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

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Check prices for these dates

Next weekend
Sep 11 - Sep 13
In two weeks
Sep 18 - Sep 20
In one month
Oct 2 - Oct 4
In two months
Oct 30 - Nov 1
No exact matches found, but these alternatives could be just right

Recommended hotels in Islamorada

A beach with palm trees and lounge chairs.

1. Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,776 reviews)
"Excellent location, nice breakfast."
United States
Suresh
$158 nightly
The price is $178
Oct 5 - Oct 6
Total with taxes and fees
Chesapeake Beach Resort
A wooden deck with rustic furniture, a grill, and a view of the beach and palm trees.

2. La Jolla Resort

La Jolla Resort
2.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,001 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
An aerial view of a resort with two swimming pools surrounded by palm trees and sun loungers.

3. Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1,114 reviews)
"Property is beautiful, staff is great and overall an amazing place to stay."
United States
Sonia
$243 nightly
The price is $273
Sep 22 - Sep 23
Total with taxes and fees
Islander Resort
A beach with palm trees, thatched-roof huts, and lounge chairs.

4. Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (738 reviews)
"Good location"
United States
Orlando
$98 nightly
The price is $110
Sep 7 - Sep 8
Total with taxes and fees
Breezy Palms Resort
A bathroom with a large bathtub, a window with curtains, and a view of palm trees and the sea.

5. Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,427 reviews)
"Excellent stay."
United States
Mian
$214 nightly
The price is $241
Sep 15 - Sep 16
Total with taxes and fees
Cheeca Lodge & Spa
A wooden deck with two lounge chairs, a table with two glasses of champagne and red roses, and a view of the beach and ocean.

6. Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,309 reviews)
"Wonderful resort, very friendly staff, would definitely stay again!"
United States
Amy
$213 nightly
The price is $239
Sep 23 - Sep 24
Total with taxes and fees
Amara Cay Resort
A beachfront hotel with a pool, beach chairs, and a view of the ocean at sunset.

7. Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
3.5 star property
Islamorada
8.2 out of 10, Very Good, (1,000 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
$156 nightly
The price is $175
Sep 21 - Sep 22
Total with taxes and fees
Fisher Inn Resort & Marina
A balcony with wicker chairs, a small table with drinks, and a view of the beach and ocean.

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, (261 reviews)
"Wonderful resort and friendly staff!"
United States
Ana
$248 nightly
The price is $279
Sep 13 - Sep 14
Total with taxes and fees
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
A clear blue pool surrounded by palm trees and a thatched-roof structure, with a view of the ocean in the background.

9. Coconut Cove Resort and Marina

Coconut Cove Resort and Marina
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (286 reviews)
"Clean room, helpful staff, very friendly and welcoming"
United States
Jasmine
$122 nightly
The price is $137
Oct 5 - Oct 6
Total with taxes and fees
Coconut Cove Resort and Marina
A beachside patio with white furniture, palm trees, and a thatched umbrella.

10. Drop Anchor

Drop Anchor
3.0 star property
Islamorada
8.6 out of 10, Excellent, (1,001 reviews)
"Great location,"
United States
Marianela
$231 nightly
The price is $255
Sep 9 - Sep 10
Total with taxes and fees
Drop Anchor
A beach with rows of sun loungers and palm trees.

11. 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
$87 nightly
The price is $97
Sep 13 - Sep 14
Total with taxes and fees
Ragged Edge Resort & Marina

12. Lime Tree Bay Resort

Lime Tree Bay Resort
3.5 star property
Long Key
9.4 out of 10, Exceptional, (1,481 reviews)
"Would stay again!"
United States
Chadwick
$172 nightly
The price is $194
Sep 7 - Sep 8
Total with taxes and fees
Lime Tree Bay Resort
A modern kitchen with a central island, a dining area with a view, and a living space with a balcony overlooking the ocean.

13. Pines & Palms Resort

Pines & Palms Resort
3.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,002 reviews)
"I had an excellent stay at the resort. and look forward to returning!"
United States
Isabel
$268 nightly
The price is $302
Sep 9 - Sep 10
Total with taxes and fees
Pines & Palms Resort
A beach with lounge chairs and a blue umbrella, a pier with boats, and a mural of wings on a wall.

14. Drift Hotel

Drift Hotel
2.5 star property
Key Largo
9.0 out of 10, Wonderful, (1,003 reviews)
"Very nice and clean we really enjoyed the private beach as well"
United States
Sheily
$101 nightly
The price is $114
Sep 9 - Sep 10
Total with taxes and fees
Drift Hotel
A beachside lounge with a wooden deck, thatched roof, and tropical plants.

15. 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
$230 nightly
The price is $258
Sep 16 - Sep 17
Total with taxes and fees
Bayside Villas by Islander Resort
A view through a window with metal bars, featuring a beach with palm trees, a thatched umbrella, and a wooden dock.

16. 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, (345 reviews)
"We had a great 3 night stay. Laura and Kathryn were so nice. The room was very comfortable, and the grounds are beautiful. Can't beat those sunset views! Will definitely be staying again"
United States
Laura
$174 nightly
The price is $196
Sep 7 - Sep 8
Total with taxes and fees
Kona Kai Resort and Gallery - Adults Only
A row of beachside cottages with colorful exteriors, each with a beach chair and umbrella.

17. La Siesta Resort & Villas

La Siesta Resort & Villas
4.0 star property
Matecumbe
8.6 out of 10, Excellent, (1,001 reviews)
"Great place to stay!"
United States
Brianne
$237 nightly
The price is $266
Sep 7 - Sep 8
Total with taxes and fees
La Siesta Resort & Villas
A balcony with a view of a beach, a pool, and a thatched-roof structure.

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
$163 nightly
The price is $183
Sep 9 - Sep 10
Total with taxes and fees
Hadley Resort and Marina
A beach with thatched umbrellas, wooden chairs, and a wooden pier extending into the water.

19. Sunset Cove Beach Resort

Sunset Cove Beach Resort
2.5 star property
Key Largo
9.2 out of 10, Wonderful, (1,010 reviews)
"Perfect place in key largo! Definitely staying here again!"
United States
Melissa
$97 nightly
The price is $109
Sep 15 - Sep 16
Total with taxes and fees
Sunset Cove Beach Resort
A beach hut with a thatched roof, surrounded by lounge chairs and a picnic table, overlooking a calm sea.

20. Rock Reef Resort

Rock Reef Resort
2.5 star property
Rock Harbor
9.2 out of 10, Wonderful, (1,174 reviews)
"We really enjoyed our stay there. Staff was very nice and helpful."
United States
charlotte
$110 nightly
The price is $123
Sep 27 - Sep 28
Total with taxes and fees
Rock Reef 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

Breezy Palms Resort

Breezy Palms Resort

10/10 Excellent
"I’ve been vacationing in Breezy Palms for years. It reminds me of old time Florida with beautiful sunsets and tranquility Even the rooster seemed tranquil at 4:15 AM. It’s my go to place when headed to the Keys."
Tammy 5-night trip
Posted 14 hours ago
Breezy Palms Resort

Find out more about Islamorada

Islamorada B&B information

Number of reviews
12,496
Accommodation
1 B&B
Lowest Price
$97
Highest Price
$302

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 $97 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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