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Top Rated Islamorada Hotels

Estimated price for 1 night/2 adults

Pines & Palms Resort
Pines & Palms Resort
3.0 out of 5.0 80401 Old Hwy, Islamorada, FL
$125
4.6/5 (9 reviews)

Beautiful grounds right on the water with boat/fishing piers. An orchid grow house onthe property. Attractive residences.

Reviewed on Mar 21, 2019
Drop Anchor
Drop Anchor
3.0 out of 5.0 84959 Overseas Highway, 222, Islamorada, FL
$134
4.6/5 (29 reviews)

Drop Anchor is conveniently located to everything, however has no beach access. You are at waterfront with beautiful sunsets and scenery. If you are on the ground floor you have it made, but the rooms go quick, so book early (they have only 18 rooms). The rooms are older with window unit type A/C's ...

Reviewed on Apr 29, 2019
Cheeca Lodge & Spa
Cheeca Lodge & Spa
4.0 out of 5.0 81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
Free Cancellation
$191
4.3/5 (93 reviews)

Great Caribbean style resort right in the heart of the Keys. Can't beat it!

Reviewed on Apr 2, 2019
Amara Cay Resort
Amara Cay Resort
3.5 out of 5.0 80001 Overseas Hwy, Islamorada, FL
Free Cancellation
$194
4.2/5 (40 reviews)

Friendly staff, nice restaurant with great views of ocean. No real beach, but access to the water. Tiki bar with food. Enjoyed our stay.

Reviewed on Apr 10, 2019
Hadley House Islamorada
Hadley House Islamorada
3.0 out of 5.0 82749 Overseas Hwy, Islamorada, FL
Free Cancellation
$144
4.0/5 (7 reviews)

Nice quiet setting with ocean views. ;jar;iqber;ib;ier

Reviewed on May 16, 2019
Pelican Cove Resort & Marina
Pelican Cove Resort & Marina
3.0 out of 5.0 84457 Overseas Highway, Islamorada, FL
Free Cancellation
$166
4.0/5 (76 reviews)

Fantastic resort. The hotel was amazing. Location incredible. Ocean view really an ocean view. Took out some paddle boards and kayaks. Rented some fishing rods from Lynn at Abel’s - she was very sweet and helped us numerous times throughout our trip. Overall, we will be coming back.

Reviewed on Mar 8, 2019
Postcard Inn Beach Resort & Marina
Postcard Inn Beach Resort & Marina
3.0 out of 5.0 84001 Overseas Hwy, Islamorada, FL
Free Cancellation
$184
3.8/5 (128 reviews)

After checking out you can still use facilities and the have showers available

Reviewed on Apr 27, 2019
La Siesta Resort & Marina
La Siesta Resort & Marina
3.0 out of 5.0 80241 Overseas Highway, Islamorada, FL
Free Cancellation
$165
3.7/5 (35 reviews)

Great place for a family vacation .My family and I had a great time while we stayed at the property.

Reviewed on Mar 29, 2019
Fisher Inn Resort & Marina
Fisher Inn Resort & Marina
2.5 out of 5.0 84951 Overseas Hwy, Islamorada, FL
$127
3.6/5 (14 reviews)

Very nice hotel with a great location and beach area. Very good price, too. Highly recommended.

Reviewed on Feb 23, 2019

Luxury Hotels in Islamorada

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Estimated price for 1 night/2 adults

Pet Friendly Islamorada Hotels

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Estimated price for 1 night/2 adults

Finding a Hotel in Islamorada


So you're considering a trip to Islamorada? If you want a place to call home that's located near some well-known Islamorada attractions such as Theater of the Sea, just go to Orbitz, choose your travel dates, and voilà! Review the list of hotels and other accommodations to find those that are near everything you want to see and do.


Whether you want a bed and breakfast or a cheap hotel, Islamorada offers 141 accommodations including:

  • 9 hotels
  • 4 apartments
  • 33 condos
  • 4 motels

We make it easy to find a convenient flight into Marathon, FL (MTH-Florida Keys Marathon), which is 30.8 mi (49.6 km) from the heart of the city. Find your ideal flight in a flash by using the filters on our site to narrow down your search.


Accommodations in Islamorada


Orbitz can help you find lodging that has all the amenities you want in a hotel, whether that's free parking, a kitchen, or a swimming pool.

If you want an early meal before heading out and about to discover the area, think about one of these Islamorada properties, known for their great free breakfast:

  • La Siesta Resort & Marina
  • Casa Morada
  • Ocean House

Go for a swim when you stay at one of these Islamorada properties, appreciated for their pools.

  • Amara Cay Resort
  • Postcard Inn Beach Resort & Marina
  • Pines & Palms Resort

What's the Weather Like in Islamorada?


Debating whether you'll need socks with your sandals while you're here? Islamorada is typically warmest in August and July, while it’s usually the chilliest in January and December. The rainiest months are September and August, while the driest months are normally January and December. Here's a rundown of seasonal temps and rainfall so you're completely prepared for all that Mother Nature can toss your way:


  • January to March: average temp during the day is 81°F and 64°F at night
  • April to June: average temp during the day is 91°F and 70°F at night
  • July to September: average temp during the day is 92°F and 78°F at night
  • October to December: average temp during the day is 88°F and 64°F at night
  • Annual rainfall average: 46.14 inches

Things to See and Do in Islamorada


If you've got some extra time to explore relaxing Islamorada, think about checking out the ocean views and snorkeling. Discover these noteworthy sights during your visit:

  • Theater of the Sea
  • History of Diving Museum
  • Windley Key Fossil Reef Geological State Park
  • Hurricane Monument
  • Bud n' Mary's Dive Center
  • Founders Park

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