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Top Islamorada Beach Resorts & Hotels

Islander Resort
Great for beach vacations

Islander Resort

82100 Overseas Highway, Islamorada, FL
Fully refundableReserve now, pay when you stay
$268 nightly
The price is $302 total per night from Aug 4 to Aug 5
$302 total
Aug 4 - Aug 5
Total includes taxes and fees
A private beach, 3 restaurants, and 2 outdoor pools are all featured at this hotel. Enjoy beachfront dining and relax with beach cabanas and sun loungers. Families ...
9/10 Wonderful! (1,014 reviews)

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

Travelers say...
"Fabulous vacation experience! Beautiful facilites with phenomenal ocean views!!!"

Reviewed on Jul 10, 2025

Islander Resort
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
$330 nightly
The price is $371 total per night from Aug 11 to Aug 12
$371 total
Aug 11 - Aug 12
Total includes taxes and fees
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 ...
9/10 Wonderful! (46 reviews)

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

Great, but eat off property
"Property and service were great. Food was not great. Very difficult to find options for a picky eater. Had to DoorDash Wendy’s several times."

Reviewed on Jul 2, 2025

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio 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
$233 nightly
The price is $263 total per night from Aug 12 to Aug 13
$263 total
Aug 12 - Aug 13
Total includes taxes and fees
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! (1,134 reviews)

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

Travelers say...
"We loved the property grounds and attention to detail from the walking paths to the lagoon and the tiki torches. Our favorite time was spent in the evening on the beach as it was so calm and peaceful. We wish the beach was more usable and swimmable however. Even getting the kayaks into the water ..."

Reviewed on Jul 12, 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
$192 nightly
The price is $217 total per night from Aug 11 to Aug 12
$217 total
Aug 11 - Aug 12
Total includes taxes and fees
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! (1,484 reviews)

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

Travelers say...
"Amenities were great"

Reviewed on Jul 9, 2025

Chesapeake Beach Resort
Pines & Palms Resort
Great for beach vacations

Pines & Palms Resort

80401 Old Hwy, Islamorada, FL
$208 nightly
The price is $234 total per night from Jul 14 to Jul 15
$234 total
Jul 14 - Jul 15
Total includes taxes and fees
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! (1,001 reviews)

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

Travelers say...
"Great experience for an overnight getaway!"

Reviewed on Jul 4, 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
$218 nightly
The price is $246 total per night from Aug 11 to Aug 12
$246 total
Aug 11 - Aug 12
Total includes taxes and fees
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! (1,226 reviews)

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

Travelers say...
"Great staff! Super clean too"

Reviewed on Jul 8, 2025

Amara Cay Resort
Drop Anchor
Great for beach vacations

Drop Anchor

84959 Overseas Highway, 222, Islamorada, FL
$171 nightly
The price is $188 total per night from Jul 14 to Jul 15
$188 total
Jul 14 - Jul 15
Total includes taxes and fees
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! (1,004 reviews)

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

Travelers say...
"I loved this property. My husband and I stayed here for a quick getaway and it was perfect. Super clean and the staff was very responsive. We utilized the complimentary kayaks which was a nice touch. Will be returning"

Reviewed on Jul 9, 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
$197 nightly
The price is $222 total per night from Jul 21 to Jul 22
$222 total
Jul 21 - Jul 22
Total includes taxes and fees
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! (1,000 reviews)

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

Travelers say...
"It was a beautiful property. The accommodations are a bit dated, but they seem to be renovating little by little. They have a sister property three waters and they offer free transportation so you can utilize both properties. It was very peaceful not overly crowded. I’d stay here again."

Reviewed on Jul 7, 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.

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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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