Explore beach hotels in Islamorada, FL from $131

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Top Islamorada Beach Resorts & Hotels

Chesapeake Beach Resort
Great for beach vacations

Chesapeake Beach Resort

83409 Overseas Hwy, Islamorada, FL
Fully refundableReserve now, pay when you stay
$162 nightly
The price is $183 total per night from Oct 22 to Oct 23
$183 total
Oct 22 - Oct 23
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 ...
9.2/10 Wonderful! (1,551 reviews)

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

Travelers say...
"Everyone was so nice and helpful at this resort!!! I had such an amazing time and would definitely recommend to any family & friends!!!"

Reviewed on Oct 20, 2025

Opens in a new windowChesapeake Beach Resort
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 Oct 27 to Oct 28
$302 total
Oct 27 - Oct 28
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! (1,015 reviews)

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

Travelers say...
"Had not been to the Islander for three years. It has under gone a great upgrade all around the resort. Super nice place for a weekend. Will definitely be back."

Reviewed on Oct 19, 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
$199 nightly
The price is $224 total per night from Oct 26 to Oct 27
$224 total
Oct 26 - Oct 27
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! (1,236 reviews)

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

Travelers say...
"Nice room with everything you need."

Reviewed on Oct 20, 2025

Opens in a new windowCheeca Lodge & Spa
Pines & Palms Resort
Great for beach vacations

Pines & Palms Resort

80401 Old Hwy, Islamorada, FL
$228 nightly
The price is $257 total per night from Oct 26 to Oct 27
$257 total
Oct 26 - Oct 27
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! (1,004 reviews)

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

Travelers say...
"Our experience was amazing, the staff is really sweet and kind."

Reviewed on Oct 19, 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
$187 nightly
The price is $211 total per night from Oct 26 to Oct 27
$211 total
Oct 26 - Oct 27
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! (1,262 reviews)

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

Travelers say...
"This was our second stay there and will definitely go back. The location is great and there is plenty of well-maintained beach area to enjoy. The room was large, clean and updated. However, the view from the room left a lot to be desired. We booked a standard room so we didn't have expectations one ..."

Reviewed on Oct 14, 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 Oct 27 to Oct 28
$276 total
Oct 27 - Oct 28
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! (98 reviews)

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

Travelers say...
"View was beautiful. Parking lot clean. The staff could use more training on guest interaction. Drink prices way to high."

Reviewed on Oct 18, 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
$130 nightly
The price is $142 total per night from Oct 21 to Oct 22
$142 total
Oct 21 - Oct 22
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! (1,000 reviews)

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

Travelers say...
"Clean, comfortable room, friendly staff. Grounds clean and properly taken care of. Would stay here again."

Reviewed on Oct 1, 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
$173 nightly
The price is $195 total per night from Oct 26 to Oct 27
$195 total
Oct 26 - Oct 27
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! (1,007 reviews)

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

Travelers say...
"The staff at the resort were great. Always addressed any concerns and corrected them if they could. Rooms were clean. Grounds were well kept. Could maybe have a couple more ice/water machines scattered around. Went down there to hunt some lobster. Will be returning."

Reviewed on Oct 17, 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.

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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