Upper Matecumbe Key Hotels from from S$125

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22 Aug - 23 Aug
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23 Aug - 24 Aug
This weekend
22 Aug - 24 Aug
Next weekend
29 Aug - 31 Aug

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Top 10 trending Upper Matecumbe Key hotels

Our top choices for Upper Matecumbe Key hotels

Matecumbe Resort
Private beach, white sand

Matecumbe Resort

2.0 star property
8.8 out of 10, Excellent, (70)
"Rooms where clean, cool, and comfortable. I will visit again."
The price is S$168
includes taxes & fees
24 Aug - 25 Aug
Matecumbe Resort
Cheeca Lodge & Spa
Private beach, sun-loungers, beach umbrellas, beach towels

Cheeca Lodge & Spa

5.0 star property
9.0 out of 10, Wonderful, (1156)
"amazing stay"
The price is S$304
includes taxes & fees
24 Aug - 25 Aug
Cheeca Lodge & Spa
Baker's Cay Resort Key Largo, Curio Collection by Hilton
32-inch LCD TV with satellite channels, TV, iPod dock

Baker's Cay Resort Key Largo, Curio Collection by Hilton

4.0 star property
8.6 out of 10, Excellent, (1002)
"I would stay here again "
The price is S$440
includes taxes & fees
15 Sept - 16 Sept
Baker's Cay Resort Key Largo, Curio Collection by Hilton
Islander Resort
Exterior

Islander Resort

4.0 star property
9.2 out of 10, Wonderful, (1001)
"The resort is perfect!!"
The price is S$365
includes taxes & fees
10 Sept - 11 Sept
Islander Resort
The Islands of Islamorada
2 outdoor pools, open 8:00 AM to 6:00 PM, pool loungers

The Islands of Islamorada

4.0 star property
9.8 out of 10, Exceptional, (66)
"Absolutely outstanding resort. Legitimate 5 star property. "
The price is S$868
includes taxes & fees
23 Aug - 24 Aug
The Islands of Islamorada
Bahia Bay Resort
Terrace/patio

Bahia Bay Resort

2.5 star property
8.8 out of 10, Excellent, (116)
"Location is perfect and we just keep coming back "
Bahia Bay Resort
Pines & Palms Resort
Exterior

Pines & Palms Resort

3.0 star property
9.2 out of 10, Wonderful, (1000)
"Clean, nice beach and pool area we had a great time. Highly recommend it."
Pines & Palms Resort
Sunset Inn
Outdoor pool, free pool cabanas

Sunset Inn

3.0 star property
9.4 out of 10, Exceptional, (1000)
"The motel, was affordable, clean, and safe."
The price is S$163
includes taxes & fees
25 Aug - 26 Aug
Sunset Inn
Sands of Islamorada
Terrace/patio

Sands of Islamorada

2.5 star property
8.8 out of 10, Excellent, (387)
"Quiet place which made it a great place to sit and enjoy the view of the water."
The price is S$251
includes taxes & fees
7 Sept - 8 Sept
Sands of Islamorada
Breezy Palms Resort
Exterior

Breezy Palms Resort

2.5 star property
8.8 out of 10, Excellent, (513)
"Best kept secret, love staying here,!"
The price is S$178
includes taxes & fees
15 Sept - 16 Sept
Breezy Palms Resort
La Jolla Resort
Private beach, fishing

La Jolla Resort

2.5 star property
9.0 out of 10, Wonderful, (1001)
"I love staying here! Old Florida charm and convenient to great restaurants!"
La Jolla Resort
Amara Cay Resort
Exterior

Amara Cay Resort

4.0 star property
9.0 out of 10, Wonderful, (1237)
"Always an amazing place to stay "
The price is S$328
includes taxes & fees
1 Sept - 2 Sept
Amara Cay Resort
Islander Bayside Villas and Boatslips
Restaurant

Islander Bayside Villas and Boatslips

3.5 star property
8.8 out of 10, Excellent, (380)
"The villas were nice and relaxing but the association with the islander resort made to stay great. "
The price is S$364
includes taxes & fees
22 Sept - 23 Sept
Islander Bayside Villas and Boatslips
Chesapeake Beach Resort
Private beach, white sand, sun-loungers, beach towels

Chesapeake Beach Resort

3.5 star property
9.2 out of 10, Wonderful, (1495)
"Excellent location on the ocean and everything was really perfect. will stay there again"
The price is S$250
includes taxes & fees
1 Sept - 2 Sept
Chesapeake Beach Resort
Casa Morada
Beach nearby, white sand, sun-loungers, beach umbrellas

Casa Morada

3.5 star property
9.4 out of 10, Exceptional, (409)
"The marina was clean and convenient."
Casa Morada
La Siesta Resort & Villas
Outdoor pool, pool loungers

La Siesta Resort & Villas

4.0 star property
8.6 out of 10, Excellent, (1006)
"perfect family hotel with a keys flare."
The price is S$281
includes taxes & fees
22 Sept - 23 Sept
La Siesta Resort & Villas
Hadley Resort and Marina
Dock

Hadley Resort and Marina

3.5 star property
7.8 out of 10, Good, (1001)
"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 S$197
includes taxes & fees
1 Sept - 2 Sept
Hadley Resort and Marina
Marina Del Mar Resort and Marina
Exterior

Marina Del Mar Resort and Marina

2.5 star property
8.4 out of 10, Very good, (1589)
"Have stayed many times and will be back many times"
The price is S$176
includes taxes & fees
26 Aug - 27 Aug
Marina Del Mar Resort and Marina
Waterside Suites & Marina
Terrace/patio

Waterside Suites & Marina

3.5 star property
8.8 out of 10, Excellent, (1045)
"Loved staying here!"
The price is S$185
includes taxes & fees
24 Aug - 25 Aug
Waterside Suites & Marina
Coconut Bay Resort Key Largo
Outdoor pool, pool umbrellas, pool loungers

Coconut Bay Resort Key Largo

2.0 star property
9.6 out of 10, Exceptional, (187)
"beautiful place."
The price is S$239
includes taxes & fees
4 Sept - 5 Sept
Coconut Bay Resort Key Largo
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:29 Aug - 31 Aug

Image gallery for Islander Bayside Villas and Boatslips

Restaurant

Islander Bayside Villas and Boatslips

3.5 star property
Islamorada
8.8/10Excellent (380 reviews)
9% off
Price is S$1,430
S$715 per night
includes taxes & fees
Islander Bayside Villas and Boatslips
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Check out hotels with an ocean view in Upper Matecumbe Key

Chesapeake Beach Resort
Private beach, white sand, sun-loungers, beach towels

Chesapeake Beach Resort

3.5 star property
9.2 out of 10, Wonderful, (1495)
The price is S$250
includes taxes & fees
1 Sept - 2 Sept
Chesapeake Beach Resort

Hotels with a hot tub in Upper Matecumbe Key you'll enjoy

Cheeca Lodge & Spa
Private beach, sun-loungers, beach umbrellas, beach towels

Cheeca Lodge & Spa

5.0 star property
9.0 out of 10, Wonderful, (1156)
The price is S$304
includes taxes & fees
24 Aug - 25 Aug
Cheeca Lodge & Spa

These pet-friendly hotels in Upper Matecumbe Key may fit your trip

Chesapeake Beach Resort
Private beach, white sand, sun-loungers, beach towels

Chesapeake Beach Resort

3.5 star property
9.2 out of 10, Wonderful, (1495)
The price is S$250
includes taxes & fees
1 Sept - 2 Sept
Chesapeake Beach 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.

Learn more about Upper Matecumbe Key

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

See all hotels in Upper Matecumbe Key
Islamorada showing a beach bar

Top Upper Matecumbe Key Hotel Reviews

La Siesta Resort & Villas

La Siesta Resort & Villas

10/10 Excellent
"Wonderful Southern Florida type cottages. Super quiet and well kept grounds. The rooms show some wear but otherwise a great stay. "
Ramona 3-night trip
Posted 1 day ago
La Siesta Resort & Villas