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

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

Check prices for these dates

Next weekend
Aug 21 - Aug 23
In two weeks
Aug 28 - Aug 30
In one month
Sep 11 - Sep 13
In two months
Oct 9 - Oct 11
No exact matches found, but these alternatives could be just right

Recommended hotels in Islamorada

Private beach, white sand, sun loungers, beach towels

1. Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,742 reviews)
"Spectacular, beautiful view, excellent amenities, a quiet and beautiful place, very attentive staff, and the breakfast is exquisite—I’ll be back as soon as I can"
United States
alicia
$200 nightly
The price is $225
Aug 30 - Aug 31
Total with taxes and fees
Chesapeake Beach Resort
Balcony

2. Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,380 reviews)
"Wonderful stay! Friendly staff, clean rooms, highly recommend!"
United States
Jessica
$214 nightly
The price is $241
Aug 17 - Aug 18
Total with taxes and fees
Cheeca Lodge & Spa
House, 3 Bedrooms, Ocean View, Oceanfront | Lanai

3. La Jolla Resort

La Jolla Resort
2.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,000 reviews)
"Good location and great staff"
United States
adrian
$127 nightly
The price is $143
Aug 25 - Aug 26
Total with taxes and fees
La Jolla Resort
Exterior

4. Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (724 reviews)
"my 2nd time staying here and i will be back for a 3rd"
United States
Tristan
$117 nightly
The price is $131
Sep 1 - Sep 2
Total with taxes and fees
Breezy Palms Resort
View from room

5. Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,280 reviews)
"Beautiful hotel, amazing views , very friendly staff, I will definitely return to Amara cay"
United States
Estefani
$220 nightly
The price is $248
Aug 16 - Aug 17
Total with taxes and fees
Amara Cay Resort
Exterior

6. Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1,096 reviews)
"Great stop on our key island hopping adventure"
United States
Chris
$321 nightly
The price is $361
Aug 20 - Aug 21
Total with taxes and fees
Islander Resort
Oceanfront Three Bedroom Villa | Premium bedding, iron/ironing board, WiFi (free), individually decorated

7. Pines & Palms Resort

Pines & Palms Resort
3.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,004 reviews)
"I had an excellent stay at the resort. and look forward to returning!"
United States
Isabel
$224 nightly
The price is $252
Aug 30 - Aug 31
Total with taxes and fees
Pines & Palms Resort
Exterior

8. Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
3.5 star property
Islamorada
8.2 out of 10, Very Good, (1,001 reviews)
"We stay here once or twice a year, the staff is very friendly. The amenities are perfect and the location is right where you want to be."
United States
MARC
$139 nightly
The price is $156
Aug 18 - Aug 19
Total with taxes and fees
Fisher Inn Resort & Marina
Hibiscus Waterfront 2-Bedroom, Two Bath Master Suite (Brand New) | Terrace/patio

9. Lime Tree Bay Resort

Lime Tree Bay Resort
3.5 star property
Long Key
9.4 out of 10, Exceptional, (1,455 reviews)
"Great place to stay!!"
United States
Javier
$172 nightly
The price is $194
Aug 16 - Aug 17
Total with taxes and fees
Lime Tree Bay Resort
Oceanfront King Suite w/ Kitchen & Private Balcony | Beach/ocean view

10. Drop Anchor

Drop Anchor
3.0 star property
Islamorada
8.6 out of 10, Excellent, (1,000 reviews)
"Great location,"
United States
Marianela
$133 nightly
The price is $145
Aug 18 - Aug 19
Total with taxes and fees
Drop Anchor
Exterior

11. Ragged Edge Resort & Marina

Ragged Edge Resort & Marina
2.5 star property
Islamorada
9.6 out of 10, Exceptional, (262 reviews)
"Easy check in, beautiful view and clean room"
United States
Lauren
$150 nightly
The price is $168
Sep 13 - Sep 14
Total with taxes and fees
Ragged Edge Resort & Marina
Exterior

12. Coconut Cove Resort and Marina

Coconut Cove Resort and Marina
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (280 reviews)
"Amazing staff! Clancy is great! This place is so cute family oriented and friendly! I cant wait to stay here again!"
United States
Lisa C
$149 nightly
The price is $168
Aug 30 - Aug 31
Total with taxes and fees
Coconut Cove Resort and Marina
Room, 1 King Bed, Balcony, Ocean View (Balcony) | Premium bedding, in-room safe, laptop workspace, iron/ironing board

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, (249 reviews)
"Wonderful resort and friendly staff!"
United States
Ana
$272 nightly
The price is $306
Sep 7 - Sep 8
Total with taxes and fees
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Suite, 1 King Bed with Sofa bed, Ocean View | Egyptian cotton sheets, premium bedding, pillowtop beds, in-room safe

14. La Siesta Resort & Villas

La Siesta Resort & Villas
4.0 star property
Matecumbe
8.6 out of 10, Excellent, (1,003 reviews)
"Great place to stay!"
United States
Brianne
$227 nightly
The price is $255
Aug 25 - Aug 26
Total with taxes and fees
La Siesta Resort & Villas
Sundeck

15. Rock Reef Resort

Rock Reef Resort
2.5 star property
Rock Harbor
9.2 out of 10, Wonderful, (1,163 reviews)
"The best place i ever stayed in the Florida Keys by far ,the staff is amazing, the premises are gorgeous and well maintained , a real family vacation resort we already have plans to return in 5 weeks"
United States
Martin
$104 nightly
The price is $117
Sep 13 - Sep 14
Total with taxes and fees
Rock Reef Resort
Balcony view

16. Hadley Resort and Marina

Hadley Resort and Marina
3.5 star property
Matecumbe
7.6 out of 10, Good, (1,006 reviews)
"Nice pet friendly hotel, clean, nice staff, good continental breakfast."
United States
RAIBEL
$138 nightly
The price is $155
Sep 7 - Sep 8
Total with taxes and fees
Hadley Resort and Marina
Marina

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)
"Absolutely beautiful and so quiet and relaxing!! Would highly recommend! Plus within walking distance to really good restaurants"
United States
Kathleen
$97 nightly
The price is $109
Aug 23 - Aug 24
Total with taxes and fees
The Pelican Key Largo Cottages
25-inch flat-screen TV with digital channels, TV

18. Treasure Harbor

Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (168 reviews)
"The houseboat were a great experience not only for the kid's but the adults also. Seeing the manatees swim around the cove was awesome! It was a great place to meet your neighbors as the porches are very close. The swimming pool is a great addition to the property! If going back to the area, I would definitely go there again! We really enjoyed our visit there!"
United States
Kelly
$254 nightly
The price is $286
Aug 16 - Aug 17
Total with taxes and fees
Treasure Harbor
On the beach, sun loungers, snorkeling, kayaking

19. Drift Hotel

Drift Hotel
2.5 star property
Key Largo
9.0 out of 10, Wonderful, (1,000 reviews)
"Very nice a cozy hotel . Location is perfect for boating . Our children enjoyed the kayak and the amenities . Five star"
United States
oscar
$118 nightly
The price is $133
Aug 17 - Aug 18
Total with taxes and fees
Drift Hotel
Breadfruit Suite | Terrace/patio

20. Kona Kai Resort and Gallery - Adults Only

Kona Kai Resort and Gallery - Adults Only
2.5 star property
Rock Harbor
9.8 out of 10, Exceptional, (339 reviews)
"Very relaxing and low key spot with lots of fun outdoor amenities, staff got us into our room early and were super helpful and friendly. Would stay here again."
United States
Michelle
$176 nightly
The price is $198
Aug 16 - Aug 17
Total with taxes and fees
Kona Kai Resort and Gallery - Adults Only
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

Cheeca Lodge & Spa

Cheeca Lodge & Spa

10/10 Excellent
"Excellent all around."
Richard 4-night trip
Posted 3 hours ago
Cheeca Lodge & Spa

Find out more about Islamorada

Islamorada B&B information

Number of reviews
7,722
Accommodation
1 B&B
Lowest Price
$109
Highest Price
$361

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 $109 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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