Search Vacation Homes in Lower 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 Lower Matecumbe Key

Oceanfront 165ft beach-Dock-Heated pool-4K sq.ft 4 bed/5 bath-Next avail 8.9.25

10.0 out of 10, Exceptional, (82)
Oceanfront 165ft beach-Dock-Heated pool-4K sq.ft 4 bed/5 bath-Next avail 8.9.25

Best Deals in Duck Key . 2 Bedroom /2 Bath w/40' 'Dock, Trailer Storage Incl,

10.0 out of 10, Exceptional, (170)
"This was a wonderful place to stay and relax while exploring the Florida Keys"
Best Deals in Duck Key . 2 Bedroom /2 Bath w/40' 'Dock, Trailer Storage Incl,

DUPLEX IN DUCK KEY Grand 3/2 W/90' Private Dock, Trailer Storage included

10.0 out of 10, Exceptional, (148)
"We were in the Keys for a long weekend. This was a very convenient location and a beautiful setting. "
DUPLEX IN DUCK KEY Grand 3/2 W/90' Private Dock, Trailer Storage included

Great Water Front 2 Story Townhouse With Boat Slip available at additional cost

8.6 out of 10, Excellent, (42)
"This was a great spot to enjoy a large part of the Keys chain. The location midway down the Keys gave us access to so much. The space was exactly what we needed. The area was lovely and the amenities on the property were fantastic. Julio was great to work with and responded to our questions and needs very quickly."
Great Water Front 2 Story Townhouse With Boat Slip available at additional cost

Oceanfront Estate with Private 350 foot Pier, Heated Pool, Pet Friendly

9.4 out of 10, Exceptional, (94)
"We had the best week at Shanie's lovely house! Location is even prettier in person!! The pool was always warm and clean, thanks to JP. We would definitely visit again."
Oceanfront Estate with Private 350 foot Pier, Heated Pool, Pet Friendly

Waterfront, dog-friendly home with beautiful canal view & 2 shaded porches

9.6 out of 10, Exceptional, (17)
"Escaped the snow and single digit temps for shorts and sunshine in February. The water was every bit as beautiful as the pictures. Toms of fish to see around the dock which the kids loved. Short drive to great restaurants and dog friendly beach. Plenty of room to spread out in the like new property. Very safe area to walk around and let the kids play. Would definitely recommend for a family getaway!"
Waterfront, dog-friendly home with beautiful canal view & 2 shaded porches

WOW! WATERFRONT CANAL HOME-RELAXING, FRESH & CLEAN-FISH, SWIM, SNORKEL CLOSE BY!

9.6 out of 10, Exceptional, (80)
"Great stay, lovely setting and location! Our second time here!"
WOW! WATERFRONT CANAL HOME-RELAXING, FRESH & CLEAN-FISH, SWIM, SNORKEL CLOSE BY!

Restful waterfront townhome with deck, great water views & washer/dryer

9.2 out of 10, Wonderful, (81)
"We enjoyed our stay. Great base to make day trips to Key West and the Everglades. Close enough to Marathon Key for beaches, excursions, shopping and dining. "
Restful waterfront townhome with deck, great water views & washer/dryer

4 Bedroom 3 Bathroom Sanctuary Villa W/ Private Pool & 35ft dock upon request

10.0 out of 10, Exceptional, (1)
"Property was spacious and meticulously maintained. Frank is very informative, absolute pleasure to deal with."
The price is ¥107,908
¥200,744 total
includes taxes & fees
Jun 30 - Jul 1
4 Bedroom 3 Bathroom Sanctuary Villa W/ Private Pool & 35ft dock upon request

Private Pool Home: 4BR/2.5BA Sanctuary Village Villa 7222

8.0 out of 10, Very Good, (10)
"All good "
Private Pool Home: 4BR/2.5BA Sanctuary Village Villa 7222

Manatee Bay: Escape to this 2BR Duck Key Villa, Private Patio, Dip Pool & Easy Access to Marathon

9.8 out of 10, Exceptional, (31)
"Excellent location off the main drag with quiet stay and perfect place to have as a base of operation for sightseeing and fishing."
Manatee Bay: Escape to this 2BR Duck Key Villa, Private Patio, Dip Pool & Easy Access to Marathon

NEW! Stunning Oceanfront Estate with Private Pool ~ Beach - 2026+ Calendar only

NEW! Stunning Oceanfront Estate with Private Pool ~ Beach - 2026+ Calendar only

OCEANFRONT ANGLERS REEF in ISLAMORADA -Pool, Dock, Beach, Kayaks, Paddle Boards

10.0 out of 10, Exceptional, (181)
"We had a great visit! Great central location and perfect amenities for our family! Enjoyed the pool, fishing at the docks, kayaking and the comfortable space and cleanliness! Hosts checked on us every step of the way and made everything super easy! Would highly recommend for sure!! We will be back!!"
OCEANFRONT ANGLERS REEF in ISLAMORADA -Pool, Dock, Beach, Kayaks, Paddle Boards

Venetian Tropics weekly Pvt home w/heated Pool, 3 bedroom /70ft dock w/canal

9.6 out of 10, Exceptional, (55)
"This location is beautiful and the host is extremely responsive."
Venetian Tropics weekly Pvt home w/heated Pool, 3 bedroom /70ft dock w/canal

Charming townhome with ocean views, an open porch & steps from the water

10.0 out of 10, Exceptional, (1)
"We absolutely loved the unit inside and outside! It was very clean and accommodating! Duck Key is a very beautiful area and the unit has a canal water view in the back yard! However, within a few steps you could see both the Atlantic Ocean and Golf of America with the bridge going over the water! Beautiful view from the upstairs bedroom balcony!!!! We had a couple issues, but Vacasa immediately communicated with us and had their handyman there to fix the toilet and get us a new coffee pot...
Charming townhome with ocean views, an open porch & steps from the water

Villa 5053 on Duck Key BOAT SLIP available

9.6 out of 10, Exceptional, (43)
"It was beautiful weather & great place! Thank you!"
The price is ¥31,551
¥79,886 total
includes taxes & fees
Jun 18 - Jun 19
Villa 5053 on Duck Key BOAT SLIP available

Beach House🌴Waterfront, Private Pool, Boat Dock on Gulf with Amazing Sunsets!☀️

9.8 out of 10, Exceptional, (117)
"Great house in nice quiet neighborhood! Close to Marathon for groceries, restaurants etc. Loved the proximity to Curry Hammock State Park, nice quiet beach! Not far from larger Sombrero Beach. House was clean and exactly as pictured! Would rent again!"
Beach House🌴Waterfront, Private Pool, Boat Dock on Gulf with Amazing Sunsets!☀️

Private Room Waterfront Access, sleeps 2

9.0 out of 10, Wonderful, (6)
"Property was secluded with a gated entrance. The grounds were beautiful and the waterfront area was magical. It had a very relaxing atmosphere and we didn't want to leave! Leslie was a fantastic hostess and we look forward to staying again in the future"
The price is ¥11,382
¥21,467 total
includes taxes & fees
Jun 18 - Jun 19
Private Room Waterfront Access, sleeps 2

7 Bedroom with Dockage, Pool, Firepit, Paddle Boards & Kayaks

10.0 out of 10, Exceptional, (54)
"The house was beautiful! Immaculate, updated and large enough for our family of 14!L"
7 Bedroom with Dockage, Pool, Firepit, Paddle Boards & Kayaks

Spectacular Ocean Front Home In Beautiful Islamorada!Slip,Com Pool, & Prv Bch

10.0 out of 10, Exceptional, (38)
"Beautiful property!"
Spectacular Ocean Front Home In Beautiful Islamorada!Slip,Com Pool, & Prv Bch
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