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Hotels in Islamorada

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Popular hotels in Islamorada

Discover well-known properties in Islamorada that are favoured by visitors more than others. There are 646 hotels in Islamorada and price data was last updated on 5 June 2025. The average price for a hotel in Islamorada is C$ 959/night.
These hotels are among the most popular places to stay for users visiting Islamorada. Change the dates at the top of the page to see more options in Islamorada.
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82100 Overseas Highway, Islamorada, FL, United States
Unveiling a Reimagined, Luxury, Oceanside Experience, Islander Resort is a unique destination in Islamorada with 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 Islander Resort includes 114 luxury guest rooms and suites that enhance the charm of our tropical destination.Nestled in the heart of Islamorada amid lush tropical foliage sits twenty-five charming, contemporary cottages and 14 boat slips known as Islander Bayside Townhomes. Enjoy luxurious accommodations complete with beautifully equipped gourmet kitchens, featuring top-of-the-line stainless steel appliances and granite counter tops.When youre ready to explore, we are only steps away from some of the best sight-seeing, dining, and shopping experiences in the Florida Keys. Walk or bike to nearby boutique shops, restaurants, historical sites and museums. Islander Bayside is home to Islander EcoAdventures, your connection to kayaking, paddle boarding and more.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
8.6
Excellent
1732 reviews
Location
0.5 km from city centre
C$ 476
81801 Overseas Highway, Mile Marker 82, Islamorada, FL, United States
Luxury resort on the beach, with 3 outdoor pools Spend the day relaxing at Cheeca Lodge & Spa's private sand beach, practicing your swing on the golf course, or pampering yourself at the full-service spa. Then enjoy a meal at one of the resort's 3 restaurants. Cheeca Lodge & Spa offers 243 accommodations with safes and coffee/tea makers. Rooms open to balconies. Beds feature premium bedding. 47-inch LED televisions come with premium cable channels. Bathrooms include bathrobes, slippers, designer toiletries, and complimentary toiletries. Business-friendly amenities include desks and phones; free local calls are provided (restrictions may apply). Additionally, rooms include hair dryers and irons/ironing boards. In-room massages and hypo-allergenic bedding can be requested. A nightly turndown service is provided and housekeeping is offered daily. Guests can play rounds at the 9-hole golf course and enjoy other recreation facilities including a private beach, 10 outdoor tennis courts, and complimentary bicycles. 3 outdoor swimming pools are on site along with a hot tub. Other recreational amenities include a sauna and a 24-hour fitness center. The recreational activities listed below are available either on site or nearby; fees may apply.
Free Wi-Fi
8.7
Excellent
1451 reviews
Location
1.0 km from city centre
C$ 444
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
7.9
Good
1476 reviews
Location
2.9 km from city centre
C$ 521
136 Madeira Road, Islamorada, FL, United States
Adults-only beach hotel with outdoor pool At Casa Morada, relax by an outdoor pool or hit the nearby beach where you can enjoy kayaking. Casa Morada offers 16 accommodations with DVD players and minibars. Rooms open to balconies or patios. These individually decorated and furnished accommodations have separate sitting areas. Beds feature premium bedding. Flat-screen televisions come with cable channels. Bathrooms include bathrobes, designer toiletries, complimentary toiletries, and hair dryers. Guests can surf the web using the complimentary wireless Internet access. Business-friendly amenities include safes and phones; free local calls are provided (restrictions may apply). In-room massages and irons/ironing boards can be requested. Housekeeping is provided daily. Recreational amenities at the hotel include an outdoor pool and complimentary bicycles. The recreational activities listed below are available either on site or nearby; fees may apply.
Free Wi-Fi
Parking
9.1
Excellent
378 reviews
Location
0.3 km from city centre
C$ 649
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
8.9
Excellent
1215 reviews
Location
3.2 km from city centre
C$ 462
81450 Overseas Highway, Islamorada, FL, United States
Nestled in the heart of Islamorada amid lush tropical foliage sits twenty-five charming, contemporary cottages and 14 boat slips known as Islander Bayside Townhomes. Enjoy luxurious accommodations complete with beautifully equipped gourmet kitchens, featuring top-of-the-line stainless steel appliances and granite counter tops. When youre ready to explore, we are only steps away from some of the best sight-seeing, dining, and shopping experiences in the Florida Keys. Walk or bike to nearby boutique shops, restaurants, historical sites and museums. Islander Bayside is home to Islander EcoAdventures, your connection to kayaking, paddle boarding and more. 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
8.5
Excellent
506 reviews
Location
1.9 km from city centre
C$ 632
84959 Overseas Highway, 222, Islamorada, FL, United States
Waterfront hotel with a nearby private beach and an outdoor pool Along with an outdoor pool, this hotel has coffee/tea in a common area and a business center. Free WiFi in public areas and free self parking are also provided. Additionally, free use of bicycles, wedding services, and a garden are onsite. Limited housekeeping is available. Drop Anchor offers 18 air-conditioned accommodations with coffee/tea makers and hair dryers. Each accommodation is individually furnished and decorated. Beds feature premium bedding. Flat-screen televisions come with premium cable channels. Bathrooms include showers and complimentary toiletries. This Islamorada hotel provides complimentary wireless Internet access. Additionally, rooms include irons/ironing boards and ceiling fans. Housekeeping is provided daily. Recreational amenities at the hotel include an outdoor pool and complimentary bicycles. The recreational activities listed below are available either on site or nearby; fees may apply.
Free Wi-Fi
Parking
7.6
Good
451 reviews
Location
4.2 km from city centre
C$ 459
117 Carroll Street, Islamorada, FL, United States
Waterfront hotel with a marina and an outdoor pool Along with a marina, this hotel has an outdoor pool and a hot tub. Other amenities include free use of bicycles, laundry facilities, and wedding services. The Caribbean Resort offers 14 air-conditioned accommodations with washers/dryers and coffee/tea makers. Rooms open to balconies or patios. These individually decorated and furnished accommodations have separate sitting areas. Beds feature premium bedding. Accommodations at this 3.5-star hotel have kitchens with full-sized refrigerators/freezers, stovetops, microwaves, and separate dining areas. Bathrooms include showers, complimentary toiletries, and hair dryers. LED televisions come with premium cable channels. Additionally, rooms include irons/ironing boards and ceiling fans. Housekeeping is provided daily. A marina and complimentary bicycles are featured at the hotel. An outdoor pool and a hot tub are on site. The recreational activities listed below are available either on site or nearby; fees may apply.
Free Wi-Fi
Air Conditioning
Location
0.7 km from city centre
C$ 652

Travel insights for hotels in Islamorada

Use these up-to-date, data-driven insights about booking a hotel in Islamorada including ideal times to book, pricing trends, and more.

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

The cheapest month to book a hotel in Islamorada is August (C$ 275). Conversely, the most expensive month to stay in Islamorada is February (C$ 5,495).

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

The cheapest day to stay in Islamorada is Thursday (C$ 403). On the other hand, travelers can expect to pay the most on Tuesday, when the average nightly price is C$ 3,408.

How much is a hotel in Islamorada tonight?

Users have found prices for hotels in Islamorada tonight starting as low as C$ 212, rising to an average cost of C$ 511, based on searches in the last 72 hours. Prices start from C$ 401 for a 4-star hotel in Islamorada for tonight.

How much is a Islamorada hotel room this weekend?

In the past 72 hours, we’ve seen prices for hotels in Islamorada this weekend for as little as C$ 298/night. If you’re specifically looking for a 3-star hotel this weekend, our users have found prices as low as C$ 298/night. For a 4-star hotel in Islamorada, the cheapest rate recently found was C$ 494/night for this weekend.

How far ahead should you book a hotel in Islamorada?

Save money by booking a hotel at least 89 days before your trip to Islamorada. The lowest price found when booking 89 days ahead was C$ 245 per night.

Cheapest hotels in Islamorada, Florida

Discover affordable stays in Islamorada that provide a quality experience without breaking the bank. Hotels in Islamorada can be found for as low as C$ 226 per night. There is currently one property in Islamorada that can be booked for this price. Sunset Inn is one of the hotels that can be booked for the lowest price in Islamorada. Price data was last updated on 5 June 2025
These are the lowest prices we've found on hotels in Islamorada at the moment. Prices can differ depending on the dates selected, so use the search form to browse more options if you have flexibility.
Show all 646 hotels
82200 Overseas Highway, Islamorada, FL, United States
0.2 km from city centre
Free Wi-Fi
Parking
C$ 226
Avg. per night
84801 Overseas Highway, Islamorada, FL, United States
3.8 km from city centre
Free Wi-Fi
Parking
C$ 260
Avg. per night
76261 Overseas Highway, Islamorada, FL, United States
9.7 km from city centre
Free Wi-Fi
Parking
C$ 266
Avg. per night
80015 Overseas Highway, Islamorada, FL, United States
3.8 km from city centre
Free Wi-Fi
C$ 274
Avg. per night
80051 Overseas Highway, Islamorada, FL, United States
3.7 km from city centre
Free Wi-Fi
Air Conditioning
C$ 285
Avg. per night
82749 Overseas Highway, Islamorada, FL, United States
0.5 km from city centre
Free Wi-Fi
Parking
C$ 296
Avg. per night
84951 Overseas Highway, Islamorada, FL, United States
4.1 km from city centre
Free Wi-Fi
Parking
C$ 306
Avg. per night
68500 Overseas Highway, Islamorada, FL, United States
22.0 km from city centre
Free Wi-Fi
Parking
C$ 317
Avg. per night
80241 Overseas Highway, Islamorada, FL, United States
3.3 km from city centre
C$ 339
Avg. per night
82216 Overseas Highway, Islamorada, FL, United States
0.1 km from city centre
Free Wi-Fi
Parking
C$ 343
Avg. per night
80001 Overseas Highway, Islamorada, FL, United States
3.9 km from city centre
C$ 345
Avg. per night
243 Treasure Harbor Drive, Islamorada, FL, United States
6.6 km from city centre
Free Wi-Fi
C$ 418
Avg. per night
73801 Overseas Highway, Islamorada, FL, United States
13.8 km from city centre
Free Wi-Fi
Parking
C$ 429
Avg. per night
83409 Overseas Highway, Islamorada, FL, United States
2.0 km from city centre
Free Wi-Fi
Parking
C$ 442
Avg. per night

Hotel prices in Islamorada

Get a sense of the average price and most popular properties to stay in Islamorada to help you budget for your trip accordingly. Hotels that are booked the most in each class receive the “Most popular” badge. Hotels with the “Best value” badge are the most popular hotels in Islamorada at attractive prices. Price data was last updated on 5 June 2025.
We've come across the following hotels in Islamorada with different price and hotel class options. Change the dates at the top of the page to see more options in Islamorada.
4 stars +
81801 Overseas Highway, Mile Marker 82, Islamorada, FL, United States
C$ 444
80001 Overseas Highway, Islamorada, FL, United States
C$ 345
82100 Overseas Highway, Islamorada, FL, United States
C$ 476
80241 Overseas Highway, Islamorada, FL, United States
C$ 339
3 stars
83409 Overseas Highway, Islamorada, FL, United States
C$ 442
68500 Overseas Highway, Islamorada, FL, United States
C$ 317
84951 Overseas Highway, Islamorada, FL, United States
C$ 306
82749 Overseas Highway, Islamorada, FL, United States
C$ 296
82200 Overseas Highway, Islamorada, FL, United States
C$ 226
2 stars and under
76261 Overseas Highway, Islamorada, FL, United States
C$ 266
82216 Overseas Highway, Islamorada, FL, United States
C$ 343
80051 Overseas Highway, Islamorada, FL, United States
C$ 285
84801 Overseas Highway, Islamorada, FL, United States
C$ 260

Other accommodations in Islamorada

Find the perfect hostel, theme hotel, or vacation rental for your stay in Islamorada. There are 646 hotels in Islamorada and price data was last updated on 5 June 2025. The average price for a stay in Islamorada is C$ 959/night.
Show all 646 stays
80051 Overseas Highway, Islamorada, FL, United States
3.7 km from city centre
Free Wi-Fi
Air Conditioning
C$ 285
Avg. per night
73801 Overseas Highway, Islamorada, FL, United States
13.8 km from city centre
Free Wi-Fi
Parking
C$ 429
Avg. per night
80015 Overseas Highway, Islamorada, FL, United States
3.8 km from city centre
Free Wi-Fi
C$ 274
Avg. per night
82100 Overseas Highway, Islamorada, FL, United States
0.5 km from city centre
Free Wi-Fi
Parking
C$ 476
Avg. per night

Where to stay in Islamorada

Explore different neighbourhoods and areas within Islamorada to find the perfect location for your stay. Map data was last updated on 5 June 2025.
Scroll to and zoom in on the areas in Islamorada you plan on visiting to find nearby properties. You can find more information on a particular hotel within the map by clicking on its name.

About Islamorada

Swaying palms, sugar-white sand and rainbow-coloured coral reefs await in Islamorada. The lively Florida Keys village is made up of six islands sandwiched between the Florida Strait and Everglades National Park. Bask on the sand at Anne’s Beach and enjoy a picnic in palm-shaded Founders Park, also known as the Gem of Islamorada.

There are some great places to drink and dine in Islamorada, including excellent seafood restaurants and a hip craft brewery. The History of Diving Museum charts the village’s maritime heritage and showcases metal helmets, centuries-old treasure chests and other artefacts.

Day trips to Indian Key Historic State Park take you to a tiny island dotted with centuries-old ruins. The park can only be accessed by boat, with kayak rentals available from local outfitters in Islamorada. Eco tours depart from the marina and get you up close with dolphins, crocodiles and manatees. They’re also a great way to explore the lush mangrove forests that surround Islamorada.

Getting there

Islamorada is located in the Florida Keys, a two-hour drive from Miami and Key West. Rental cars offer the freedom to explore the Florida Keys at your own pace. Key West International Airport is a two-hour drive away.

Facts about staying in Islamorada

Find useful tips and insights about staying in Islamorada to help you make the most of your experience. FAQs were last updated on 5 June 2025.
  • What are the best hotels in Islamorada?

    Lime Tree Bay Resort, rated with a score of 8.6 from 3,539 reviewers, is one of the most popular hotels in Islamorada. Other top stays include Cheeca Lodge & Spa, with an average rating of 8.7 from 1,451 reviewers, and Islander Resort, with a score of 8.6 from 1,732 reviewers.

  • What is a good hotel near Cheeca Lodge & Spa?

    Reviews of Cheeca Lodge & Spa recommend it as a good place to stay near Cheeca Lodge & Spa, scoring 8.7/10 from 1,451 ratings.

  • What is a good hotel in Islamorada near Bud n' Mary's Fishing Marina?

    Amara Cay Resort is the hotel close to Bud n' Mary's Fishing Marina that is most recommended by HotelsCombined users, with 1,191 reviews rating it at 8.1/10.

  • Is there a good hotel near Long Key State Park?

    If you’re planning to stay near Long Key State Park, you should consider Lime Tree Bay Resort, which has a score of 8.6 from 3,539 reviews.

  • How much is a cheap hotel in Islamorada?

    HotelsCombined users have found cheap hotels in Islamorada starting from C$ 212 per night in the last 3 days.

  • What are some other cities to stay in when visiting Florida?

    In addition to Islamorada, travellers opt to visit Orlando when visiting Florida. Miami Beach is also a popular choice to visit.

  • How many hotels are there in Islamorada?

    In total, there are 646 hotels to choose from in Islamorada, compared to 231,332 properties in Florida.

  • What are the most popular landmarks to visit in Islamorada?

    The most popular landmark in Islamorada is Cheeca Lodge & Spa located in Islamorada, followed by Bud n' Mary's Fishing Marina and Long Key State Park, located in Islamorada and Islamorada, respectively. Depending on where and how long you plan on staying in Islamorada, you may be able to visit at least one of these cities.

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