Beach Hotels in Upper Matecumbe Key, Islamorada

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Check availability on Upper Matecumbe Key Beach Hotels

Tonight
Aug 24 - Aug 25
Tomorrow
Aug 25 - Aug 26
Next weekend
Aug 29 - Aug 31
In two weeks
Sep 5 - Sep 7

Top Upper Matecumbe Key Beach Hotels

Our top choices for Upper Matecumbe Key beach hotels

La Jolla Resort
Private beach, fishing

La Jolla Resort

2.5 star property
9.0 out of 10, Wonderful, (1001)
"I love staying here! Old Florida charm and convenient to great restaurants!"
La Jolla Resort
Chesapeake Beach Resort
Private beach, white sand, sun loungers, beach towels

Chesapeake Beach Resort

3.5 star property
9.2 out of 10, Wonderful, (1498)
"Excellent location on the ocean and everything was really perfect. will stay there again"
The price is P6,979
P11,054 total
includes taxes & fees
Aug 25 - Aug 26
Chesapeake Beach Resort
Pines & Palms Resort
Exterior

Pines & Palms Resort

3.0 star property
9.2 out of 10, Wonderful, (1000)
"Clean, nice beach and pool area we had a great time. Highly recommend it."
Pines & Palms Resort
Islander Resort
Exterior

Islander Resort

4.0 star property
9.2 out of 10, Wonderful, (1004)
"The resort is perfect!!"
The price is P11,389
P16,656 total
includes taxes & fees
Sep 21 - Sep 22
Islander Resort
Breezy Palms Resort
Exterior

Breezy Palms Resort

2.5 star property
8.8 out of 10, Excellent, (514)
"Best kept secret, love staying here,!"
The price is P4,379
P7,878 total
includes taxes & fees
Sep 15 - Sep 16
Breezy Palms Resort
Amara Cay Resort
Exterior

Amara Cay Resort

4.0 star property
9.0 out of 10, Wonderful, (1238)
"Always an amazing place to stay "
The price is P9,571
P14,547 total
includes taxes & fees
Sep 1 - Sep 2
Amara Cay Resort
La Siesta Resort & Villas
Outdoor pool, sun loungers

La Siesta Resort & Villas

4.0 star property
8.6 out of 10, Excellent, (1008)
"perfect family hotel with a keys flare."
The price is P8,418
P13,250 total
includes taxes & fees
Sep 3 - Sep 4
La Siesta Resort & Villas
Islander Bayside Villas and Boatslips
Restaurant

Islander Bayside Villas and Boatslips

3.5 star property
8.8 out of 10, Excellent, (380)
"The villas were nice and relaxing but the association with the islander resort made to stay great. "
The price is P10,660
P15,836 total
includes taxes & fees
Sep 24 - Sep 25
Islander Bayside Villas and Boatslips
Cheeca Lodge & Spa
Private beach, sun loungers, beach umbrellas, beach towels

Cheeca Lodge & Spa

5.0 star property
9.0 out of 10, Wonderful, (1159)
"amazing stay"
The price is P10,193
P15,311 total
includes taxes & fees
Aug 27 - Aug 28
Cheeca Lodge & Spa
Sands of Islamorada
Terrace/patio

Sands of Islamorada

2.5 star property
8.8 out of 10, Excellent, (387)
"Quiet place which made it a great place to sit and enjoy the view of the water."
The price is P9,168
P11,083 total
includes taxes & fees
Sep 7 - Sep 8
Sands of Islamorada
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.

Top Upper Matecumbe Key Hotel Reviews

Waterside Suites & Marina

Waterside Suites & Marina

10/10 Excellent
"The room was very clean.Bed was comfortable outside balcony was relaxing with a nice view of the marina."
Anonymous traveler 1-night trip
Posted 6 hours ago
Waterside Suites & Marina