Hotels Near
Matecumbe

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Featured Matecumbe Hotels

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! (1,232 reviews)
"A perfect getaway for couples — the atmosphere truly feels like something out of an episode of The White Lotus. The staff is exceptionally friendly and attentive, ensuring a comfortable and memorable stay. The property offers a wide range of amenities and experiences, so there's really no need to ..."

Reviewed on Oct 18, 2025

Cheeca Lodge & Spa
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! (1,260 reviews)
"This was our second stay there and will definitely go back. The location is great and there is plenty of well-maintained beach area to enjoy. The room was large, clean and updated. However, the view from the room left a lot to be desired. We booked a standard room so we didn't have expectations one ..."

Reviewed on Oct 14, 2025

Amara Cay Resort
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. ...
9.2/10 Wonderful! (1,549 reviews)
"Resort offered alot considering it was somewhat smaller. Excellent staff and rooms/amenities..will definitely go back."

Reviewed on Oct 18, 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! (1,014 reviews)
"Beautiful place. Would go back again."

Reviewed on Oct 17, 2025

Islander Resort
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 ...
7.6/10 Good! (1,004 reviews)
"Parking is great, staff is phenomenal! My only complaint is the beds. We stayed once before and loved everything except the bed. Went home a day early because we just weren’t sleeping well on the old, uncomfortable bed. Decided to give it another try. Again bed was miserably uncomfortable. We went ..."

Reviewed on Oct 10, 2025

Hadley Resort and Marina
Sunset Inn

Sunset Inn

3 out of 5
82200 Overseas Hwy, Islamorada, FL
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! (1,007 reviews)
"Very nice"

Reviewed on Oct 17, 2025

Sunset Inn
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! (1,007 reviews)
"The staff at the resort were great. Always addressed any concerns and corrected them if they could. Rooms were clean. Grounds were well kept. Could maybe have a couple more ice/water machines scattered around. Went down there to hunt some lobster. Will be returning."

Reviewed on Oct 17, 2025

La Siesta Resort & Villas
Pines & Palms Resort

Pines & Palms Resort

3 out of 5
80401 Old Hwy, Islamorada, FL
Stay at this 3-star beach hotel in Islamorada. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff in our reviews. Popular ...
9/10 Wonderful! (1,003 reviews)
"This place is a gem. Rented the 3 bedroom with ocean view. Very clean and everyone was great Highly recommd"

Reviewed on Oct 16, 2025

Pines & Palms Resort
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. ...
9/10 Wonderful! (1,007 reviews)
"Really enjoyed our short stay it was clean and easy to find, the kayaks and paddle boards were fun the only item I would have liked was a kettle but it wasn’t a deal breaker would stay again"

Reviewed on Oct 14, 2025

La Jolla Resort
The Islands of Islamorada

The Islands of Islamorada

4 out of 5
82779 Old Hwy, Islamorada, FL
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! (66 reviews)
"Beautiful property!"

Reviewed on Aug 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! (545 reviews)
"The property is older, but very well maintained and renovated. The check in was wonderful. He gave us info about the room and recommended different things to do in the area. The room was very clean, updated, with an ocean view. The bed was very comfortable good morn"

Reviewed on Oct 12, 2025

Breezy Palms Resort
Bayside Villas by Islander Resort

Bayside Villas by Islander Resort

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 3 restaurants. Popular attractions Hurricane Monument and MoradaWay Arts ...
8.8/10 Excellent! (390 reviews)
"We loved our stay at Bayside Villas. We loved the access to both Bayside and Oceanside, the activities were great! Beautiful rooms, grounds! We will definitely return in the future."

Reviewed on Oct 4, 2025

Bayside Villas by Islander 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 $132
  • 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.