Matecumbe

Islamorada

Cheeca Pier 🎣 🛶
Cheeca Pier 🎣 🛶
Pelican posing for the camera in Islamorada, Florida, in the Florida Keys.
Islamorada in the Florida Keys
Sunset in the Florida Keys while an egret looks for a snack!

Popular places to visit

Things to do


Top hotels in Matecumbe

Cheeca Lodge & Spa

Cheeca Lodge & Spa

5 out of 5
81801 Overseas Highway, Mile Marker 82 Islamorada FL
The price is RM1,939 per night from 28 Feb to 1 Mar
RM1,939
RM2,466 total
28 Feb - 1 Mar
includes taxes & fees
Stay at this 5-star 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! (1,297 reviews)
This Resort is unbelievable from the rooms to the beach, walking & biking trails, golf course 27 acres of lush property. Lots of shops & restaurants nearby including Bass Pro Shop, small artists shops & brewery within walking/biking distance.

Reviewed on 25 Feb 2026

Cheeca Lodge & Spa
Chesapeake Beach Resort

Chesapeake Beach Resort

3.5 out of 5
83409 Overseas Hwy Islamorada FL
The price is RM1,178 per night from 1 Mar to 2 Mar
RM1,178
RM1,544 total
1 Mar - 2 Mar
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! (1,657 reviews)
The room was clean. The beds were comfortable. The heated pool was great! The fishing and bikes were a great addition. We loved pur stay.

Reviewed on 27 Feb 2026

Chesapeake Beach Resort
Amara Cay Resort

Amara Cay Resort

4 out of 5
80001 Overseas Hwy Islamorada FL
The price is RM1,179 per night from 4 Mar to 5 Mar
RM1,179
RM1,611 total
4 Mar - 5 Mar
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! (1,252 reviews)
Everything was fantastic and I would highly suggest for anyone to stay at AMARA CAY. friendly, clean, nice folks - it was wxcellent

Reviewed on 26 Feb 2026

Amara Cay Resort
Islander Resort

Islander Resort

4 out of 5
82100 Overseas Highway Islamorada FL
The price is RM1,614 per night from 1 Mar to 2 Mar
RM1,614
RM2,078 total
1 Mar - 2 Mar
includes taxes & fees
Stay at this beach hotel in Islamorada. Enjoy free Wi-Fi, free parking and 2 outdoor pools. Our guests praise the pool and the helpful staff in their reviews. ...
9.2/10 Wonderful! (1,003 reviews)
Great hotel,one of the best that I’ve ever stayed

Reviewed on 26 Feb 2026

Islander Resort
La Siesta Resort & Villas

La Siesta Resort & Villas

4 out of 5
80241 Overseas Highway Islamorada FL
The price is RM1,048 per night from 1 Mar to 2 Mar
RM1,048
RM1,463 total
1 Mar - 2 Mar
includes taxes & fees
Stay at this beach resort in Islamorada. Enjoy a private beach, a marina and breakfast (surcharge). Our guests praise the helpful staff and the spacious rooms ...
8.8/10 Excellent! (1,000 reviews)
Our favorite part was the Rum Runner boat taxi. Captain Jen and Mate Bruce weee wonderful.

Reviewed on 21 Feb 2026

La Siesta Resort & Villas
Hadley Resort and Marina

Hadley Resort and Marina

3.5 out of 5
82749 Overseas Hwy Islamorada FL
The price is RM946 per night from 1 Mar to 2 Mar
RM946
RM1,191 total
1 Mar - 2 Mar
includes taxes & fees
Stay at this beach hotel in Islamorada. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff in their reviews. Popular attractions ...
7.6/10 Good! (1,001 reviews)
All of the above!! When I receive my refund for a cancelled one night, I will give a further review.

Reviewed on 22 Feb 2026

Hadley Resort and Marina
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.

Other neighbourhoods around Matecumbe

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
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 Islamorada County Park and Windley Key Fossil Reef Geological State Park.

Venetian Shores
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 Islamorada County Park and Founders Park.

Seabreeze Trailer Park


Matecumbe