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

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Recommended hotels in Islamorada

Chesapeake Beach Resort

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Breezy Palms Resort

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Cheeca Lodge & Spa

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Total with taxes and fees
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Amara Cay Resort

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Lime Tree Bay Resort

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Total with taxes and fees
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La Jolla Resort

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Total with taxes and fees
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Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
3.5 star property
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8.2 out of 10, Very Good, (1,008 reviews)
"Was a very nice property, great location, great value."
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Total with taxes and fees
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Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1,083 reviews)
"Can't wait to stay there again!"
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Total with taxes and fees
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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, (238 reviews)
"Wonderful resort and friendly staff!"
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Total with taxes and fees
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Drift Hotel

Drift Hotel
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Total with taxes and fees
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La Siesta Resort & Villas

La Siesta Resort & Villas
4.0 star property
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"Clean quiet and serene. Staff was so helpful and kind!"
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Total with taxes and fees
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Rock Reef Resort

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Total with taxes and fees
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Hadley Resort and Marina

Hadley Resort and Marina
3.5 star property
Matecumbe
7.6 out of 10, Good, (1,006 reviews)
"Booked this on Expedia based on location alone- GREAT CHOICE. Lot of help from team (thanks Eric) very unique and ‘kitschy’ in a great location. Loved it here although we were one night only."
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$129 nightly
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Total with taxes and fees
Hadley Resort and Marina

The Pelican Key Largo Cottages

The Pelican Key Largo Cottages
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9.0 out of 10, Wonderful, (1,010 reviews)
"Love their free kayak usage. Great spot for paddling and very nice surroundings."
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Total with taxes and fees
The Pelican Key Largo Cottages

Kona Kai Resort and Gallery - Adults Only

Kona Kai Resort and Gallery - Adults Only
2.5 star property
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9.8 out of 10, Exceptional, (334 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."
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Michelle
$162 nightly
The price is $182
Aug 3 - Aug 4
Total with taxes and fees
Kona Kai Resort and Gallery - Adults Only

Drop Anchor

Drop Anchor
3.0 star property
Islamorada
8.8 out of 10, Excellent, (1,010 reviews)
"We really enjoyed the laid back vibe, matched with the amenities and the location. We had a great stay!"
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Total with taxes and fees
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Bayside Villas by Islander Resort

Bayside Villas by Islander Resort
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9.0 out of 10, Wonderful, (453 reviews)
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Total with taxes and fees
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Sunset Cove Beach Resort

Sunset Cove Beach Resort
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9.2 out of 10, Wonderful, (1,014 reviews)
"Love these cozy motel-resorts that only the keys know how to pull off!"
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$139 nightly
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Total with taxes and fees
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Ragged Edge Resort & Marina

Ragged Edge Resort & Marina
2.5 star property
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9.4 out of 10, Exceptional, (260 reviews)
"Clean and quiet"
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$200 nightly
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Aug 4 - Aug 5
Total with taxes and fees
Ragged Edge Resort & Marina

Pines & Palms Resort

Pines & Palms Resort
3.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,002 reviews)
"Property was very kept up, room was very clean. Staff was very helpful and kind."
United States
John
$291 nightly
The price is $327
Aug 9 - Aug 10
Total with taxes and fees
Pines & Palms Resort
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Top Islamorada Hotel Reviews

Find out more about Islamorada

Islamorada B&B information

Number of reviews
12,950
Accommodation
1 B&B
Lowest Price
$116
Highest Price
$368

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 $116 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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