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

Find Cat & Dog Friendly Hotels in Upper Matecumbe Key from S$198

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Check availability on Upper Matecumbe Key Pet friendly Hotels

Tonight
23 Aug - 24 Aug
Tomorrow
24 Aug - 25 Aug
Next weekend
28 Aug - 30 Aug
In two weeks
4 Sept - 6 Sept

Our top choices for Upper Matecumbe Key pet-friendly hotels

A beach with palm trees and lounge chairs.
A swimming pool with clear blue water, surrounded by a white deck and a black metal fence.
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 waterfront hotel with multiple floors, palm trees, and a calm reflective pool.

1. Chesapeake Beach Resort

Chesapeake Beach Resort
Matecumbe
United States
Oleksandr
S$287
includes taxes & fees
25 Aug - 26 Aug
Chesapeake Beach Resort
A balcony with a view of a beach, a pool, and a thatched-roof structure.
A pier with boats docked, a thatched-roof structure, and signs indicating tours and rentals.
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.

2. Hadley Resort and Marina

Hadley Resort and Marina
Matecumbe
United States
RAIBEL
S$198
includes taxes & fees
7 Sept - 8 Sept
Hadley Resort and Marina
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 resort pool with palm trees, beach chairs, and umbrellas.
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.

3. Amara Cay Resort

Amara Cay Resort
Matecumbe
United States
David A
S$316
includes taxes & fees
25 Aug - 26 Aug
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 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.

4. Islander Resort

Islander Resort
Matecumbe
United States
Chris
S$402
includes taxes & fees
1 Sept - 2 Sept
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 resort with palm trees, a thatched hut, and a purple building with a window.
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
S$314
includes taxes & fees
25 Aug - 26 Aug
La Siesta Resort & Villas
A beachside lounge with a wooden deck, thatched roof, and tropical plants.
A waterfront property with a paved walkway, palm trees, and a white building with a dock.
A bar area with a counter, stools, and potted plants.

6. Bayside Villas by Islander Resort

Bayside Villas by Islander Resort
Matecumbe
United States
beata
S$409
includes taxes & fees
1 Sept - 2 Sept
Bayside Villas by Islander Resort
An indoor wooden structure with a thatched roof, multiple hanging spherical lights, and a central seating area.
A view from a window overlooking a beach with palm trees and a wooden pier.

7. Casa Morada

Casa Morada
Matecumbe
United States
Lois
S$251
includes taxes & fees
31 Aug - 1 Sept
Casa Morada
A beachside lounge area with sun loungers, a thatched structure, and a view of the ocean.
A two-story building with a balcony, surrounded by palm trees and a sandy ground.
A compact, well-lit room with a bed, bedside table, and a small seating area.
A spacious living area with a round dining table, a sofa, and a TV mounted on the wall.

8. Sands of Islamorada

Sands of Islamorada
Matecumbe
United States
Virginia
S$304
includes taxes & fees
17 Sept - 18 Sept
Sands of Islamorada
View all properties

Top Upper Matecumbe Key Hotel Reviews

Islander Resort

Islander Resort

10/10 Excellent
"Food is great. Rooms are conveniently located by the car. Property is very clean."
Kevin 1-night trip
Posted 2 hours ago
Islander Resort
Waterside Suites & Marina

Waterside Suites & Marina

10/10 Excellent
"La habitacion estaba limpia, espaciosa, las camas comodas, accesorios en la cocina, la piscina limpia, muy centrico"
Idanelis 2-night trip
Posted 2 hours ago
Waterside Suites & Marina
Casa Morada

Casa Morada

10/10 Excellent
"It's a beautiful property! A hidden treasure in Islamorada : )"
Ira 2-night trip
Posted 13 days ago
Casa Morada

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