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
9.2 out of 10, Wonderful, (1,791 reviews)
"Breakfast was excellent and the view and private beach was amazing"
United States
Leihla
$185 nightly
The price is $208
Oct 18 - Oct 19
Total with taxes and fees
Chesapeake Beach Resort

2. Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,468 reviews)
"Staff is very helpful, rooms are clean, and there is a lot to do on the property!"
United States
Morgan
$186 nightly
The price is $209
Oct 13 - Oct 14
Total with taxes and fees
Cheeca Lodge & Spa

3. La Jolla Resort

La Jolla Resort
2.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,006 reviews)
"Nice hotel."
United States
Brett
$133 nightly
The price is $149
Oct 28 - Oct 29
Total with taxes and fees
La Jolla Resort

4. Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,319 reviews)
"Super clean resort."
United States
Danielle
$204 nightly
The price is $230
Oct 19 - Oct 20
Total with taxes and fees
Amara Cay Resort

5. Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
9.0 out of 10, Wonderful, (762 reviews)
"Such a great place to stay!!"
United States
Gavin
$153 nightly
The price is $172
Oct 11 - Oct 12
Total with taxes and fees
Breezy Palms Resort

6. Coconut Cove Resort and Marina

Coconut Cove Resort and Marina
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (295 reviews)
"Excellent stay! Love this place and will definitely be back!"
United States
Hailey Ritch and Patrick
$130 nightly
The price is $146
Oct 27 - Oct 28
Total with taxes and fees
Coconut Cove Resort and Marina

7. Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1,132 reviews)
"Amazing place would definitely recommend"
United States
Steven
$316 nightly
The price is $355
Oct 20 - Oct 21
Total with taxes and fees
Islander Resort

8. Rock Reef Resort

Rock Reef Resort
2.5 star property
Rock Harbor
9.2 out of 10, Wonderful, (1,183 reviews)
"Absolutely lovely resort, we always have a wonderful stay ♥️"
United States
Tia
$87 nightly
The price is $98
Oct 12 - Oct 13
Total with taxes and fees
Rock Reef Resort

9. Ragged Edge Resort & Marina

Ragged Edge Resort & Marina
2.5 star property
Islamorada
9.6 out of 10, Exceptional, (274 reviews)
"Incredible place, ample room and everything you need to cook and to bbq."
United States
Nathalie
$140 nightly
The price is $157
Oct 18 - Oct 19
Total with taxes and fees
Ragged Edge Resort & Marina

10. Lime Tree Bay Resort

Lime Tree Bay Resort
3.5 star property
Long Key
9.4 out of 10, Exceptional, (1,533 reviews)
"Beautiful location, great amenities, and comfortable rooms"
United States
Michael
$182 nightly
The price is $204
Oct 11 - Oct 12
Total with taxes and fees
Lime Tree Bay Resort

11. Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
3.5 star property
Islamorada
8.2 out of 10, Very good, (1,001 reviews)
"Great place. Friendly staff overall really wonderful."
United States
Siobhan
$208 nightly
The price is $234
Oct 11 - Oct 12
Total with taxes and fees
Fisher Inn Resort & Marina

12. Drift Hotel

Drift Hotel
2.5 star property
Key Largo
9.0 out of 10, Wonderful, (1,004 reviews)
"Excellent location"
United States
kelly
$102 nightly
The price is $115
Oct 21 - Oct 22
Total with taxes and fees
Drift Hotel

13. 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, (289 reviews)
"Great place to stay!"
United States
Liosbel
$302 nightly
The price is $340
Oct 13 - Oct 14
Total with taxes and fees
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

14. Sunset Cove Beach Resort

Sunset Cove Beach Resort
2.5 star property
Key Largo
9.2 out of 10, Wonderful, (1,000 reviews)
"Very pleasant stay would recommend to anyone looking for a fun get away"
United States
Payton
$130 nightly
The price is $146
Oct 12 - Oct 13
Total with taxes and fees
Sunset Cove Beach Resort

15. 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
Oct 14 - Oct 15
Total with taxes and fees
Dove Creek Resort & Marina, Trademark Collection by Wyndham

16. Atlantic Bay Resort

Atlantic Bay Resort
3.0 star property
Tavernier
9.4 out of 10, Exceptional, (824 reviews)
"Always a great stay at Atlantic Bay."
United States
Annie
$188 nightly
The price is $212
Oct 13 - Oct 14
Total with taxes and fees
Atlantic Bay Resort

17. Drop Anchor

Drop Anchor
3.0 star property
Islamorada
8.6 out of 10, Excellent, (1,000 reviews)
"Exceeded all my expectations, definitely going back. Highly recommend"
United States
Payman
$158 nightly
The price is $174
Oct 13 - Oct 14
Total with taxes and fees
Drop Anchor

18. Seafarer Key Largo

Seafarer Key Largo
2.0 star property
Rock Harbor
9.2 out of 10, Wonderful, (250 reviews)
"simple breakfast, older place but clean room, access to the beach - very convenient and nice!"
United States
ANDREW
$151 nightly
The price is $169
Oct 11 - Oct 12
Total with taxes and fees
Seafarer Key Largo

19. Matecumbe Resort

Matecumbe Resort
2.0 star property
Matecumbe
9.0 out of 10, Wonderful, (171 reviews)
"A very peaceful place."
United States
angel
$160 nightly
The price is $180
Oct 12 - Oct 13
Total with taxes and fees
Matecumbe Resort

20. Treasure Harbor

Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (177 reviews)
"Beautiful unique place"
United States
Laura
$244 nightly
The price is $275
Oct 10 - Oct 11
Total with taxes and fees
Treasure Harbor
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

Find out more about Islamorada

Islamorada B&B information

Number of reviews
8,254
Accommodation
1 B&B
Lowest Price
$98
Highest Price
$355

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 $98 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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