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Top 10 Hotels in Islamorada

Image for Sands of Islamorada
2.5 out of 5
80051 Overseas Highway, Islamorada, FL
per night
Sep 19 - Sep 20
4.1/5Very Good! (128 reviews)

"Property is old but maintained. Property managers are onsite and they are extremely pleasant and eager to please."…"

Reviewed on Aug 5, 2019

Sands of Islamorada
Image for La Jolla Resort
2.5 out of 5
82216 Overseas Highway, Islamorada, FL
per night
Sep 23 - Sep 24
4.1/5Very Good! (177 reviews)

"Good clean rooms, check inn process was good and fast."…"

Reviewed on Sep 9, 2019

La Jolla Resort
Image for Pines & Palms Resort
3 out of 5
80401 Old Hwy, Islamorada, FL
per night
Oct 2 - Oct 3
4.5/5Wonderful! (546 reviews)

"Very clean, right on the ocean and beautiful location. I just wish the poolside bar was open for a longer period. They were open 3 to 8 which was a little short to me. Other than that i loved it."…"

Reviewed on Sep 12, 2019

Pines & Palms Resort
Image for Drop Anchor
3 out of 5
84959 Overseas Highway, 222, Islamorada, FL
per night
Sep 19 - Sep 20
4.3/5Excellent! (1,212 reviews)

"Beautiful tranquil setting with a great view of the sea."…"

Reviewed on Aug 29, 2019

Drop Anchor
Image for Cheeca Lodge & Spa
4 out of 5
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
Free CancellationReserve now, pay when you stay
per night
Sep 25 - Sep 26
4.4/5Excellent! (1,771 reviews)

"The resort is all renovated and in pristine condition. The landscaping is lush and tropical and the staff are super friendly. The lodge is located close to everything on Islamarada, food, attraction and shopping are all close. The hotel has water sports and golf in property. While the course is more ..."…"

Reviewed on Sep 17, 2019

Cheeca Lodge & Spa
Image for Fisher Inn Resort & Marina
3.5 out of 5
84951 Overseas Hwy, Islamorada, FL
per night
Sep 29 - Sep 30
3.1/5 (949 reviews)

"Very accommodating staff. Boat ramp and facility was first-rate"…"

Reviewed on Sep 8, 2019

Fisher Inn Resort & Marina
Image for Postcard Inn Beach Resort & Marina
3 out of 5
84001 Overseas Hwy, Islamorada, FL
Free CancellationReserve now, pay when you stay
per night
Oct 2 - Oct 3
3.9/5Good! (1,454 reviews)

"This property has beaches and plenty of area to sit and enjoy the scenery with friends. Covered areas are scattered throughout the grounds. Two pools and very clean well kept grounds. They’re still fixing up and updating some of the buildings from the last storm, but overall it’s in good shape and ..."…"

Reviewed on Sep 13, 2019

Postcard Inn Beach Resort & Marina
Image for Amara Cay Resort
3.5 out of 5
80001 Overseas Hwy, Islamorada, FL
Free CancellationReserve now, pay when you stay
per night
Oct 2 - Oct 3
4.3/5Excellent! (1,807 reviews)

"Free kayak and bike rentals, free shuttle around the island, free parking, great fishing dock and swimming area and pool, and they give you wristbands to enjoy the beaches and pools at their other properties. 10/10 definitely going back. Key West sucks, go here instead."…"

Reviewed on Sep 1, 2019

Amara Cay Resort
Image for Casa Morada
3.5 out of 5
136 Madeira Road, Islamorada, FL
per night
Sep 22 - Sep 23
4.8/5Exceptional! (115 reviews)

"We have enjoyed every minute staying at Casa Morada. My husband and I came for 4 nights to celebrate our anniversary and this has been one of our more relaxing vacations in a very long time we are so happy we chose Casa Morada. The hotel offers free use of kayaks and paddle boards which we enjoyed ..."…"

Reviewed on Aug 10, 2019

Casa Morada
Image for Hadley House Islamorada
3 out of 5
82749 Overseas Hwy, Islamorada, FL
Free CancellationReserve now, pay when you stay
per night
Sep 19 - Sep 20
4.1/5Very Good! (216 reviews)

"Very nice remodeled hotel, friendly staff and great views!"…"

Reviewed on Aug 26, 2019

Hadley House Islamorada
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Visiting Islamorada

Travelers to Islamorada give high marks for the seaside, entertainment choices, and seafood restaurants. This relaxing city also attracts tourists with its opera houses.

  • There are 101 hotels and other accommodations in Islamorada
  • The closest major airport is in Marathon, FL (MTH-Florida Keys Marathon), 30.8 mi (49.6 km) from the city center

Sightseeing and Staying in Islamorada

The city is well known for its opera and theaters, and cultural venues include History of Diving Museum and Theater of the Sea. The seaside and sunsets highlight the city's natural beauty with places to visit including Windley Key Fossil Reef Geological State Park, Founders Park, and Plantation Key. A couple of additional sights to add to your agenda are Hurricane Monument and Bud n' Mary's Dive Center.

In Islamorada, you'll find 101 hotels and other lodging accommodations so you'll have ample places to choose from for your holiday retreat. Below are top ones based on our user reviews:

  • The Moorings Village - This 3.5-star villa features a full-service spa, a private beach, and an outdoor pool. It's a favorite with Expedia travelers for its beach locale and helpful staff.
  • The Caribbean Resort - Our customers like the beach locale and pool at this resort. This 3.5-star resort features a marina, an outdoor pool, and free WiFi.
  • Casa Morada - This 3.5-star resort features free breakfast, an outdoor pool, and free WiFi. Expedia customers like its bar and pool.

A top sight outside the city is Dolphin Research Center, located 23.6 mi (38 km) from the city center.

Dressing for Islamorada

  • Between January and March, daytime temperatures average 81°F, while nighttime temperatures stay around 64°F
  • From April to June, the average is 91°F during the day and 70°F at night
  • July through September sees average temperatures of 92°F during the day and 78°F at night
  • In October-December, you can expect 88°F as the daytime average and 64°F as the nighttime average
  • Islamorada gets about 46.14 inches of rain per year
  • August and July are usually the hottest months averaging 91°F, while January and December are usually the coldest with an average temperature of 65°F

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