Skip to main content
Accommodations Flights Flight + Hotel Car Rentals Airport Taxis

View vacation packages to

Hotels and More in Islamorada

Sunset Inn

Hotel in Islamorada

Featuring free bikes, outdoor swimming pool, garden and free WiFi, Sunset Inn is located in Islamorada, a 9-minute walk from Upper Matecumbe Key and 2.4 miles from Theater of the Sea on Islamorada. The pool was great! The room was very clean.

Show more Show less
8.5
Very Good
206 reviews
Avg. price/night:
$107.10
Check availability

Caloosa Cove Resort & Marina

Hotel in Islamorada

Offering an outdoor pool and sun terrace, Caloosa Cove Resort & Marina is located in Islamorada in the Florida Region, 6 mi from Upper Matecumbe Key. Great location, comfortable and convenient

Show more Show less
8.4
Very Good
187 reviews
Avg. price/night:
$213
Check availability

Fisher Inn Resort & Marina

Hotel in Islamorada

Located right on the shores of Islamorada, the Fisher Inn Resort & Marina is 14 miles from Key Largo. We loved everything there. I worked in hospitality for years and everything about Fisher Inn was high end quality. They really know how to make their guests happy and comfortable. Cant wait to come back for a longer stay. A diamond in the rough. The beds and pillows were so comfortable I slept better there than I do at home.

Show more Show less
8.2
Very Good
185 reviews
Avg. price/night:
$125.10
Check availability

La Siesta Resort & Marina

Hotel in Islamorada

Just off the Overseas Highway and in front of the ocean, this Islamorada hotel offers an on-site marina. The beachfront hotel features an outdoor pool and hot tub. WiFi is included in the resort fee. Amazing place, Amazing location and wonderful Staff. We will be returning.

Show more Show less
8.1
Very Good
478 reviews
Avg. price/night:
$155.21
Check availability

Pelican Cove Resort & Marina

Hotel in Islamorada

Located in Islamorada in the Florida Keys, this property is nestled on its own private beach and offers a cabana cafe and a saltwater lagoon. Theater of the Sea is less than 1 mile away. So much to do at this resort, and we never had to wait for a kayak or paddle board. Very clean and up to date. Will be back!

Show more Show less
8.4
Very Good
506 reviews
Avg. price/night:
$155.21
Check availability

Amara Cay Resort

Hotel in Islamorada

This beachfront hotel is located in Islamorada, Florida and features transfer services within a 3.7 mi radius. WiFi is included in the resort fee. liked the property a lot especially liked the free kayaks and paddleboards and I had paid $45 at another keys resort 3 weeks prior! The food at Reelburger was delicious amazing fish tacos. I liked that I didn't have to pay for parking another plus!

Show more Show less
8.4
Very Good
472 reviews
Avg. price/night:
$175.13
Check availability

Casa Morada

Islamorada

This privately-owned boutique hotel offers 16 suites and is an adults-only property. Caribbean inspired decor can be found throughout the property. Casa Morada is 1969 feet from Upper Matecumbe Key. FANTASTIC Couple's Getaway! The staff was so friendly and accomodating, and the property felt like our own private little oasis. The pool is gorgeous, the rooms are pristine, and the on-site activities (kayaking, sailing, yoga, games) made the stay even more enjoyable. The hotel is the epitome of hospitality - full of great suggestions for activities outside the property and detailed info on dining and fun in the area. We highly recommend the shower suite!

Show more Show less
9.2
Awesome
215 reviews
Avg. price/night:
$296.10
Check availability

Islander Bayside Townhomes and BoatSlips

Islamorada

Located on the waters of the Florida Bay, the Islander Bayside Resort is less than 5 minutes’ walk from the beach. This resort features a kitchen in every townhouse and an outdoor pool. Everything. Close to the sea and bars / restaurants

Show more Show less
9.3
Awesome
173 reviews
Avg. price/night:
$319
Check availability

Islander Resort

Islamorada

A tranquil and relaxing retreat directly on the beach in the Florida Keys, this property offers spacious accommodations equipped with microwaves and refrigerators and easy access to attractions and... We loved everything about the property. We had a very great time and looking forward to the fall.

Show more Show less
9.1
Awesome
140 reviews
Avg. price/night:
$249
Check availability

Dream Escape at Anglers Reef Islamorada

Islamorada

Located in Islamorada, Dream Escape at Anglers Reef Islamorada has accommodations with free WiFi, air conditioning, free bikes and access to a garden with an year-round outdoor pool. Beautiful property! Convenient location , beautiful community pool and beach are !:) Perfect!

Show more Show less
9.3
Awesome
5 reviews
Avg. price/night:
$375
Check availability

Most-booked hotels in Islamorada in the past month

FAQs about hotels in Islamorada

Subscribe to see Secret Deals

Prices drop the second you sign up!

What Guests Said About Islamorada:

Explore guest reviews of hotels in Islamorada

Find the perfect hotel in Islamorada on Booking.com

  • Wide selection of hotels Take your pick from 33 hotels in Islamorada – or 293,216 hotels worldwide!
  • Verified guest reviews Explore 1,527 hotel reviews written by other Booking.com guests about their stays in Islamorada
  • 24/7 customer support Count on Booking.com for help when you need it, wherever you might be – at home, in Islamorada, or elsewhere