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

Book Islamorada Bed & Breakfast

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 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, Wonderful, (1,004 reviews)
"Loved the beach area! Bed was comfortable, kitchenette well appointed, and there were enough electrical outlets!"
United States
Jane
$177 nightly
The price is $199
Nov 18 - Nov 19
Total with taxes and fees
La Jolla Resort
A beach with palm trees, thatched-roof huts, and lounge chairs.

2. Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
9.0 out of 10, Wonderful, (784 reviews)
"Such a great place to stay!!"
United States
Gavin
$170 nightly
The price is $192
Nov 10 - Nov 11
Total with taxes and fees
Breezy Palms 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, Wonderful, (1,514 reviews)
"Clean room, friendly staff and food was good."
United States
Nicholas
$234 nightly
The price is $263
Dec 2 - Dec 3
Total with taxes and fees
Cheeca Lodge & Spa
A beach with palm trees and lounge chairs.

4. 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
$199 nightly
The price is $224
Nov 19 - Nov 20
Total with taxes and fees
Chesapeake Beach Resort
An aerial view of a resort with two swimming pools surrounded by palm trees and sun loungers.

5. 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
$248 nightly
The price is $280
Nov 15 - Nov 16
Total with taxes and fees
Islander 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, Excellent, (1,336 reviews)
"Great location as well."
United States
Amir
$222 nightly
The price is $250
Nov 17 - Nov 18
Total with taxes and fees
Amara Cay Resort
A balcony with wicker chairs, a small table with drinks, and a view of the beach and ocean.

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, (311 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
Terrace/patio

8. Lime Tree Bay Resort

Lime Tree Bay Resort
3.5 star property
Long Key
9.4 out of 10, Exceptional, (1,587 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
$182 nightly
The price is $204
Nov 18 - Nov 19
Total with taxes and fees
Lime Tree Bay Resort
A beachfront hotel with a pool, beach chairs, and a view of the ocean at sunset.

9. Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
3.5 star property
Islamorada
8.2 out of 10, Very good, (1,004 reviews)
"We enjoyed everything!"
United States
Susan
$179 nightly
The price is $202
Dec 10 - Dec 11
Total with taxes and fees
Fisher Inn Resort & Marina
Three Adirondack chairs facing a sunset over a body of water.

10. 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
$154 nightly
The price is $173
Nov 12 - Nov 13
Total with taxes and fees
Ragged Edge Resort & Marina
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, (1,207 reviews)
"cute nice place in an incredible spot. Will visit there again for sure."
United States
keith
$103 nightly
The price is $116
Nov 17 - Nov 18
Total with taxes and fees
Rock Reef Resort
A beach with palm trees, a thatched-roof hut, and beach chairs.

12. Drop Anchor

Drop Anchor
3.0 star property
Islamorada
8.6 out of 10, Excellent, (1,001 reviews)
"Everything was nice and clean. I enjoyed my stay there."
United States
Leydis
$163 nightly
The price is $178
Nov 10 - Nov 11
Total with taxes and fees
Drop Anchor
A beach with thatched umbrellas, wooden chairs, and a wooden pier extending into the water.

13. Sunset Cove Beach Resort

Sunset Cove Beach Resort
2.5 star property
Key Largo
9.2 out of 10, Wonderful, (1,003 reviews)
"Very nice clean hotel with friendly staff."
Canada
Alexey
$135 nightly
The price is $152
Nov 10 - Nov 11
Total with taxes and fees
Sunset Cove Beach Resort
A beach with palm trees, a dock, and a boat named "STYX".

14. 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
$111 nightly
The price is $125
Nov 29 - Nov 30
Total with taxes and fees
The Pelican Key Largo Cottages
A clear blue pool surrounded by palm trees and a thatched-roof structure, with a view of the ocean in the background.

15. Coconut Cove Resort and Marina

Coconut Cove Resort and Marina
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (306 reviews)
"Excellent stay! Love this place and will definitely be back!"
United States
Hailey Ritch and Patrick
$169 nightly
The price is $190
Nov 15 - Nov 16
Total with taxes and fees
Coconut Cove Resort and Marina
A beach with hammocks under palm trees, a sandy beach, and a clear blue sky.

16. 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, (1,006 reviews)
"The view, the property amenities and room are great! Had a great time!"
United States
ruben
$126 nightly
The price is $142
Nov 17 - Nov 18
Total with taxes and fees
Dove Creek Resort & Marina, Trademark Collection by Wyndham
A modern kitchen with white cabinets, a microwave, and a dining area with a table and chairs.

17. Treasure Harbor

Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (182 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
$234 nightly
The price is $263
Nov 11 - Nov 12
Total with taxes and fees
Treasure Harbor
A beach with lounge chairs, palm trees, and a view of the water.

18. Atlantic Bay Resort

Atlantic Bay Resort
3.0 star property
Tavernier
9.4 out of 10, Exceptional, (836 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 beach with lounge chairs and a blue umbrella, a pier with boats, and a mural of wings on a wall.

19. Drift Hotel

Drift Hotel
2.5 star property
Key Largo
9.0 out of 10, Wonderful, (1,005 reviews)
"Excellent location"
United States
kelly
$128 nightly
The price is $144
Nov 10 - Nov 11
Total with taxes and fees
Drift Hotel
A bedroom with a large bed, a sliding glass door to a balcony, a wooden cabinet, and a kitchen area with a microwave.

20. 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
$191 nightly
The price is $215
Dec 9 - Dec 10
Total with taxes and fees
The Ocean View Inn & Pub
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
"We love this cozy, clean and modern hotel. The staff is excellent, thanks to Yenny & Bogdan for their great hospitality! We totally recommend this hotel and we’ll be back soon! 🤩"
Paula 1-night trip
Posted 4 hours ago
Amara Cay Resort

Find out more about Islamorada

Islamorada B&B information

Number of reviews
15,914
Accommodation
1 B&B
Lowest Price
$116
Highest Price
$306

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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