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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Our top choices for Upper Matecumbe Key beach hotels

1. Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,761 reviews)
  • cleanliness
    Unwind on Islamorada's private white sand beach with loungers, boat tours, and spectacular sunset views just steps away
The price is £166
includes taxes & fees
26 Aug - 27 Aug
Chesapeake Beach Resort

2. Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (717 reviews)
  • cleanliness
    Sink your toes in soft sand steps away from this beachside resort with private marina.
The price is £117
includes taxes & fees
3 Sept - 4 Sept
Breezy Palms Resort

3. Pines & Palms Resort

Pines & Palms Resort
3.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,001 reviews)
  • cleanliness
    Unwind where the Florida Keys meet paradise: private beach bliss with water sports, yoga, and endless ocean adventures.
The price is £188
includes taxes & fees
3 Sept - 4 Sept
Pines & Palms Resort

4. Casa Morada

Casa Morada
3.5 star property
Matecumbe
9.4 out of 10, Exceptional, (448 reviews)
  • cleanliness
    Escape to a serene beachside sanctuary with complimentary kayaking and a short drive to pristine white sands with loungers and umbrellas.
The price is £226
includes taxes & fees
18 Aug - 19 Aug
Casa Morada

5. Drift Hotel

Drift Hotel
2.5 star property
Key Largo
9.0 out of 10, Wonderful, (1,010 reviews)
  • cleanliness
    Experience waterfront bliss with direct beach access, kayaking adventures, and sandy shores perfect for unwinding in the Florida sun.
The price is £118
includes taxes & fees
17 Aug - 18 Aug
Drift Hotel

6. Rock Reef Resort

Rock Reef Resort
2.5 star property
Rock Harbor
9.2 out of 10, Wonderful, (1,168 reviews)
  • cleanliness
    Seaside adventure on a private sandy beach with kayaking, beach towels, and a sun-drenched outdoor pool for coastal relaxation.
The price is £100
includes taxes & fees
3 Sept - 4 Sept
Rock Reef Resort

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

Dove Creek Resort & Marina, Trademark Collection by Wyndham
3.0 star property
Key Largo
7.8 out of 10, Good, (1,000 reviews)
  • cleanliness
    Relax by the marina, offering easy beach access with free shuttle to private beach club.
The price is £115
includes taxes & fees
1 Sept - 2 Sept
Dove Creek Resort & Marina, Trademark Collection by Wyndham

8. The Pelican Key Largo Cottages

The Pelican Key Largo Cottages
2.0 star property
Key Largo
9.0 out of 10, Wonderful, (1,005 reviews)
  • cleanliness
    Escape to paradise with a private sandy beach where breathtaking sunsets and tropical tranquility meet Florida's coastal charm.
The price is £82
includes taxes & fees
1 Sept - 2 Sept
The Pelican Key Largo Cottages

9. Waterside Suites & Marina

Waterside Suites & Marina
3.5 star property
Key Largo
9.0 out of 10, Wonderful, (1,433 reviews)
The price is £113
includes taxes & fees
23 Aug - 24 Aug
Waterside Suites & Marina

10. Kona Kai Resort and Gallery - Adults Only

Kona Kai Resort and Gallery - Adults Only
2.5 star property
Rock Harbor
9.8 out of 10, Exceptional, (334 reviews)
The price is £163
includes taxes & fees
10 Aug - 11 Aug
Kona Kai Resort and Gallery - Adults Only
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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