Explore beach hotels in Islamorada, FL from $119

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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
$247 nightly
The price is $278 total per night from Oct 2 to Oct 3
$278 total
Oct 2 - Oct 3
Total with 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! (1,011 reviews)

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

Travelers say...
"We loved the rooms.. pool was a little small. The other pool did not have any lounge chairs to lay out on , when other pool was crowded.. But great place"

Reviewed on Sep 21, 2025

Opens in a new windowIslander 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
$151 nightly
The price is $170 total per night from Oct 6 to Oct 7
$170 total
Oct 6 - Oct 7
Total with 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! (1,207 reviews)

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

Travelers say...
"I love it"

Reviewed on Sep 21, 2025

Opens in a new windowCheeca Lodge & Spa
Chesapeake Beach Resort
Great for beach vacations

Chesapeake Beach Resort

83409 Overseas Hwy, Islamorada, FL
Fully refundableReserve now, pay when you stay
$165 nightly
The price is $186 total per night from Oct 1 to Oct 2
$186 total
Oct 1 - Oct 2
Total with 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! (1,534 reviews)

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

Travelers say...
"Everything was perfect and beautiful"

Reviewed on Sep 23, 2025

Opens in a new windowChesapeake Beach Resort
Pines & Palms Resort
Great for beach vacations

Pines & Palms Resort

80401 Old Hwy, Islamorada, FL
$168 nightly
The price is $189 total per night from Oct 1 to Oct 2
$189 total
Oct 1 - Oct 2
Total with 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! (1,003 reviews)

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

Travelers say...
"Very nice place to stay"

Reviewed on Sep 21, 2025

Opens in a new windowPines & Palms Resort
Amara Cay Resort
Great for beach vacations

Amara Cay Resort

80001 Overseas Hwy, Islamorada, FL
Fully refundableReserve now, pay when you stay
$223 nightly
The price is $251 total per night from Oct 1 to Oct 2
$251 total
Oct 1 - Oct 2
Total with taxes and fees
A private beach, 2 restaurants, and an outdoor pool are all featured at this resort. If you want to take your pet along, this pet-friendly property offers everything ...
8.8/10 Excellent! (1,258 reviews)

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

Travelers say...
"The resort had free kayaking and paddle boarding which was a great addition."

Reviewed on Sep 22, 2025

Opens in a new windowAmara Cay 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
$245 nightly
The price is $276 total per night from Sep 30 to Oct 1
$276 total
Sep 30 - Oct 1
Total with 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 ...
8.8/10 Excellent! (82 reviews)

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

Travelers say...
"We had a fantastic time here! The room was spotless- clean bed, fresh towels, and a great shower. Room service breakfast was delicious. The resort has everything you need, so no need to leave. We loved all the onsite restaurants, and the tiki bar was a total vibe. Big shoutout to our favorite bartender, ..."

Reviewed on Sep 8, 2025

Opens in a new windowThree Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Drop Anchor
Great for beach vacations

Drop Anchor

84959 Overseas Highway, 222, Islamorada, FL
$147 nightly
The price is $162 total per night from Oct 1 to Oct 2
$162 total
Oct 1 - Oct 2
Total with 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 ...
8.6/10 Excellent! (1,004 reviews)

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

Travelers say...
"Beach view"

Reviewed on Sep 11, 2025

Opens in a new windowDrop 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
$199 nightly
The price is $224 total per night from Oct 1 to Oct 2
$224 total
Oct 1 - Oct 2
Total with 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! (1,004 reviews)

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

Travelers say...
"Great rooms"

Reviewed on Sep 20, 2025

Opens in a new windowLa 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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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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