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

Find Beach Resorts in Upper Matecumbe Key, FL

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Check availability on Upper Matecumbe Key Beach Resorts & Hotels

Tonight
3 Sept - 4 Sept
Tomorrow
4 Sept - 5 Sept
This weekend
4 Sept - 6 Sept
Next weekend
11 Sept - 13 Sept

Our top choices for Upper Matecumbe Key beach hotels

A beach with palm trees and lounge chairs.
A balcony with two blue chairs and a small table, overlooking a beach with palm trees and a clear blue sky.
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 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
£138
includes taxes & fees
8 Sept - 9 Sept
Chesapeake Beach Resort
A beach with palm trees, thatched-roof huts, and lounge chairs.
A beach with thatched umbrellas, palm trees, 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.

2. Breezy Palms Resort

Breezy Palms Resort
Matecumbe
  • Sink your toes in soft sand steps away from this beachside resort with private marina.
£74
includes taxes & fees
7 Sept - 8 Sept
Breezy Palms Resort
A beach with palm trees, a wooden pier, and beach chairs.
A modern kitchen with a central island, a dining area with a view, and a living space with a balcony overlooking the ocean.
A modern two-story beachfront property with balconies, a pool, and a sandy beach area.

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.
£205
includes taxes & fees
9 Sept - 10 Sept
Pines & Palms Resort
A balcony with two white cups on saucers, overlooking a beach with palm trees and the ocean.
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.

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.
£146
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 sofa, a glass coffee table, a TV, and a sliding door leading to a bedroom.
A tree with string lights, a wooden bench, and a building in the background.
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.

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.
£30
includes taxes & fees
10 Sept - 11 Sept
Drift Hotel
A beach with hammocks under palm trees, a sandy beach, and a clear blue sky.
A modern kitchen with a built-in stove, a large island, and a view to a balcony with outdoor seating.
A resort with a pool, multiple buildings, and a waterfront view.
A wooden dock extending into calm water, with tables and chairs under umbrellas, and a thatched-roof building in the background.

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.
£105
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 interior with a large window overlooking a beach with a thatched umbrella and lounge chairs.
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.

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.
£91
includes taxes & fees
13 Sept - 14 Sept
Rock Reef Resort
A resort with a pool, palm trees, and beach chairs.
A poolside area with lounge chairs and umbrellas, surrounded by palm trees.
A beachfront property with a wooden staircase leading to a white balcony, surrounded by palm trees and tropical plants.
A bedroom with a bed, bedside tables, a chair, and artwork on the walls.

8. Coconut Palm Inn

Coconut Palm Inn
Tavernier
  • Escape to a private white sand paradise with paddleboarding, kayaking, and breathtaking sunsets on the waterfront.
£186
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 paved pathway lined with palm trees leading to a beach area with lounge chairs and a view of the ocean.
A spacious bedroom with a bed, a dresser, a television, and a view of the sea through the window.

9. Atlantic Bay Resort

Atlantic Bay Resort
Tavernier
  • Unwind on a private white sand beach with kayaking and sunset views at this waterfront paradise
£128
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 wooden pier leading to a thatched-roof structure with chairs and a table, overlooking the sea.

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.
£123
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

Lime Tree Bay Resort

Lime Tree Bay Resort

10/10 Excellent
"Fantastic place to stay. Small family style resort. Old school flordia feel."
jonathan 6-night trip
Posted 4 hours ago
Lime Tree Bay Resort
Waterside Suites & Marina

Waterside Suites & Marina

8/10 Good
"The room was okay. Nothing stood out about it. I didn't realize the bedroom was on the 2nd floor, and the steps are kind of narrow and steep. Maintenance could repair the blinds."
Mark 1-night trip
Posted 20 hours ago
Waterside Suites & Marina
Pines & Palms Resort

Pines & Palms Resort

10/10 Excellent
"Quiet, Matthew and JJ were extremely friendly and respectful. Thank you."
Wendy 3-night trip
Posted 22 hours ago
Pines & Palms Resort
Chesapeake Beach Resort

Chesapeake Beach Resort

10/10 Excellent
"A great place to stay and very well located. Breakfast staff was wonderful and very accommodating. Check in staff as well. A beautiful property,"
James 3-night trip
Posted 1 day ago
Chesapeake Beach Resort
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 1 day ago
Amara Cay Resort
Islander Resort

Islander Resort

8/10 Good
"In stay, so many activities near by"
Mary 2-night trip
Posted 1 day ago
Islander Resort
Breezy Palms Resort

Breezy Palms Resort

10/10 Excellent
"Espectacular y muy limpio"
Liliana 2-night trip
Posted 2 days ago
Breezy Palms Resort
Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection

10/10 Excellent
"Perfection!"
Lauren 3-night trip
Posted 2 days ago
Playa Largo Resort & Spa, Autograph Collection
La Jolla Resort

La Jolla Resort

10/10 Excellent
"⭐️⭐️⭐️⭐️⭐️"
Steven 3-night trip
Posted 4 days ago
La Jolla Resort

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