Search Vacation Homes in Upper Matecumbe Key

    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
In one month
In two months

Vacation Homes in Upper Matecumbe Key

Chesapeake Beach Resort

3.5 star property
9.2 out of 10, Wonderful, (1486)
"Super nice staff! Great place to stay! "
The price is ₩206,269
₩309,798 total
includes taxes & fees
Aug 5 - Aug 6
Chesapeake Beach Resort

Cheeca Lodge & Spa

5.0 star property
9.0 out of 10, Wonderful, (1139)
"We absolutely loved our stay at cheeca, will not be our last!"
The price is ₩413,230
₩558,179 total
includes taxes & fees
Aug 11 - Aug 12
Cheeca Lodge & Spa

Amara Cay Resort

4.0 star property
8.8 out of 10, Excellent, (1241)
"Amazing stay"
The price is ₩268,461
₩393,760 total
includes taxes & fees
Aug 10 - Aug 11
Amara Cay Resort

Islander Resort

4.0 star property
9.2 out of 10, Wonderful, (1014)
"Beautiful location loved the rooms and restaurants were excellent "
The price is ₩287,464
₩416,686 total
includes taxes & fees
Aug 11 - Aug 12
Islander Resort

La Siesta Resort & Villas

4.0 star property
8.6 out of 10, Excellent, (1003)
"Pool and bar area very nice and fun for our family "
The price is ₩213,628
₩332,072 total
includes taxes & fees
Jul 28 - Jul 29
La Siesta Resort & Villas

Hadley Resort and Marina

3.5 star property
7.8 out of 10, Good, (1006)
"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 ₩163,288
₩228,795 total
includes taxes & fees
Aug 17 - Aug 18
Hadley Resort and Marina

La Jolla Resort

2.5 star property
9.0 out of 10, Wonderful, (1003)
"I love staying here! Old Florida charm and convenient to great restaurants!"
The price is ₩135,578
₩191,403 total
includes taxes & fees
Aug 10 - Aug 11
La Jolla Resort

Islander Bayside Villas and Boatslips

3.5 star property
8.8 out of 10, Excellent, (373)
"The villas were nice and relaxing but the association with the islander resort made to stay great. "
The price is ₩331,690
₩466,439 total
includes taxes & fees
Aug 10 - Aug 11
Islander Bayside Villas and Boatslips

Pines & Palms Resort

3.0 star property
9.2 out of 10, Wonderful, (1001)
"Clean, nice beach and pool area we had a great time. Highly recommend it."
The price is ₩247,523
₩354,655 total
includes taxes & fees
Jul 29 - Jul 30
Pines & Palms Resort

Sunset Inn

3.0 star property
9.4 out of 10, Exceptional, (1006)
"The motel, was affordable, clean, and safe."
The price is ₩172,893
₩210,070 total
includes taxes & fees
Jul 31 - Aug 1
Sunset Inn

Sands of Islamorada

2.5 star property
8.8 out of 10, Excellent, (385)
"Quiet place which made it a great place to sit and enjoy the view of the water."
The price is ₩255,677
₩334,288 total
includes taxes & fees
Aug 10 - Aug 11
Sands of Islamorada

The Caribbean Resort

3.5 star property
10.0 out of 10, Exceptional, (154)
"Definitely will be back! Such a nice, quiet little place. "
The Caribbean Resort

Casa Morada

3.5 star property
9.4 out of 10, Exceptional, (404)
"Charming hotel with beautiful views! "
The price is ₩376,260
₩465,625 total
includes taxes & fees
Jul 27 - Jul 28
Casa Morada

Bud N' Mary's Fishing Marina

2.0 star property
Bud N' Mary's Fishing Marina
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.
Save an average of 15% on thousands of hotels when you're signed in