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

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Our top choices for Islamorada boutique hotels

1. The Islands of Islamorada

The Islands of Islamorada
5.0 star property
Matecumbe
9.6 out of 10, Exceptional, (83 reviews)
"We had an AMAZING stay! The staff was wonderful, providing excellent customer service and providing local recommendations for activities and dining. The property is pristine and gorgeous. My only critique would be a lack of on property food options. We will definitely be back."
United States
Catherine
The price is £627
includes taxes & fees
30 Nov - 1 Dec
The Islands of Islamorada

2. Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1,162 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 £206
includes taxes & fees
15 Nov - 16 Nov
Islander Resort

3. Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.4 out of 10, Exceptional, (1,811 reviews)
"Location is amazing make sure to book a balcony with a view"
United States
Olga Vasiliy
The price is £166
includes taxes & fees
10 Nov - 11 Nov
Chesapeake Beach Resort

4. Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,513 reviews)
"Great place. Phenomenal food!"
United States
Brandon
The price is £208
includes taxes & fees
19 Nov - 20 Nov
Cheeca Lodge & Spa

5. La Jolla Resort

La Jolla Resort
2.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,004 reviews)
"Loved the beach area! Bed was comfortable, kitchenette well appointed, and there were enough electrical outlets!"
United States
Jane
The price is £115
includes taxes & fees
10 Nov - 11 Nov
La Jolla Resort

6. Casa Morada

Casa Morada
3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (467 reviews)
"Very helpful staff and great location"
United States
David
The price is £163
includes taxes & fees
16 Nov - 17 Nov
Casa Morada

7. 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, (310 reviews)
"Great place to stay!"
United States
Liosbel
The price is £229
includes taxes & fees
29 Nov - 30 Nov
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

8. Bayside Villas by Islander Resort

Bayside Villas by Islander Resort
3.5 star property
Matecumbe
9.0 out of 10, Wonderful, (468 reviews)
"Had a blast in the keys! This property gave us every reason to stay on property! Fishing provided! Bait provided! Games, bikes, excellent staff and the vibes are worth every booking moment! Definitely coming back! FYI: we stay in the townhomes and still had access to all of the amenities! Book your stay! Let’s go!"
United States
Brian
The price is £266
includes taxes & fees
9 Nov - 10 Nov
Bayside Villas by Islander Resort

9. Hadley Resort and Marina

Hadley Resort and Marina
3.5 star property
Matecumbe
7.6 out of 10, Good, (1,002 reviews)
"Can’t wait to stay again in the spring. Amazing property."
United States
Jason
The price is £137
includes taxes & fees
29 Nov - 30 Nov
Hadley Resort and Marina

10. 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, (368 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 £180
includes taxes & fees
10 Nov - 11 Nov
Kona Kai Resort and Gallery - Adults Only

11. Ragged Edge Resort & Marina

Ragged Edge Resort & Marina
2.5 star property
Islamorada
9.6 out of 10, Exceptional, (279 reviews)
"Incredible place, ample room and everything you need to cook and to bbq."
United States
Nathalie
The price is £119
includes taxes & fees
18 Nov - 19 Nov
Ragged Edge Resort & Marina

12. Coconut Palm Inn

Coconut Palm Inn
3.0 star property
Tavernier
9.6 out of 10, Exceptional, (561 reviews)
"Beautiful place hidden in Tavenier Great staff and the best sunset in the keys"
United States
ED
The price is £226
includes taxes & fees
10 Nov - 11 Nov
Coconut Palm Inn

13. Atlantic Bay Resort

Atlantic Bay Resort
3.0 star property
Tavernier
9.4 out of 10, Exceptional, (836 reviews)
"Excellent Stay!"
United States
Annette
The price is £142
includes taxes & fees
1 Dec - 2 Dec
Atlantic Bay Resort

14. Lime Tree Bay Resort

Lime Tree Bay Resort
3.5 star property
Long Key
9.4 out of 10, Exceptional, (1,585 reviews)
"We truly enjoyed our stay at Lime Tree Bay. The room was nice and clean and I loved being able to relax in the chairs/hammocks close to the water."
United States
Jessica
The price is £138
includes taxes & fees
18 Nov - 19 Nov
Lime Tree Bay Resort

15. Seafarer Key Largo

Seafarer Key Largo
2.0 star property
Rock Harbor
9.2 out of 10, Wonderful, (266 reviews)
"This may be my favorite place I've stayed in the Keys! So quaint and the location and breakfast were amazing. We kayaked to the mangroves, ate at the wonderful restaurant across the street (Ballyhoos), and thoroughly enjoyed the beach area"
United States
Brittany
The price is £83
includes taxes & fees
19 Nov - 20 Nov
Seafarer Key Largo

16. Rock Reef Resort

Rock Reef Resort
2.5 star property
Rock Harbor
9.2 out of 10, Wonderful, (1,207 reviews)
"cute nice place in an incredible spot. Will visit there again for sure."
United States
keith
The price is £76
includes taxes & fees
15 Nov - 16 Nov
Rock Reef Resort

17. Sunset Cove Beach Resort

Sunset Cove Beach Resort
2.5 star property
Key Largo
9.2 out of 10, Wonderful, (1,002 reviews)
"Very nice clean hotel with friendly staff."
Canada
Alexey
The price is £102
includes taxes & fees
29 Nov - 30 Nov
Sunset Cove Beach Resort

18. The Ocean View Inn & Pub

The Ocean View Inn & Pub
2.0 star property
Islamorada
9.2 out of 10, Wonderful, (34 reviews)
"Very friendly staff"
United States
Maria
The price is £157
includes taxes & fees
16 Nov - 17 Nov
The Ocean View Inn & Pub

19. Pines & Palms Resort

Pines & Palms Resort
3.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,001 reviews)
"We have stayed here multiple times and always have a good stay."
United States
Michael
The price is £202
includes taxes & fees
15 Nov - 16 Nov
Pines & Palms Resort

20. The Pelican Key Largo Cottages

The Pelican Key Largo Cottages
2.0 star property
Key Largo
9.0 out of 10, Wonderful, (1,008 reviews)
"Loved the location and the staff were very friendly"
United States
SUSAN
The price is £84
includes taxes & fees
29 Nov - 30 Nov
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.

Top Islamorada Hotel Reviews

Frequently asked questions

What's there to see and do in Islamorada?
The ocean views, sunsets and opera are just some of the things to enjoy while you're in the area. Activities and attractions to experience around Islamorada include Bud n' Mary's Dive Center, Robbie's of Islamorada and Anne's Beach. For even more to see and do, make a stop at Fiesta Key, Everglades National Park and Islamorada Brewery & Distillery.
What kind of weather should I plan for when I travel to Islamorada?
Getting an idea of what to expect from the weather in Islamorada is important when planning your trip. The hottest months are usually August and July, with an average temperature of 29°C, while the coldest months are January and February, with an average of 22°C. Average annual precipitation for Islamorada is 1122 mm.
What's the best way to get to my boutique hotel in Islamorada?
You have a few options for getting to and around Islamorada. The nearest major airport is Marathon, FL (MTH-Florida Keys Marathon), which is located 30 mi (48.2 km) from the heart of the city. If you'd like to explore around the area, consider renting a car to explore more sights.

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