Beaches in Islamorada

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Featured Islamorada Beach Hotels

Islander Resort
3 out of 5
82100 Overseas Highway, Islamorada, FL
Free CancellationReserve now, pay when you stay
$199
per night
Oct 15 - Oct 16
4.2/5Excellent! (1,769 reviews)

"The renovated property is beautiful. The grounds are lush with beautiful landscaping. The rooms are very comfortable and clean. We stayed there with our pet and she was treated very well by the staff. Staff was friendly and willing to assist with any requests. We will definitely be back again soon! ..."…"

Reviewed on Oct 7, 2019

Islander Resort
Amara Cay Resort
3.5 out of 5
80001 Overseas Hwy, Islamorada, FL
Free CancellationReserve now, pay when you stay
$155
per night
Oct 28 - Oct 29
4.3/5Excellent! (1,845 reviews)

"Would be nice if the bar was open later and more food options!"…"

Reviewed on Oct 10, 2019

Amara Cay Resort
Postcard Inn Beach Resort & Marina
3 out of 5
84001 Overseas Hwy, Islamorada, FL
Free CancellationReserve now, pay when you stay
$155
per night
Oct 15 - Oct 16
3.9/5Good! (1,475 reviews)

"Room was nice but lighting was dark/lacking, door was missing a safety lock and did not close unless you pulled it extra hard, somewhere and tear on wall finishes"…"

Reviewed on Oct 10, 2019

Postcard Inn Beach Resort & Marina
Cheeca Lodge & Spa
4 out of 5
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
Free CancellationReserve now, pay when you stay
$159
per night
Oct 21 - Oct 22
4.4/5Excellent! (1,782 reviews)

"Beautiful grounds, beach & views. Great food, excellent service."…"

Reviewed on Oct 8, 2019

Cheeca Lodge & Spa
Pelican Cove Resort & Marina
3 out of 5
84457 Overseas Highway, Islamorada, FL
Free CancellationReserve now, pay when you stay
$136
per night
Oct 29 - Oct 30
4/5Very Good! (1,271 reviews)

"Nice place and very clean. Bed was confortable. Bathroom was very clean. Downside no elevator"…"

Reviewed on Oct 6, 2019

Pelican Cove Resort & Marina
Drop Anchor
3 out of 5
84959 Overseas Highway, 222, Islamorada, FL
$103
per night
Oct 15 - Oct 16
4.3/5Excellent! (1,220 reviews)

"Loved that we had a private patio with table and chairs. The sandy beach is just steps away. Loved this property and will stay again."…"

Reviewed on Oct 6, 2019

Drop Anchor
La Siesta Resort & Marina
3 out of 5
80241 Overseas Highway, Islamorada, FL
Free CancellationReserve now, pay when you stay
$155
per night
Oct 28 - Oct 29
3.9/5Good! (851 reviews)

"The location is great. It’s near restaurants, bars and beach. Very relaxing atmosphere at the resort. The rooms are very spacious as well."…"

Reviewed on Sep 29, 2019

La Siesta Resort & Marina
Chesapeake Beach Resort
2.5 out of 5
83409 Overseas Hwy, Islamorada, FL
$206
per night
Oct 27 - Oct 28
3.4/5Good! (778 reviews)

"they are in the process of fixing up the property from hurricane damage. When finished it will be fine."…"

Reviewed on Jul 7, 2019

Chesapeake Beach Resort
Pines & Palms Resort
3 out of 5
80401 Old Hwy, Islamorada, FL
$127
per night
Oct 28 - Oct 29
4.5/5Wonderful! (558 reviews)

"Nice place. It depends on the price you can book it at. Tiny bathroom. Though well maintained it is a little dated."…"

Reviewed on Oct 7, 2019

Pines & Palms Resort
Fisher Inn Resort & Marina
3.5 out of 5
84951 Overseas Hwy, Islamorada, FL
$107
per night
Oct 24 - Oct 25
3.1/5 (957 reviews)

"My fiancé & I stayed here on our way down to Hawk’s Cay’s resort. We only stayed here one night, but I wish we would’ve stayed longer. We truly enjoyed our stay.. we loved the cleanliness, comfy beds, updated look, big fridge, & more. We took full advantage of the games that were set outside - enjoying ..."…"

Reviewed on Oct 6, 2019

Fisher Inn Resort & Marina
Casa Morada
3.5 out of 5
136 Madeira Road, Islamorada, FL
$263
per night
Oct 15 - Oct 16
4.8/5Exceptional! (118 reviews)

"Tucked away in Islamorada. Laid back and unassuming. Lovely little touches of luxury but it pretentious. Very chilled but close to shops and restaurants. Great staff. Bliss basically. Wouldn’t hesitate to come again."…"

Reviewed on Oct 9, 2019

Casa Morada
Bayside Townhomes and Boatslips
3.5 out of 5
81450 Overseas Highway, Islamorada, FL
Free CancellationReserve now, pay when you stay
$249
per night
Oct 15 - Oct 16
4.6/5Wonderful! (161 reviews)

"Usually stay at the cheeca Just as nice without the restaurant and tiki bar"…"

Reviewed on Oct 27, 2017

Bayside Townhomes and Boatslips
The Moorings Village
3.5 out of 5
123 Beach Rd, Islamorada, FL
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4.9/5Exceptional! (25 reviews)
Excellent Experience

"We had an amazing experience at The Moorings. The property was absolutely beautiful and the staff incredibly kind. We had the beach and the pool to ourselves during our stay. Very quiet and just all around lovely."…"

Reviewed on Jun 3, 2019

The Moorings Village
Lookout Lodge Resort
2.5 out of 5
87770 Overseas Hwy, Islamorada, FL
Get Rates
3.8/5Good! (78 reviews)

"I had a wonderful stay at Lookout Lodge. The room could be updated but things were good. The staff was so helpful in telling us about things to do."…"

Reviewed on Jan 1, 2018

Lookout Lodge Resort
Sands of Islamorada
2.5 out of 5
80051 Overseas Highway, Islamorada, FL
$115
per night
Oct 15 - Oct 16
4.1/5Very Good! (129 reviews)

"The view was amazing, and the room was cozy and clean. Staff was lovely. Will visit again!"…"

Reviewed on Oct 7, 2019

Sands of Islamorada
Coconut Cove Resort and Marina
2 out of 5
84801 Overseas Highway, Islamorada, FL
$79
per night
Oct 15 - Oct 16
3.3/5 (217 reviews)

"Nice property, great views and the pool is wonderful"…"

Reviewed on Oct 6, 2019

Coconut Cove Resort and Marina
Creekside Inn Islamorada
2.5 out of 5
90611 Old Highway, Tavernier, FL
$101
per night
Oct 15 - Oct 16
3.7/5Good! (1,069 reviews)

"It’s fine. It’s close to my business, clean and price is good. It’s older and no elevator so carrying luggage upstairs. Staff are not available all hours but it’s usually fine."…"

Reviewed on Aug 15, 2019

Creekside Inn Islamorada
Hadley House Islamorada
3 out of 5
82749 Overseas Hwy, Islamorada, FL
Free CancellationReserve now, pay when you stay
$107
per night
Oct 16 - Oct 17
4.1/5Very Good! (232 reviews)

"Loved the soaps. Stress-free from bath n body works. Really calming. The entire place was awesome except the shower water pressure, just dribbled out. And floor needed mopped. But Amenities were abundant, kayak, SUP, jet skis for rent, ideal location, family games, pool. Would def go back."…"

Reviewed on Oct 11, 2019

Hadley House Islamorada
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Beach Hotels in Islamorada

Known for its beaches and entertainment choices, Islamorada offers a lot for the traveler planning a beach getaway. With 29 beach hotels and other accommodation options to pick from in this seaside destination, it's a breeze to find one that meets your needs.

As you decide on a place to stay near the beach in Islamorada, take a look at these top hotels with high ratings from Expedia travelers.

Chesapeake Beach Resort - 2.5-star spa resort. It features an outdoor pool, free WiFi, and free parking. Guests love the beach locale and pool.

Harbor Lights - 2-star motel on a private beach. Our travelers recommend its beach locale. This motel boasts an outdoor pool, free WiFi, and free parking. Activities include kayaking and snorkeling.

Lookout Lodge Resort - 2.5-star hotel on a private beach. It offers free WiFi, free parking, and spa services. Activities include kayaking. Guest reviews highlight the good location and helpful staff.

Coconut Cove Resort and Marina - 2-star hotel on a private beach. It features an outdoor pool, free WiFi, and free parking. Activities include kayaking and fishing. Guests love the pool and helpful staff.

Pelican Cove Resort & Marina - 3-star hotel on a private beach. Our travelers recommend its beach locale and breakfast. This hotel boasts an outdoor pool, a poolside bar, and a restaurant. Activities include kayaking.

Planning Your Trip to Islamorada

If you're wondering about the best time to visit, here's what you can expect from the local weather:

  • Hottest months: August, July, June, and September, with an average temperature of 91°F
  • Coldest months: January, December, February, and March, with an average temperature of 65°F
  • Driest months: January, December, February, and April, with an average rainfall of 2.05 inches
  • Rainiest months: September, August, June, and October, with an average rainfall of 6.27 inches

Sightseeing in and Around Islamorada

After checking into your accommodation of choice, you'll probably want to venture out and explore. If you're excited to check out the beaches, head to Anne's Beach for some relaxation by the water. Experience the area's diving and entertainment choices, and make time for local attractions like History of Diving Museum and Theater of the Sea. You can also pay a visit to Windley Key Fossil Reef Geological State Park or Hurricane Monument for more to see and do. Visitors also enjoy Islamorada for its:
  • Fishing
  • Restaurants
  • Theater

Getting Around Islamorada

Make your way to Islamorada with a flight to Marathon, FL (MTH-Florida Keys Marathon), the closest major airport which is located 30.8 mi (49.6 km) from the city center. If you'd like to explore around the area, you may want to rent a car for your trip.

More trip options

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