Search Resort Hotels in Upper Matecumbe Key from CA $153

    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

Browse Select Upper Matecumbe Key Resorts

Cheeca Lodge & Spa

5.0 star property
9.0 out of 10, Wonderful, (1159)
"amazing stay"
The price is CA $245
CA $370 total
includes taxes & fees
Aug 27 - Aug 28
Cheeca Lodge & Spa

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

4.0 star property
8.6 out of 10, Excellent, (1005)
"I would stay here again "
The price is CA $351
CA $472 total
includes taxes & fees
Sep 2 - Sep 3
Baker's Cay Resort Key Largo, Curio Collection by Hilton

Amara Cay Resort

4.0 star property
9.0 out of 10, Wonderful, (1238)
"Always an amazing place to stay "
The price is CA $232
CA $353 total
includes taxes & fees
Sep 1 - Sep 2
Amara Cay Resort

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

3.5 star property
9.0 out of 10, Wonderful, (63)
"Great resort, excellent staff and customer service, I'll definitely coming back "
The price is CA $257
CA $381 total
includes taxes & fees
Aug 27 - Aug 28
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Playa Largo Resort & Spa, Autograph Collection

4.5 star property
9.0 out of 10, Wonderful, (1003)
"Love this property and the food is amazing!"
The price is CA $330
CA $448 total
includes taxes & fees
Sep 7 - Sep 8
Playa Largo Resort & Spa, Autograph Collection

Villas At Hawks Cay Resort

4.0 star property
8.6 out of 10, Excellent, (116)
"I loved my stay!"
Villas At Hawks Cay Resort

Lime Tree Bay Resort

3.5 star property
9.2 out of 10, Wonderful, (1088)
"This place was amazing for our 5 day stay. We will definitely be back in the future! "
The price is CA $153
CA $235 total
includes taxes & fees
Aug 26 - Aug 27
Lime Tree Bay Resort

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 CA $196
CA $313 total
includes taxes & fees
Sep 7 - Sep 8
La Siesta Resort & Villas

Matecumbe Resort

2.0 star property
8.8 out of 10, Excellent, (71)
"Rooms where clean, cool, and comfortable. I will visit again."
The price is CA $178
CA $201 total
includes taxes & fees
Aug 28 - Aug 29
Matecumbe Resort

2 BD/2BA VILLA WITH BOAT SLIP IN ISLAMORADA,FL

9.0 out of 10, Wonderful, (2)
"We enjoyed our stay here, although units are older and do need some sprucing up.It was nice to have a beach onsite, as well as a heated pool, the use of (older) bikes and kayaks. We were only a few miles from the action of Islamorada, including restaurants, tourist attractions, shopping, breweries"
2 BD/2BA VILLA WITH BOAT SLIP IN ISLAMORADA,FL

Keys Villa

10.0 out of 10, Exceptional, (7)
"Wonderful place to stay. It was quiet with a private beach. Just what we were looking for. "
Keys Villa

2 Bedrm / 2 Bath Private Beach Boat Dock Fishing Pier Pool Hot Tub Dream Vacay

2 Bedrm / 2 Bath Private Beach Boat Dock Fishing Pier Pool Hot Tub Dream Vacay

JULY 4th Islamorada BEACH paradise - 2 Bedrooms Boat Slip Ramp Pier Pool Hot Tub

JULY 4th Islamorada BEACH paradise - 2 Bedrooms Boat Slip Ramp Pier Pool Hot Tub

On the water in Islamorada elevated detached unit!!!

On the water in Islamorada elevated detached unit!!!

3-bedroom Townhome with Direct Ocean Views at resort in Islamorada

3-bedroom Townhome with Direct Ocean Views at resort in Islamorada

Beautiful oceanfront resort located at mile marker 73.8

Beautiful oceanfront resort located at mile marker 73.8
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

Top Upper Matecumbe Key Hotel Reviews