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Top Islamorada Beach Resorts & Hotels

Islander Resort
82100 Overseas Highway, Islamorada, FL
Fully refundableReserve now, pay when you stay
$224 nightly
The price is $252 total per night from Sep 16 to Sep 17
$252 total
Sep 16 - Sep 17
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 ...

Amara Cay Resort
80001 Overseas Hwy, Islamorada, FL
Fully refundableReserve now, pay when you stay
$210 nightly
The price is $237 total per night from Sep 11 to Sep 12
$237 total
Sep 11 - Sep 12
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 ...

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
84001 Overseas Hwy, Islamorada, FL
Fully refundableReserve now, pay when you stay
$237 nightly
The price is $266 total per night from Sep 9 to Sep 10
$266 total
Sep 9 - Sep 10
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 ...

Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
Fully refundableReserve now, pay when you stay
$176 nightly
The price is $199 total per night from Sep 17 to Sep 18
$199 total
Sep 17 - Sep 18
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. ...

Drop Anchor
84959 Overseas Highway, 222, Islamorada, FL
$127 nightly
The price is $139 total per night from Sep 9 to Sep 10
$139 total
Sep 9 - Sep 10
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 ...

La Siesta Resort & Villas
80241 Overseas Highway, Islamorada, FL
Fully refundableReserve now, pay when you stay
$223 nightly
The price is $251 total per night from Sep 15 to Sep 16
$251 total
Sep 15 - Sep 16
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, ...

Chesapeake Beach Resort
83409 Overseas Hwy, Islamorada, FL
Fully refundableReserve now, pay when you stay
$150 nightly
The price is $169 total per night from Sep 18 to Sep 19
$169 total
Sep 18 - Sep 19
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 ...

Pines & Palms Resort
80401 Old Hwy, Islamorada, FL
$188 nightly
The price is $212 total per night from Sep 9 to Sep 10
$212 total
Sep 9 - Sep 10
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 ...
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

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
84001 Overseas Hwy, Islamorada, FL
$237 nightly
The price is $266 total per night from Sep 9 to Sep 10
$266 total
Sep 9 - Sep 10
Total with taxes and fees
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

5 Star Coastal Luxury: Key Largo 2BR Condo w/Lagoon, Golf Cart, Pools& Amenities
Key Largo
Beach Villas in Islamorada

The Islands of Islamorada
82779 Old Hwy, Islamorada, FL
$599 nightly
The price is $674 total per night from Sep 8 to Sep 9
$674 total
Sep 8 - Sep 9
Total with taxes and fees
More Beachfront Hotels in Islamorada

Creekside Inn Islamorada
90611 Old Highway, Tavernier, FL
$139 nightly
The price is $156 total per night from Sep 10 to Sep 11
$156 total
Sep 10 - Sep 11
Total with taxes and fees
Your Islamorada Beach Hotel Guide
Islamorada Hotels on the Beach with the Amenities You Want
Islamorada Beach Hotels with a Pool
- Angler's Reef Resort by KeysCaribbean is a 3.50 star hotel and previous guests rate it 4.60 out of 5.
- Drop Anchor Resort and Marina is a 3.00 star hotel and previous guests rate it 4.30 out of 5.
- Anchorage Resort & Yacht Club is a 3.00 star hotel and previous guests rate it 3.90 out of 5.
Islamorada Beach Hotels with Free Breakfast
- Holiday Inn Key Largo is a 3.00 star hotel with a guest rating of 3.90 out of 5.
- MB at Key Largo (Formerly Dove Creek Lodge) is a 3.00 star hotel with a guest rating of 4.40 out of 5.
- Lime Tree Bay Resort is a 3.50 star hotel with a guest rating of 4.20 out of 5.
Pet-friendly Beach Hotels in Islamorada
- Courtyard by Marriott Key Largo is a 3.00 star hotel with a guest rating of 3.90 out of 5.
- Ocean Pointe Suites at Key Largo is a 3.50 star hotel with a guest rating of 3.80 out of 5.
- Postcard Inn Beach Resort & Marina is a 3.00 star hotel with a guest rating of 3.80 out of 5.
Islamorada Beach Hotels with Restaurants
- Playa Largo Resort & Spa- Autograph Collection is a 4.00 star hotel with a guest rating of 4.70 out of 5.
- Hawks Cay Resort is a 4.00 star hotel with a guest rating of 4.20 out of 5.
- Lime Tree Bay Resort is a 3.50 star hotel with a guest rating of 4.20 out of 5.
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.
Cheapest Islamorada Beach Hotels by Star Rating
Cheapest 4 Star Islamorada Hotels on the Beach
- Cheeca Lodge & Spa: has a guest rating of 4.40 out of 5 stars.
- Hawks Cay Resort: has a guest rating of 4.20 out of 5 stars.
- Playa Largo Resort & Spa- Autograph Collection: has a guest rating of 4.70 out of 5 stars.
Cheapest 3 Star Islamorada Hotels on the Beach
- Lime Tree Bay Resort: has a guest rating of 4.20 out of 5 stars.
- Eager to Please in the Keys - 4 Br home by RedAwning: has a guest rating of 0.00 out of 5 stars.
- Casa Thorn: has a guest rating of 4.40 out of 5 stars.
Best Oceanfront Hotels in Islamorada, According to Traveler Reviews
- Book The Moorings Village, which has a guest rating of 4.90 out of 5 stars.
- Book The Caribbean Resort, which has a guest rating of 4.90 out of 5 stars.
- Book Dolphin Point Villas, which has a guest rating of 4.80 out of 5 stars.
Popular Tourist Activities and Attractions In Islamorada
- Full-Day Kayak Rental -Starting at $27
- Stand-Up Paddleboard Rental -Starting at $38
- Florida Keys Tropical Fish & Coral Reef Snorkeling Tour -Starting at $75
Popular Beach Stays in Islamorada
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An Attraction
- Hotels near Anne's Beach
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