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
£141
includes taxes & fees
16 Sept - 17 Sept
2. Breezy Palms Resort
Breezy Palms ResortMatecumbe
- Sink your toes in soft sand steps away from this beachside resort with private marina.
£83
includes taxes & fees
14 Sept - 15 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.
£204
includes taxes & fees
1 Oct - 2 Oct
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.
£140
includes taxes & fees
7 Oct - 8 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.
£79
includes taxes & fees
20 Sept - 21 Sept
6. 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.
£84
includes taxes & fees
27 Sept - 28 Sept
7. 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
20 Sept - 21 Sept
8. Ocean Pointe Suites at Key Largo
Ocean Pointe Suites at Key LargoTavernier
- Discover tropical bliss at this Key Largo beach retreat, where private shorelines meet ocean adventures and poolside relaxation.
£115
includes taxes & fees
1 Oct - 2 Oct
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Top Upper Matecumbe Key Hotel Reviews
Hadley Resort and Marina
8/10 Good
"Great place to stay with a group. Staff is Amazing. Rooms can you a bit of a deeper cleaning. Ramp was the issue."
La Jolla Resort
10/10 Excellent
"This is an old school keys property. This is a nice, quiet and peaceful place to vacation. It's right on Florida Bay and water is clear and calm. I'll be back."
Islander Resort
8/10 Good
"Good location. nice clean rooms. bed was very firm. pool tends to get very warm."
Breezy Palms Resort
10/10 Excellent
"Very nice and clean rooms, very spacious, Beautiful Ocean View."
Amara Cay Resort
10/10 Excellent
"I like Everything!"
Playa Largo Resort & Spa, Autograph Collection
10/10 Excellent
"Espectacular 🤗✨🤩 sigue siendo mi preferido"
Lime Tree Bay Resort
10/10 Excellent
"Amazing !! 💯 recommend. Clean room, excellent location and ocean view. I love this place !!"
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."
Pines & Palms Resort
10/10 Excellent
"After multiple visits to Islamorada this is now our new place to stay whenever we visit. Great location, beautiful property and incredibly friendly staff!!"
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