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, (1,803 reviews)
"Great place"
United States
Phelicia
$186 nightly
The price is $209
Oct 18 - Oct 19
Total with taxes and fees
Chesapeake Beach Resort

2. La Jolla Resort

La Jolla Resort
2.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,009 reviews)
"Nice hotel."
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Brett
$139 nightly
The price is $157
Oct 14 - Oct 15
Total with taxes and fees
La Jolla Resort

3. Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,323 reviews)
"Super clean resort."
United States
Danielle
$206 nightly
The price is $232
Oct 18 - Oct 19
Total with taxes and fees
Amara Cay Resort

4. Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,477 reviews)
"Staff is very helpful, rooms are clean, and there is a lot to do on the property!"
United States
Morgan
$226 nightly
The price is $254
Oct 20 - Oct 21
Total with taxes and fees
Cheeca Lodge & Spa

5. Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1,141 reviews)
"Amazing place would definitely recommend"
United States
Steven
$297 nightly
The price is $334
Oct 20 - Oct 21
Total with taxes and fees
Islander Resort

6. Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
9.0 out of 10, Wonderful, (767 reviews)
"Such a great place to stay!!"
United States
Gavin
$123 nightly
The price is $139
Oct 18 - Oct 19
Total with taxes and fees
Breezy Palms Resort

7. Rock Reef Resort

Rock Reef Resort
2.5 star property
Rock Harbor
9.2 out of 10, Wonderful, (1,186 reviews)
"Absolutely lovely resort, we always have a wonderful stay ♥️"
United States
Tia
$87 nightly
The price is $98
Oct 14 - Oct 15
Total with taxes and fees
Rock Reef Resort

8. 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
$149 nightly
The price is $168
Oct 26 - Oct 27
Total with taxes and fees
Coconut Cove Resort and Marina

9. Ragged Edge Resort & Marina

Ragged Edge Resort & Marina
2.5 star property
Islamorada
9.6 out of 10, Exceptional, (274 reviews)
$141 nightly
The price is $158
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, (1,539 reviews)
"We will definitely stay here again! Beautiful property that was always clean and peaceful."
United States
Katie
$179 nightly
The price is $201
Oct 14 - Oct 15
Total with taxes and fees
Lime Tree Bay Resort

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, (291 reviews)
"Great place to stay!"
United States
Liosbel
$304 nightly
The price is $342
Oct 20 - Oct 21
Total with taxes and fees
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

12. 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
$130 nightly
The price is $146
Oct 20 - Oct 21
Total with taxes and fees
Sunset Cove Beach Resort

13. Drift Hotel

Drift Hotel
2.5 star property
Key Largo
9.0 out of 10, Wonderful, (1,005 reviews)
"Excellent location"
United States
kelly
$110 nightly
The price is $124
Oct 21 - Oct 22
Total with taxes and fees
Drift Hotel

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, (1,000 reviews)
"Great place to stay"
United States
Omar Ahmad
$135 nightly
The price is $152
Oct 14 - Oct 15
Total with taxes and fees
Dove Creek Resort & Marina, Trademark Collection by Wyndham

15. Matecumbe Resort

Matecumbe Resort
2.0 star property
Matecumbe
9.0 out of 10, Wonderful, (174 reviews)
"A very peaceful place."
United States
angel
$149 nightly
The price is $168
Oct 14 - Oct 15
Total with taxes and fees
Matecumbe Resort

16. Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
3.5 star property
Islamorada
8.2 out of 10, Very good, (1,004 reviews)
"Great place. Friendly staff overall really wonderful."
United States
Siobhan
$208 nightly
The price is $234
Oct 14 - Oct 15
Total with taxes and fees
Fisher Inn Resort & Marina

17. Drop Anchor

Drop Anchor
3.0 star property
Islamorada
8.6 out of 10, Excellent, (1,001 reviews)
"Exceeded all my expectations, definitely going back. Highly recommend"
United States
Payman
$158 nightly
The price is $174
Oct 14 - Oct 15
Total with taxes and fees
Drop Anchor

18. Hadley Resort and Marina

Hadley Resort and Marina
3.5 star property
Matecumbe
7.6 out of 10, Good, (1,000 reviews)
"Great place"
United States
weder
$188 nightly
The price is $212
Nov 9 - Nov 10
Total with taxes and fees
Hadley Resort and Marina

19. Treasure Harbor

Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (178 reviews)
$244 nightly
The price is $275
Oct 15 - Oct 16
Total with taxes and fees
Treasure Harbor

20. Atlantic Bay Resort

Atlantic Bay Resort
3.0 star property
Tavernier
9.4 out of 10, Exceptional, (828 reviews)
"Excellent Stay!"
United States
Annette
$180 nightly
The price is $202
Oct 14 - Oct 15
Total with taxes and fees
Atlantic Bay 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

Find out more about Islamorada

Islamorada B&B information

Number of reviews
12,501
Accommodation
1 B&B
Lowest Price
$98
Highest Price
$342

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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