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

Cat & Dog Friendly Hotels in Upper Matecumbe Key

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Check availability on Upper Matecumbe Key Pet friendly Hotels

Tonight
2 Oct - 3 Oct
Tomorrow
3 Oct - 4 Oct
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

Our top choices for Upper Matecumbe Key pet-friendly hotels

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 swimming pool with clear blue water, surrounded by a white deck and a black metal fence.

1. Chesapeake Beach Resort

Chesapeake Beach Resort
Matecumbe
United States
Suresh
RM616
RM923 total
includes taxes & fees
13 Oct - 14 Oct
Chesapeake Beach 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 beachside patio with wooden furniture, a thatched roof, and a view of the ocean.

2. Islander Resort

Islander Resort
Matecumbe
United States
Steven
RM1,169
RM1,614 total
includes taxes & fees
27 Oct - 28 Oct
Islander Resort
A balcony with a view of a beach, a pool, and a thatched-roof structure.
A pool area with lounge chairs and umbrellas, surrounded by palm trees and buildings.
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.

3. Hadley Resort and Marina

Hadley Resort and Marina
Matecumbe
United States
weder
RM552
RM754 total
includes taxes & fees
18 Oct - 19 Oct
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.
An aerial view of a resort with a swimming pool, palm trees, and a dock.
A beach with palm trees, a dock, and lounge chairs.
A resort pool with palm trees, beach chairs, and umbrellas.

4. Amara Cay Resort

Amara Cay Resort
Matecumbe
United States
MICHAEL
RM631
RM1,009 total
includes taxes & fees
5 Oct - 6 Oct
Amara Cay Resort
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 spacious living area with a round dining table, a sofa, and a TV mounted on the wall.
A compact, well-lit room with a bed, bedside table, and a small seating area.

5. Sands of Islamorada

Sands of Islamorada
Matecumbe
United States
Nicolas
RM783
RM936 total
includes taxes & fees
13 Oct - 14 Oct
Sands of Islamorada
A beachside lounge with a wooden deck, thatched roof, and tropical plants.
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.
Exterior

6. Bayside Villas by Islander Resort

Bayside Villas by Islander Resort
Matecumbe
United States
beata
RM1,322
RM1,786 total
includes taxes & fees
18 Oct - 19 Oct
Bayside Villas by Islander Resort
Exterior
View from property
An aerial view of a resort with a swimming pool, lounge chairs, and palm trees.
An indoor wooden structure with a thatched roof, multiple hanging spherical lights, and a central seating area.

7. Casa Morada

Casa Morada
Matecumbe
United States
David
RM646
RM773 total
includes taxes & fees
7 Oct - 8 Oct
Casa Morada
Terrace/patio
A beach with palm trees and a clear view of the ocean.
A resort with a swimming pool, lounge chairs, and palm trees.
A spacious living area with a large island, wooden furniture, and a ceiling fan.

8. Lime Tree Bay Resort

Lime Tree Bay Resort
Long Key
United States
Michael
RM472
RM715 total
includes taxes & fees
4 Oct - 5 Oct
Lime Tree Bay Resort
A beachfront hotel with a pool, beach chairs, and a view of the ocean at sunset.
A hotel room with two beds, a TV, a desk with a chair, and a balcony with a view of greenery.
A man standing next to a boat on a wooden dock with a chain barrier, palm trees, and a building in the background.
Two people relaxing on sun loungers by a poolside with a view of the ocean and palm trees in the background.

9. Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
Islamorada
United States
Siobhan
RM551
RM754 total
includes taxes & fees
13 Oct - 14 Oct
Fisher Inn Resort & Marina
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 wooden boardwalk leading to a building with a brick wall and a white roof.
A beach with palm trees, a thatched umbrella, and lounge chairs.

10. Drop Anchor

Drop Anchor
Islamorada
United States
Payman
RM537
RM747 total
includes taxes & fees
6 Oct - 7 Oct
Drop Anchor
View all properties

Top Upper Matecumbe Key Hotel Reviews

Islander Resort

Islander Resort

10/10 Excellent
"It was amazing! We would highly recommend and stay there again."
Mervin 5-night trip
Posted 2 hours ago
Islander Resort
Baker's Cay Resort Key Largo, Curio Collection by Hilton

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

10/10 Excellent
"Great amenities and activities for a family with yound children. Two very different beach area atmospheres made for a nice variety of experiences."
Austin 4-night trip
Posted 7 hours ago
Baker's Cay Resort Key Largo, Curio Collection by Hilton
Bayside Inn Key Largo

Bayside Inn Key Largo

10/10 Excellent
"Always my to go place in the Keys! Very friendly staff. Clean rooms."
Lisandra 2-night trip
Posted 2 days ago
Bayside Inn Key Largo
Hadley Resort and Marina

Hadley Resort and Marina

10/10 Excellent
"First time staying and we enjoyed it"
Pamela 1-night trip
Posted 3 days ago
Hadley Resort and Marina
Casa Morada

Casa Morada

10/10 Excellent
"always a favorite!"
robert 2-night trip
Posted 7 days ago
Casa Morada

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