
House holiday rentals in Lower Matecumbe Key
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Top-rated house rentals in Lower Matecumbe Key
Guests agree: these houses are highly rated for location, cleanliness and more.

Waterfront / Ocean Access Canal / Kamp Key
This quaint Keys-style home offers timeless charm in a premier waterfront setting on an ocean-access canal. The open-concept living, kitchen, and dining area flows effortlessly through the terrace to the backyard, where a private dock invites boating and fishing, and an outdoor bar and dining area offer an effortless al fresco setting. Savor serene nights in lighter-than-cotton bedsheets, bath rituals with natural Pure Fiji products and opulent towels. Enhanced cleaning practices implemented.

Tiny Home on Waterfront | Bay Views | Deck | Pool
Down by the waters of Manatee Bay, you’ll find this idyllic tiny home for 6. With a full kitchen, three comfy beds,and access to a community pool, this is a prime location to enjoy the best of Key Largo. Sit on the deck and dip your toes in the water or explore the bay using the available kayaks and paddle boards. 10 Min Drive to the Gilbert’s Resort 15 Min Drive to John Pennekamp Coral Reef State Park 22 Min Drive to African Queen Canal Cruise Experience Key Largo With Us & Learn More Below!

Captain’s Quarters Ahoy Mateys! Florida, Keys
This is located at the Florida Keys in Key Colony, Marathon. It is a spacious two bedroom, two bathroom duplex surrounded by water. It is a renovated beauty and close to the best restaurants and the tranquility of this city. It is the perfect getaway where you can recharge your exhausted batteries. Captain’s Quarters is a clean and spacious base camp location for the many adventures that await you in this amazing location. Water views and the accessibility to the best fishing in the world.

Heart of Islamorada ~ Private Boat Dockage
Welcome to the coastal home of your dreams in the relaxed retreat of Coral Cove. Upon arrival, you’ll find that everything in town is within walking, biking, or paddling distance. Nestled in the heart of Islamorada, our community is secluded in a protected cove among mangroves. Located directly on the bay, our development offers convenient boat dockage, a community pool, and access to various water sports. Enjoy being less than a mile from the finest restaurants, bars, and shops in town.

Flakey's
Flakeys, short for Florida Keys is everything you would expect to find on the small Caribbean island. Its paradise! Located in the heart of Islamorada there is no need for a car. You can walk or bike to the best restaurants, bars, beaches and shops this island has to offer. On Morada Way in the middle of the Art and Culture district. Everything at Flakeys is brand NEW! All new appliances, furniture and decor. Shabby Island Chic! Affordable, super clean and you can't beat the location.

Luxury Heated Pool/Jacuzzi, Games & Nice Backyard.
✨Bring the whole family to this great located house with a nice pool with spa, combo game table and lots of room for fun, and enjoy the beach, restaurants and entertainments around the area. ✨5BRs with smart TVs and comfortable mattresses and pillows. 3BR upstairs/2BR downstairs. ✨3 bathrooms, 1BR downstairs/2BR upstairs. ✨2 kitchens fully equipped with everything you may need. ✨Nice and quite neighborhood. ✨Sunsets are amazing at The Florida Keys. ✨Guest are always our priority.

Off The Charts-Waterfront Tiki Bar & Private Dock
Welcome to a one-of-a-kind Florida Keys escape! This unique home, originally used as the Islamorada Courthouse, has been thoughtfully transformed into a stunning waterfront getaway while keeping its historic charm. Located in the heart of Islamorada, this property offers access to what the Keys are known for: the best fishing, dining, and great sunsets. For the comfort and safety of all guests, our accommodation is designed for guests aged 12 years and older. Pets are not permitted.

Oceanfront Tiny Villa in the Heart of the FL Keys
Welcome to your happy place in the beautiful Florida Keys! Our oceanfront villa is located on Duck Key right outside of Marathon and next to the world famous Hawks Cay Resort. Halfway between Key Largo and Key West, it’s the perfect location to explore all our island paradise has to offer. Enjoy world class fishing, diving and snorkeling or kick back with a cold beverage and enjoy a stunning sunset on one of our covered porches. And always remember…it’s 5 o’clock somewhere!!

Islamorada Bungalow #5
Bring the whole family to this great place with lots of room for fun.Escape to our charming 2-bedroom, 1-bathroom bungalow in Islamorada, FL, where luxury and convenience await! Relax on the spacious patio and take a refreshing dip in the pool, perfect for unwinding after a day of exploring nearby attractions. You're just moments away from pristine beaches, world-class fishing. Whether you seek adventure or relaxation. Secure your stay now for an unforgettable experience!

Angler’s Eden
Amazing get-away in the beautiful Florida Keys! This property (constructed in 2018) is a haven for families seeking to escape to paradise year-round. Situated on a deep water canal with ocean access and enough dock space to park your boat for the week. A floating dock is also provided with kayaks. Enjoy the large pool or ping pong table, or lounging in the sun! Beautiful Sombrero Beach is within walking distance (approx 1.5 miles) via a paved bike path.

Private Pool Tropical Oasis - Centrally Located
Centrally located in the Florida keys, this beautiful three-bedroom home is steps away from fishing, restaurants, boat rentals and water sports. The property features a private and lush backyard filled with your own private pool, loungers and outdoor games. In the evening, unwind with a refreshing drink under the outdoor lighting or in the heated pool. The villa includes a high chair, pack and play, bed rails, booster seat, baby gate and kids dishware.

4BR 3B, Heated Pool & Spa, 60' Dock
Enjoy breathtaking views of the Gulf and Ocean from the screened in patio of this beautiful 4 BEDROOM/3 BATH canal front home. Bring your boat to the 60' dock on a 200' wide canal just 10' away from the Ocean. Relax by the pool/spa area after a day of fishing. A pool heater is offered as an option for your convenience. Please inquire about water heater fee and operating instructions before booking. (VR Lic # PLR2020-00104)
Popular amenities for house rentals in Lower Matecumbe Key
House rentals with a pool

Pristine Islamorada Pool Home with Ocean View and

Beach House in Marathon with Amazing Backyard!

3/2 Home w Dock, lagoon, kayaks!

The Paradise 2

Keys Marathon Oceanfront, 4BR, 3.5 Bath Pool Home.

Beach House, Private Pool, Dock, Gulf View Sunsets

NEW! Private Pool, 50’ Dock, Kayaks, Waterfront

Las Olas
Weekly house rentals

Best Location in Marathon & KCB!

Sunset Catch Gulf Front, Pool, Dock, Kayaks, Fish

75130 Overseas Highway- VR 24-0415

Tropical Keys Retreat | Pool | Hot Tub | Cinema

Searenity Vacation Rental! Pool, Tiki Hut, Dockage

Boating Paradise Villa rental Lic# VACA-25-124

P01 - New 3 bed, 3 bath with private pool

Gorgeous Ocean View Home!
Private house rentals

Brand New Luxury Oceanfront Home w/ Pool, 38' Slip

Tiki Hut w/TV, Pool, Kayak, Paddleboards, Bikes!

Keys Paradise 3/3 Waterfront, Jacuzzi, Kayaks+More

OceanView 2/2.5 w Beach Pool & Marina Islamorada

Blue Waters Stay - Free Kayaks 2/2.5 Coastal Villa

Waterfront Key Largo Home - Tropical Paradise

Paradise Cove! 50ft Dock Pool BBQ

Coastal Keys Escape - New Pool, Dock & Quick Ocean
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- House rentals Monroe County
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- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Calusa Campground
- Schnebly Redland's Winery & Brewery
- Homestead-Miami Speedway
- Coral Castle
- Bahia Honda State Park
- Robbies Marina Of Islamorada
- Seven Mile Bridge
- Everglades Alligator Farm
- Theater of the Sea
- Ernest F. Coe Visitor Center
- Key Largo Kampground And Marina
- Florida Keys Aquarium Encounters
- Dolphin Research Center
- Harry Harris Beach and Park
- Founder's Park
- History Of Diving Museum
- Homestead Bayfront Park
- Conch Key
- Fruit & Spice Park
- Curry Hammock State Park
- The Rain Barrel Village





