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

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Recommended hotels in Islamorada

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La Jolla Resort

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Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
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8.2 out of 10, Very Good, (1,001 reviews)
"clean and spacious room."
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Islander Resort

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Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
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"Room was beautiful, just as pictured on the website. It is a lovely place."
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Drift Hotel

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Total with taxes and fees
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La Siesta Resort & Villas

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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
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Total with taxes and fees
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The Pelican Key Largo Cottages

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Total with taxes and fees
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Kona Kai Resort and Gallery - Adults Only

Kona Kai Resort and Gallery - Adults Only
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$176 nightly
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Total with taxes and fees
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Drop Anchor

Drop Anchor
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8.8 out of 10, Excellent, (1,004 reviews)
"Great stay for boaters! right on the water and easy to launch. The rooms were clean and had the essentials. The staff was super friendly and helpful."
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Total with taxes and fees
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Bayside Villas by Islander Resort

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Total with taxes and fees
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Sunset Cove Beach Resort

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Ragged Edge Resort & Marina

Ragged Edge Resort & Marina
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9.4 out of 10, Exceptional, (260 reviews)
"Easy check in, beautiful view and clean room"
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Total with taxes and fees
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Pines & Palms Resort

Pines & Palms Resort
3.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,001 reviews)
"Wonderful property and friendly staff. Rooms were lovely and beds very comfortable"
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Jonathan
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The price is $339
Aug 5 - Aug 6
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
13,096
Accommodation
1 B&B
Lowest Price
$116
Highest Price
$356

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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