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Search Resorts in Islamorada

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Featured Resorts in Islamorada

Cheeca Lodge & Spa

Cheeca Lodge & Spa

4 out of 5
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
The price is £419 per night from 1 Mar to 2 Mar

Nestled on the beach, this Islamorada resort is 0.3 mi (0.5 km) from Florida Keys Brewing Co. and 2.9 mi (4.7 km) from Theater of the Sea. Hurricane Monument ...…

4.3/5Excellent! (989 reviews)

"The landscaping and grounds are very nice Shiwera in rooms not tbe best Very select menu"…"

Reviewed on 24 Feb 2021

Cheeca Lodge & Spa
Islander Resort

Islander Resort

3 out of 5
82100 Overseas Highway, Islamorada, FL
Free cancellationReserve now, pay when you stay
The price is £442 per night from 7 Mar to 8 Mar

Nestled on the beach, this Islamorada resort is 0.6 mi (1 km) from Florida Keys Brewing Co. and 2.7 mi (4.3 km) from Theater of the Sea. Hurricane Monument and ...…

4.6/5Wonderful! (953 reviews)

"We really enjoyed the property, very pretty landscaping with walkways throughout gave it a private feeling. Had a room with a screened in lanai which was very nice. Parking right outside our door. Decent pool with other outdoor activities available, like shuffleboard, bags, volleyball, etc. Nice ..."…"

Reviewed on 23 Feb 2021

Islander Resort
Postcard Inn Beach Resort & Marina

Postcard Inn Beach Resort & Marina

3 out of 5
84001 Overseas Hwy, Islamorada, FL
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Nestled on the beach, this Islamorada resort is within 1 mi (2 km) of Windley Key Fossil Reef Geological State Park and Theater of the Sea. Founders Park and ...…

4.3/5Excellent! (976 reviews)

"The area and property layout was excellent. The service from the front desk was efficient. The service of food & beverage has less than a 2 rating! The bar staff was some of the most inefficient, unclean, & rude persons working for this property, being a holiday weekend we thought to “give them a ..."…"

Reviewed on 21 Feb 2021

Postcard Inn Beach Resort & Marina
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Chesapeake Beach Resort

Chesapeake Beach Resort

2.5 out of 5
83409 Overseas Hwy, Islamorada, FL
Free cancellationReserve now, pay when you stay
The price is £240 per night from 1 Mar to 2 Mar

Nestled on the beach, this Islamorada resort is within 1 mi (2 km) of History of Diving Museum and Theater of the Sea. Windley Key Fossil Reef Geological State ...…

3.6/5Good! (978 reviews)

"The property is still under renovations from the hurricane a couple of years ago but the parts that are done are fantastic. They have two pools and a hot tub. We were fortunate to have one of the ocean front suites that did not disappoint. The view was amazing!! The staff was very friendly and helpful. ..."…"

Reviewed on 22 Feb 2021

Chesapeake Beach Resort
La Siesta Resort & Marina

La Siesta Resort & Marina

3 out of 5
80241 Overseas Highway, Islamorada, FL
Free cancellationReserve now, pay when you stay
The price is £288 per night from 2 Mar to 3 Mar

Located in Islamorada, this beachfront resort is in the historical district and within a 15-minute walk of Indian Key Historic State Park and Bud n' Mary's Dive ...…

4/5Very Good! (987 reviews)
We stayed just 1 night but have made note that we would stay again.

"Overall the Property is very nice. COVID makes some things of course difficult ....like meeting new friends. Very Clean. The continental breakfast could have been handled a bit better more hospitality."…"

Reviewed on 20 Feb 2021

La Siesta Resort & Marina
Pines & Palms Resort

Pines & Palms Resort

3 out of 5
80401 Old Hwy, Islamorada, FL
The price is £233 per night from 2 Mar to 3 Mar

Nestled on the beach, this Islamorada resort is within a 15-minute walk of Indian Key Historic State Park and Bud n' Mary's Dive Center. Hurricane Monument and ...…

4.5/5Wonderful! (680 reviews)

"We were able to get a last minute cancellation. The resort is a throw back and lovely. If you want glitz, this is not the place. Clean and right on the water. Social distancing is easy. We had a room near the water. Quiet."…"

Reviewed on 22 Feb 2021

Pines & Palms Resort
The Caribbean Resort

The Caribbean Resort

3.5 out of 5
117 Carroll St, Islamorada, FL
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This family-friendly Islamorada resort is located on the waterfront, within 2 mi (3 km) of Hurricane Monument and History of Diving Museum. Bud n' Mary's Dive ...…

4.9/5Exceptional! (96 reviews)

"Beautiful property with great scenery. Houses are well appointed and very clean."…"

Reviewed on 26 Jan 2021

The Caribbean Resort
Casa Morada

Casa Morada

3.5 out of 5
136 Madeira Road, Islamorada, FL
The price is £353 per night from 2 Mar to 3 Mar

Situated in Islamorada, this beach resort is 0.9 mi (1.4 km) from Florida Keys Brewing Co. and 2.6 mi (4.2 km) from Theater of the Sea. History of Diving Museum ...…

4.8/5Exceptional! (153 reviews)

"Great boutique hotel with beautiful bay views. Staff were always friendly and courteous especially Sarah. Room was spacious and clean. Great place for a getaway."…"

Reviewed on 14 Oct 2020

Casa Morada
Sleeps 12 - WATER FRONT ON BEACH - TWO UNITS AVAILABLE - 4Bedrooms 4Baths total

Sleeps 12 - WATER FRONT ON BEACH - TWO UNITS AVAILABLE - 4Bedrooms 4Baths total

75500 Overseas Hwy, 1, Islamorada, FL
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Situated in Islamorada, this resort is 1.1 mi (1.8 km) from San Pedro Underwater Archaeological Preserve State Park and within 3 miles (5 km) of Anne's Beach ...…

Sleeps 12 - WATER FRONT ON BEACH - TWO UNITS AVAILABLE - 4Bedrooms 4Baths total
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other property types in Islamorada

Amara Cay Resort

Amara Cay Resort

3.5 out of 5
80001 Overseas Hwy, Islamorada, FL
The price is £299 per night from 1 Mar to 2 Mar
4.4/5Wonderful! (979 reviews)

"Excelent place! Nice staff. Extremely clean!!!!!!!!"…"

Reviewed on 23 Feb 2021

Amara Cay Resort
Islander Resort

Islander Resort

3 out of 5
82100 Overseas Highway, Islamorada, FL
The price is £442 per night from 7 Mar to 8 Mar
4.6/5Wonderful! (953 reviews)

"We really enjoyed the property, very pretty landscaping with walkways throughout gave it a private feeling. Had a room with a screened in lanai which was very nice. Parking right outside our door. Decent pool with other outdoor activities available, like shuffleboard, bags, volleyball, etc. Nice ..."…"

Reviewed on 23 Feb 2021

Islander Resort
Postcard Inn Beach Resort & Marina

Postcard Inn Beach Resort & Marina

3 out of 5
84001 Overseas Hwy, Islamorada, FL
4.3/5Excellent! (976 reviews)

"The area and property layout was excellent. The service from the front desk was efficient. The service of food & beverage has less than a 2 rating! The bar staff was some of the most inefficient, unclean, & rude persons working for this property, being a holiday weekend we thought to “give them a ..."…"

Reviewed on 21 Feb 2021

Postcard Inn Beach Resort & Marina
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

What can I expect from a resort holiday in Islamorada?
Longing for a relaxing getaway? Treat yourself to the comforts of a resort, where you can find everything you want for your trip – from convenient dining options to activities and entertainment. Choose from 10 resorts in Islamorada and discover the one that’s best for you, whether you envision yourself sitting down to fine dining or heading to the spa for a deep-tissue massage.
What's a favourite resort for my stay in Islamorada?
Islander Resort - Beach property rated 3 stars. Features 3 outdoor pools, a private beach and a children’s pool. Popular for its family-friendly amenities. Postcard Inn Beach Resort & Marina - Beach property rated 3 stars. Has 2 outdoor pools, 3 restaurants and a private beach. Chesapeake Beach Resort - Enjoy the 2 outdoor pools, private beach and hot tub. La Siesta Resort & Marina - Beach resort rated 3 stars. Amenities include a private beach, a marina and an outdoor pool. Cheeca Lodge & Spa - Beach property rated 4 stars. Popular for its pool. Access to 3 outdoor pools, 3 restaurants and 2 poolside bars.
How many resorts can I expect to find in Islamorada?
Choose from Expedia’s 10 resort hotels in Islamorada, where you’ll find a selection of great restaurants, beautiful guest rooms and more.
What can I do in Islamorada?
Travellers come to Islamorada to try fishing and other popular water activities, and also speak highly of the entertainment choices. Learn about local history at monuments like Hurricane Monument, or explore the interesting exhibits at History of Diving Museum. Theater of the Sea and Key Largo Undersea Park are a couple of additional top attractions in the area.
What's the seasonal weather in Islamorada?
The hottest months are usually August and July, with an average temperature of 29°C, while the coldest months are January and December, with an average of 22°C. Average annual precipitation for Islamorada is 1174 inches.
What's the best way to get to and around Islamorada?
Fly into Marathon, FL (MTH-Florida Keys Marathon), which is located 30.8 mi (49.6 km) from the heart of the city. If you’d like to venture out around the area, you may want a rental car for your journey.

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