A wooden pier extending into a clear blue sea with a sandy beach in the foreground and a cloudy sky above.

Independent Upper Matecumbe Key hotels

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Check prices for these dates

Tonight
Oct 8 - Oct 9
Tomorrow
Oct 9 - Oct 10
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

Our top choices for Upper Matecumbe Key Independent

A bathroom with a large bathtub, a window with curtains, and a view of palm trees and the sea.
A tropical resort with a swimming pool, palm trees, and a waterfall.
A spacious lobby with a seating area, a bar, and a large window providing a view of the outdoors.
A hotel room with a large bed, a television, a dining area with chairs, a table, and a view of the ocean.

1. Cheeca Lodge & Spa

Cheeca Lodge & Spa
Matecumbe
United States
Morgan
NT$4,737
NT$7,654 total
includes taxes & fees
Oct 12 - Oct 13
Cheeca Lodge & Spa
A beach with palm trees and lounge chairs.
A hotel room with a large bed, a ceiling fan, a nightstand with a lamp, and a view of the beach through the window.
A balcony with two blue lounge chairs, a wooden ceiling, and a view of the ocean and palm trees.
A swimming pool with clear blue water, surrounded by a white deck and a black metal fence.

2. Chesapeake Beach Resort

Chesapeake Beach Resort
Matecumbe
United States
Leihla
NT$4,802
NT$7,191 total
includes taxes & fees
Oct 19 - Oct 20
Chesapeake Beach Resort
A wooden deck with two lounge chairs, a table with two glasses of champagne and red roses, and a view of the beach and ocean.
A beach with palm trees, a dock, and lounge chairs.
A resort pool with palm trees, beach chairs, and umbrellas.
A hotel room with a bed, a sofa, a coffee table, a desk with a lamp, and a view of the ocean.

3. Amara Cay Resort

Amara Cay Resort
Matecumbe
United States
Danielle
NT$4,914
NT$7,853 total
includes taxes & fees
Oct 19 - Oct 20
Amara Cay Resort
An aerial view of a resort with two swimming pools surrounded by palm trees and sun loungers.
A beachside patio with wooden furniture, a thatched roof, and a view of the ocean.
A bar area with a wooden counter, bar stools, and potted plants.
A paved pathway leading to a beach with palm trees and a view of the ocean.

4. Islander Resort

Islander Resort
Matecumbe
United States
Steven
NT$9,125
NT$12,598 total
includes taxes & fees
Oct 27 - Oct 28
Islander Resort
A row of beachside cottages with colorful exteriors, each with a beach chair and umbrella.
A resort with a pool surrounded by palm trees and a view of the ocean.
A beach with colorful buildings, kayaks, and lounge chairs.
A row of colorful beach huts with palm trees in the background.

5. La Siesta Resort & Villas

La Siesta Resort & Villas
Matecumbe
United States
Brianne
NT$5,359
NT$8,361 total
includes taxes & fees
Nov 8 - Nov 9
La Siesta Resort & Villas
A balcony with a wooden table, two chairs, and a view of the ocean and palm trees.
A gated entrance to a resort with palm trees and a clear sky.
A pool area with clear blue water, white lounge chairs, and palm trees.
A beachside patio with a thatched roof, two lounge chairs, and a view of the ocean.

6. The Islands of Islamorada

The Islands of Islamorada
Matecumbe
United States
Christian
NT$16,595
NT$20,754 total
includes taxes & fees
Oct 22 - Oct 23
The Islands of Islamorada
A wooden deck with rustic furniture, a grill, and a view of the beach and palm trees.
A beach with wooden lounge chairs, palm trees, and a clear view of the ocean.
A beachfront property with a staircase leading to a light blue building, palm trees, and a clear view of the ocean.
A beachfront property with a white building, a balcony with a white railing, and palm trees.

7. La Jolla Resort

La Jolla Resort
Matecumbe
United States
Brett
NT$3,791
NT$5,159 total
includes taxes & fees
Oct 12 - Oct 13
La Jolla Resort
A pool area with lounge chairs and palm trees.
A tropical garden with palm trees, a thatched-roof structure, and a dining area with outdoor furniture.
A beachfront resort with a dock, boats, and outdoor seating by the water.
A covered outdoor seating area with wicker furniture, a view of the ocean, and a white railing.

8. The Caribbean Resort

The Caribbean Resort
Matecumbe
United States
Jose
The Caribbean Resort
Exterior
A view from a window overlooking a beach with palm trees and a wooden pier.
An indoor wooden structure with a thatched roof, multiple hanging spherical lights, and a central seating area.
View from property

9. Casa Morada

Casa Morada
Matecumbe
United States
David
NT$5,100
NT$6,096 total
includes taxes & fees
Oct 28 - Oct 29
Casa Morada
A modern kitchen with a central island, a dining area with a view, and a living space with a balcony overlooking the ocean.
A coastal resort with a marina, clear blue water, and lush greenery.
A modern two-story beachfront property with balconies, a pool, and a sandy beach area.
A beach with palm trees, a wooden pier, and beach chairs.

10. Pines & Palms Resort

Pines & Palms Resort
Matecumbe
United States
Colt
NT$6,552
NT$9,124 total
includes taxes & fees
Oct 15 - Oct 16
Pines & Palms Resort
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Top Upper Matecumbe Key Hotel Reviews

The Pelican Key Largo Cottages

The Pelican Key Largo Cottages

10/10 Excellent
"Lovely and relaxed with free kayaks and stunning sunset views. We stayed here 10 years ago and we came back which didn't disappoint. Sharkys had great wings and fish dippers on happy hour and CCs pizza happy hour was amazing. Didnt bother with the restaurants next door as they were expensive. We saw a manatee and her calf at sunset down at the dock."
Keely 2-night trip
Posted 10 hours ago
The Pelican Key Largo Cottages
Waterside Suites & Marina

Waterside Suites & Marina

10/10 Excellent
"Stayed for 2days. Pretty good experience with resort. Highly recommended."
Wenjing 1-night trip
Posted 12 hours ago
Waterside Suites & Marina
La Jolla Resort

La Jolla Resort

10/10 Excellent
"This place is heaven. Long journey to get there but it’s amazing. Paddle board. Kayak. The rooms. The setting. Awesome. Only minor gripe was we couldn’t make our original date due to am emergency and we couldn’t agree to a change Although this was due to Expedia booking terms but I felt they could have been flexible in the circumstances"
Michael 2-night trip
Posted 14 hours ago
La Jolla Resort
Chesapeake Beach Resort

Chesapeake Beach Resort

10/10 Excellent
"Boo"
Francis X 5-night trip
Posted 14 hours ago
Chesapeake Beach Resort
Islander Resort

Islander Resort

10/10 Excellent
"We got the poolside cabana king and it was perfect! Resort was immaculate! Already want to go back!"
Cheyenne 4-night trip
Posted 2 days ago
Islander Resort
Breezy Palms Resort

Breezy Palms Resort

10/10 Excellent
"All good thanks"
Ryan 2-night trip
Posted 2 days ago
Breezy Palms Resort
Amara Cay Resort

Amara Cay Resort

10/10 Excellent
"Very clean resort. The pool was fabulous. The tiki bar was great. Stall friendly and helpful. Truly enjoyed my stay!"
Maureen 2-night trip
Posted 2 days ago
Amara Cay Resort
Hadley Resort and Marina

Hadley Resort and Marina

10/10 Excellent
"Great place for the money!"
Nicholas 2-night trip
Posted 4 days ago
Hadley Resort and Marina
The Caribbean Resort

The Caribbean Resort

10/10 Excellent
"Muy bien todo excelente servicio"
Rodolfo 4-night trip
Posted 6 days ago
The Caribbean Resort

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