Upper Matecumbe Key Hotels

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks

Filter by

Guest rating
Guest rating
Star rating

Top 10 trending Upper Matecumbe Key hotels

Bayside Inn Key Largo

3.0 star property
8.6 out of 10, Excellent, (1543)
"Great location and loved the pier to watch the fireworks! "
The price is P6,863
P9,175 total
includes taxes & fees
Aug 24 - Aug 25
Bayside Inn Key Largo

Playa Largo Resort & Spa, Autograph Collection

4.5 star property
9.0 out of 10, Wonderful, (1005)
"Beautiful place"
The price is P13,436
P18,322 total
includes taxes & fees
Sep 1 - Sep 2
Playa Largo Resort & Spa, Autograph Collection

Drift Hotel

2.5 star property
9.0 out of 10, Wonderful, (1002)
"Perfect spot to stay in key largo , the beach small but private and clean"
Drift Hotel

Cheeca Lodge & Spa

5.0 star property
9.0 out of 10, Wonderful, (1142)
"Great chill location. "
The price is P11,575
P16,948 total
includes taxes & fees
Aug 13 - Aug 14
Cheeca Lodge & Spa

Islander Resort

4.0 star property
9.2 out of 10, Wonderful, (1009)
"Beautiful location loved the rooms and restaurants were excellent "
The price is P12,098
P17,536 total
includes taxes & fees
Aug 11 - Aug 12
Islander Resort

Pines & Palms Resort

3.0 star property
9.2 out of 10, Wonderful, (1000)
"Wonderful stay. Amazing desk staff upon arrival. "
Pines & Palms Resort

Sunset Inn

3.0 star property
9.4 out of 10, Exceptional, (1000)
"The motel, was affordable, clean, and safe."
The price is P6,976
P8,502 total
includes taxes & fees
Aug 26 - Aug 27
Sunset Inn

Breezy Palms Resort

2.5 star property
8.8 out of 10, Excellent, (499)
"Excellent room and staffs!!!!!"
The price is P4,857
P8,479 total
includes taxes & fees
Aug 19 - Aug 20
Breezy Palms Resort

La Siesta Resort & Villas

4.0 star property
8.6 out of 10, Excellent, (1003)
"Fantastic staff working there. Incredibly friendly and helpful. Very clean rooms and loved being able to take the water taxi to the 2 other resorts "
The price is P8,598
P13,534 total
includes taxes & fees
Sep 1 - Sep 2
La Siesta Resort & Villas

Amara Cay Resort

4.0 star property
8.8 out of 10, Excellent, (1236)
"Great hotel a family room "
The price is P9,776
P14,859 total
includes taxes & fees
Sep 1 - Sep 2
Amara Cay Resort

Chesapeake Beach Resort

3.5 star property
9.2 out of 10, Wonderful, (1485)
"The hotel is wonderful "
The price is P8,786
P13,156 total
includes taxes & fees
Aug 10 - Aug 11
Chesapeake Beach Resort

The Islands of Islamorada

4.0 star property
9.8 out of 10, Exceptional, (65)
"Absolutely outstanding resort. Legitimate 5 star property. "
The price is P31,699
P38,868 total
includes taxes & fees
Aug 6 - Aug 7
The Islands of Islamorada

Hadley Resort and Marina

3.5 star property
7.8 out of 10, Good, (1002)
"We stayed in the “Villas” on our 2nd stay and it was comfortable at a very affordable price. This is an older hotel and villa we had was clean and the furniture was in good condition. "
The price is P7,276
P10,084 total
includes taxes & fees
Aug 17 - Aug 18
Hadley Resort and Marina

Casa Morada

3.5 star property
9.4 out of 10, Exceptional, (406)
"Charming hotel with beautiful views! "
The price is P17,403
P21,536 total
includes taxes & fees
Aug 4 - Aug 5
Casa Morada

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

Islander Bayside Villas and Boatslips

3.5 star property
8.8 out of 10, Excellent, (378)
"The villas were nice and relaxing but the association with the islander resort made to stay great. "
The price is P12,522
P18,013 total
includes taxes & fees
Sep 1 - Sep 2
Islander Bayside Villas and Boatslips

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 P9,423
P12,563 total
includes taxes & fees
Aug 4 - Aug 5
Sands of Islamorada

Seafarer Key Largo

2.0 star property
9.4 out of 10, Exceptional, (98)
"Beautiful property!"
The price is P6,491
P8,120 total
includes taxes & fees
Aug 17 - Aug 18
Seafarer Key Largo

Coconut Palm Inn

3.0 star property
9.4 out of 10, Exceptional, (523)
"Very kind and generous host, Property is gorgeous"
The price is P14,018
P17,515 total
includes taxes & fees
Aug 5 - Aug 6
Coconut Palm Inn

Dolphin Point Villas

3.5 star property
9.6 out of 10, Exceptional, (448)
"Beautiful place to stay and relax, villas are amazing"
Dolphin Point Villas
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.
Showing deals for:Aug 15 - Aug 17
Save an average of 15% on thousands of hotels when you're signed in

Near an Attraction

Islamorada Brewery & Distillery

Islamorada Brewery & Distillery

You can take time to visit Islamorada Brewery & Distillery during your travels to Islamorada.

MoradaWay Arts & Cultural District

MoradaWay Arts & Cultural District

You can spend time browsing the exhibits at MoradaWay Arts & Cultural District during your travels in Islamorada.

Keys History & Discovery Center

Keys History & Discovery Center

You can spend time exploring the galleries in Keys History & Discovery Center during your trip to Islamorada.

Learn more about Upper Matecumbe Key

Check out the local area in Upper Matecumbe Key—home to attractions like Bud n' Mary's Dive Center and Florida Keys Brewing Co..

Islamorada showing a beach bar

Top Upper Matecumbe Key Hotel Reviews