Beach Resorts in Upper Matecumbe Key
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28 Aug - 30 AugOur 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
S$289
includes taxes & fees
18 Aug - 19 Aug
2. Breezy Palms Resort
Breezy Palms ResortMatecumbe
- Sink your toes in soft sand steps away from this beachside resort with private marina.
S$168
includes taxes & fees
1 Sept - 2 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.
S$322
includes taxes & fees
30 Aug - 31 Aug
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.
S$209
includes taxes & fees
31 Aug - 1 Sept
5. 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.
S$182
includes taxes & fees
1 Sept - 2 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.
S$150
includes taxes & fees
13 Sept - 14 Sept
7. Drift Hotel
Drift HotelKey Largo
- Experience waterfront bliss with direct beach access, kayaking adventures, and sandy shores perfect for unwinding in the Florida sun.
S$154
includes taxes & fees
19 Aug - 20 Aug
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.
S$215
includes taxes & fees
24 Aug - 25 Aug
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Top Upper Matecumbe Key Hotel Reviews
Bayside Inn Key Largo
10/10 Excellent
"Great property friendly staff have no complaints @ all"
Cheeca Lodge & Spa
10/10 Excellent
"Beautiful resort with a very polite staff. We will definitely stay here again"
Lime Tree Bay Resort
10/10 Excellent
"Excellent stay and experience!"
La Siesta Resort & Villas
10/10 Excellent
"Great Florida keys feeling. Staff was very helpful. Clark was at the front desk and offered some ideas for local dinning 👍"
Waterside Suites & Marina
10/10 Excellent
"Room was spotless and had everything we needed . Staff was very friendly and helpful ."
Islander Resort
10/10 Excellent
"This property is beautiful. Each room has a patio that leads that has a scenic route that leads ti the pool. The staff was exceptional and I would recommend this resort for families with small children."
Chesapeake Beach Resort
10/10 Excellent
"We had a wonderful stay! The breakfast was exceptional, and the rooms were beautiful, spacious, and very fresh and comfortable. The staff was extremely friendly, attentive, and professional. Unfortunately, I cannot give the hotel five stars because both swimming pools were very dirty and had visible mold. It is truly a shame, because everything else about the hotel was excellent. With better cleaning and maintenance of the pool areas, this hotel would easily deserve five stars."
Baker's Cay Resort Key Largo, Curio Collection by Hilton
10/10 Excellent
"Buen servicio , el lugar súper lindo muy tranquilo y la playa espectacular 10/10"
Playa Largo Resort & Spa, Autograph Collection
10/10 Excellent
"The number 1 resort in our book to date.. Food was amazing, staff were kind and helpful, facility was clean and very well maintained!!"
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