Islamorada Travel Guide

Tourist Guide

Islamorada
Islamorada
Islamorada
Islamorada
Islamorada

Where to stay in Islamorada

Matecumbe

Matecumbe

If you're spending some time in Matecumbe, Bud n' Mary's Dive Center and Robbie’s of Islamorada are top sights worth seeing.

Matecumbe
Colorful Island Palm Tree Sunset

Venetian Shores

Though Venetian Shores may not have many top sights, you can venture to the surrounding area to see attractions like Windley Key Fossil Reef Geological State Park and Islamorada County Park.

Venetian Shores
Anne’s beach is on Lower Matecumbe Key

Lower Matecumbe Beach

While Lower Matecumbe Beach may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Anne's Beach and Sunset Drive Beach.

Lower Matecumbe Beach
Coastline of Islamorada, panoramic view at dusk

Seabreeze Trailer Park

While there might not be top attractions in Seabreeze Trailer Park, you can explore the larger area and discover places like Founders Park and Islamorada County Park.

Seabreeze Trailer Park
Chesapeake Beach Resort

Chesapeake Beach Resort

3.5 out of 5
83409 Overseas Hwy Islamorada FL
The price is 5.229.211 ₫ per night from 10 May to 11 May
5.229.211 ₫
7.364.352 ₫ total
10 May - 11 May
includes taxes & fees
Stay at this beach hotel in Islamorada. Enjoy free breakfast, free Wi-Fi and 2 outdoor pools. Our guests praise the breakfast and the pool in their reviews. ...
9.2/10 Wonderful! (1,688 reviews)
The staff was competent. The patrons were pleasant. The rooms were always clean magically around the day. They did a really good job restocking the towels It was nice to have a different towel each day. we struggled a bit with the fishing poles, because the lines were always really tangled but having ...

Reviewed on 17 Apr 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 7.142.594 ₫ per night from 10 May to 11 May
7.142.594 ₫
9.961.443 ₫ total
10 May - 11 May
includes taxes & fees
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 in their ...
9.2/10 Wonderful! (1,315 reviews)
Booked premium beachfront king suite 40 days in advance. Confirmed the day before and when we got there we were given a double queen bed suite. Disappointed

Reviewed on 16 Apr 2026

Cheeca Lodge & Spa
Amara Cay Resort

Amara Cay Resort

4 out of 5
80001 Overseas Hwy Islamorada FL
The price is 7.982.087 ₫ per night from 30 Apr to 1 May
7.982.087 ₫
10.905.873 ₫ total
30 Apr - 1 May
includes taxes & fees
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 their reviews. ...
8.8/10 Excellent! (1,264 reviews)
No clean room every day

Reviewed on 16 Apr 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 houseboat in Islamorada. Enjoy free Wi-Fi, free parking and premium bedding. Our guests praise the helpful staff in their reviews. Popular attractions ...
9/10 Wonderful! (150 reviews)
Place was as described. Only thing i would recommend is a little more attention to detail during turnover cleaning as we found nail clippings and foot splatter on the wall. We loved the setting after our long days being able to be on the water, had manatees swim by us a couple times. Still recommend ...

Reviewed on 16 Apr 2026

Treasure Harbor
Breezy Palms Resort

Breezy Palms Resort

2.5 out of 5
80015 Overseas Highway Islamorada FL
Stay at this beach aparthotel in Islamorada. Enjoy free Wi-Fi, a beach locale and a marina. Our guests praise the helpful staff and the clean rooms in their ...
8.8/10 Excellent! (660 reviews)
Newly refurbished, beautifully set up with full kitchen, living and large shower all brand new last year. Fantastic value and will be back for sure with family this summer. Check in super easy, fabulous location, walk to Bud and Mary’s, Lorelei and Bass pro and Islamorada Fush Company all less than ...

Reviewed on 17 Apr 2026

Breezy Palms Resort
The Islands of Islamorada

The Islands of Islamorada

4 out of 5
82779 Old Hwy Islamorada FL
Stay at this beach villa in Islamorada. Enjoy free Wi-Fi, free parking and 2 outdoor pools. Popular attractions History of Diving Museum and Islamorada Brewery ...
9.8/10 Exceptional! (74 reviews)
What a wonderful venue for our last 2 nights in the Keys. This place is a hidden gem. The entire staff, especially Edith, the bartender, were fantastic.

Reviewed on 14 Apr 2026

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.

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