A wooden pier extending into a clear blue sea with a sandy beach in the foreground and a cloudy sky above.

Search Beach Resorts & Hotels in Upper Matecumbe Key

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Check availability on Upper Matecumbe Key Beach Resorts & Hotels

Tonight
22 Oct - 23 Oct
Tomorrow
23 Oct - 24 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 Nov

Our top choices for Upper Matecumbe Key beach hotels

A beach with palm trees and lounge chairs.
A balcony with two blue chairs and a small table, overlooking a beach with palm trees and a clear blue sky.
A balcony with two blue lounge chairs, a wooden ceiling, and a view of the ocean and palm trees.
A hotel room with a bed, a bedside table with a lamp, a small table with a basket, a blue and white striped ottoman, and a balcony with a view of palm trees and the ocean.

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
₹13,461
₹20,483 total
includes taxes & fees
26 Oct - 27 Oct
Chesapeake Beach Resort
A beach with palm trees, thatched-roof huts, and lounge chairs.
A modern kitchen with a microwave, stove, and refrigerator. There is a dining area with a table and chairs.
A bathroom with a marble floor, a wooden vanity, a toilet, and a shower curtain.
A living room with a sofa, armchair, coffee table, and lamp. There is a dining area with a table and chairs. The room has a kitchen area with a stove and cabinets.

2. Breezy Palms Resort

Breezy Palms Resort
Matecumbe
  • Sink your toes in soft sand steps away from this beachside resort with private marina.
₹6,561
₹12,302 total
includes taxes & fees
3 Nov - 4 Nov
Breezy Palms Resort
A beach with palm trees, a wooden pier, and beach chairs.
A modern kitchen with a central island, a dining area with a view, and a living space with a balcony overlooking the ocean.
A modern two-story beachfront property with balconies, a pool, and a sandy beach area.
Room

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.
₹18,062
₹25,528 total
includes taxes & fees
1 Nov - 2 Nov
Pines & Palms Resort
Exterior
A balcony with two white cups on saucers, overlooking a beach with palm trees and the ocean.
An indoor wooden structure with a thatched roof, multiple hanging spherical lights, and a central seating area.
View from property

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.
₹14,865
₹17,792 total
includes taxes & fees
26 Oct - 27 Oct
Casa Morada
A beach with palm trees, lounge chairs, and a view of the ocean.
A pool area with a view of the ocean, surrounded by palm trees and a clear sky.
A covered outdoor area with a view of a beach and palm trees.
A wooden interior with a large window overlooking a beach with a thatched umbrella and lounge chairs.

5. 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.
₹7,208
₹8,109 total
includes taxes & fees
28 Oct - 29 Oct
Rock Reef Resort
A beach with hammocks under palm trees, a sandy beach, and a clear blue sky.
A resort with a pool, multiple buildings, and a waterfront view.
A wooden dock extending into calm water, with tables and chairs under umbrellas, and a thatched-roof building in the background.
A balcony with two chairs and a small table, overlooking a body of water and greenery.

6. 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.
₹9,267
₹13,421 total
includes taxes & fees
28 Oct - 29 Oct
Dove Creek Resort & Marina, Trademark Collection by Wyndham
A beach with lounge chairs, kayaks, and a wooden pier.
A tree with string lights, a wooden bench, and a building in the background.
A beach with lounge chairs and a blue umbrella, a pier with boats, and a mural of wings on a wall.
A modern living room with a dark brown sofa, a coffee table, and a blue lamp. There is a kitchen area with a microwave and a coffee machine. A painting of a beach scene is on the wall.

7. 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.
₹8,431
₹10,548 total
includes taxes & fees
26 Oct - 27 Oct
Drift Hotel
A beach scene with colorful Adirondack chairs, a blue umbrella, and a view of the ocean.
A beachside lounge with two blue umbrellas, a hammock, and lounge chairs.
A pathway lined with palm trees and a speed limit sign of 5 MPH.
A sunset over a calm body of water with a dock and lounge chairs.

8. 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.
₹9,072
₹11,534 total
includes taxes & fees
25 Oct - 26 Oct
Seafarer Key Largo
A beachside seating area with Adirondack chairs and a table, palm trees, and a view of the ocean.
A beach with lounge chairs, palm trees, and a view of the water.
A paved pathway lined with palm trees leading to a beach area with lounge chairs and a view of the ocean.
A spacious bedroom with a bed, a dresser, a television, and a view of the sea through the window.

9. Atlantic Bay Resort

Atlantic Bay Resort
Tavernier
  • Unwind on a private white sand beach with kayaking and sunset views at this waterfront paradise
₹11,897
₹15,520 total
includes taxes & fees
26 Oct - 27 Oct
Atlantic Bay Resort
A beach with rows of sun loungers, a thatched hut, and a wooden walkway leading to the water.
A poolside area with a water feature, a palm tree, and lounge chairs.
A wooden pier leading to a thatched-roof structure with chairs and a table, overlooking the sea.
A balcony with a view of the sea, a white chair, and two buckets with a red shovel.

10. 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.
₹12,186
₹15,788 total
includes taxes & fees
25 Oct - 26 Oct
Ocean Pointe Suites at 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

Chesapeake Beach Resort

Chesapeake Beach Resort

10/10 Excellent
"We arrived at 1AM and still were served a glass of champagne. A real welcoming. Room was clean and well appointed. Breakfast of omelets and pancakes, yogurt, fruit and juices. Above and beyond. Right on the water with comp gear, two swimming pools. Doesn't get any better. We shall return."
John 1-night trip
Posted 2 hours ago
Chesapeake Beach Resort
Amara Cay Resort

Amara Cay Resort

10/10 Excellent
"Absolutely amazing!"
Catherine 2-night trip
Posted 7 hours ago
Amara Cay Resort
Waterside Suites & Marina

Waterside Suites & Marina

10/10 Excellent
"The room is big and two bathrooms so it is comfortable for us."
Injin 1-night trip
Posted 9 hours ago
Waterside Suites & Marina
Breezy Palms Resort

Breezy Palms Resort

10/10 Excellent
"Our second time at Breezy Palms. Night check in clerk is wonderful. Rooms were clean and well accommodating. Property grounds well maintained. If they’d add a bocce ball court or corn hole boards it would be even better. There’s a small beach, but not kept clear of seaweed and sargassum so not very inviting for getting in the water. Pool is large enough, never felt overcrowded."
Hayley 7-night trip
Posted 12 hours ago
Breezy Palms Resort
The Pelican Key Largo Cottages

The Pelican Key Largo Cottages

10/10 Excellent
"We first were given a very small room. It was clean but tiny. We up graded ourselves the waterfront property and oh my was it lovely. Only notable thing was the single serve coffee pot did not match the multi family room (they really should get a at least 4 cup pot). Lol I highly recommend this place it was lovely."
Olivia 2-night trip
Posted 14 hours ago
The Pelican Key Largo Cottages
Baker's Cay Resort Key Largo, Curio Collection by Hilton

Baker's Cay Resort Key Largo, Curio Collection by Hilton

10/10 Excellent
"The hotel is expensive enough anyway without hidden extras Stealth tax what they’ve now labelled resort $50 a night tax plus $25 per night car parking Shame because it has a lovely vibe about the place"
Dean 1-night trip
Posted 14 hours ago
Baker's Cay Resort Key Largo, Curio Collection by Hilton
Hadley Resort and Marina

Hadley Resort and Marina

10/10 Excellent
"Can’t wait to stay again in the spring. Amazing property."
Jason 1-night trip
Posted 15 hours ago
Hadley Resort and Marina
Hawks Cay Resort

Hawks Cay Resort

10/10 Excellent
"The place is very relaxing. Very clean. No bugs. Helpful polite staff. No complains at all. Just keep the fact that additional charges at check out are quite high."
Frederick 5-night trip
Posted 2 days ago
Hawks Cay Resort
Bayside Inn Key Largo

Bayside Inn Key Largo

8/10 Good
"I rented a suite (# 401), supposed to be the best. The problem is that I found a lot of deficiencies inside. First fan and light bulb in the room wasn’t working, no light bulb in the lamp corner of the room. Fan and light bulb not working either in dining table. The sofa was broken on the left side. My wife had to clean the stove and top of the refrigerator because too much dust and grease. I called maintenance and case was resolved more or less, but believe me for the price you paid for the suite I deserve better. Housekeeping should monitor better and check everything before rent any property. Outside the property was well maintained. Thanks to give me the the opportunity to explain a review of the place. However all staff on premises were very nice, helpful, courteous and friendly. Hope my review will be considered for future reference."
Raimundo 3-night trip
Posted 2 days ago
Bayside Inn Key Largo

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