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

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Check prices for these dates

Next weekend
Sep 25 - Sep 27
In two weeks
Oct 2 - Oct 4
In one month
Oct 16 - Oct 18
In two months
Nov 13 - Nov 15
No exact matches found, but these alternatives could be just right

Recommended hotels in Islamorada

A wooden deck with rustic furniture, a grill, and a view of the beach and palm trees.

1. La Jolla Resort

La Jolla Resort
2.5 star property
Matecumbe
9.2 out of 10, 1004, (1,004 reviews)
"Loved this place! driving in I wasn’t too sure but when we open the door to our King suite absolutely stunning clean smelled amazing and walk right up to the water. You can paddleboard kayak. We loved our stay."
United States
Tamara
The price is CA $108
CA $161 total
includes taxes & fees
Oct 4 - Oct 5
La Jolla Resort
A beach with palm trees and lounge chairs.

2. Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.2 out of 10, 1780, (1,780 reviews)
"Excellent location, nice breakfast."
United States
Suresh
The price is CA $203
CA $307 total
includes taxes & fees
Sep 29 - Sep 30
Chesapeake Beach Resort
A bathroom with a large bathtub, a window with curtains, and a view of palm trees and the sea.

3. Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, 1438, (1,438 reviews)
"Excellent stay."
United States
Mian
The price is CA $199
CA $326 total
includes taxes & fees
Oct 4 - Oct 5
Cheeca Lodge & Spa
An aerial view of a resort with two swimming pools surrounded by palm trees and sun loungers.

4. Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.4 out of 10, 1119, (1,119 reviews)
"Property is beautiful, staff is great and overall an amazing place to stay."
United States
Sonia
The price is CA $272
CA $399 total
includes taxes & fees
Sep 21 - Sep 22
Islander Resort
A beach with palm trees, thatched-roof huts, and lounge chairs.

5. Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
8.8 out of 10, 746, (746 reviews)
"Great resorts - will return again. Highly recommend"
United States
Lourdes
The price is CA $115
CA $151 total
includes taxes & fees
Sep 15 - Sep 16
Breezy Palms Resort
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.

6. Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, 1308, (1,308 reviews)
"Wonderful resort, very friendly staff, would definitely stay again!"
United States
Amy
The price is CA $195
CA $321 total
includes taxes & fees
Sep 20 - Sep 21
Amara Cay Resort
A beachfront hotel with a pool, beach chairs, and a view of the ocean at sunset.

7. Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
3.5 star property
Islamorada
8.2 out of 10, 1002, (1,002 reviews)
"Love that they have a food truck on the property!"
United States
Alexandra
The price is CA $162
CA $228 total
includes taxes & fees
Sep 24 - Sep 25
Fisher Inn Resort & Marina
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, 269, (269 reviews)
"Great quaint stay on the water. Shower is awesome."
United States
Marianne
The price is CA $124
CA $139 total
includes taxes & fees
Sep 20 - Sep 21
Ragged Edge Resort & Marina
A balcony with wicker chairs, a small table with drinks, and a view of the beach and ocean.

9. 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
9.0 out of 10, 270, (270 reviews)
"Beautiful place Great beds Lots of dining options"
Canada
Eslita
The price is CA $254
CA $387 total
includes taxes & fees
Sep 27 - Sep 28
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
A beachside patio with white furniture, palm trees, and a thatched umbrella.

10. Drop Anchor

Drop Anchor
3.0 star property
Islamorada
8.6 out of 10, 1001, (1,001 reviews)
"Great location,"
United States
Marianela
The price is CA $147
CA $214 total
includes taxes & fees
Sep 15 - Sep 16
Drop Anchor

11. Lime Tree Bay Resort

Lime Tree Bay Resort
3.5 star property
Long Key
9.4 out of 10, 1491, (1,491 reviews)
"Would stay again!"
United States
Chadwick
The price is CA $144
CA $280 total
includes taxes & fees
Sep 16 - Sep 17
Lime Tree Bay Resort
A modern kitchen with a central island, a dining area with a view, and a living space with a balcony overlooking the ocean.

12. Pines & Palms Resort

Pines & Palms Resort
3.0 star property
Matecumbe
9.2 out of 10, 1000, (1,000 reviews)
"Loved staying here and would stay again. Staff were so friendly and nice - made you feel like you knew them for years."
United States
Stephen
The price is CA $273
CA $384 total
includes taxes & fees
Oct 1 - Oct 2
Pines & Palms Resort
A clear blue pool surrounded by palm trees and a thatched-roof structure, with a view of the ocean in the background.

13. Coconut Cove Resort and Marina

Coconut Cove Resort and Marina
3.0 star property
Islamorada
9.0 out of 10, 288, (288 reviews)
"Clean room, helpful staff, very friendly and welcoming"
United States
Jasmine
The price is CA $207
CA $233 total
includes taxes & fees
Sep 15 - Sep 16
Coconut Cove Resort and Marina
A beach with lounge chairs and a blue umbrella, a pier with boats, and a mural of wings on a wall.

14. Drift Hotel

Drift Hotel
2.5 star property
Key Largo
9.0 out of 10, 1004, (1,004 reviews)
"Very nice and clean we really enjoyed the private beach as well"
United States
Sheily
The price is CA $117
CA $147 total
includes taxes & fees
Sep 29 - Sep 30
Drift Hotel
A modern kitchen with white cabinets, a microwave, and a dining area with a table and chairs.

15. Treasure Harbor

Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, 176, (176 reviews)
"We loved sitting in the deck in the evening and again in the morning."
Canada
Molly
The price is CA $161
CA $376 total
includes taxes & fees
Oct 1 - Oct 2
Treasure Harbor
A beachside lounge with a wooden deck, thatched roof, and tropical plants.

16. Bayside Villas by Islander Resort

Bayside Villas by Islander Resort
3.5 star property
Matecumbe
9.0 out of 10, 461, (461 reviews)
"Nice place very clean , quiet . Was great stay for us , thank you"
United States
beata
The price is CA $256
CA $382 total
includes taxes & fees
Sep 22 - Sep 23
Bayside Villas by Islander Resort
A beach hut with a thatched roof, surrounded by lounge chairs and a picnic table, overlooking a calm sea.

17. Rock Reef Resort

Rock Reef Resort
2.5 star property
Rock Harbor
9.2 out of 10, 1185, (1,185 reviews)
"We really enjoyed our stay there. Staff was very nice and helpful."
United States
charlotte
The price is CA $140
CA $157 total
includes taxes & fees
Sep 27 - Sep 28
Rock Reef Resort
A balcony with a view of a beach, a pool, and a thatched-roof structure.

18. Hadley Resort and Marina

Hadley Resort and Marina
3.5 star property
Matecumbe
7.6 out of 10, 1007, (1,007 reviews)
"Nice pet friendly hotel, clean, nice staff, good continental breakfast."
United States
RAIBEL
The price is CA $170
CA $236 total
includes taxes & fees
Sep 15 - Sep 16
Hadley Resort and Marina
A beachside lounge with two blue umbrellas, a hammock, and lounge chairs.

19. Seafarer Key Largo

Seafarer Key Largo
2.0 star property
Rock Harbor
9.2 out of 10, 236, (236 reviews)
"Very nice place as we would go again"
United States
Susan
The price is CA $139
CA $176 total
includes taxes & fees
Sep 15 - Sep 16
Seafarer Key Largo
A beach with thatched umbrellas, wooden chairs, and a wooden pier extending into the water.

20. Sunset Cove Beach Resort

Sunset Cove Beach Resort
2.5 star property
Key Largo
9.2 out of 10, 1002, (1,002 reviews)
"Excellent place!"
United States
Douglas
The price is CA $136
CA $153 total
includes taxes & fees
Sep 17 - Sep 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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Top Islamorada Hotel Reviews

Chesapeake Beach Resort

Chesapeake Beach Resort

10/10 Excellent
"/"
billy 1-night trip
Posted 12 hours ago
Chesapeake Beach Resort

Find out more about Islamorada

Islamorada Inns information

Number of reviews
11,486
Accommodation
0 Inns
Lowest Price
CA $139
Highest Price
CA $399

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.

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