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

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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! (1,663 reviews)
Great staff, especially front desk and breakfast chefs!!! Beautiful facilty-laid back vibe just as it should be on the Keys!!!

Reviewed on 17 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 1,239 per night from Feb 22 to Feb 23
SAR 1,239
SAR 1,668 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! (1,307 reviews)
Room was very nice and plenty of room. First time visitor. Tub on the balcony was unexpected bonus

Reviewed on 17 February 2026

Cheeca Lodge & Spa
Amara Cay Resort

Amara Cay Resort

4 out of 5
80001 Overseas Hwy Islamorada FL
The price is SAR 1,498 per night from Feb 25 to Feb 26
SAR 1,498
SAR 1,959 total
25 Feb - 26 Feb
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! (1,257 reviews)
The employees were incompetent, and our credit cards were charged twice. We ordered breakfast, that never came and they charged us anyway. The resort was being rehabbed, which not one told us, and the van that was supposed to be free for transport was broken down. Nice resort, horrible service.

Reviewed on 17 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 ...
9/10 Wonderful! (130 reviews)
Nice location

Reviewed on 15 February 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! (621 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 ...
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.