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

Search Inns in Islamorada from CA $142

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Nov 6 - Nov 8
In two weeks
Nov 13 - Nov 15
In one month
Nov 27 - Nov 29
In two months
Dec 25 - Dec 27
No exact matches found, but these alternatives could be just right

Recommended hotels in Islamorada

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, (1,800 reviews)
"Nice beach walkable property Great breakfast made to order"
United States
kent brian
The price is CA $198
CA $302 total
includes taxes & fees
Nov 10 - Nov 11
Chesapeake Beach Resort
A covered outdoor area with a wooden deck, palm trees, and a view of the beach.

2. Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
9.0 out of 10, Wonderful, (777 reviews)
"Such a great place to stay!!"
United States
Gavin
The price is CA $97
CA $181 total
includes taxes & fees
Nov 3 - Nov 4
Breezy Palms Resort
An aerial view of a resort with two swimming pools surrounded by palm trees and sun loungers.

3. Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1,153 reviews)
"The entire resort was clean, staff very friendly, bar and restaurant and pools were fabulous! Would definitely stay there again!"
United States
DEBORAH
The price is CA $262
CA $397 total
includes taxes & fees
Nov 15 - Nov 16
Islander Resort
A bathroom with a large bathtub, a view of the sea, and a pier with boats.

4. Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,486 reviews)
"Beautiful resort"
United States
Patricia
The price is CA $224
CA $355 total
includes taxes & fees
Nov 1 - Nov 2
Cheeca Lodge & Spa
A wooden deck with two lounge chairs, a table with two glasses of champagne and red roses, and a view of the beach and ocean.

5. Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,329 reviews)
"Great location as well."
United States
Amir
The price is CA $221
CA $351 total
includes taxes & fees
Nov 16 - Nov 17
Amara Cay Resort
Terrace/patio

6. Lime Tree Bay Resort

Lime Tree Bay Resort
3.5 star property
Long Key
9.4 out of 10, Exceptional, (1,559 reviews)
"Very nice place the view and sunsets are amazing there is also a restaurant on the property that has great food and drinks we would definitely stay again"
United States
Christopher Michael
The price is CA $161
CA $244 total
includes taxes & fees
Nov 2 - Nov 3
Lime Tree Bay Resort
A wooden deck with rustic furniture, a grill, and a view of the beach and palm trees.

7. La Jolla Resort

La Jolla Resort
2.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,001 reviews)
"Loved the beach area! Bed was comfortable, kitchenette well appointed, and there were enough electrical outlets!"
United States
Jane
The price is CA $224
CA $292 total
includes taxes & fees
Nov 8 - Nov 9
La Jolla Resort
A beach with rows of sun loungers and palm trees.

8. Ragged Edge Resort & Marina

Ragged Edge Resort & Marina
2.5 star property
Islamorada
9.6 out of 10, Exceptional, (277 reviews)
"Incredible place, ample room and everything you need to cook and to bbq."
United States
Nathalie
The price is CA $170
CA $191 total
includes taxes & fees
Nov 1 - Nov 2
Ragged Edge Resort & Marina
A beach hut with a thatched roof, surrounded by lounge chairs and a picnic table, overlooking a calm sea.

9. Rock Reef Resort

Rock Reef Resort
2.5 star property
Rock Harbor
9.2 out of 10, Wonderful, (1,194 reviews)
"cute nice place in an incredible spot. Will visit there again for sure."
United States
keith
The price is CA $126
CA $142 total
includes taxes & fees
Nov 15 - Nov 16
Rock Reef Resort
A modern kitchen with a built-in stove, a large island, and a view to a balcony with outdoor seating.

10. 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, (1,001 reviews)
"Great place to stay"
United States
Omar Ahmad
The price is CA $138
CA $200 total
includes taxes & fees
Nov 17 - Nov 18
Dove Creek Resort & Marina, Trademark Collection by Wyndham
A tropical resort with a clear pool, palm trees, and lounge chairs.

11. Kona Kai Resort and Gallery - Adults Only

Kona Kai Resort and Gallery - Adults Only
2.5 star property
Rock Harbor
9.8 out of 10, Exceptional, (365 reviews)
"We will make this an annual trip. A great place. Thank you for making it a great stay"
United States
Billy
The price is CA $199
CA $263 total
includes taxes & fees
Nov 3 - Nov 4
Kona Kai Resort and Gallery - Adults Only
A balcony with wicker chairs, a small table with drinks, and a view of the beach and ocean.

12. Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
4.0 star property
Islamorada
9.2 out of 10, Wonderful, (303 reviews)
"Great place to stay!"
United States
Liosbel
The price is CA $290
CA $428 total
includes taxes & fees
Nov 29 - Nov 30
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
A bedroom with a wooden bed, a nightstand, a lamp, and a view of the outdoors through large windows.

13. Drift Hotel

Drift Hotel
2.5 star property
Key Largo
9.0 out of 10, Wonderful, (1,001 reviews)
"Excellent location"
United States
kelly
The price is CA $135
CA $168 total
includes taxes & fees
Nov 3 - Nov 4
Drift Hotel
A clear blue pool surrounded by palm trees and a thatched-roof structure, with a view of the ocean in the background.

14. Coconut Cove Resort and Marina

Coconut Cove Resort and Marina
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (303 reviews)
"Excellent stay! Love this place and will definitely be back!"
United States
Hailey Ritch and Patrick
The price is CA $236
CA $266 total
includes taxes & fees
Nov 1 - Nov 2
Coconut Cove Resort and Marina
A balcony with a view of a beach, a pool, and a thatched-roof structure.

15. Hadley Resort and Marina

Hadley Resort and Marina
3.5 star property
Matecumbe
7.6 out of 10, Good, (1,000 reviews)
"Can’t wait to stay again in the spring. Amazing property."
United States
Jason
The price is CA $188
CA $257 total
includes taxes & fees
Oct 31 - Nov 1
Hadley Resort and Marina
A beachfront hotel with a pool, beach chairs, and a view of the ocean at sunset.

16. Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
3.5 star property
Islamorada
8.2 out of 10, Very good, (1,001 reviews)
"Very clean very quiet Close to nice restaurants and bars"
United States
Jose
The price is CA $191
CA $261 total
includes taxes & fees
Nov 29 - Nov 30
Fisher Inn Resort & Marina
A modern kitchen with white cabinets, a microwave, and a dining area with a table and chairs.

17. Treasure Harbor

Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (180 reviews)
"Had a very enjoyable stay at Hemingway House. The place was spotless! All staff were very friendly and helpful. Would highly recommend staying here!"
United States
Diane
The price is CA $163
CA $381 total
includes taxes & fees
Oct 30 - Oct 31
Treasure Harbor
A balcony with a view of the sea, a beach, and a thatched hut.

18. Sunset Cove Beach Resort

Sunset Cove Beach Resort
2.5 star property
Key Largo
9.2 out of 10, Wonderful, (1,000 reviews)
"Very nice clean hotel with friendly staff."
Canada
Alexey
The price is CA $168
CA $189 total
includes taxes & fees
Nov 29 - Nov 30
Sunset Cove Beach Resort
A modern kitchen with a central island, a dining area with a view, and a living space with a balcony overlooking the ocean.

19. Pines & Palms Resort

Pines & Palms Resort
3.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,003 reviews)
"We have stayed here multiple times and always have a good stay."
United States
Michael
The price is CA $268
CA $378 total
includes taxes & fees
Nov 15 - Nov 16
Pines & Palms Resort
A beach with a thatched-roof hut, lounge chairs, and a swimming area.

20. The Pelican Key Largo Cottages

The Pelican Key Largo Cottages
2.0 star property
Key Largo
9.0 out of 10, Wonderful, (1,004 reviews)
"Loved the location and the staff were very friendly"
United States
SUSAN
The price is CA $140
CA $157 total
includes taxes & fees
Nov 3 - Nov 4
The Pelican Key Largo Cottages
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Islamorada Hotel Reviews

Chesapeake Beach Resort

Chesapeake Beach Resort

10/10 Excellent
"We loved the pools and hot tub. Tiki bar was a huge plus."
Jane 2-night trip
Posted 1 hour ago
Chesapeake Beach Resort

Find out more about Islamorada

Islamorada Inns information

Number of reviews
12,643
Accommodation
0 Inns
Lowest Price
CA $142
Highest Price
CA $428

Frequently asked questions

Why book your Islamorada inn with Expedia?
Expedia makes it a breeze to find your ideal inn in Islamorada. If you're sticking to a budget, select how much you're happy to spend and your preferred hotel star rating. Or use our filters to search for properties with amenities like a pool. We'll help you locate the perfect pad whatever your bank balance or plans.
What is there to do in Islamorada around my inn?
Whatever your interests, Islamorada has plenty to capture your imagination. Theater of the Sea, Anne's Beach and Florida Keys Brewing Co. are on many travelers' sightseeing itineraries. Don't forget to explore Windley Key Fossil Reef Geological State Park, Sunset Drive Beach and Indian Key Historic State Park either. With Expedia's Islamorada hotel deals, you can see more terrific attractions like these with the cash you save.

Explore a world of travel with Expedia