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
9 Sept - 10 Sept
Tomorrow
10 Sept - 11 Sept
This weekend
11 Sept - 13 Sept
Next weekend
18 Sept - 20 Sept

Our top choices for Upper Matecumbe Key beach hotels

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
£141
includes taxes & fees
10 Sept - 11 Sept
Chesapeake Beach Resort

2. Breezy Palms Resort

Breezy Palms Resort
Matecumbe
  • Sink your toes in soft sand steps away from this beachside resort with private marina.
£83
includes taxes & fees
13 Sept - 14 Sept
Breezy Palms Resort

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.
£175
includes taxes & fees
10 Sept - 11 Sept
Pines & Palms Resort

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.
£140
includes taxes & fees
7 Oct - 8 Oct
Casa Morada

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.
£75
includes taxes & fees
10 Sept - 11 Sept
Drift Hotel

6. 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
27 Sept - 28 Sept
Rock Reef Resort

7. 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
27 Sept - 28 Sept
Dove Creek Resort & Marina, Trademark Collection by Wyndham

8. 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.
£114
includes taxes & fees
17 Sept - 18 Sept
Ocean Pointe Suites at Key Largo

9. Atlantic Bay Resort

Atlantic Bay Resort
Tavernier
  • Unwind on a private white sand beach with kayaking and sunset views at this waterfront paradise
£127
includes taxes & fees
28 Sept - 29 Sept
Atlantic Bay Resort

10. Seafarer Key Largo

Seafarer Key Largo
Rock Harbor
  • Experience Key Largo's soothing seaside charm with a private beach, hammocks under swaying palms, and breathtaking sunset views.
£90
includes taxes & fees
17 Sept - 18 Sept
Seafarer 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

Hadley Resort and Marina

Hadley Resort and Marina

8/10 Good
"Buena ubicacion en Isla Morada, cerca a restaurantes y supermercados, Dentro del mismo hotel puedes rentar Jet ski, El area de la piscina asi como las areas comunes estaban limpias y el cuarto tenia el tamano adecuado para el numero de personas que nos alojamos y las camas estaban bastantes comodas."
Lady 1-night trip
Posted less than an hour ago
Hadley Resort and Marina
La Jolla Resort

La Jolla Resort

8/10 Good
"The place was very clean and put together. Looks like they've remolded the rooms recently besides the bathrooms. Beach area was well maintained and cleaned. Besides the shower being gross from not properly being maintained, the place was very nice to stay at. We only stayed one night so we didn't get to use the water amenities, but would go back! I would recommend it for the price!"
Abigail 1-night trip
Posted 3 hours ago
La Jolla Resort
Islander Resort

Islander Resort

8/10 Good
"Good location. nice clean rooms. bed was very firm. pool tends to get very warm."
Martin 9-night trip
Posted 3 hours ago
Islander Resort
Breezy Palms Resort

Breezy Palms Resort

10/10 Excellent
"Very nice and clean rooms, very spacious, Beautiful Ocean View."
OMAR 2-night trip
Posted 7 hours ago
Breezy Palms Resort
Amara Cay Resort

Amara Cay Resort

10/10 Excellent
"I like Everything!"
Ana 1-night trip
Posted 7 hours ago
Amara Cay Resort
Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection

10/10 Excellent
"Espectacular 🤗✨🤩 sigue siendo mi preferido"
Monica 1-night trip
Posted 10 hours ago
Playa Largo Resort & Spa, Autograph Collection
La Siesta Resort & Villas

La Siesta Resort & Villas

10/10 Excellent
"Encantada"
Franklin 2-night trip
Posted 20 hours ago
La Siesta Resort & Villas
Lime Tree Bay Resort

Lime Tree Bay Resort

10/10 Excellent
"Amazing !! 💯 recommend. Clean room, excellent location and ocean view. I love this place !!"
Gladys Jeannine 1-night trip
Posted 1 day ago
Lime Tree Bay Resort
Hawks Cay Resort

Hawks Cay Resort

10/10 Excellent
"Mi familia y yo quedamos encantados con todo desde la atención, la propiedad las habitaciones. La comida todo super bueno , la pasamos super por labor day este weekend largo . Volveria una y mil veces mas."
HannaTips 2-night trip
Posted 1 day ago
Hawks Cay Resort

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