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

Search Beach Resorts & Hotels in Upper Matecumbe Key

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Check availability on Upper Matecumbe Key Beach Resorts & Hotels

Tonight
5 Sept - 6 Sept
Tomorrow
6 Sept - 7 Sept
Next weekend
11 Sept - 13 Sept
In two weeks
18 Sept - 20 Sept

Our top choices for Upper Matecumbe Key beach hotels

A beach with palm trees and lounge chairs.
A hotel room with a bed, a bedside table with a lamp, a small table with a basket, a blue and white striped ottoman, and a balcony with a view of palm trees and the ocean.
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
  • Unwind on Islamorada's private white sand beach with loungers, boat tours, and spectacular sunset views just steps away
₹10,930
₹17,612 total
includes taxes & fees
7 Sept - 8 Sept
Chesapeake Beach Resort
A beach with palm trees, thatched-roof huts, and lounge chairs.
A living room with a sofa, armchair, coffee table, and lamp. There is a dining area with a table and chairs. The room has a kitchen area with a stove and cabinets.
A bathroom with a marble floor, a wooden vanity, a toilet, and a shower curtain.
A beach with thatched umbrellas, palm trees, and lounge chairs.

2. Breezy Palms Resort

Breezy Palms Resort
Matecumbe
  • Sink your toes in soft sand steps away from this beachside resort with private marina.
₹6,952
₹9,327 total
includes taxes & fees
7 Sept - 8 Sept
Breezy Palms Resort
A beach with palm trees, a wooden pier, and beach chairs.
A modern two-story beachfront property with balconies, a pool, and a sandy beach area.
A modern kitchen with a central island, a dining area with a view, and a living space with a balcony overlooking the ocean.

3. Pines & Palms Resort

Pines & Palms Resort
Matecumbe
  • Unwind where the Florida Keys meet paradise: private beach bliss with water sports, yoga, and endless ocean adventures.
₹18,624
₹26,162 total
includes taxes & fees
9 Sept - 10 Sept
Pines & Palms 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.

4. Casa Morada

Casa Morada
Matecumbe
  • Escape to a serene beachside sanctuary with complimentary kayaking and a short drive to pristine white sands with loungers and umbrellas.
₹15,648
₹18,667 total
includes taxes & fees
7 Sept - 8 Sept
Casa Morada
A beach with lounge chairs, kayaks, and a wooden pier.
A modern living room with a dark brown sofa, a coffee table, and a blue lamp. There is a kitchen area with a microwave and a coffee machine. A painting of a beach scene is on the wall.
A beach with lounge chairs and a blue umbrella, a pier with boats, and a mural of wings on a wall.
A tree with string lights, a wooden bench, and a building in the background.

5. Drift Hotel

Drift Hotel
Key Largo
  • Experience waterfront bliss with direct beach access, kayaking adventures, and sandy shores perfect for unwinding in the Florida sun.
₹8,772
₹10,931 total
includes taxes & fees
15 Sept - 16 Sept
Drift Hotel
A beach with hammocks under palm trees, a sandy beach, and a clear blue sky.
A wooden dock extending into calm water, with tables and chairs under umbrellas, and a thatched-roof building in the background.
A resort with a pool, multiple buildings, and a waterfront view.
A modern kitchen with a built-in stove, a large island, and a view to a balcony with outdoor seating.

6. Dove Creek Resort & Marina, Trademark Collection by Wyndham

Dove Creek Resort & Marina, Trademark Collection by Wyndham
Key Largo
  • Relax by the marina, offering easy beach access with free shuttle to private beach club.
₹9,270
₹13,425 total
includes taxes & fees
13 Sept - 14 Sept
Dove Creek Resort & Marina, Trademark Collection by Wyndham
A beach with palm trees, lounge chairs, and a view of the ocean.
A wooden dock with a boat docked at the pier, a thatched umbrella, and calm water.
A covered outdoor area with a view of a beach and palm trees.
A wooden interior with a large window overlooking a beach with a thatched umbrella and lounge chairs.

7. Rock Reef Resort

Rock Reef Resort
Rock Harbor
  • Seaside adventure on a private sandy beach with kayaking, beach towels, and a sun-drenched outdoor pool for coastal relaxation.
₹10,361
₹11,657 total
includes taxes & fees
27 Sept - 28 Sept
Rock Reef Resort
Four white Adirondack chairs facing a body of water with a clear sky.
A bedroom with a bed, a television, a dresser, and a door.
A bathroom with a sink, mirror, toilet, shower, and a window.
A wooden deck with two chairs and a table, overlooking a beach with palm trees and boats.

8. Coconut Palm Inn

Coconut Palm Inn
Tavernier
  • Escape to a private white sand paradise with paddleboarding, kayaking, and breathtaking sunsets on the waterfront.
₹17,774
₹23,717 total
includes taxes & fees
15 Sept - 16 Sept
Coconut Palm Inn
A beachside seating area with Adirondack chairs and a table, palm trees, and a view of the ocean.
A beach with lounge chairs, palm trees, and a view of the water.
A spacious bedroom with a bed, a dresser, a television, and a view of the sea through the window.
A paved pathway lined with palm trees leading to a beach area with lounge chairs and a view of the ocean.

9. Atlantic Bay Resort

Atlantic Bay Resort
Tavernier
  • Unwind on a private white sand beach with kayaking and sunset views at this waterfront paradise
₹12,565
₹16,262 total
includes taxes & fees
28 Sept - 29 Sept
Atlantic Bay Resort
A beach with rows of sun loungers, a thatched hut, and a wooden walkway leading to the water.
A poolside area with a water feature, a palm tree, and lounge chairs.
A marina with boats docked, a building with a blue roof, and a clear view of the water.
A balcony with a view of the sea, a white chair, and two buckets with a red shovel.

10. Ocean Pointe Suites at Key Largo

Ocean Pointe Suites at Key Largo
Tavernier
  • Discover tropical bliss at this Key Largo beach retreat, where private shorelines meet ocean adventures and poolside relaxation.
₹12,067
₹15,655 total
includes taxes & fees
24 Sept - 25 Sept
Ocean Pointe Suites at Key Largo
View all properties

Choose what matters most at beach hotels in Upper Matecumbe Key

Pool
Breakfast included
4 stars
5 stars
All-inclusive

Top Upper Matecumbe Key Hotel Reviews

Breezy Palms Resort

Breezy Palms Resort

10/10 Excellent
"Loved it. My husband and I stayed one night and its was ideal."
Ariadna 1-night trip
Posted 4 hours ago
Breezy Palms Resort
Waterside Suites & Marina

Waterside Suites & Marina

10/10 Excellent
"Nice room and clean! The pool was nice and clean and the staff were polite! The view of the marina was beautiful to watch the boats come in and out from the pool and from our balcony!"
Michelle 1-night trip
Posted 4 hours ago
Waterside Suites & Marina
Cheeca Lodge & Spa

Cheeca Lodge & Spa

10/10 Excellent
"Lo mejor fue el confort de la habitación, lo recomiendo 100%"
Juan 3-night trip
Posted 5 hours ago
Cheeca Lodge & Spa
Lime Tree Bay Resort

Lime Tree Bay Resort

10/10 Excellent
"Great place to stay in the keys, centrally located and moderately priced. Rooms are spacious with balconies and bikes, kayaking, snorkeling, ping pong tables, 3 pools, a restaurant on site and great staff."
christina 3-night trip
Posted 9 hours ago
Lime Tree Bay Resort
La Siesta Resort & Villas

La Siesta Resort & Villas

10/10 Excellent
"Spectacular and quiet place"
Yanet 2-night trip
Posted 10 hours ago
La Siesta Resort & Villas
Pines & Palms Resort

Pines & Palms Resort

10/10 Excellent
"Front desk, grounds crew, housekeeping and bartender are all friendly and helpful. Front desk team and bartender were attentive to our requests. Grounds crew was always busy keeping the property maintained and looking good. They even kept the beach cleaned up from seaweed and debris. The location is great with many good restaurants within a few miles and a couple within easy walking distance. This is our "go to" place in the Keys. Our many stays have always been great and we hate to leave."
Dan 3-night trip
Posted 11 hours ago
Pines & Palms Resort
Bayside Inn Key Largo

Bayside Inn Key Largo

10/10 Excellent
"pleasantly surprised by the rooms. Recently updated and clean"
Philip 2-night trip
Posted 11 hours ago
Bayside Inn Key Largo
Amara Cay Resort

Amara Cay Resort

10/10 Excellent
"Baseboard were removed off the wall. Did not gave it a clean look . Walls in the hallway slightly dirty."
Yuliet 1-night trip
Posted 2 days ago
Amara Cay Resort
Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection

10/10 Excellent
"Perfection!"
Lauren 3-night trip
Posted 4 days ago
Playa Largo Resort & Spa, Autograph Collection

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