Children under 18 years old are not allowed in the fitness facility without adult supervision. The recreational activities listed below are available either on site or nearby; fees may apply.
Free Wi-Fi
Parking
7.8
Good
323 reviews
Location
2.4 mi from city centre
80401 Old Highway, Islamorada, FL, United States
Beachfront, with outdoor pool At Pines & Palms Resort, hit the private sand beach, relax by an outdoor pool, or spend the day at a marina. Pines & Palms Resort offers 26 air-conditioned accommodations with coffee/tea makers and hair dryers. These individually decorated and furnished accommodations have separate sitting areas. Beds feature premium bedding. Accommodations at this 3-star hotel have kitchens with full-sized refrigerators/freezers, stovetops, microwaves, and cookware/dishes/utensils. Guests can surf the web using the complimentary wireless Internet access. Flat-screen televisions come with premium cable channels. Additionally, rooms include irons/ironing boards and complimentary toiletries. Housekeeping is provided daily. A private beach and a marina are featured at the hotel. Other recreational amenities include an outdoor pool. The recreational activities listed below are available either on site or nearby; fees may apply.
Free Wi-Fi
9.0
Excellent
1235 reviews
Location
2.0 mi from city centre
76261 Overseas Highway, Islamorada, FL, United States
Beachside resort with outdoor pool Guests at this beach resort will appreciate convenient onsite amenities such as charcoal grills and a picnic area. Housekeeping is available on request. Matecumbe Resort offers 36 accommodations with hair dryers and blackout drapes/curtains. Rooms open to patios. Accommodations offer separate sitting areas. Kitchens offer full-sized refrigerators/freezers, stovetops, microwaves, and separate dining areas. Bathrooms include showers. Guests can surf the web using the complimentary wireless Internet access (speed: 100+ Mbps (good for 1–2 people or up to 6 devices)). Televisions come with cable channels. Irons/ironing boards, change of towels, and change of bedsheets can be requested. Housekeeping is provided on request. A private beach and complimentary bicycles are featured at the resort. Other recreational amenities include an outdoor pool. The recreational activities listed below are available either on site or nearby; fees may apply.
Free Wi-Fi
Parking
8.3
Excellent
452 reviews
Location
6.0 mi from city centre

Travel insights for resorts in Islamorada

Use our HotelsCombined data-powered tips to help you find your next resort in Islamorada.

What is the cheapest month to book a resort in Islamorada?

The most affordable month to stay at resort in Islamorada is October, with an average price of $230.

What is the cheapest day to stay in a resort in Islamorada?

Sunday is the cheapest day to stay in a resort in Islamorada.

How far ahead should you book a resort in Islamorada?

To secure the best rate for resort in Islamorada, it's advisable to book at least 57 days in advance.

Highest rated Islamorada resorts

Pricing data was last updated on September 11, 2025.
Find and compare prices for the top rated resorts in Islamorada based on user reviews.
80401 Old Highway, Islamorada, FL, United States
2.0 mi from city centre
Free Wi-Fi
$128
Avg. per night
82100 Overseas Highway, Islamorada, FL, United States
0.3 mi from city centre
Free Wi-Fi
Parking
$235
Avg. per night
82216 Overseas Highway, Islamorada, FL, United States
0.1 mi from city centre
Free Wi-Fi
Parking
$100
Avg. per night
84801 Overseas Highway, Islamorada, FL, United States
2.4 mi from city centre
Free Wi-Fi
Parking
$137
Avg. per night
80001 Overseas Highway, Islamorada, FL, United States
2.4 mi from city centre
$162
Avg. per night
84959 Overseas Highway, 222, Islamorada, FL, United States
2.6 mi from city centre
Free Wi-Fi
Parking
$152
Avg. per night
68500 Overseas Highway, Islamorada, FL, United States
13.6 mi from city centre
Free Wi-Fi
Parking
$146
Avg. per night
84001 Overseas Highway, Islamorada, FL, United States
1.8 mi from city centre
Free Wi-Fi
$200
Avg. per night
83409 Overseas Highway, Islamorada, FL, United States
1.2 mi from city centre
Free Wi-Fi
Parking
$169
Avg. per night
80015 Overseas Highway, Islamorada, FL, United States
2.3 mi from city centre
Free Wi-Fi
$132
Avg. per night

Cheapest resorts in Islamorada, FL

Pricing data was last updated on September 11, 2025.
These are some of the lowest-priced resorts in Islamorada we've come across for the dates selected. Resorts in Islamorada can be found for as low as $100 per night.
82216 Overseas Highway, Islamorada, FL, United States
0.1 mi from city centre
Free Wi-Fi
Parking
$100
Avg. per night
243 Treasure Harbor Drive, Islamorada, FL, United States
4.1 mi from city centre
Free Wi-Fi
$108
Avg. per night
76261 Overseas Highway, Islamorada, FL, United States
6.0 mi from city centre
Free Wi-Fi
Parking
$127
Avg. per night
80401 Old Highway, Islamorada, FL, United States
2.0 mi from city centre
Free Wi-Fi
$128
Avg. per night
80015 Overseas Highway, Islamorada, FL, United States
2.3 mi from city centre
Free Wi-Fi
$132
Avg. per night
84801 Overseas Highway, Islamorada, FL, United States
2.4 mi from city centre
Free Wi-Fi
Parking
$137
Avg. per night
68500 Overseas Highway, Islamorada, FL, United States
13.6 mi from city centre
Free Wi-Fi
Parking
$146
Avg. per night
84959 Overseas Highway, 222, Islamorada, FL, United States
2.6 mi from city centre
Free Wi-Fi
Parking
$152
Avg. per night
80001 Overseas Highway, Islamorada, FL, United States
2.4 mi from city centre
$162
Avg. per night
83409 Overseas Highway, Islamorada, FL, United States
1.2 mi from city centre
Free Wi-Fi
Parking
$169
Avg. per night
84001 Overseas Highway, Islamorada, FL, United States
1.8 mi from city centre
Free Wi-Fi
$200
Avg. per night
82100 Overseas Highway, Islamorada, FL, United States
0.3 mi from city centre
Free Wi-Fi
Parking
$235
Avg. per night

Other accommodations in Islamorada

Pricing data was last updated on September 11, 2025.
Want more options for your trip to Islamorada? Find great deals on hotels, vacation rentals, hostels and more.
84951 Overseas Highway, Islamorada, FL, United States
2.5 mi from city centre
Free Wi-Fi
Parking
$113
Avg. per night
76261 Overseas Highway, Islamorada, FL, United States
6.0 mi from city centre
Free Wi-Fi
Parking
$127
Avg. per night
81450 Overseas Highway, Islamorada, FL, United States
1.2 mi from city centre
Free Wi-Fi
Parking
$264
Avg. per night
80015 Overseas Highway, Islamorada, FL, United States
2.3 mi from city centre
Free Wi-Fi
$132
Avg. per night
82200 Overseas Highway, Islamorada, FL, United States
0.1 mi from city centre
Free Wi-Fi
Parking
$98
Avg. per night
82100 Overseas Highway, Islamorada, FL, United States
0.3 mi from city centre
Free Wi-Fi
Parking
$235
Avg. per night

Where to stay in Islamorada

Explore different neighborhoods and areas within Islamorada to find the perfect location for your stay. Map data was last updated on September 11, 2025.
Find a place to stay by zooming in or out on the map below. Hover over the pins to view the names of each resort, then click on a location name to view the deals.

Stay elsewhere in Islamorada

Consider alternative stays in Islamorada

If you are looking for a specific type of hotel, consider these options for trips to Islamorada

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