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$236

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Check availability on Upper Matecumbe Key Pet friendly Hotels

Tonight
10 Oct - 11 Oct
Tomorrow
11 Oct - 12 Oct
Next weekend
16 Oct - 18 Oct
In two weeks
23 Oct - 25 Oct

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 balcony with two blue lounge chairs, a wooden ceiling, and a view of the ocean and palm trees.
A hotel room with a large bed, a ceiling fan, a nightstand with a lamp, and a view of the beach through the window.

1. Chesapeake Beach Resort

Chesapeake Beach Resort
Matecumbe
United States
Richard
S$272
includes taxes & fees
14 Oct - 15 Oct
Chesapeake Beach 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 bar area with a wooden counter, bar stools, and potted plants.

2. Islander Resort

Islander Resort
Matecumbe
United States
Steven
S$470
includes taxes & fees
18 Oct - 19 Oct
Islander 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.
An aerial view of a resort with a swimming pool, palm trees, and a dock.
A resort pool with palm trees, beach chairs, and umbrellas.

3. Amara Cay Resort

Amara Cay Resort
Matecumbe
United States
Danielle
S$294
includes taxes & fees
19 Oct - 20 Oct
Amara Cay Resort
A balcony with a view of a beach, a pool, and a thatched-roof structure.
An aerial view of a marina with docked boats, a building with balconies, and a beach area.
A pool area with lounge chairs and umbrellas, surrounded by palm trees and buildings.
A beach scene with two yellow beach chairs and a person lying on one.

4. Hadley Resort and Marina

Hadley Resort and Marina
Matecumbe
United States
weder
S$248
includes taxes & fees
9 Nov - 10 Nov
Hadley Resort and Marina
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 beach resort with palm trees, a thatched hut, and a purple building with a window.

5. La Siesta Resort & Villas

La Siesta Resort & Villas
Matecumbe
United States
Brianne
S$336
includes taxes & fees
8 Nov - 9 Nov
La Siesta Resort & Villas
A beachside lounge area with sun loungers, a thatched structure, and a view of the ocean.
A spacious living area with a round dining table, a sofa, and a TV mounted on the wall.
A two-story building with a balcony, surrounded by palm trees and a sandy ground.
A beach with an American flag, palm trees, and a barbecue area.

6. Sands of Islamorada

Sands of Islamorada
Matecumbe
United States
Nicolas
S$294
includes taxes & fees
12 Oct - 13 Oct
Sands of Islamorada
Exterior
An indoor wooden structure with a thatched roof, multiple hanging spherical lights, and a central seating area.
An aerial view of a resort with a swimming pool, lounge chairs, and palm trees.
View from property

7. Casa Morada

Casa Morada
Matecumbe
United States
David
S$245
includes taxes & fees
28 Oct - 29 Oct
Casa Morada
A beachside lounge with a wooden deck, thatched roof, and tropical plants.
Exterior
A resort with a central swimming pool surrounded by palm trees and a view of the ocean.
A bar area with a counter, stools, and potted plants.

8. Bayside Villas by Islander Resort

Bayside Villas by Islander Resort
Matecumbe
United States
beata
S$467
includes taxes & fees
18 Oct - 19 Oct
Bayside Villas by Islander Resort
Terrace/patio
A spacious living area with a large island, wooden furniture, and a ceiling fan.
A beach with palm trees and a clear view of the ocean.
A resort with a swimming pool, lounge chairs, and palm trees.

9. Lime Tree Bay Resort

Lime Tree Bay Resort
Long Key
United States
Michael
S$236
includes taxes & fees
13 Oct - 14 Oct
Lime Tree Bay Resort
A beachside patio with white furniture, palm trees, and a thatched umbrella.
A pool area with lounge chairs and a sign indicating a drop-off zone.
A beach with palm trees, a thatched umbrella, and lounge chairs.
A deck with white lounge chairs and a bench, overlooking a beach with palm trees and a thatched roof structure.

10. Drop Anchor

Drop Anchor
Islamorada
United States
Payman
S$205
includes taxes & fees
13 Oct - 14 Oct
Drop Anchor
View all properties

Top Upper Matecumbe Key Hotel Reviews

Hadley Resort and Marina

Hadley Resort and Marina

10/10 Excellent
"Great place for the money!"
Nicholas 2-night trip
Posted 7 days ago
Hadley Resort and Marina
Casa Morada

Casa Morada

10/10 Excellent
"always a favorite!"
robert 2-night trip
Posted 2 weeks ago
Casa Morada

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