Find Beach Resorts in Upper Matecumbe Key, FL
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18 Sept - 20 SeptOur top choices for Upper Matecumbe Key beach hotels
1. Chesapeake Beach Resort
Chesapeake Beach ResortMatecumbe
- Unwind on Islamorada's private white sand beach with loungers, boat tours, and spectacular sunset views just steps away
£133
includes taxes & fees
5 Oct - 6 Oct
2. Breezy Palms Resort
Breezy Palms ResortMatecumbe
- Sink your toes in soft sand steps away from this beachside resort with private marina.
£73
includes taxes & fees
7 Sept - 8 Sept
3. Pines & Palms Resort
Pines & Palms ResortMatecumbe
- Unwind where the Florida Keys meet paradise: private beach bliss with water sports, yoga, and endless ocean adventures.
£205
includes taxes & fees
6 Sept - 7 Sept
4. Casa Morada
Casa MoradaMatecumbe
- 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
30 Sept - 1 Oct
5. Drift Hotel
Drift HotelKey Largo
- Experience waterfront bliss with direct beach access, kayaking adventures, and sandy shores perfect for unwinding in the Florida sun.
£86
includes taxes & fees
15 Sept - 16 Sept
6. Dove Creek Resort & Marina, Trademark Collection by Wyndham
Dove Creek Resort & Marina, Trademark Collection by WyndhamKey Largo
- Relax by the marina, offering easy beach access with free shuttle to private beach club.
£105
includes taxes & fees
13 Sept - 14 Sept
7. Rock Reef Resort
Rock Reef ResortRock 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
1 Oct - 2 Oct
8. Coconut Palm Inn
Coconut Palm InnTavernier
- Escape to a private white sand paradise with paddleboarding, kayaking, and breathtaking sunsets on the waterfront.
£186
includes taxes & fees
15 Sept - 16 Sept
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Top Upper Matecumbe Key Hotel Reviews
Breezy Palms Resort
10/10 Excellent
"Loved it. My husband and I stayed one night and its was ideal."
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!"
Cheeca Lodge & Spa
10/10 Excellent
"Lo mejor fue el confort de la habitación, lo recomiendo 100%"
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."
La Siesta Resort & Villas
10/10 Excellent
"Spectacular and quiet place"
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."
Bayside Inn Key Largo
10/10 Excellent
"pleasantly surprised by the rooms. Recently updated and clean"
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."
Playa Largo Resort & Spa, Autograph Collection
10/10 Excellent
"Perfection!"
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