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

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Recommended hotels in Islamorada

1. La Jolla Resort

La Jolla Resort
2.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,001 reviews)
"Loved this place! driving in I wasn’t too sure but when we open the door to our King suite absolutely stunning clean smelled amazing and walk right up to the water. You can paddleboard kayak. We loved our stay."
United States
Tamara
$89 nightly
The price is $100
Oct 5 - Oct 6
Total with taxes and fees
La Jolla Resort

2. Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,430 reviews)
"Excellent hotel to spend good time with friends and family, just amazing."
United States
RAIBEL
$218 nightly
The price is $245
Sep 29 - Sep 30
Total with taxes and fees
Cheeca Lodge & Spa

3. Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,775 reviews)
"Excellent location, nice breakfast."
United States
Suresh
$185 nightly
The price is $208
Oct 18 - Oct 19
Total with taxes and fees
Chesapeake Beach Resort

4. Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (748 reviews)
"Great resorts - will return again. Highly recommend"
United States
Lourdes
$99 nightly
The price is $111
Sep 30 - Oct 1
Total with taxes and fees
Breezy Palms Resort

5. Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
3.5 star property
Islamorada
8.2 out of 10, Very good, (1,002 reviews)
"Love that they have a food truck on the property!"
United States
Alexandra
$139 nightly
The price is $156
Sep 21 - Sep 22
Total with taxes and fees
Fisher Inn Resort & Marina

6. Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1,116 reviews)
"Property is beautiful, staff is great and overall an amazing place to stay."
United States
Sonia
$256 nightly
The price is $288
Sep 27 - Sep 28
Total with taxes and fees
Islander Resort

7. Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,308 reviews)
"amazing clean stay."
United States
MICHAEL
$206 nightly
The price is $232
Sep 22 - Sep 23
Total with taxes and fees
Amara Cay Resort

8. Ragged Edge Resort & Marina

Ragged Edge Resort & Marina
2.5 star property
Islamorada
9.6 out of 10, Exceptional, (270 reviews)
"Incredible place, ample room and everything you need to cook and to bbq."
United States
Nathalie
$92 nightly
The price is $104
Sep 20 - Sep 21
Total with taxes and fees
Ragged Edge Resort & Marina

9. 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, (272 reviews)
"Beautiful place Great beds Lots of dining options"
Canada
Eslita
$264 nightly
The price is $297
Sep 27 - Sep 28
Total with taxes and fees
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

10. Lime Tree Bay Resort

Lime Tree Bay Resort
3.5 star property
Long Key
9.4 out of 10, Exceptional, (1,498 reviews)
"Would stay again!"
United States
Chadwick
$172 nightly
The price is $194
Sep 21 - Sep 22
Total with taxes and fees
Lime Tree Bay Resort

11. Drift Hotel

Drift Hotel
2.5 star property
Key Largo
9.0 out of 10, Wonderful, (1,000 reviews)
"Very nice and clean we really enjoyed the private beach as well"
United States
Sheily
$95 nightly
The price is $107
Sep 23 - Sep 24
Total with taxes and fees
Drift Hotel

12. Coconut Cove Resort and Marina

Coconut Cove Resort and Marina
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (293 reviews)
"Clean room, helpful staff, very friendly and welcoming"
United States
Jasmine
$149 nightly
The price is $168
Sep 20 - Sep 21
Total with taxes and fees
Coconut Cove Resort and Marina

13. Pines & Palms Resort

Pines & Palms Resort
3.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,000 reviews)
"Loved staying here and would stay again. Staff were so friendly and nice - made you feel like you knew them for years."
United States
Stephen
$268 nightly
The price is $302
Sep 21 - Sep 22
Total with taxes and fees
Pines & Palms Resort

14. Bayside Villas by Islander Resort

Bayside Villas by Islander Resort
3.5 star property
Matecumbe
9.0 out of 10, Wonderful, (462 reviews)
"Nice place very clean , quiet . Was great stay for us , thank you"
United States
beata
$282 nightly
The price is $317
Sep 28 - Sep 29
Total with taxes and fees
Bayside Villas by Islander Resort

15. Treasure Harbor

Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (175 reviews)
"We loved sitting in the deck in the evening and again in the morning."
Canada
Molly
$254 nightly
The price is $286
Oct 1 - Oct 2
Total with taxes and fees
Treasure Harbor

16. Rock Reef Resort

Rock Reef Resort
2.5 star property
Rock Harbor
9.2 out of 10, Wonderful, (1,184 reviews)
"Absolutely lovely resort, we always have a wonderful stay ♥️"
United States
Tia
$101 nightly
The price is $114
Sep 21 - Sep 22
Total with taxes and fees
Rock Reef Resort

17. 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)
"Great place great price great location "
United States
Richard
$90 nightly
The price is $101
Sep 23 - Sep 24
Total with taxes and fees
The Pelican Key Largo Cottages

18. Seafarer Key Largo

Seafarer Key Largo
2.0 star property
Rock Harbor
9.2 out of 10, Wonderful, (238 reviews)
"simple breakfast, older place but clean room, access to the beach - very convenient and nice!"
United States
ANDREW
$113 nightly
The price is $127
Sep 20 - Sep 21
Total with taxes and fees
Seafarer Key Largo

19. Drop Anchor

Drop Anchor
3.0 star property
Islamorada
8.6 out of 10, Excellent, (1,000 reviews)
"Great location,"
United States
Marianela
$171 nightly
The price is $188
Sep 20 - Sep 21
Total with taxes and fees
Drop Anchor

20. Sunset Cove Beach Resort

Sunset Cove Beach Resort
2.5 star property
Key Largo
9.2 out of 10, Wonderful, (1,001 reviews)
"Excellent place!"
United States
Douglas
$117 nightly
The price is $132
Sep 20 - Sep 21
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

Find out more about Islamorada

Islamorada B&B information

Number of reviews
11,931
Accommodation
1 B&B
Lowest Price
$100
Highest Price
$317

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 $100 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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