Search Cottages in Upper Matecumbe Key

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
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Sep 26 - Sep 28
In two weeks
Oct 3 - Oct 5
In one month
Oct 17 - Oct 19
In two months
Nov 14 - Nov 16

Cottages in Upper Matecumbe Key

Key Largo Home w/ Dock & Private Beach Access
House (3 Bedrooms) | Interior

Key Largo Home w/ Dock & Private Beach Access

3.0 star property
Key Largo Home w/ Dock & Private Beach Access
Canal-front Florida Keys Home w/ Dock!
House (2 Bedrooms) | Interior

Canal-front Florida Keys Home w/ Dock!

3.0 star property
Canal-front Florida Keys Home w/ Dock!
Luxury Key Largo Home w/ Guest House & Pool!
House (3 Bedrooms) | Interior

Luxury Key Largo Home w/ Guest House & Pool!

3.0 star property
Luxury Key Largo Home w/ Guest House & Pool!
Waterfront Gem w/ Decks, Views & More in Key Largo
Interior

Waterfront Gem w/ Decks, Views & More in Key Largo

3.0 star property
Waterfront Gem w/ Decks, Views & More in Key Largo
Walk to Beach: Home 8 Mi to Key Largo!
Interior

Walk to Beach: Home 8 Mi to Key Largo!

3.0 star property
Walk to Beach: Home 8 Mi to Key Largo!
Soothing Duck Key Vacation Rental!
Exterior

Soothing Duck Key Vacation Rental!

3.0 star property
Soothing Duck Key Vacation Rental!
Close to Beach: Canal-front Home in Islamorada
House (4 Bedrooms) | Interior

Close to Beach: Canal-front Home in Islamorada

3.0 star property
Close to Beach: Canal-front Home in Islamorada
Marathon Vacation Rental With Pool Access!
Property grounds

Marathon Vacation Rental With Pool Access!

3.0 star property
Marathon Vacation Rental With Pool Access!
Half-mi to Boat Ramp: Canal-front Florida Keys Gem
House (4 Bedrooms) | Front of property

Half-mi to Boat Ramp: Canal-front Florida Keys Gem

3.0 star property
Half-mi to Boat Ramp: Canal-front Florida Keys Gem
1 Mi to Dtwn: Oceanfront Gem w/ Resort Amenities!
House (Multiple Bedrooms) | Interior

1 Mi to Dtwn: Oceanfront Gem w/ Resort Amenities!

3.0 star property
1 Mi to Dtwn: Oceanfront Gem w/ Resort Amenities!
< 1 Mi to Pennekamp State Park: Luxe Home w/ Dock!
House (4 Bedrooms) | Interior

< 1 Mi to Pennekamp State Park: Luxe Home w/ Dock!

3.0 star property
< 1 Mi to Pennekamp State Park: Luxe Home w/ Dock!
Canal-front Key Largo Retreat w/ Community Beach!
House (4 Bedrooms) | Interior

Canal-front Key Largo Retreat w/ Community Beach!

3.0 star property
Canal-front Key Largo Retreat w/ Community Beach!
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Upper Matecumbe Key Hotel Reviews

Sunset Inn

Sunset Inn

10/10 Excellent
"It was a wonderful stay. The ladies at the front desk are more than amazing. The room is super cute and clean. Pool was wonderful We are looking forward to staying here again. Also, lots of places to eat are walkable. "
Richard 3-night trip
Posted 1 day ago
Sunset Inn

Find out more about Upper Matecumbe Key

Find out more about Upper Matecumbe Key

Upper Matecumbe Key Cottages information

Number of reviews
Accommodation
11 Cottages
Lowest Price
Highest Price

Explore a world of travel with Expedia

Explore a world of travel with Expedia