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

Find Cheap Hotels in Upper Matecumbe Key, FL

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Check availability on Upper Matecumbe Key Cheap Hotels

Tonight
Aug 24 - Aug 25
Tomorrow
Aug 25 - Aug 26
This weekend
Aug 28 - Aug 30
Next weekend
Sep 4 - Sep 6

Our top choices for Upper Matecumbe Key cheap hotels

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 bar area with a thatched roof, wooden chairs, and a view of the ocean.
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
Jessica
￥23,684
￥38,269 total
includes taxes & fees
Aug 26 - Aug 27
Cheeca Lodge & Spa
A beach with palm trees and lounge chairs.
A balcony with two blue lounge chairs, a wooden ceiling, and a view of the ocean and palm trees.
A waterfront hotel with multiple floors, palm trees, and a calm reflective pool.
A hotel room with a large bed, a ceiling fan, a nightstand with a lamp, and a view of the beach through the window.

2. Chesapeake Beach Resort

Chesapeake Beach Resort
Matecumbe
United States
Oleksandr
￥24,009
￥35,951 total
includes taxes & fees
Aug 25 - Aug 26
Chesapeake Beach Resort
A balcony with a view of a beach, a pool, and a thatched-roof structure.
A beach scene with two yellow beach chairs and a person lying on one.
An aerial view of a marina with docked boats, a building with balconies, and a beach area.
A pier with boats docked, a thatched-roof structure, and signs indicating tours and rentals.

3. Hadley Resort and Marina

Hadley Resort and Marina
Matecumbe
United States
RAIBEL
￥17,429
￥24,795 total
includes taxes & fees
Sep 7 - Sep 8
Hadley Resort and Marina
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 bedroom with a bed, two chairs, a sofa, a TV, and a large window with a view of the ocean.
A beachfront property with a white building, a balcony with a white railing, and palm trees.

4. La Jolla Resort

La Jolla Resort
Matecumbe
United States
adrian
￥18,947
￥25,786 total
includes taxes & fees
Aug 27 - Aug 28
La Jolla 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 hotel room with a bed, a sofa, a coffee table, a desk with a lamp, and a view of the ocean.
A beach with palm trees, a dock, and lounge chairs.
An aerial view of a resort with a swimming pool, palm trees, and a dock.

5. Amara Cay Resort

Amara Cay Resort
Matecumbe
United States
David A
￥24,579
￥39,275 total
includes taxes & fees
Aug 30 - Aug 31
Amara Cay Resort
A beach with palm trees, thatched-roof huts, and lounge chairs.
A living room with a sofa, armchair, coffee table, and lamp. There is a dining area with a table and chairs. The room has a kitchen area with a stove and cabinets.
A beach with thatched umbrellas, palm trees, and lounge chairs.
A building facade with the text "Buzzy Plims" and a website address. There are two potted plants and a staircase leading up to the entrance.

6. Breezy Palms Resort

Breezy Palms Resort
Matecumbe
United States
roger
￥16,257
￥20,823 total
includes taxes & fees
Sep 15 - Sep 16
Breezy Palms Resort
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 beachside resort with a pool area, lounge chairs, and palm trees.
A modern two-story beachfront property with balconies, a pool, and a sandy beach area.

7. Pines & Palms Resort

Pines & Palms Resort
Matecumbe
United States
Isabel
￥24,034
￥35,801 total
includes taxes & fees
Aug 26 - Aug 27
Pines & Palms Resort
An aerial view of a resort with two swimming pools surrounded by palm trees and sun loungers.
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.
A wooden pier leading to a beach with palm trees and a row of beach huts.

8. Islander Resort

Islander Resort
Matecumbe
United States
Chris
￥35,770
￥50,971 total
includes taxes & fees
Sep 14 - Sep 15
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 row of colorful beach huts with palm trees in the background.
A beach with colorful buildings, kayaks, and lounge chairs.

9. La Siesta Resort & Villas

La Siesta Resort & Villas
Matecumbe
United States
Brianne
￥24,570
￥39,265 total
includes taxes & fees
Aug 27 - Aug 28
La Siesta Resort & Villas
A beachside lounge with a wooden deck, thatched roof, and tropical plants.
A bar area with a counter, stools, and potted plants.
A waterfront property with a paved walkway, palm trees, and a white building with a dock.

10. Bayside Villas by Islander Resort

Bayside Villas by Islander Resort
Matecumbe
United States
beata
￥36,964
￥52,313 total
includes taxes & fees
Sep 1 - Sep 2
Bayside Villas by Islander Resort
View all properties

Top Upper Matecumbe Key Hotel Reviews

Cheeca Lodge & Spa

Cheeca Lodge & Spa

10/10 Excellent
"Beautiful large room. Very luxurious. Grounds are perfect!"
Mark 2-night trip
Posted 5 hours ago
Cheeca Lodge & Spa
Amara Cay Resort

Amara Cay Resort

10/10 Excellent
"Room was clean. Pool and bar was great. The only complaint I have is the service at breakfast was extremely slow. Seemed they were understaffed."
Arlene 2-night trip
Posted 5 hours ago
Amara Cay Resort
Islander Resort

Islander Resort

10/10 Excellent
"Beautiful location. The rooms were great and had good shade at night. Loved the patios and the activities."
Brooke 4-night trip
Posted 6 hours ago
Islander Resort
Chesapeake Beach Resort

Chesapeake Beach Resort

10/10 Excellent
"Great stay"
Yeniaris 2-night trip
Posted 7 hours ago
Chesapeake Beach Resort
Waterside Suites & Marina

Waterside Suites & Marina

10/10 Excellent
"is really amazing very good and really closed to many restaurants ,you'll love it"
Clara 2-night trip
Posted 9 hours ago
Waterside Suites & Marina
La Siesta Resort & Villas

La Siesta Resort & Villas

10/10 Excellent
"Wonderfully magical place that my wife and I enjoyed immensely! The beachfront bungalows were just perfect! Can't wait to see it again soon!"
stuart 4-night trip
Posted 11 hours ago
La Siesta Resort & Villas
Baker's Cay Resort Key Largo, Curio Collection by Hilton

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

10/10 Excellent
"Espectacular"
Angélica Maria 1-night trip
Posted 22 hours ago
Baker's Cay Resort Key Largo, Curio Collection by Hilton
Pines & Palms Resort

Pines & Palms Resort

8/10 Good
"Lovely location, beautifully renovated, clean room, close to everything including great restaurants. If you want peace and quiet this is the spot for you. If your idea of the keys includes loud activities this is not for you. The small beach was not accessible due to rotting sargassum. You could not even spend much time at the pool due to the smell. Not the hotels fault obviously but affected our stay negatively."
Arturo 3-night trip
Posted 1 day ago
Pines & Palms Resort

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