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

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Recommended hotels in Islamorada

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
$188 nightly
The price is $212
Nov 4 - Nov 5
Total with taxes and fees
Chesapeake Beach Resort

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
$123 nightly
The price is $138
Nov 3 - Nov 4
Total with taxes and fees
Breezy Palms Resort

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
$273 nightly
The price is $308
Nov 15 - Nov 16
Total with taxes and fees
Islander Resort

4. Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,487 reviews)
"Beautiful resort"
United States
Patricia
$207 nightly
The price is $233
Nov 1 - Nov 2
Total with taxes and fees
Cheeca Lodge & Spa

5. Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,324 reviews)
"Great location as well."
United States
Amir
$218 nightly
The price is $245
Nov 29 - Nov 30
Total with taxes and fees
Amara Cay Resort

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
$157 nightly
The price is $177
Nov 1 - Nov 2
Total with taxes and fees
Lime Tree Bay Resort

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
$204 nightly
The price is $230
Oct 31 - Nov 1
Total with taxes and fees
La Jolla Resort

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
$132 nightly
The price is $148
Nov 1 - Nov 2
Total with taxes and fees
Ragged Edge Resort & Marina

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
$103 nightly
The price is $116
Nov 15 - Nov 16
Total with taxes and fees
Rock Reef Resort

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, (365 reviews)
"We will make this an annual trip. A great place. Thank you for making it a great stay"
United States
Billy
$189 nightly
The price is $213
Nov 2 - Nov 3
Total with taxes and fees
Kona Kai Resort and Gallery - Adults Only

11. 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, (304 reviews)
"Great place to stay!"
United States
Liosbel
$272 nightly
The price is $306
Nov 29 - Nov 30
Total with taxes and fees
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

12. Drift Hotel

Drift Hotel
2.5 star property
Key Largo
9.0 out of 10, Wonderful, (1,002 reviews)
"Excellent location"
United States
kelly
$107 nightly
The price is $120
Oct 30 - Oct 31
Total with taxes and fees
Drift Hotel

13. 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
$169 nightly
The price is $190
Nov 1 - Nov 2
Total with taxes and fees
Coconut Cove Resort and Marina

14. 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
$126 nightly
The price is $142
Nov 17 - Nov 18
Total with taxes and fees
Dove Creek Resort & Marina, Trademark Collection by Wyndham

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
$178 nightly
The price is $200
Oct 30 - Oct 31
Total with taxes and fees
Hadley Resort and Marina

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
$198 nightly
The price is $223
Nov 1 - Nov 2
Total with taxes and fees
Fisher Inn Resort & Marina

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
$254 nightly
The price is $286
Oct 30 - Oct 31
Total with taxes and fees
Treasure Harbor

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
$134 nightly
The price is $150
Nov 29 - Nov 30
Total with taxes and fees
Sunset Cove Beach Resort

19. 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
$111 nightly
The price is $125
Nov 3 - Nov 4
Total with taxes and fees
The Pelican Key Largo Cottages

20. 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
$272 nightly
The price is $306
Nov 19 - Nov 20
Total with taxes and fees
Pines & Palms Resort
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Top Islamorada Hotel Reviews

Find out more about Islamorada

Islamorada B&B information

Number of reviews
13,646
Accommodation
1 B&B
Lowest Price
$116
Highest Price
$308

Frequently asked questions

What is the nightly rate for a Bed and Breakfast in Islamorada?
Prices for B&Bs in Islamorada often vary, but you can find a great deal from $116 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Islamorada B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
When is the best time to book a B&B in Islamorada?
The best time to book a B&B in Islamorada typically falls between February and April, a delightful period when the weather is pleasantly warm and ideal for outdoor activities. During these months, visitors can enjoy average temperatures ranging from the low 70s to mid-80s Fahrenheit, making it great for exploring the stunning beaches, engaging in water sports, or simply relaxing by the ocean.

This peak season attracts travelers eager to experience the vibrant marine life and lush landscapes that Islamorada is known for. Whether you're interested in snorkeling the coral reefs or embarking on a fishing charter, the conditions are often ideal, and the local atmosphere is lively with fellow adventure seekers.

If you're looking for a more budget-friendly option, consider visiting in October. This month presents an excellent opportunity to enjoy the beautiful fall weather while avoiding the larger crowds. With temperatures still warm, it's a wonderful time to take advantage of lower rates at accommodations and savor the tranquility of the islands.
What is the difference between a Islamorada Bed & Breakfast and a hotel?
Every Islamorada B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Islamorada B&Bs.

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