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

Book Islamorada Bed & Breakfast

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

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 balcony with two blue lounge chairs, a wooden ceiling, and a view of the ocean and palm trees.

1. Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.4 out of 10, Exceptional, (1,813 reviews)
"Location is amazing make sure to book a balcony with a view"
United States
Olga Vasiliy
$204 nightly
The price is $229
Nov 19 - Nov 20
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, (1,339 reviews)
"Great location as well."
United States
Amir
$222 nightly
The price is $250
Nov 15 - Nov 16
Total with taxes and fees
Amara Cay Resort
A wooden deck with rustic furniture, a grill, and a view of the beach and palm trees.

3. La Jolla Resort

La Jolla Resort
2.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,000 reviews)
"Loved the beach area! Bed was comfortable, kitchenette well appointed, and there were enough electrical outlets!"
United States
Jane
$169 nightly
The price is $190
Nov 18 - Nov 19
Total with taxes and fees
La Jolla Resort
A bathroom with a large bathtub, a view of the sea, and a pier with boats.

4. Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,516 reviews)
"Clean room, friendly staff and food was good."
United States
Nicholas
$238 nightly
The price is $268
Nov 16 - Nov 17
Total with taxes and fees
Cheeca Lodge & Spa
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, (1,165 reviews)
"The entire resort was clean, staff very friendly, bar and restaurant and pools were fabulous! Would definitely stay there again!"
United States
DEBORAH
$267 nightly
The price is $300
Nov 15 - Nov 16
Total with taxes and fees
Islander Resort
A balcony with a view of the sea, a beach, and a thatched hut.

6. 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
$95 nightly
The price is $106
Nov 29 - Nov 30
Total with taxes and fees
Sunset Cove Beach Resort
A covered outdoor area with a wooden deck, palm trees, and a view of the beach.

7. 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
$179 nightly
The price is $202
Nov 12 - Nov 13
Total with taxes and fees
Breezy Palms Resort
A beachfront hotel with a pool, beach chairs, and a view of the ocean at sunset.

8. 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
$188 nightly
The price is $212
Nov 29 - Nov 30
Total with taxes and fees
Fisher Inn Resort & Marina
A beachside resort with a covered seating area, a wooden deck, 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, (279 reviews)
"Incredible place, ample room and everything you need to cook and to bbq."
United States
Nathalie
$141 nightly
The price is $158
Nov 18 - Nov 19
Total with taxes and fees
Ragged Edge Resort & Marina
A balcony with wicker chairs, a small table with drinks, and a view of the beach and ocean.

10. 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, (312 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
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, (1,211 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
Terrace/patio

12. Lime Tree Bay Resort

Lime Tree Bay Resort
3.5 star property
Long Key
9.4 out of 10, Exceptional, (1,592 reviews)
"We stayed for 4 nights, place was great. Clean and relaxing."
United States
John
$182 nightly
The price is $204
Nov 16 - Nov 17
Total with taxes and fees
Lime Tree Bay Resort
A pool area with lounge chairs and a sign indicating a drop-off zone.

13. Drop Anchor

Drop Anchor
3.0 star property
Islamorada
8.6 out of 10, Excellent, (1,003 reviews)
"Everything was nice and clean. I enjoyed my stay there."
United States
Leydis
$164 nightly
The price is $180
Nov 24 - Nov 25
Total with taxes and fees
Drop Anchor
A beach with a thatched-roof hut, lounge chairs, and a swimming area.

14. The Pelican Key Largo Cottages

The Pelican Key Largo Cottages
2.0 star property
Key Largo
9.0 out of 10, Wonderful, (1,011 reviews)
"Loved the location and the staff were very friendly"
United States
SUSAN
$102 nightly
The price is $115
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, (307 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 modern kitchen with a built-in stove, a large island, and a view to a balcony with outdoor seating.

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, (1,000 reviews)
"The view, the property amenities and room are great! Had a great time!"
United States
ruben
$126 nightly
The price is $142
Nov 18 - Nov 19
Total with taxes and fees
Dove Creek Resort & Marina, Trademark Collection by Wyndham
A beach with lounge chairs, palm trees, and a view of the water.

17. 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 wooden bridge leading to a beach area with palm trees and a yellow kayak.

18. Seafarer Key Largo

Seafarer Key Largo
2.0 star property
Rock Harbor
9.2 out of 10, Wonderful, (269 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 $137
Nov 15 - Nov 16
Total with taxes and fees
Seafarer Key Largo
A modern kitchen with white cabinets, a microwave, and a dining area with a table and chairs.

19. Treasure Harbor

Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (183 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 12 - Nov 13
Total with taxes and fees
Treasure Harbor
A waterfront patio with outdoor seating, a yellow umbrella, and a view of the water.

20. Creekside Inn

Creekside Inn
2.5 star property
Tavernier
7.8 out of 10, Good, (1,020 reviews)
"Quite and relaxing place"
United States
MARIO
$146 nightly
The price is $165
Nov 15 - Nov 16
Total with taxes and fees
Creekside Inn
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Islamorada Hotel Reviews

Coconut Cove Resort and Marina

Coconut Cove Resort and Marina

8/10 Good
"It was on the water, big plus. What a view from certain vantage points! Continental breakfast was not so hot. It served the purpose."
Anthony 2-night trip
Posted 9 hours ago
Coconut Cove Resort and Marina

Find out more about Islamorada

Islamorada B&B information

Number of reviews
11,218
Accommodation
1 B&B
Lowest Price
$106
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 $106 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.

Explore a world of travel with Expedia