Islamorada, FL

Travel Guide

Islamorada featuring a beach and tropical scenes
Islamorada featuring a beach and tropical scenes
Islamorada showing a beach
Islamorada showing a bay or harbor
Islamorada showing outdoor eating as well as a small group of people

Eid al-Fitr Sale

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Where to stay in Islamorada

Cheeca Pier 🎣 🛶

Matecumbe

If you're spending some time in Matecumbe, Bud n' Mary's Dive Center and Anne's Beach are top sights worth seeing.

Matecumbe
Colorful Island Palm Tree Sunset

Venetian Shores

Venetian Shores might not have many top sights, but Windley Key Fossil Reef Geological State Park and Islamorada County Park are two attractions nearby that you can check out.

Venetian Shores
Anne’s beach is on Lower Matecumbe Key

Lower Matecumbe Beach

Though Lower Matecumbe Beach might not have many top sights, you can venture to the surrounding area to see attractions like Anne's Beach and Sunset Drive Beach.

Lower Matecumbe Beach
Coastline of Islamorada, panoramic view at dusk

Seabreeze Trailer Park

If you're looking for some top things to see and do in Seabreeze Trailer Park and surrounding area, you can visit Islamorada County Park and Founders Park.

Seabreeze Trailer Park
Chesapeake Beach Resort

Chesapeake Beach Resort

3.5 out of 5
83409 Overseas Hwy Islamorada FL
The price is SAR 1,488 per night from Mar 1 to Mar 2
SAR 1,488
SAR 1,885 total
1 Mar - 2 Mar
includes taxes & fees
Book a stay at this beach hotel in Islamorada. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Our guests praise the breakfast and the pool in our reviews. ...
9.2/10 Wonderful! (1,654 reviews)
Just perfect

Reviewed on 12 February 2026

Chesapeake Beach Resort
Cheeca Lodge & Spa

Cheeca Lodge & Spa

5 out of 5
81801 Overseas Highway, Mile Marker 82 Islamorada FL
The price is SAR 1,293 per night from Feb 22 to Feb 23
SAR 1,293
SAR 1,729 total
22 Feb - 23 Feb
includes taxes & fees
Book a stay at this luxury resort in Islamorada. Enjoy free parking, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff ...
9.2/10 Wonderful! (1,301 reviews)
Check in was great. The elevator was out in our building and they failed to let us know at check- in. We were on the 3rd floor and had to use the stairs.

Reviewed on 9 February 2026

Cheeca Lodge & Spa
Amara Cay Resort

Amara Cay Resort

4 out of 5
80001 Overseas Hwy Islamorada FL
The price is SAR 1,416 per night from Mar 3 to Mar 4
SAR 1,416
SAR 1,868 total
3 Mar - 4 Mar
includes taxes & fees
Book a stay at this beach resort in Islamorada. Enjoy 2 restaurants, a private beach, and 3 bars/lounges. Our guests praise the pool and the helpful staff in ...
8.8/10 Excellent! (1,270 reviews)
Great staff, good view from room and breakfast was superb. Thanks.

Reviewed on 10 February 2026

Amara Cay Resort
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.
Treasure Harbor

Treasure Harbor

3 out of 5
200 Treasure Harbor Dr Islamorada FL
Stay at this hotel in Islamorada. Enjoy free WiFi, free parking, and premium bedding. Our guests praise the helpful staff in our reviews. Popular attractions ...
8.8/10 Excellent! (129 reviews)
The place was very clean and well set up. The amenities were there however the weather didn’t cooperate. I would definitely recommend it to anyone wanting to stay in the Florida Keys.

Reviewed on 30 January 2026

Treasure Harbor
Breezy Palms Resort

Breezy Palms Resort

2.5 out of 5
80015 Overseas Highway Islamorada FL
Book a stay at this beach aparthotel in Islamorada. Enjoy free WiFi, a beach locale, and a marina. Our guests praise the helpful staff and the clean rooms in ...
8.8/10 Excellent! (619 reviews)
The moment we got in the property we got greeted with a great customer service. We love our room, the cleanness and the view was amazing.

Reviewed on 16 February 2026

Breezy Palms Resort
The Islands of Islamorada

The Islands of Islamorada

4 out of 5
82779 Old Hwy Islamorada FL
Book a stay at this beach villa in Islamorada. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions History of Diving Museum and Islamorada ...
9.6/10 Exceptional! (70 reviews)
Beautiful accommodations and location, very clean, many activities available at resort

Reviewed on 25 November 2025

The Islands of Islamorada
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.

Popular places to visit

Reviews of Islamorada

4.6
Top Destination
5 - Excellent
555
5 - Excellent 64%
4 - Good
266
4 - Good 31%
3 - Okay
37
3 - Okay 4%
2 - Disappointing
5
2 - Disappointing 1%
1 - Terrible
1
1 - Terrible 0%

5/5 - Excellent

Verified traveler

We love Islamorada!

5/5 - Excellent

Verified traveler

great fishing off the bridges. My younger kids 10.11 had lots of action. Saw 100's of tarpon right below us plus sharks, barracuda,turtles, and other sea life.

4/5 - Good

Verified traveler

Very laid back and quiet island. Wonderful to visit if you are trying to get away from it all. But the local restaurants can get very crowded.

5/5 - Excellent

Verified traveler

Love.

5/5 - Excellent

Verified traveler

Just love the Florida keys

5/5 - Excellent

Verified traveler

Islamorada is my favorite key. So much to do. Robbies for an early snorkel trip, great lunch, to Oceanview for drinks and some lounging by the pool, to watching the sunset at lorelei.