Name: Chesapeake Beach Resort
Price range: HK$1,750
Rating: 9.2

Where to stay in 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.

Matecumbe Resort

76261 Overseas Hwy Islamorada FL

Stay at this beach resort in Islamorada. Enjoy free Wi-Fi, free parking and a private beach. Popular attractions Robbie’s of Islamorada and Indian Key Historic ...

8.8/10 Excellent! (92 reviews)

Clean room, the staff was nice, and check-in was easy. The facility is a little older, but we feel it was a great value for what we wanted to spend.

Reviewed on 30 Jan 2026

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Hawks Cay Resort

61 Hawks Cay Blvd Marathon FL

HK$2,923

HK$3,835 total

11 Feb - 12 Feb

includes taxes & fees

Stay at this luxury hotel in Marathon. Enjoy free Wi-Fi, 5 outdoor pools and a full-service spa. Our guests praise the pool and the helpful staff in their reviews. ...

8/10 Very Good! (1,005 reviews)

Great atmosphe

Reviewed on 27 Jan 2026

Chesapeake Beach Resort

83409 Overseas Hwy Islamorada FL

HK$1,750

HK$2,408 total

11 Feb - 12 Feb

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! (1,668 reviews)

We loved this place. It’s small and easy to get around. Beautiful setting, watched the sunrise from bed, and the best hotel breakfast we’ve ever had.

Reviewed on 3 Feb 2026

See all 2,155 properties in Lower Matecumbe Key

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.

WOW! WATERFRONT CANAL HOME-RELAXING, FRESH & CLEAN-FISH, SWIM, SNORKEL CLOSE BY!

Islamorada FL

Stay at this business-friendly holiday home in Islamorada. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Robbie’s of Islamorada and ...

9.4/10 Exceptional! (68 reviews)

This was the ideal location for traveling the entire length of the keys! We saw several manatees and enjoyed the canal with its outside seating area!

Reviewed on 18 Oct 2025

Only 3 weeks left in 2025 for a pre-Christmas getaway! Oceanfront/Pool/dock

Islamorada FL

Stay at this beach holiday home in Islamorada. Enjoy free Wi-Fi, private pools and a beach locale. Popular attractions Robbie’s of Islamorada and Indian Key ...

10/10 Exceptional! (52 reviews)

Our family of seven absolutely loved our stay at The Last Resort in Islamorada. From the moment we arrived, we were impressed. Each bedroom was spotless and felt like a high-end hotel, with towels and toiletries thoughtfully laid out on every bed. We’ve stayed in many VRBO homes, but none have ever ...

Reviewed on 18 Jan 2026

Treasure Harbor

200 Treasure Harbor Dr Islamorada FL

Stay at this hotel in Islamorada. Enjoy free Wi-Fi, free parking and premium bedding. Our guests praise the helpful staff in their 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 Jan 2026

See all properties in Lower Matecumbe Key

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

Anne's Beach

4.5/5(3 reviews)

If a restful holiday is part of your travel plans, Anne's Beach might be the perfect place to visit during your trip to Islamorada.

Robbie’s of Islamorada

Explore the waterfront in Islamorada with a trip to Robbie’s of Islamorada.

Sunset Drive Beach

Why not spend a lazy afternoon at Sunset Drive Beach during your trip to Islamorada?

Lower Matecumbe Key

Travel Guide

Visit Lower Matecumbe Key