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

Upper Matecumbe Key Hotel Guide - Pet Friendly Hotels in Upper Matecumbe Key, Islamorada

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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 hotel room with a large bed, a ceiling fan, a nightstand with a lamp, and a view of the beach through the window.
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.

1. Chesapeake Beach Resort

Chesapeake Beach Resort
Matecumbe
United States
Suresh
€201
includes taxes & fees
5 Oct - 6 Oct
Chesapeake Beach 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.

2. Hadley Resort and Marina

Hadley Resort and Marina
Matecumbe
United States
weder
€164
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.
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.
A resort pool with palm trees, beach chairs, and umbrellas.

3. Amara Cay Resort

Amara Cay Resort
Matecumbe
United States
MICHAEL
€220
includes taxes & fees
5 Oct - 6 Oct
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
Steven
€351
includes taxes & fees
27 Oct - 28 Oct
Islander Resort
Exterior
An aerial view of a resort with a swimming pool, lounge chairs, and palm trees.
A view from a window overlooking a beach with palm trees and a wooden pier.
An indoor wooden structure with a thatched roof, multiple hanging spherical lights, and a central seating area.

5. Casa Morada

Casa Morada
Matecumbe
United States
David
€168
includes taxes & fees
7 Oct - 8 Oct
Casa Morada
A beachside lounge area with sun loungers, a thatched structure, and a view of the ocean.
A beach with an American flag, palm trees, and a barbecue area.
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.

6. Sands of Islamorada

Sands of Islamorada
Matecumbe
United States
Nicolas
€203
includes taxes & fees
25 Oct - 26 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.
Exterior
A bar area with a counter, stools, and potted plants.

7. Bayside Villas by Islander Resort

Bayside Villas by Islander Resort
Matecumbe
United States
beata
€389
includes taxes & fees
18 Oct - 19 Oct
Bayside Villas by Islander Resort
An indoor wooden structure with a thatched roof, multiple hanging spherical lights, and a central seating area.
Marina
A pool with a view of a bridge and umbrellas in the background.
A two-story building with a covered porch and a pathway leading to it, surrounded by lush greenery and palm trees.

8. Private Island Suite w/ Terrace & Balcony @Islamorada - Coconut Palm Suite

Private Island Suite w/ Terrace & Balcony @Islamorada - Coconut Palm Suite
Matecumbe
€3,416
includes taxes & fees
14 Oct - 15 Oct
Private Island Suite w/ Terrace & Balcony @Islamorada - Coconut Palm Suite
Marina
A balcony with a view of greenery and a river. There are two wicker chairs with cushions.
A kitchen area with white cabinets, a green countertop, and various kitchen items.
A two-story building with a covered porch and a pathway leading to it, surrounded by lush greenery and palm trees.

9. Charming Suite @Islamorada With Pool Access - Twilight Suite

Charming Suite @Islamorada With Pool Access - Twilight Suite
Matecumbe
€2,269
includes taxes & fees
14 Oct - 15 Oct
Charming Suite @Islamorada With Pool Access - Twilight Suite
An indoor wooden structure with a thatched roof, multiple hanging spherical lights, and a central seating area.
Marina
A pool with a view of a bridge and umbrellas in the background.
A two-story building with a covered porch and a pathway leading to it, surrounded by lush greenery and palm trees.

10. Oceanfront Manatee Suite w/ Private Patio @Islamorada - Manatee Suite

Oceanfront Manatee Suite w/ Private Patio @Islamorada - Manatee Suite
Matecumbe
€1,842
includes taxes & fees
8 Oct - 9 Oct
Oceanfront Manatee Suite w/ Private Patio @Islamorada - Manatee Suite
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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