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Matecumbe

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Featured Matecumbe Hotels

Amara Cay Resort
Amara Cay Resort
4 out of 5
80001 Overseas Hwy, Islamorada, FL
Fully refundableReserve now, pay when you stay
Stay at this 4-star beach resort in Islamorada. Enjoy 2 restaurants, a private beach, and 3 bars/lounges. Our guests praise the pool and the bar in our reviews. ...
8.8/10 Excellent! (1,203 reviews)
"One of the best experiences we have had in the keys!!!!!"

Reviewed on Jun 12, 2025

Amara Cay Resort
Cheeca Lodge & Spa
Cheeca Lodge & Spa
5 out of 5
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
Fully refundableReserve now, pay when you stay
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 ...
9/10 Wonderful! (1,105 reviews)
"We had a great time here. Great for the kids to swim, run around and also be beach side and play in a sand box. Live music in the evenings was a big hit and the food was excellent on site at every restaurant. Downsides- I thought the pool area could use an upgrade (lounge chairs and things are old ..."

Reviewed on Jun 12, 2025

Cheeca Lodge & Spa
Chesapeake Beach Resort
Chesapeake Beach Resort
3.5 out of 5
83409 Overseas Hwy, Islamorada, FL
Fully refundableReserve now, pay when you stay
Stay at this 3.5-star beach hotel in Islamorada. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Our guests praise the breakfast and the pool in our reviews. ...
9/10 Wonderful! (1,469 reviews)
"Dog poop in pool area Found hair in a lot of the towels used Staff were friendly and dependable"

Reviewed on Jun 10, 2025

Chesapeake Beach Resort
Islander Resort
Islander Resort
4 out of 5
82100 Overseas Highway, Islamorada, FL
Fully refundableReserve now, pay when you stay
Stay at this 4-star beach hotel in Islamorada. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
9/10 Wonderful! (1,000 reviews)
"We had an amazing weekend at the hotel. Will definitely come back soon."

Reviewed on Jun 8, 2025

Islander Resort
La Siesta Resort & Villas
La Siesta Resort & Villas
4 out of 5
80241 Overseas Highway, Islamorada, FL
Fully refundableReserve now, pay when you stay
Stay at this 4-star beach resort in Islamorada. Enjoy a private beach, a marina, and breakfast (surcharge). Our guests praise the helpful staff and the spacious ...
8.6/10 Excellent! (1,001 reviews)
"Nice quiet property..very clean. Not a lot of nightlife, but complimentary shuttle to sisresorts. Definitely would stay again"

Reviewed on Jun 11, 2025

La Siesta Resort & Villas
Hadley Resort and Marina
Hadley Resort and Marina
3.5 out of 5
82749 Overseas Hwy, Islamorada, FL
Fully refundableReserve now, pay when you stay
Book a stay at this beach hotel in Islamorada. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular ...
7.8/10 Good! (1,003 reviews)
"Great room!"

Reviewed on Jun 3, 2025

Hadley Resort and Marina
Islander Bayside Villas and Boatslips
Islander Bayside Villas and Boatslips
3.5 out of 5
81450 Overseas Highway, Islamorada, FL
Fully refundableReserve now, pay when you stay
Stay at this 3.5-star beach hotel in Islamorada. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Hurricane Monument and MoradaWay ...
8.8/10 Excellent! (363 reviews)
"We had a great time pool right at edge of ocean"

Reviewed on Jun 3, 2025

Islander Bayside Villas and Boatslips
Sunset Inn
Sunset Inn
3 out of 5
82200 Overseas Hwy, Islamorada, FL
Fully refundableReserve now, pay when you stay
Stay at this 3-star hotel in Islamorada. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the pool and the helpful staff in our reviews. ...
9.2/10 Wonderful! (1,000 reviews)
"Great deal for the money"

Reviewed on Jun 7, 2025

Sunset Inn
La Jolla Resort
La Jolla Resort
2.5 out of 5
82216 Overseas Highway, Islamorada, FL
Stay at this hotel in Islamorada. Enjoy free WiFi, a private beach, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.8/10 Excellent! (1,000 reviews)
"Danielle was very helpful and extremely pleasant Didn’t like the traffic noise from our unit"

Reviewed on Jun 7, 2025

La Jolla Resort
The Islands of Islamorada
The Islands of Islamorada
4 out of 5
82779 Old Hwy, Islamorada, FL
Fully refundableReserve now, pay when you stay
Stay at this 4-star 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! (61 reviews)
"Great property. Very comfortable and luxurious. The bar and food options can delivered to the room and very tasty! Really enjoyed the stay. Charlene was a great bartender by the pool!"

Reviewed on May 4, 2025

The Islands of Islamorada
Breezy Palms Resort
Breezy Palms Resort
2.5 out of 5
80015 Overseas Highway, Islamorada, FL
Fully refundableReserve now, pay when you stay
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 ...
8.6/10 Excellent! (486 reviews)
"Our stay was pleasant. The staff is friendly. The property is an older property but fairly well maintained. Our unit was updated and clean. The only complaint I have is the hot water in the shower wouldn't hold steady."

Reviewed on May 28, 2025

Breezy Palms Resort
Matecumbe Resort
Matecumbe Resort
2 out of 5
76261 Overseas Hwy, Islamorada, FL
Book a stay at this beach resort in Islamorada. Enjoy free WiFi, free parking, and a private beach. Popular attractions Robbie’s of Islamorada and Indian Key ...
8.8/10 Excellent! (56 reviews)
"Such a cute little place! Everything you could need. The resort area out back was our favorite place to spend time. Saw many iguana!"

Reviewed on Jun 11, 2025

Matecumbe 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.

Hotels in Matecumbe

Islamorada is a city that has a lot going on, but you have your sights set on Matecumbe. This part of town is perfect for what you want to be doing, and that is everything that is not on everyone’s radar. For all that Matecumbe has going on, you’ll still need a place to crash, eventually. But you don’t want any old shack, you need something that fits the trip. We have a slew of Matecumbe hotels that will do the trick.

A beautiful day in the neighborhood

As much as you like getting out there, it’s also good to know a part of Islamorada so well you’ll be telling the tourists where to go. Make friends with the concierge or be bold and chat up a local. It’s your trip, so choose your own adventure. And when you get in at night, you’ll have a comfy room and plenty of amenities to help you settle in. Call a friend and spin tales from the Matecumbe underground. What’s a journey without a good story to go with it?

Beyond the block

We’re not talking about the Matecumbe city block. We’re talking about looking beyond that block of hotels you always focus on. We give you tons of ways to sort our stash of Matecumbe cheap hotels. And if you feel like living a little, but not killing your vacation vibes, choose the Hotwire Hot Rate deal. Filter by:

  • Hotwire Hot Rate: Snag some of the best hotels in Matecumbe at an almost too good to be true rate. After you book, we’ll reveal the name of the hotel. You can get a luxury hotel at a budget price.
  • Price: You have a price in mind, and we have solutions. Hotels start as low as
  • Amenities: Rooftop lounge, designer furniture, 24-7 room service, and everything else you look for to live it up large.

Find the Matecumbe hotel you want, book it, and never look back. Because your great escape is ahead of you.