Upper Matecumbe Key Hotels

Start date: Check-in selected.
To Date
End date: Check-out
    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

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

Top 10 trending Upper Matecumbe Key hotels

Chesapeake Beach Resort

3.5 star property
9.2 out of 10, Wonderful, (1533)
"Wonderful property, breakfast was awesome "
The price is P7,151
P11,327 total
includes taxes & fees
Oct 8 - Oct 9
Chesapeake Beach Resort

Cheeca Lodge & Spa

5.0 star property
9.2 out of 10, Wonderful, (1217)
"Beautiful and relaxing hotel!!"
The price is P8,111
P13,063 total
includes taxes & fees
Oct 8 - Oct 9
Cheeca Lodge & Spa

Amara Cay Resort

4.0 star property
8.8 out of 10, Excellent, (1254)
"Great hotel with a perfect location and friendly staff."
The price is P7,773
P12,586 total
includes taxes & fees
Oct 16 - Oct 17
Amara Cay Resort

Sunset Inn

3.0 star property
9.4 out of 10, Exceptional, (1002)
"Great place to stay!"
The price is P6,437
P7,893 total
includes taxes & fees
Oct 20 - Oct 21
Sunset Inn

Pines & Palms Resort

3.0 star property
9.2 out of 10, Wonderful, (1002)
"Very nice place to stay "
Pines & Palms Resort

La Siesta Resort & Villas

4.0 star property
8.6 out of 10, Excellent, (1001)
"Great rooms"
The price is P6,992
P11,708 total
includes taxes & fees
Oct 16 - Oct 17
La Siesta Resort & Villas

Islander Resort

4.0 star property
9.2 out of 10, Wonderful, (1005)
"Stunning resort with great amenities and excellent service! "
The price is P10,503
P15,755 total
includes taxes & fees
Oct 8 - Oct 9
Islander Resort

Casa Morada

3.5 star property
9.4 out of 10, Exceptional, (409)
"The marina was clean and convenient."
Casa Morada

Hadley Resort and Marina

3.5 star property
7.8 out of 10, Good, (1002)
"Loved the rooms very spacious. Ocean view was amazing very close to restaurants "
The price is P5,619
P8,225 total
includes taxes & fees
Oct 8 - Oct 9
Hadley Resort and Marina

Breezy Palms Resort

2.5 star property
8.8 out of 10, Excellent, (543)
"Spacious rooms and location was great for what we needed. "
The price is P4,487
P8,073 total
includes taxes & fees
Oct 15 - Oct 16
Breezy Palms Resort

The Islands of Islamorada

4.0 star property
9.8 out of 10, Exceptional, (66)
"Absolutely outstanding resort. Legitimate 5 star property. "
The price is P32,093
P39,321 total
includes taxes & fees
Oct 8 - Oct 9
The Islands of Islamorada

La Jolla Resort

2.5 star property
9.0 out of 10, Wonderful, (1002)
"The location is great..nice beach and dock area..room was very nice.. will definitely plan to return for a longer stay"
La Jolla Resort

Sands of Islamorada

2.5 star property
8.8 out of 10, Excellent, (389)
"The hotel was reasonably priced and while a little dated, the rooms were large and clean. The staff was SUPER nice. All in all, a great place to stay a couple nights in the keys at a reasonable price. Would definitely recommend!"
The price is P9,394
P11,357 total
includes taxes & fees
Oct 8 - Oct 9
Sands of Islamorada

Bayside Villas by Islander Resort

3.5 star property
8.8 out of 10, Excellent, (391)
"Great place to stay"
The price is P10,153
P15,361 total
includes taxes & fees
Oct 14 - Oct 15
Bayside Villas by Islander Resort

Rock Reef Resort

2.5 star property
9.2 out of 10, Wonderful, (1032)
"Old place but amazing views, clean rooms, nice staff "
Rock Reef Resort

Coconut Cove Resort and Marina

3.0 star property
7.6 out of 10, Good, (822)
"Staff was very friendly and accommodating and the facility was clean and quiet."
The price is P7,300
P8,212 total
includes taxes & fees
Oct 8 - Oct 9
Coconut Cove Resort and Marina

Lime Tree Bay Resort

3.5 star property
9.2 out of 10, Wonderful, (1075)
"So close to the ocean was amazing. "
Lime Tree Bay Resort

Hawks Cay Resort

4.0 star property
8.0 out of 10, Very Good, (1008)
"Nice property with great vies and nice restaurants and great staff "
The price is P17,806
P24,109 total
includes taxes & fees
Oct 14 - Oct 15
Hawks Cay Resort

Bayside Inn Key Largo

3.0 star property
8.6 out of 10, Excellent, (1578)
"Great stay "
The price is P6,360
P8,614 total
includes taxes & fees
Oct 14 - Oct 15
Bayside Inn Key Largo

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

3.5 star property
9.0 out of 10, Wonderful, (93)
"Beautiful place to stay"
The price is P10,862
P16,093 total
includes taxes & fees
Oct 14 - Oct 15
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
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:Oct 17 - Oct 19
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

More cheap stays in Upper Matecumbe Key

More cheap stays in Upper Matecumbe Key

Explore a world of travel with Expedia

Explore a world of travel with Expedia