Upper Matecumbe Key hotels from RM411

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23 Jul - 24 Jul
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24 Jul - 25 Jul
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25 Jul - 27 Jul
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Top 10 trending Upper Matecumbe Key hotels

Bayside Inn Key Largo
Relax by the oceanfront pool surrounded by palm trees and lounge under the shade of an umbrella.

Bayside Inn Key Largo

3.0 star property
8.6 out of 10, Excellent, (1541)
"Great location and loved the pier to watch the fireworks! "
The price is RM504
RM673 total
includes taxes & fees
7 Aug - 8 Aug
Bayside Inn Key Largo
Chesapeake Beach Resort
Relax on the beach with a tranquil ocean view and comfortable sun loungers.

Chesapeake Beach Resort

3.5 star property
9.2 out of 10, Wonderful, (1489)
"Super nice staff! Great place to stay! "
The price is RM800
RM1,139 total
includes taxes & fees
10 Aug - 11 Aug
Chesapeake Beach Resort
Cheeca Lodge & Spa
Relax on the beach with lounge chairs, a shaded hut, and a long pier extending into the calm sea.

Cheeca Lodge & Spa

5.0 star property
9.0 out of 10, Wonderful, (1140)
"We absolutely loved our stay at cheeca, will not be our last!"
The price is RM1,266
RM1,710 total
includes taxes & fees
11 Aug - 12 Aug
Cheeca Lodge & Spa
Rock Reef Resort
Relax in a serene beachside setting beneath a thatched-roof structure, surrounded by lounge chairs and a picnic table.

Rock Reef Resort

2.5 star property
9.2 out of 10, Wonderful, (1007)
"The staff were very friendly and helpful with all of our questions and gave us amazing recommendations. My family and I absolutely loved our visit here! "
Rock Reef Resort
Sunset Cove Beach Resort
Relax under the shade of a thatched-roof pavilion, surrounded by the soothing sounds of the ocean.

Sunset Cove Beach Resort

2.5 star property
9.0 out of 10, Wonderful, (1003)
"My husband and I really enjoyed the private beach and free kayaks! We had the room right on the beach with a gorgeous view of the gulf. We would definitely stay there again. "
The price is RM660
RM743 total
includes taxes & fees
12 Aug - 13 Aug
Sunset Cove Beach Resort
Islander Resort
Relax in comfort on the beach with lounge chairs and enjoy the ocean views.

Islander Resort

4.0 star property
9.2 out of 10, Wonderful, (1016)
"Beautiful location loved the rooms and restaurants were excellent "
The price is RM881
RM1,276 total
includes taxes & fees
11 Aug - 12 Aug
Islander Resort
Amara Cay Resort
Relax in a serene outdoor seating area with Adirondack chairs around a central fire pit, surrounded by palm trees and ocean views.

Amara Cay Resort

4.0 star property
8.8 out of 10, Excellent, (1241)
"Amazing stay"
The price is RM822
RM1,206 total
includes taxes & fees
10 Aug - 11 Aug
Amara Cay Resort
La Jolla Resort
Relax on the beach with lounge chairs and umbrellas at La Jolla Resort.

La Jolla Resort

2.5 star property
9.0 out of 10, Wonderful, (1003)
"I love staying here! Old Florida charm and convenient to great restaurants!"
La Jolla Resort
Sunset Inn
Relax by the pool surrounded by palm trees and lounge chairs, with umbrellas providing shade.

Sunset Inn

3.0 star property
9.4 out of 10, Exceptional, (1006)
"The motel, was affordable, clean, and safe."
The price is RM530
RM644 total
includes taxes & fees
31 Jul - 1 Aug
Sunset Inn
Islander Bayside Villas and Boatslips
Restaurant

Islander Bayside Villas and Boatslips

3.5 star property
8.8 out of 10, Excellent, (374)
"The villas were nice and relaxing but the association with the islander resort made to stay great. "
The price is RM976
RM1,383 total
includes taxes & fees
5 Aug - 6 Aug
Islander Bayside Villas and Boatslips
Sands of Islamorada
Enjoy the serene ocean views from this expansive deck, surrounded by palm trees and overlooking the sandy beach.

Sands of Islamorada

2.5 star property
8.8 out of 10, Excellent, (385)
"Quiet place which made it a great place to sit and enjoy the view of the water."
The price is RM783
RM1,024 total
includes taxes & fees
10 Aug - 11 Aug
Sands of Islamorada
Pines & Palms Resort
Relax on the beach with a clear view of the ocean from a wooden pier, surrounded by palm trees and comfortable lounge chairs.

Pines & Palms Resort

3.0 star property
9.2 out of 10, Wonderful, (1001)
"Clean, nice beach and pool area we had a great time. Highly recommend it."
Pines & Palms Resort
Breezy Palms Resort
Relax on the beachfront lawn with lounge chairs, enjoy the tranquil atmosphere, and take in the views of the calm sea.

Breezy Palms Resort

2.5 star property
8.8 out of 10, Excellent, (493)
"A must stay"
The price is RM416
RM535 total
includes taxes & fees
3 Aug - 4 Aug
Breezy Palms Resort
Hadley Resort and Marina
Enjoy waterfront views and access to boat rentals and guided tours from this serene dock.

Hadley Resort and Marina

3.5 star property
7.8 out of 10, Good, (1006)
"We stayed in the “Villas” on our 2nd stay and it was comfortable at a very affordable price. This is an older hotel and villa we had was clean and the furniture was in good condition. "
The price is RM530
RM734 total
includes taxes & fees
17 Aug - 18 Aug
Hadley Resort and Marina
La Siesta Resort & Villas
Relax by the uniquely shaped pool surrounded by palm trees and shaded by umbrellas.

La Siesta Resort & Villas

4.0 star property
8.6 out of 10, Excellent, (1005)
"Pool and bar area very nice and fun for our family "
The price is RM759
RM1,135 total
includes taxes & fees
18 Aug - 19 Aug
La Siesta Resort & Villas
The Islands of Islamorada
Relax by the pool surrounded by palm trees and enjoy stunning ocean views.

The Islands of Islamorada

4.0 star property
9.8 out of 10, Exceptional, (63)
"Absolutely outstanding resort. Legitimate 5 star property. "
The price is RM2,307
RM2,829 total
includes taxes & fees
1 Aug - 2 Aug
The Islands of Islamorada
Casa Morada
Relax by the ocean with a tranquil view of the sunset from our poolside lounge chairs.

Casa Morada

3.5 star property
9.4 out of 10, Exceptional, (405)
"Charming hotel with beautiful views! "
The price is RM1,397
RM1,729 total
includes taxes & fees
5 Aug - 6 Aug
Casa Morada
Waterside Suites & Marina
Relax on the balcony with a view of the marina, featuring a table and two chairs.

Waterside Suites & Marina

3.5 star property
8.8 out of 10, Excellent, (1029)
"I loved it here "
The price is RM599
RM793 total
includes taxes & fees
24 Jul - 25 Jul
Waterside Suites & Marina
Drift Hotel
Relax on the beach with lounge chairs and kayaks at your disposal.

Drift Hotel

2.5 star property
9.0 out of 10, Wonderful, (1006)
"Very nice place , good staff"
The price is RM758
RM853 total
includes taxes & fees
31 Jul - 1 Aug
Drift Hotel
The Pelican Key Largo Cottages
Relax on the beach with a serene sea view, surrounded by palm trees and a tranquil atmosphere.

The Pelican Key Largo Cottages

2.0 star property
8.6 out of 10, Excellent, (1007)
"Staff was super friendly and place was adorable "
The price is RM411
RM462 total
includes taxes & fees
21 Aug - 22 Aug
The Pelican Key Largo Cottages
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.
Showing deals for:1 Aug - 3 Aug

Image gallery for Islander Bayside Villas and Boatslips

Restaurant

Islander Bayside Villas and Boatslips

3.5 star property
Islamorada
8.8/10Excellent (374 reviews)
10% off
Price is RM2,995
RM7,310 total
includes taxes & fees
Islander Bayside Villas and Boatslips
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Learn more about Upper Matecumbe Key

Venture to sights like Florida Keys Brewing Co. and Bud n' Mary's Dive Center as you discover Upper Matecumbe Key.

See all hotels in Upper Matecumbe Key
Islamorada which includes a beach bar

Top Upper Matecumbe Key Hotel Reviews

Chesapeake Beach Resort

Chesapeake Beach Resort

10/10 Excellent
"We have been coming here for 5 years and the place gets better and better. Every year we come they have added new amenities. The beach and pools are amazing and the location makes it easy to go anywhere in the Keys quickly. If you are looking for a great resort for a great price in this area it is a GREAT option!"
Michael 4-night trip
Posted 21 hours ago
Chesapeake Beach Resort