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

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Check prices for these dates

Next weekend
Sep 18 - Sep 20
In two weeks
Sep 25 - Sep 27
In one month
Oct 9 - Oct 11
In two months
Nov 6 - Nov 8
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, (1,786 reviews)
"Excellent location, nice breakfast."
United States
Suresh
$158 nightly
The price is $178
Oct 8 - Oct 9
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, (1,444 reviews)
"Excellent stay."
United States
Mian
$209 nightly
The price is $236
Oct 4 - Oct 5
Total with taxes and fees
Cheeca Lodge & Spa
Exterior

3. Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (742 reviews)
"Great resorts - will return again. Highly recommend"
United States
Lourdes
$111 nightly
The price is $125
Sep 9 - Sep 10
Total with taxes and fees
Breezy Palms Resort
View from room

4. Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,314 reviews)
"Wonderful resort, very friendly staff, would definitely stay again!"
United States
Amy
$210 nightly
The price is $236
Sep 15 - Sep 16
Total with taxes and fees
Amara Cay Resort
Exterior

5. Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1,122 reviews)
"Property is beautiful, staff is great and overall an amazing place to stay."
United States
Sonia
$256 nightly
The price is $288
Sep 14 - Sep 15
Total with taxes and fees
Islander Resort
Exterior

6. Ragged Edge Resort & Marina

Ragged Edge Resort & Marina
2.5 star property
Islamorada
9.6 out of 10, Exceptional, (266 reviews)
"Great quaint stay on the water. Shower is awesome."
United States
Marianne
$78 nightly
The price is $87
Sep 13 - Sep 14
Total with taxes and fees
Ragged Edge Resort & Marina
House, 3 Bedrooms, Ocean View, Oceanfront | Lanai

7. La Jolla Resort

La Jolla Resort
2.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,002 reviews)
"Good location and great staff"
United States
adrian
$186 nightly
The price is $209
Sep 22 - Sep 23
Total with taxes and fees
La Jolla Resort
Room, 1 King Bed, Balcony, Ocean View (Balcony) | Premium bedding, in-room safe, laptop workspace, iron/ironing board

8. 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, (264 reviews)
"Wonderful resort and friendly staff!"
United States
Ana
$248 nightly
The price is $279
Sep 14 - Sep 15
Total with taxes and fees
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Exterior

9. Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
3.5 star property
Islamorada
8.2 out of 10, Very Good, (1,005 reviews)
"Love that they have a food truck on the property!"
United States
Alexandra
$147 nightly
The price is $166
Sep 21 - Sep 22
Total with taxes and fees
Fisher Inn Resort & Marina
Hibiscus Waterfront 2-Bedroom, Two Bath Master Suite (Brand New) | Terrace/patio

10. Lime Tree Bay Resort

Lime Tree Bay Resort
3.5 star property
Long Key
9.4 out of 10, Exceptional, (1,490 reviews)
"Would stay again!"
United States
Chadwick
$172 nightly
The price is $194
Sep 10 - Sep 11
Total with taxes and fees
Lime Tree Bay Resort
Oceanfront Three Bedroom Villa | Premium bedding, iron/ironing board, WiFi (free), individually decorated

11. Pines & Palms Resort

Pines & Palms Resort
3.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,005 reviews)
"I had an excellent stay at the resort. and look forward to returning!"
United States
Isabel
$179 nightly
The price is $201
Sep 9 - Sep 10
Total with taxes and fees
Pines & Palms Resort
Oceanfront King Suite w/ Kitchen & Private Balcony | Beach/ocean view

12. Drop Anchor

Drop Anchor
3.0 star property
Islamorada
8.6 out of 10, Excellent, (1,002 reviews)
"Great location,"
United States
Marianela
$155 nightly
The price is $171
Sep 9 - Sep 10
Total with taxes and fees
Drop Anchor
Exterior

13. Coconut Cove Resort and Marina

Coconut Cove Resort and Marina
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (287 reviews)
"Clean room, helpful staff, very friendly and welcoming"
United States
Jasmine
$149 nightly
The price is $168
Sep 9 - Sep 10
Total with taxes and fees
Coconut Cove Resort and Marina
Sundeck

14. Rock Reef Resort

Rock Reef Resort
2.5 star property
Rock Harbor
9.2 out of 10, Wonderful, (1,181 reviews)
"Amazing property and staff"
United States
Tia
$110 nightly
The price is $123
Sep 27 - Sep 28
Total with taxes and fees
Rock Reef Resort
On the beach, sun loungers, snorkeling, kayaking

15. Drift Hotel

Drift Hotel
2.5 star property
Key Largo
9.0 out of 10, Wonderful, (1,008 reviews)
"Very nice and clean we really enjoyed the private beach as well"
United States
Sheily
$95 nightly
The price is $107
Sep 9 - Sep 10
Total with taxes and fees
Drift Hotel
Exterior

16. Sunset Cove Beach Resort

Sunset Cove Beach Resort
2.5 star property
Key Largo
9.2 out of 10, Wonderful, (1,015 reviews)
"Perfect place in key largo! Definitely staying here again!"
United States
Melissa
$114 nightly
The price is $128
Sep 9 - Sep 10
Total with taxes and fees
Sunset Cove Beach Resort
Marina

17. The Pelican Key Largo Cottages

The Pelican Key Largo Cottages
2.0 star property
Key Largo
9.0 out of 10, Wonderful, (1,011 reviews)
"Great location, perfect for relaxing. We enjoyed watching the sunset on the dock in the provided Adirondack chairs"
United States
Kim
$91 nightly
The price is $102
Sep 9 - Sep 10
Total with taxes and fees
The Pelican Key Largo Cottages
Balcony view

18. Hadley Resort and Marina

Hadley Resort and Marina
3.5 star property
Matecumbe
7.6 out of 10, Good, (1,000 reviews)
"Nice pet friendly hotel, clean, nice staff, good continental breakfast."
United States
RAIBEL
$164 nightly
The price is $185
Sep 9 - Sep 10
Total with taxes and fees
Hadley Resort and Marina
Restaurant

19. Bayside Villas by Islander Resort

Bayside Villas by Islander Resort
3.5 star property
Matecumbe
9.0 out of 10, Wonderful, (460 reviews)
"Nice place very clean , quiet . Was great stay for us , thank you"
United States
beata
$234 nightly
The price is $263
Sep 20 - Sep 21
Total with taxes and fees
Bayside Villas by Islander Resort
Classic Room, Patio, Garden View | WiFi (free)

20. The Ocean View Inn & Pub

The Ocean View Inn & Pub
2.0 star property
Islamorada
9.2 out of 10, Wonderful, (29 reviews)
"Staff was friendly and Inn was well maintained. My daughter loved the pool! It had a bar and restaurant attached to property so was nice being able to grab a drink for the pool area."
United States
Patrice
$186 nightly
The price is $210
Oct 6 - Oct 7
Total with taxes and fees
The Ocean View Inn & Pub
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

Fisher Inn Resort & Marina

Fisher Inn Resort & Marina

10/10 Excellent
"Everything was great!"
Samantha 2-night trip
Posted less than an hour ago
Fisher Inn Resort & Marina

Find out more about Islamorada

Islamorada B&B information

Number of reviews
14,603
Accommodation
1 B&B
Lowest Price
$87
Highest Price
$288

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 $87 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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