
House vacation rentals in Lower Matecumbe Key
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Top-rated house rentals in Lower Matecumbe Key
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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!
4.91 out of 5 average rating, 208 reviews
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.
4.93 out of 5 average rating, 154 reviews
Largo Getaway: 3 King Suites + In-Law Space
🔑 Managed by KEYLARGOTRAVELS See our profile for all listings. VIRTUAL TOUR: YouTube @Keylargotravels, go to Shorts it is called Mariners 🛏 SLEEPING Bedroom 1 – First Floor In-Law Suite: King bed, en-suite full bathroom with shower, plus a full-size sleeper sofa in the living area Bedroom 2 – Third Floor Master: King bed, en-suite full bathroom, plus a twin floor mattress available if needed Bedroom 3 – Third Floor Guest Suite: King bed plus twin bunk beds, en-suite full bathroom
4.93 out of 5 average rating, 100 reviews
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.
4.97 out of 5 average rating, 220 reviews
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.
5.0 out of 5 average rating, 15 reviews
75130 Overseas Highway- VR 24-0415
Great house in Lower Matecumbe (south side of Islamorada) at the 75 mile marker on the bayside. This house has fabulous sunset views in a nice quiet part of town. There is a small beach area in the back with palm trees giving you a little more privacy. A screened in porch with tables and chairs makes for a great sunset watching area. The house has a deck on the roof that allows for you to see both sides of the island! (This home does not have dockage for a boat.) WEEKLY RENTAL
5.0 out of 5 average rating, 6 reviews
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!!
4.92 out of 5 average rating, 252 reviews
Marathon Oceanfront 4BR Private Pool 60’ Boat Dock
Wake up to open-water views at your private oceanfront retreat in Marathon. Bring the boat, step into your private pool, Perfect for families and boating groups.Your private 60' dock offers direct water access, freshwater for rinsing gear and flushing engines, while parking accommodates up to 4 vehicles. • Direct oceanfront setting • Private swimming pool • Private 60' boat dock • Complimentary kayaks • Sleeps up to 10 • Parking for 4 vehicles • Wi-Fi + dedicated workspace
5.0 out of 5 average rating, 6 reviews
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!
4.81 out of 5 average rating, 42 reviews
Gorgeous Ocean View Home!
Beautiful family friendly ocean view home centrally located in the heart of Marathon (only 10min from Sombrero Beach) were you’ll be able to do many things like snorkeling, fishing, boating, Scuba, museums, visit the aquarium, and/or the dolphin research center, and even dine on the water with many restaurants selections near by. This property does NOT have dock space for a boat or trailer parking. Licensed and inspected by the city of Marathon Lic.# VACA-23-144
4.84 out of 5 average rating, 100 reviews
Waterfront Condo | Heart of Islamorada | Boat Slip
Nestled in the sought after Bay Harbour community, this spacious waterfront condo offers everything you need for an unforgettable stay in Islamorada - the Sport fishing capital of the world. Whether you are planning a fishing adventure, family getaway, or relaxing retreat, you'll be minutes from the best dining, sandbars, snorkeling and sunsets the Keys have to offer. Just a few steps away is a pool, hot tub, tennis court, gym and club house available for guests.
5.0 out of 5 average rating, 3 reviews
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.
5.0 out of 5 average rating, 120 reviewsPopular amenities for Lower Matecumbe Key house rentals
House rentals with a pool

4BR 3B, Heated Pool & Spa, 60' Dock
4.95 out of 5 average rating, 108 reviews
TheSandbar: Partial Ocean view,Pool,Free Dockage
5.0 out of 5 average rating, 27 reviews
El Encanto | Private pool & tropical tiki
4.96 out of 5 average rating, 24 reviews
Beach House, Private Pool, Dock, Gulf View Sunsets
4.93 out of 5 average rating, 82 reviews
OceanView 2/2.5 w Beach Pool & Marina Islamorada
5.0 out of 5 average rating, 22 reviews
The Villa by the Bay Pool/Boat Dock, Islamorada Fl
5.0 out of 5 average rating, 12 reviews
4-Bedroom Coastal Retreat *Special Fall Rates*
5.0 out of 5 average rating, 11 reviews
Luxury Oasis, Pool, Kayaks, Dock, Near Beach
5.0 out of 5 average rating, 18 reviewsWeekly house rentals

Treehouse de Lujo | Amplio Parqueo |
4.92 out of 5 average rating, 36 reviews
Villa del Sol | Waterfront 2BR Villa | Free Kayaks
5.0 out of 5 average rating, 24 reviews
Searenity Vacation Rental! Pool, Tiki Hut, Dockage
5.0 out of 5 average rating, 5 reviews
Emerald Palms ~ Waterfront ~ Pool ~ Dock ~ Games
5.0 out of 5 average rating, 3 reviews
P01 - New 3 bed, 3 bath with private pool
5.0 out of 5 average rating, 12 reviews
Pristine Islamorada Pool Home with Ocean View and
5.0 out of 5 average rating, 26 reviews
Sunset Key Escape/Pool, Dock, Kayaks & Gulf Access
4.73 out of 5 average rating, 26 reviews
Blue Waters Stay | Waterfront Villa | Kayaks
5.0 out of 5 average rating, 27 reviewsPrivate house rentals

Oceanview Villa w/ Private Rooftop & Pool
4.8 out of 5 average rating, 15 reviews
Luxury 3/2 Mini-golf, Hot Tub, Kayaks & Pedal boat
4.96 out of 5 average rating, 48 reviews
SAY'S BY THE SEA
4.89 out of 5 average rating, 19 reviews
Welcome to Paradise! Private Pool, SUPs, Kayak!
4.86 out of 5 average rating, 36 reviews
3/2 Home w Dock, lagoon, kayaks!
4.86 out of 5 average rating, 14 reviews
Private Gated Cottage | Hot Tub | Pet Friendly
4.97 out of 5 average rating, 58 reviews
KCB Tropical Escape
5.0 out of 5 average rating, 17 reviews
Ocean Shores Villa 1 with Pool and Boat Slip
4.92 out of 5 average rating, 86 reviewsDestinations to explore
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- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Homestead-Miami Speedway
- Schnebly Redland's Winery & Brewery
- Coral Castle
- Bahia Honda State Park
- Seven Mile Bridge
- Robbies Marina Of Islamorada
- Everglades Alligator Farm
- Key Largo Kampground And Marina
- Theater of the Sea
- Ernest F. Coe Visitor Center
- Florida Keys Aquarium Encounters
- Harry Harris Beach and Park
- Dolphin Research Center
- Founder's Park
- History Of Diving Museum
- Homestead Bayfront Park
- Calusa Campground
- Conch Key
- Fruit & Spice Park
- Curry Hammock State Park
- The Rain Barrel Village





