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

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Check prices for these dates

Next weekend
Nov 20 - Nov 22
In two weeks
Nov 27 - Nov 29
In one month
Dec 11 - Dec 13
In two months
Jan 8 - Jan 10
No exact matches found, but these alternatives could be just right

Recommended hotels in Islamorada

A covered outdoor area with wooden furniture, a table with a candle, and a view of the ocean.

1. La Jolla Resort

La Jolla Resort
2.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,003 reviews)
"Loved the beach area! Bed was comfortable, kitchenette well appointed, and there were enough electrical outlets!"
United States
Jane
$148 nightly
The price is $166
Nov 18 - Nov 19
Total with taxes and fees
La Jolla Resort
A beach with palm trees and lounge chairs.

2. Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.4 out of 10, Exceptional, (1,827 reviews)
"Location is amazing make sure to book a balcony with a view"
United States
Olga Vasiliy
$192 nightly
The price is $215
Nov 17 - Nov 18
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.

3. Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,332 reviews)
"Great location as well."
United States
Amir
$224 nightly
The price is $252
Nov 17 - Nov 18
Total with taxes and fees
Amara Cay Resort
A beach with thatched umbrellas, palm trees, and lounge chairs.

4. Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
9.0 out of 10, Wonderful, (785 reviews)
"Such a great place to stay!!"
United States
Gavin
$141 nightly
The price is $159
Nov 16 - Nov 17
Total with taxes and fees
Breezy Palms Resort
A beachside patio with wooden furniture, a thatched roof, and a view of the ocean.

5. Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1,170 reviews)
"The entire resort was clean, staff very friendly, bar and restaurant and pools were fabulous! Would definitely stay there again!"
United States
DEBORAH
$287 nightly
The price is $323
Nov 29 - Nov 30
Total with taxes and fees
Islander Resort
A hotel courtyard with palm trees, a tiled walkway, and a building entrance.

6. Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,518 reviews)
"Clean room, friendly staff and food was good."
United States
Nicholas
$250 nightly
The price is $281
Nov 16 - Nov 17
Total with taxes and fees
Cheeca Lodge & Spa
A resort with a swimming pool surrounded by palm trees and beach chairs.

7. Lime Tree Bay Resort

Lime Tree Bay Resort
3.5 star property
Long Key
9.4 out of 10, Exceptional, (1,597 reviews)
"Great place and great location!"
United States
Donald
$182 nightly
The price is $204
Nov 18 - Nov 19
Total with taxes and fees
Lime Tree Bay Resort
A beach with palm trees, a dock, and a boat named "STYX".

8. The Pelican Key Largo Cottages

The Pelican Key Largo Cottages
2.0 star property
Key Largo
9.0 out of 10, Wonderful, (1,000 reviews)
"Loved the location and the staff were very friendly"
United States
SUSAN
$102 nightly
The price is $115
Dec 2 - Dec 3
Total with taxes and fees
The Pelican Key Largo Cottages
A beachside lounge with a thatched roof, lounge chairs, and a view of the ocean.

9. Ragged Edge Resort & Marina

Ragged Edge Resort & Marina
2.5 star property
Islamorada
9.6 out of 10, Exceptional, (280 reviews)
"Incredible place, ample room and everything you need to cook and to bbq."
United States
Nathalie
$126 nightly
The price is $142
Nov 18 - Nov 19
Total with taxes and fees
Ragged Edge Resort & Marina
A swimming pool with a 5 ft depth marker, surrounded by palm trees and a white picket fence.

10. The Ocean View Inn & Pub

The Ocean View Inn & Pub
2.0 star property
Islamorada
9.2 out of 10, Wonderful, (35 reviews)
"Very friendly staff"
United States
Maria
$191 nightly
The price is $215
Dec 14 - Dec 15
Total with taxes and fees
The Ocean View Inn & Pub
A covered outdoor area with a view of a beach and palm trees.

11. Rock Reef Resort

Rock Reef Resort
2.5 star property
Rock Harbor
9.2 out of 10, Wonderful, (1,219 reviews)
"Amazing stay! Everything was very clean and the staff was amazing!"
United States
Cassi
$103 nightly
The price is $116
Nov 17 - Nov 18
Total with taxes and fees
Rock Reef Resort
A seaside resort with a glass balustrade, outdoor seating, and a mural of tropical leaves.

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
9.0 out of 10, Wonderful, (314 reviews)
"Great stay!"
United States
Stephen
$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
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, Wonderful, (309 reviews)
"Beautiful and quiet place, we will definitely be back in the future!"
United States
Tiffany
$149 nightly
The price is $168
Nov 16 - Nov 17
Total with taxes and fees
Coconut Cove Resort and Marina
An outdoor seating area with wicker furniture and umbrellas, surrounded by palm trees and a building with a white exterior.

14. Hadley Resort and Marina

Hadley Resort and Marina
3.5 star property
Matecumbe
7.6 out of 10, Good, (1,001 reviews)
"Can’t wait to stay again in the spring. Amazing property."
United States
Jason
$179 nightly
The price is $201
Nov 29 - Nov 30
Total with taxes and fees
Hadley Resort and Marina
A beach with palm trees, a thatched-roof hut, and beach chairs.

15. Drop Anchor

Drop Anchor
3.0 star property
Islamorada
8.6 out of 10, Excellent, (1,000 reviews)
"They were amazing! Amenities were great fun! Will definitely be back!"
United States
Valerie
$164 nightly
The price is $180
Nov 24 - Nov 25
Total with taxes and fees
Drop Anchor
A beach scene with colorful Adirondack chairs, a blue umbrella, and a view of the ocean.

16. Seafarer Key Largo

Seafarer Key Largo
2.0 star property
Rock Harbor
9.2 out of 10, Wonderful, (270 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
$122 nightly
The price is $138
Nov 16 - Nov 17
Total with taxes and fees
Seafarer Key Largo
A beach with lounge chairs, blue umbrellas, and wooden docks extending into the water.

17. Drift Hotel

Drift Hotel
2.5 star property
Key Largo
9.0 out of 10, Wonderful, (1,004 reviews)
"Beautiful location Convenient parking"
United States
Tshering
$120 nightly
The price is $135
Nov 16 - Nov 17
Total with taxes and fees
Drift Hotel
A beachside seating area with Adirondack chairs and a table, palm trees, and a view of the ocean.

18. Atlantic Bay Resort

Atlantic Bay Resort
3.0 star property
Tavernier
9.4 out of 10, Exceptional, (837 reviews)
"Excellent Stay!"
United States
Annette
$206 nightly
The price is $232
Dec 1 - Dec 2
Total with taxes and fees
Atlantic Bay Resort
A covered outdoor seating area with wicker chairs and a table, overlooking a beach with palm trees and a wooden deck.

19. Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
3.5 star property
Islamorada
8.2 out of 10, Very good, (1,005 reviews)
"We enjoyed everything!"
United States
Susan
$189 nightly
The price is $213
Nov 17 - Nov 18
Total with taxes and fees
Fisher Inn Resort & Marina
A living room with a blue sofa, a green armchair, wicker chairs, a glass coffee table, a lamp, and a painting on the wall.

20. Sunset Cove Beach Resort

Sunset Cove Beach Resort
2.5 star property
Key Largo
9.4 out of 10, Exceptional, (1,002 reviews)
"Love all of the stay. The beach and the villas."
United States
Patricia
$130 nightly
The price is $146
Nov 17 - Nov 18
Total with taxes and fees
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

8/10 Good
"The room was clean and felt newly renovated. The shower door is farm slide style glass that is very heavy and difficult to use. There is not much sound insulation between the rooms. Our upstairs neighbors were very loud and were up super early which caused us to lose sleep. Not the hotels fault but annoying regardless. The location was great and very close to numerous activities and restaurants."
Robert 3-night trip
Posted 14 hours ago
Chesapeake Beach Resort

Find out more about Islamorada

Islamorada B&B information

Number of reviews
9,610
Accommodation
1 B&B
Lowest Price
$115
Highest Price
$323

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 $115 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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