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

Islamorada Chalets

Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7
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
9.2 out of 10, Wonderful, (1,804 reviews)
"Great place"
United States
Phelicia
$188 nightly
The price is $212
Oct 18 - Oct 19
Total with taxes and fees
Chesapeake Beach 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.

2. Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,324 reviews)
"Super clean resort."
United States
Danielle
$206 nightly
The price is $232
Oct 18 - Oct 19
Total with taxes and fees
Amara Cay Resort
A bathroom with a large bathtub, a view of the sea, and a pier with boats.

3. Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,479 reviews)
"Staff is very helpful, rooms are clean, and there is a lot to do on the property!"
United States
Morgan
$226 nightly
The price is $254
Oct 20 - Oct 21
Total with taxes and fees
Cheeca Lodge & Spa
A beachside patio with wooden furniture, a thatched roof, and a view of the ocean.

4. Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1,142 reviews)
"Amazing place would definitely recommend"
United States
Steven
$281 nightly
The price is $316
Oct 18 - Oct 19
Total with taxes and fees
Islander Resort
A covered outdoor area with a wooden deck, palm trees, and a view of the beach.

5. Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
9.0 out of 10, Wonderful, (768 reviews)
"Such a great place to stay!!"
United States
Gavin
$123 nightly
The price is $139
Oct 15 - Oct 16
Total with taxes and fees
Breezy Palms Resort
A wooden deck with rustic furniture, a grill, and a view of the beach and palm trees.

6. La Jolla Resort

La Jolla Resort
2.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,000 reviews)
"Nice hotel."
United States
Brett
$147 nightly
The price is $165
Oct 15 - Oct 16
Total with taxes and fees
La Jolla Resort
A covered outdoor area with a view of a beach and palm trees.

7. Rock Reef Resort

Rock Reef Resort
2.5 star property
Rock Harbor
9.2 out of 10, Wonderful, (1,186 reviews)
"Absolutely lovely resort, we always have a wonderful stay ♥️"
United States
Tia
$87 nightly
The price is $98
Oct 21 - Oct 22
Total with taxes and fees
Rock Reef Resort
A clear blue swimming pool with a metal railing, surrounded by palm trees and a view of the ocean.

8. Ragged Edge Resort & Marina

Ragged Edge Resort & Marina
2.5 star property
Islamorada
9.6 out of 10, Exceptional, (274 reviews)
"Incredible place, ample room and everything you need to cook and to bbq."
United States
Nathalie
$133 nightly
The price is $149
Oct 18 - Oct 19
Total with taxes and fees
Ragged Edge Resort & Marina
A clear blue pool with palm trees and a white fence in the background.

9. Coconut Cove Resort and Marina

Coconut Cove Resort and Marina
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (297 reviews)
"Excellent stay! Love this place and will definitely be back!"
United States
Hailey Ritch and Patrick
$149 nightly
The price is $168
Oct 26 - Oct 27
Total with taxes and fees
Coconut Cove Resort and Marina
Terrace/patio

10. Lime Tree Bay Resort

Lime Tree Bay Resort
3.5 star property
Long Key
9.4 out of 10, Exceptional, (1,539 reviews)
"We will definitely stay here again! Beautiful property that was always clean and peaceful."
United States
Katie
$179 nightly
The price is $201
Oct 15 - Oct 16
Total with taxes and fees
Lime Tree Bay Resort
A balcony with a view of a beach, palm trees, and a clear sky.

11. Sunset Cove Beach Resort

Sunset Cove Beach Resort
2.5 star property
Key Largo
9.2 out of 10, Wonderful, (1,004 reviews)
"Very nice clean hotel with friendly staff."
Canada
Alexey
$130 nightly
The price is $146
Oct 20 - Oct 21
Total with taxes and fees
Sunset Cove Beach Resort
A tropical resort with a paved pathway leading to a building, surrounded by palm trees and lush greenery.

12. 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, (357 reviews)
"We had a nice and relaxing time. The room was spacious and clean. The property was well kept. Staff was helpful and pleasant. Having access to kayaks and paddle boards was lovely. The pool and hot tub were nice and clean. Saw a lot of sea life right from the beach. Good location, near restaurants and John Pennekamp State Park."
United States
Danelle J
$160 nightly
The price is $180
Oct 15 - Oct 16
Total with taxes and fees
Kona Kai Resort and Gallery - Adults Only
A beach with palm trees, a thatched-roof hut, and beach chairs.

13. Drop Anchor

Drop Anchor
3.0 star property
Islamorada
8.6 out of 10, Excellent, (1,002 reviews)
"Exceeded all my expectations, definitely going back. Highly recommend"
United States
Payman
$148 nightly
The price is $162
Oct 15 - Oct 16
Total with taxes and fees
Drop Anchor
A beachfront hotel with a pool, beach chairs, and a view of the ocean at sunset.

14. Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
3.5 star property
Islamorada
8.2 out of 10, Very good, (1,004 reviews)
"Great place. Friendly staff overall really wonderful."
United States
Siobhan
$208 nightly
The price is $234
Oct 15 - Oct 16
Total with taxes and fees
Fisher Inn Resort & Marina
A tree with string lights, a wooden bench, and a building in the background.

15. Drift Hotel

Drift Hotel
2.5 star property
Key Largo
9.0 out of 10, Wonderful, (1,000 reviews)
"Excellent location"
United States
kelly
$110 nightly
The price is $124
Oct 21 - Oct 22
Total with taxes and fees
Drift Hotel
A covered outdoor patio with wicker furniture, a glass table, and a view of the beach and palm trees.

16. Atlantic Bay Resort

Atlantic Bay Resort
3.0 star property
Tavernier
9.4 out of 10, Exceptional, (829 reviews)
"Excellent Stay!"
United States
Annette
$180 nightly
The price is $202
Oct 15 - Oct 16
Total with taxes and fees
Atlantic Bay Resort
A beach view with palm trees and a thatched-roof structure.

17. Matecumbe Resort

Matecumbe Resort
2.0 star property
Matecumbe
9.0 out of 10, Wonderful, (174 reviews)
"A very peaceful place."
United States
angel
$149 nightly
The price is $168
Oct 15 - Oct 16
Total with taxes and fees
Matecumbe Resort
A balcony with wicker chairs, a small table with drinks, and a view of the beach and ocean.

18. 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, Wonderful, (291 reviews)
"Great place to stay!"
United States
Liosbel
$304 nightly
The price is $342
Nov 3 - Nov 4
Total with taxes and fees
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
A beachside view with a clear sky, calm water, and a blue umbrella providing shade.

19. Seafarer Key Largo

Seafarer Key Largo
2.0 star property
Rock Harbor
9.2 out of 10, Wonderful, (255 reviews)
"Clean and cozy, great location"
United States
Soraya
$139 nightly
The price is $156
Oct 20 - Oct 21
Total with taxes and fees
Seafarer Key Largo
A row of floating cottages with balconies and outdoor seating, docked along a waterway.

20. Treasure Harbor

Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (178 reviews)
"Beautiful unique place"
United States
Laura
$244 nightly
The price is $275
Oct 15 - Oct 16
Total with taxes and fees
Treasure Harbor
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

Amara Cay Resort

Amara Cay Resort

10/10 Excellent
"Beautiful"
Wesley 2-night trip
Posted 13 hours ago
Amara Cay Resort

Find out more about Islamorada

Islamorada Chalets information

Number of reviews
10,009
Accommodation
0 Chalets
Lowest Price
$98
Highest Price
$342

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