Search Upper Matecumbe Key Villas

    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
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
25 Jul - 27 Jul
In two weeks
1 Aug - 3 Aug
In one month
15 Aug - 17 Aug
In two months
12 Sept - 14 Sept

Browse Select Upper Matecumbe Key Villas

The Islands of Islamorada
Relax by the pool surrounded by palm trees and enjoy stunning ocean views.

The Islands of Islamorada

4.0 star property
9.8 out of 10, Exceptional, (61)
"Absolutely outstanding resort. Legitimate 5 star property. "
The price is ₹47,189
₹57,818 total
includes taxes & fees
21 Jul - 22 Jul
The Islands of Islamorada
Waterfront House with Boat Dock
Relax on the spacious balcony with a sofa set and individual chairs, overlooking a serene landscape.

Waterfront House with Boat Dock

5.0 star property
6.0 out of 10, (1)
"Covered porch was nice for time outside. Inside was in need of work. Closets unfinished, no place to put any luggage, advertises a king bed and a queen bed, but only had a king and a full, no tp, or tissue products when we arrived. None of the above were deal breakers but just allot of small things that add up to frustration."
Waterfront House with Boat Dock
The Caribbean Resort Royal Palm South
Relax on a well-maintained beach with access to a tranquil pool and a shaded pavilion.

The Caribbean Resort Royal Palm South

3.5 star property
The Caribbean Resort Royal Palm South
Anglers Reef Villa 1
Stunning beachfront hotels with inviting porches and beautifully landscaped grounds.

Anglers Reef Villa 1

3.5 star property
9.4 out of 10, Exceptional, (3)
Anglers Reef Villa 1
Midnight Runner in Islamorada
Relax by the serene pool, surrounded by lush greenery and palm trees, with lounge chairs and umbrellas providing shade.

Midnight Runner in Islamorada

2.0 star property
Midnight Runner in Islamorada
The Salty B in Islamorada
Enjoy waterfront views and serene surroundings at this tranquil marina.

The Salty B in Islamorada

2.0 star property
The Salty B in Islamorada
Turtle Nest Estate in Islamorada
Relax on the beachfront deck with a pool and lounge chairs, surrounded by palm trees and a white fence.

Turtle Nest Estate in Islamorada

2.0 star property
Turtle Nest Estate in 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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free