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

Pet friendly Hotels in Upper Matecumbe Key, Islamorada

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Check availability on Upper Matecumbe Key Pet friendly Hotels

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

Our top choices for Upper Matecumbe Key pet-friendly hotels

An aerial view of a resort with two swimming pools surrounded by palm trees and sun loungers.
A wooden pier leading to a beach with palm trees and a row of beach huts.
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.

1. Islander Resort

Islander Resort
Matecumbe
United States
Steven
P17,973
P24,812 total
includes taxes & fees
Oct 27 - Oct 28
Islander Resort
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 swimming pool with clear blue water, surrounded by a white deck and a black metal fence.
A waterfront hotel with multiple floors, palm trees, and a calm reflective pool.

2. Chesapeake Beach Resort

Chesapeake Beach Resort
Matecumbe
United States
Suresh
P9,486
P14,204 total
includes taxes & fees
Oct 5 - Oct 6
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.
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 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
MICHAEL
P9,707
P15,513 total
includes taxes & fees
Oct 5 - Oct 6
Amara Cay 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.
An aerial view of a marina with docked boats, a building with balconies, and a beach area.
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
P8,487
P11,598 total
includes taxes & fees
Oct 18 - Oct 19
Hadley Resort and Marina
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.
A resort with a central swimming pool surrounded by palm trees and a view of the ocean.

5. Bayside Villas by Islander Resort

Bayside Villas by Islander Resort
Matecumbe
United States
beata
P20,347
P27,483 total
includes taxes & fees
Oct 18 - Oct 19
Bayside Villas by Islander Resort
A beachside lounge area with sun loungers, a thatched structure, and a view of the ocean.
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.
A beach with an American flag, palm trees, and a barbecue area.

6. Sands of Islamorada

Sands of Islamorada
Matecumbe
United States
Nicolas
P12,030
P14,380 total
includes taxes & fees
Oct 12 - Oct 13
Sands of Islamorada
Exterior
An aerial view of a resort with a swimming pool, lounge chairs, and palm trees.
View from property
A view from a window overlooking a beach with palm trees and a wooden pier.

7. Casa Morada

Casa Morada
Matecumbe
United States
David
P9,937
P11,886 total
includes taxes & fees
Oct 7 - Oct 8
Casa Morada
A balcony with wicker chairs, a small table with drinks, and a view of the beach and ocean.
An outdoor dining area with round tables and chairs, a thatched roof, and a view of the sea.
A coastal resort with a beach, a swimming pool, and multiple buildings.
A resort with a pool, beach, and ocean view.

8. Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Islamorada
Canada
Eslita
P13,515
P19,796 total
includes taxes & fees
Oct 18 - Oct 19
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
A beach with palm trees, lounge chairs, and a clear view of the ocean.
A resort with a thatched-roof structure, palm trees, and lounge chairs on a sandy beach.
A hotel room with a kitchenette, two beds, a desk, a television, and a ceiling fan.
A tropical garden with palm trees, various colorful plants, and a seating area with chairs.

9. Hampton Inn Key Largo Manatee Bay

Hampton Inn Key Largo Manatee Bay
Key Largo
United States
Cory
P7,158
P8,053 total
includes taxes & fees
Oct 14 - Oct 15
Hampton Inn Key Largo Manatee Bay
An aerial view of a resort with a large pool, palm trees, and a beach.
A beach with clear water, a wooden pier, and lounge chairs under a tree.
A pool area with lounge chairs and umbrellas, a clear sky, and palm trees.
A beachside patio with lounge chairs, a table, and a view of the ocean.

10. Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection
Rock Harbor
United States
Tania
P16,516
P22,043 total
includes taxes & fees
Oct 19 - Oct 20
Playa Largo Resort & Spa, Autograph Collection
View all properties

Top Upper Matecumbe Key Hotel Reviews

Waterside Suites & Marina

Waterside Suites & Marina

8/10 Good
"The layout of the place was great with a king and full bath up and a queen down. We woke up to a bunch of dead (and a few living) winged bugs in the bathroom and near the upstairs window. Otherwise the place was clean but needed some paint updates to moldings and doors and windows."
Victoria 1-night trip
Posted less than an hour ago
Waterside Suites & Marina
Islander Resort

Islander Resort

10/10 Excellent
"It was amazing! We would highly recommend and stay there again."
Mervin 5-night trip
Posted 1 hour 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 6 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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