Explore beach hotels in Islamorada, FL

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Top Islamorada Beach Resorts & Hotels

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Great for beach vacations

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

84001 Overseas Hwy, Islamorada, FL
Fully refundableReserve now, pay when you stay
This Art Deco resort features a private beach, a marina, and 4 restaurants. Enjoy a day at the beach snorkeling, or relax with sun loungers. Families will appreciate ...
9.2/10 Wonderful! (37 reviews)

Travelers like: on the beach, sun loungers, beach bars, beach towels

Travelers say...
"This is a stunning property with so many amenities and restaurants! I can’t say enough about the friendliness and cooperation of the staff! Alondra at the front desk in particular! She went out of her way to accommodate our needs! Well done, Three Waters! The only complaint is that our stay wasn’t ..."

Reviewed on Jun 17, 2025

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Islander Resort
Great for beach vacations

Islander Resort

82100 Overseas Highway, Islamorada, FL
This hotel features a private beach, a golf course, and 3 restaurants. Enjoy beachfront dining and relax with beach cabanas and sun loungers. Families will appreciate ...
9/10 Wonderful! (1,003 reviews)

Travelers like: on the beach, cabanas, beach bars, beach towels

Travelers say...
"We loved our stay! Room was clean, comfortable; staff was friendly and very helpful. We really like the feeling of being"

Reviewed on Jun 22, 2025

Islander Resort
Cheeca Lodge & Spa
Great for beach vacations

Cheeca Lodge & Spa

81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
Fully refundableReserve now, pay when you stay
This luxury resort features a private beach, a golf course, and a full-service spa. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. ...
9/10 Wonderful! (1,112 reviews)

Travelers like: on the beach, sun loungers, beach yoga, massages on beach

Travelers say...
"This is a beautiful resort and the staff is very friendly and competent."

Reviewed on Jun 19, 2025

Cheeca Lodge & Spa
Chesapeake Beach Resort
Great for beach vacations

Chesapeake Beach Resort

83409 Overseas Hwy, Islamorada, FL
Fully refundableReserve now, pay when you stay
A private beach, a marina, and 2 outdoor pools are all featured at this smoke-free hotel. Enjoy a day at the beach kayaking, or relax with sun loungers. Unwind ...
9/10 Wonderful! (1,472 reviews)

Travelers like: on the beach, sun loungers, beach towels, outdoor pools

Travelers say...
"Very accommodating staff."

Reviewed on Jun 21, 2025

Chesapeake Beach Resort
Pines & Palms Resort
Great for beach vacations

Pines & Palms Resort

80401 Old Hwy, Islamorada, FL
The private beach and marina are among the highlights at this hotel. Enjoy a day at the beach snorkeling, or relax with sun loungers. Enjoy the outdoor pool ...
9/10 Wonderful! (997 reviews)

Travelers like: on the beach, sun loungers, beach bars, beach yoga

Travelers say...
"This property was updated beautifully. Looks just like the pictures online. The kitchen was thoughtfully prepared with all the you need to prepare a meal and dine. Very clean, staff was very helpful and friendly. Propert was just beautiful. Perfect place to get away from it all. My husband and I ..."

Reviewed on Jun 11, 2025

Pines & Palms Resort
Amara Cay Resort
Great for beach vacations

Amara Cay Resort

80001 Overseas Hwy, Islamorada, FL
Fully refundableReserve now, pay when you stay
A private beach, 2 restaurants, and an outdoor pool are all featured at this resort. Unwind with a drink at one of the 3 bars/lounges and enjoy perks like a ...
8.8/10 Excellent! (1,210 reviews)

Travelers like: on the beach, beach towels, outdoor pool

Travelers say...
"Very nice place"

Reviewed on Jun 20, 2025

Amara Cay Resort
Drop Anchor
Great for beach vacations

Drop Anchor

84959 Overseas Highway, 222, Islamorada, FL
An outdoor pool, free self parking, and barbecue grills are featured at this hotel. WiFi in public areas is free. A business center, a garden, and a picnic area ...
8.8/10 Excellent! (1,003 reviews)

Travelers like: close to beach, sun loungers, beach umbrellas, beach towels

Travelers say...
"The property was a throw back to old motels, charming…"

Reviewed on Jun 19, 2025

Drop Anchor
La Siesta Resort & Villas
Great for beach vacations

La Siesta Resort & Villas

80241 Overseas Highway, Islamorada, FL
Fully refundableReserve now, pay when you stay
The private beach and marina are among the highlights at this resort. Enjoy the outdoor pool and perks like a free area shuttle. There's a poolside bar on site, ...
8.6/10 Excellent! (1,002 reviews)

Travelers like: on the beach, beach towels, outdoor pool

Travelers say...
"Super like these rresort for years"

Reviewed on Jun 17, 2025

La Siesta Resort & Villas
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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.

Top Beach Hotels where Kids Stay FREE

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.

Beach Condos in Islamorada

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Pet-friendly Beach Hotels in Islamorada

Islamorada Beach Hotels with Restaurants

What are the cheapest hotels on the beach in Islamorada

  • Cheeca Lodge & Spa - Book Now
    • Located on Upper Matecumbe Key, Islamorada, Cheeca Lodge & Spa is less than a mile from the Hurricane Monument. It's a 2-minute drive to the History of Diving Museum, and 5 minutes to Theater of the Sea. Morada Way Arts & Cultural District is a 5-minute walk from the hotel.
    • 4.00 star rating.
  • Eager to Please in the Keys - 4 Br home by RedAwning - Book Now
    • 3.00 star rating.
  • Ed & Ellens Lodging Key largo - Book Now
    • Situated in Key Largo, this condo is within 2 mi (3 km) of MarineLab Undersea Laboratory, Dolphins Plus Bayside, and John Pennekamp Coral Reef State Park. Christ of the Deep and Dolphins Plus are also within 6 mi (10 km).
    • 3.00 star rating.

What’s better than a beautiful Islamorada hotel near the beach? Finding that hotel for a deal! Check out our amazing deals on stunning Islamorada beach hotel properties to find exactly what you’re looking for on your next trip to Islamorada.

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