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 559 hotels in Islamorada and price data was last updated on 26 October 2025. The average price for a hotel in Islamorada is €471/night.
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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
8.8
Excellent
1808 reviews
Location
0.5 km from city centre
€177
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
8.1
Excellent
1478 reviews
Location
2.9 km from city centre
€188
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
1131 reviews
Location
2.0 km from city centre
€156
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
9.2
Excellent
386 reviews
Location
0.3 km from city centre
€221
73801 Overseas Highway, Islamorada, FL, United States
Embrace island life in the heart of the Florida Keys! Relax on the private beach or rent a charter for world-famous sport fishing adventures. This pool-view first-floor studio features a queen bed and a twin sleeper sofa and sleeps up to 3 guests. The unit includes a convenient kitchen, perfect for preparing quick meals on the balcony with stunning resort and ocean views. Linens, towels, and free WiFi are provided for your comfort. Caloosa Cove Resort and Marina offers amenities like a heated pool, beach area, and General Store. For adventure seekers, charter boats are available at our on-site marina. Getting around is easy with Caloosa's free transportation app, and the Caloosa KeyCard offers free access to Founders Park, a 25-acre haven with sandy beaches and a saltwater swimming area. Note: Guest passes to Founders Park do not include pool use. **Construction Notice: Ongoing work on the property may cause daytime noise. We appreciate your understanding.*** Disclaimer: Photos represent typical units. Views and layouts may vary; furnishings are consistent throughout. While we strive to maintain excellent amenities, occasional maintenance or unforeseen issues may arise.
Free Wi-Fi
Parking
9.0
Excellent
570 reviews
Location
13.8 km from city centre
€202
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 Bayside Villas by Islander Resort. Enjoy luxurious accommodations complete with beautifully equipped gourmet kitchens, featuring top-of-the-line stainless steel appliances and granite countertops. When youre ready to explore, we are only steps away from some of the best sightseeing, dining, and shopping experiences in the Florida Keys. Walk or bike to nearby boutique shops, restaurants, historical sites, and museums. Bayside Villas is also home to Islander EcoAdventures, your connection to kayaking, paddle boarding, and more. Guests of Bayside Villas also enjoy full access to the amenities of Islander Resort, located just across the street. The property offers 14 boat slips available to guests on a first-come, first-served basis. Bayside's convenient marina access makes it easy to enjoy the surrounding waters and plan your perfect day on the ocean. Our charming, contemporary resort, world-class amenities, and amazing location will make your stay a true escape from reality.
Free Wi-Fi
Parking
8.7
Excellent
514 reviews
Location
1.9 km from city centre
€169
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
€305

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 November (€244). Conversely, the most expensive month to stay in Islamorada is April (€932).

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

The cheapest day to stay in Islamorada is Sunday (€277). On the other hand, travelers can expect to pay the most on Wednesday, when the average nightly price is €739.

How much is a hotel in Islamorada tonight?

Users have found prices for hotels in Islamorada tonight starting as low as €80, rising to an average cost of €249, based on searches in the last 72 hours. Prices start from €281 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 €151/night. If you’re specifically looking for a 3-star hotel this weekend, our users have found prices as low as €164/night. For a 4-star hotel in Islamorada, the cheapest rate recently found was €307/night for this weekend.

How far ahead should you book a hotel in Islamorada?

Save money by booking a hotel at least 38 days before your trip to Islamorada. The lowest price found when booking 38 days ahead was €150 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 €72 per night. There is currently one property in Islamorada that can be booked for this price. Hadley Resort and Marina is one of the hotels that can be booked for the lowest price in Islamorada. Price data was last updated on 26 October 2025
Out of the hotels in Islamorada we've come across, these properties are priced the lowest. If you have the flexibility, change the dates selected to compare prices.
82749 Overseas Highway, Islamorada, FL, United States
0.5 km from city centre
Free Wi-Fi
Parking
€72
Avg. per night
82216 Overseas Highway, Islamorada, FL, United States
0.1 km from city centre
Free Wi-Fi
Parking
€77
Avg. per night
84951 Overseas Highway, Islamorada, FL, United States
4.1 km from city centre
Free Wi-Fi
Parking
€91
Avg. per night
82200 Overseas Highway, Islamorada, FL, United States
0.2 km from city centre
Free Wi-Fi
Parking
€95
Avg. per night
243 Treasure Harbor Drive, Islamorada, FL, United States
6.6 km from city centre
Free Wi-Fi
€97
Avg. per night
84959 Overseas Highway, 222, Islamorada, FL, United States
4.2 km from city centre
Free Wi-Fi
Parking
€100
Avg. per night
80015 Overseas Highway, Islamorada, FL, United States
3.8 km from city centre
Free Wi-Fi
€103
Avg. per night
80241 Overseas Highway, Islamorada, FL, United States
3.3 km from city centre
Parking
€108
Avg. per night
80001 Overseas Highway, Islamorada, FL, United States
3.9 km from city centre
€113
Avg. per night
68500 Overseas Highway, Islamorada, FL, United States
22.0 km from city centre
Free Wi-Fi
Parking
€115
Avg. per night
76261 Overseas Highway, Islamorada, FL, United States
9.7 km from city centre
Free Wi-Fi
Parking
€119
Avg. per night
81801 Overseas Highway, Mile Marker 82, Islamorada, FL, United States
1.0 km from city centre
Free Wi-Fi
€132
Avg. per night
84801 Overseas Highway, Islamorada, FL, United States
3.8 km from city centre
Free Wi-Fi
Parking
€136
Avg. per night
80401 Old Highway, Islamorada, FL, United States
3.2 km from city centre
Free Wi-Fi
€150
Avg. per night
80051 Overseas Highway, Islamorada, FL, United States
3.7 km from city centre
Free Wi-Fi
Air conditioning
€150
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 26 October 2025.
Hotels located in the Islamorada area sorted by price and hotel class. As an added layer, we've also marked the most popular and best value properties in each hotel class.
4 stars +
3 stars
80401 Old Highway, Islamorada, FL, United States
€150
81450 Overseas Highway, Islamorada, FL, United States
€169
117 Carroll Street, Islamorada, FL, United States
€305
68500 Overseas Highway, Islamorada, FL, United States
€115
2 stars and under
84801 Overseas Highway, Islamorada, FL, United States
€136
76261 Overseas Highway, Islamorada, FL, United States
€119

Other accommodations in Islamorada

Find the perfect hostel, theme hotel, or holiday rental for your stay in Islamorada.
80015 Overseas Highway, Islamorada, FL, United States
3.8 km from city centre
Free Wi-Fi
€103
Avg. per night
82100 Overseas Highway, Islamorada, FL, United States
0.5 km from city centre
Free Wi-Fi
Parking
€177
Avg. per night
83409 Overseas Highway, Islamorada, FL, United States
2.0 km from city centre
Free Wi-Fi
Parking
€156
Avg. per night
73801 Overseas Highway, Islamorada, FL, United States
13.8 km from city centre
Free Wi-Fi
Parking
€202
Avg. per night
80051 Overseas Highway, Islamorada, FL, United States
3.7 km from city centre
Free Wi-Fi
Air conditioning
€150
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 26 October 2025.
Scroll to and zoom in on the areas in Islamorada you plan on visiting to find nearby properties. More information on a given hotel can be accessed by clicking the hotel's name within the map.

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 26 October 2025.
  • What are the best hotels in Islamorada?

    Chesapeake Beach Resort (8.4/10 from 1,131 reviews), Amara Cay Resort (8.2/10 from 1,225 reviews), and Cheeca Lodge & Spa (8.7/10 from 1,458 reviews) are all highly rated places to stay in Islamorada.

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

    A good hotel close to Cheeca Lodge & Spa is Cheeca Lodge & Spa (rated 8.7/10 from 1,458 reviews).

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

    For a good hotel near to Bud n' Mary's Fishing Marina, consider Amara Cay Resort - it is rated 8.2/10 from 1,225 HotelsCombined reviews.

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

    If you’re looking for good hotels near Long Key State Park, consider Lime Tree Bay Resort (rated 8.7 over 3,641 reviews).

  • 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 559 hotels to choose from in Islamorada, compared to 195,027 properties in Florida.

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

    There’s so much to see and do in Islamorada, but we’ve found that the most popular landmarks are Cheeca Lodge & Spa, Bud n' Mary's Fishing Marina, and Long Key State Park. You’ll want to stay in Islamorada to visit Cheeca Lodge & Spa, Islamorada to visit Bud n' Mary's Fishing Marina, and Islamorada to visit Long Key State Park.

See more FAQs

Find better results for your stay in Islamorada

Consider these popular 3-star hotels in Islamorada

Stay at one of these Islamorada 3-star hotels that users have found on HotelsCombined.

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