A beach with white lounge chairs, a covered pavilion, and palm trees.

Beach Hotels in Islamorada, Florida

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Check availability on Islamorada Beach Hotels

Our top choices for Islamorada beach hotels

A beach with palm trees and lounge chairs.

1. Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.4 out of 10, Exceptional, (1,823 reviews)
  • cleanliness
    Unwind on Islamorada's private white sand beach with loungers, boat tours, and spectacular sunset views just steps away
The price is P10,224
P15,085 total
includes taxes & fees
Nov 15 - Nov 16
Chesapeake Beach Resort
A beach with palm trees, thatched-roof huts, and lounge chairs.

2. Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
9.0 out of 10, Wonderful, (785 reviews)
  • cleanliness
    Sink your toes in soft sand steps away from this beachside resort with private marina.
The price is P7,279
P9,205 total
includes taxes & fees
Nov 15 - Nov 16
Breezy Palms Resort
Two purple Adirondack chairs on a sandy beach with palm trees and a clear blue sky.

3. The Pelican Key Largo Cottages

The Pelican Key Largo Cottages
2.0 star property
Key Largo
9.0 out of 10, Wonderful, (1,000 reviews)
  • cleanliness
    Escape to paradise with a private sandy beach where breathtaking sunsets and tropical tranquility meet Florida's coastal charm.
The price is P5,850
P6,581 total
includes taxes & fees
Nov 29 - Nov 30
The Pelican Key Largo Cottages
A beach with palm trees, lounge chairs, and a view of the ocean.

4. Rock Reef Resort

Rock Reef Resort
2.5 star property
Rock Harbor
9.2 out of 10, Wonderful, (1,215 reviews)
  • cleanliness
    Seaside adventure on a private sandy beach with kayaking, beach towels, and a sun-drenched outdoor pool for coastal relaxation.
The price is P5,754
P6,474 total
includes taxes & fees
Nov 17 - Nov 18
Rock Reef Resort
A beach with lounge chairs, kayaks, and a wooden pier.

5. Drift Hotel

Drift Hotel
2.5 star property
Key Largo
9.0 out of 10, Wonderful, (1,003 reviews)
  • cleanliness
    Experience waterfront bliss with direct beach access, kayaking adventures, and sandy shores perfect for unwinding in the Florida sun.
The price is P6,165
P7,653 total
includes taxes & fees
Nov 17 - Nov 18
Drift Hotel
A beach with sun loungers and umbrellas, palm trees, and a clear sky.

6. Dove Creek Resort & Marina, Trademark Collection by Wyndham

Dove Creek Resort & Marina, Trademark Collection by Wyndham
3.0 star property
Key Largo
7.8 out of 10, Good, (1,002 reviews)
  • cleanliness
    Relax by the marina, offering easy beach access with free shuttle to private beach club.
The price is P6,946
P9,835 total
includes taxes & fees
Nov 18 - Nov 19
Dove Creek Resort & Marina, Trademark Collection by Wyndham
A beach scene with colorful Adirondack chairs, a blue umbrella, and a view of the ocean.

7. Seafarer Key Largo

Seafarer Key Largo
2.0 star property
Rock Harbor
9.2 out of 10, Wonderful, (269 reviews)
  • cleanliness
    Experience Key Largo's soothing seaside charm with a private beach, hammocks under swaying palms, and breathtaking sunset views.
The price is P6,298
P7,981 total
includes taxes & fees
Nov 15 - Nov 16
Seafarer Key Largo
A beachside seating area with Adirondack chairs and a table, palm trees, and a view of the ocean.

8. Atlantic Bay Resort

Atlantic Bay Resort
3.0 star property
Tavernier
9.4 out of 10, Exceptional, (837 reviews)
  • cleanliness
    Unwind on a private white sand beach with kayaking and sunset views at this waterfront paradise
The price is P9,491
P12,111 total
includes taxes & fees
Dec 9 - Dec 10
Atlantic Bay Resort
A pathway leading to a beach with palm trees and a view of the ocean.

9. Pines & Palms Resort

Pines & Palms Resort
3.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,000 reviews)
  • cleanliness
    Unwind where the Florida Keys meet paradise: private beach bliss with water sports, yoga, and endless ocean adventures.
The price is P10,655
P15,500 total
includes taxes & fees
Nov 15 - Nov 16
Pines & Palms Resort
A beach with thatched umbrellas, wooden chairs, and a wooden pier extending into the water.

10. Sunset Cove Beach Resort

Sunset Cove Beach Resort
2.5 star property
Key Largo
9.4 out of 10, Exceptional, (1,001 reviews)
  • cleanliness
    Embrace the coastal escape at this hotel with free cabanas and loungers on its private beach, perfect for watching spectacular sunsets.
The price is P7,451
P8,383 total
includes taxes & fees
Nov 17 - Nov 18
Sunset Cove Beach Resort
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.
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Choose what matters most at beach hotels in Islamorada

Pool
Breakfast included

Beach hotels with pools in Islamorada

A beach with palm trees and lounge chairs.
Chesapeake Beach Resort

Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.4 out of 10, Exceptional, (1823)
The price is P10,224
P15,085 total
includes taxes & fees
Nov 15 - Nov 16
Chesapeake Beach Resort
View all properties

Beach hotels with free breakfast in Islamorada

A beach with palm trees and lounge chairs.
Chesapeake Beach Resort

Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.4 out of 10, Exceptional, (1823)
The price is P10,224
P15,085 total
includes taxes & fees
Nov 15 - Nov 16
Chesapeake Beach Resort
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.
View all properties

Top Islamorada Hotel Reviews

Chesapeake Beach Resort

Chesapeake Beach Resort

10/10 Excellent
"The room was very clean and comfortable, my only issue was it was close to the road so all you hear is road traffic. I asked to move rooms but we weren’t able to. The breakfast was nice- homemade omelet and waffles, a selections of items to toast. The bar tender Jose was super nice and very helpful as well as maintenance man Douglas- he was super Friendly. We thought the amenities were great and we would totally stay again!"
Wendy Gail 6-night trip
Posted 8 hours ago
Chesapeake Beach Resort

Frequently asked questions

What is Islamorada like for travelers who love the beach?
Known for its snorkeling and diving spots, Islamorada has a lot to offer the traveler planning a beach vacation.
What's the best place to stay near the beach in Islamorada?
Cheeca Lodge & Spa is a top resort located on the beach. Other good options for your beach trip include Chesapeake Beach Resort and Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort.
How many beach hotels should I expect to find in Islamorada?
Choose from one of Expedia's 27 hotels in Islamorada for your beachside break.
When's the best time for a beach vacation in Islamorada?
Plan your trip to the beach with a look at year-round temperatures in Islamorada: The hottest months are usually August and July with an average temp of 83°F, while the coldest months are January and February with an average of 72°F. Average annual precipitation for Islamorada is 44 inches.
What is there to see and do around Islamorada?
After arriving and checking into your hotel, you'll probably want to explore your surroundings. Beach lovers can head straight to Anne's Beach or Sunset Drive Beach for some quality time by the water. Take advantage of the area's diving and snorkeling, and make time for local attractions like Bud n' Mary's Dive Center and Robbie's of Islamorada. Other things to see and do in the area are Fiesta Key and Everglades National Park.
What's the best way to get to my beach hotel in Islamorada?
Here's some information to help you get to and around your beach accommodation in Islamorada with ease. To get to Islamorada, book a flight to Marathon, FL (MTH-Florida Keys Marathon), the closest major airport, which is located 30 mi (48.2 km) from the city center. If you'd like to venture out around the area, you may want to rent a car for your trip.

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