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Houseboat holiday rentals in Monroe County

Find and book unique houseboat rentals on Airbnb

Top-Rated House Boat Accommodation in Monroe County

Guests agree: These House Boat Accommodation options are highly rated for location, cleanliness and more.

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Guest favourite
Houseboat in Islamorada Tavernier
4.9 out of 5 average rating, 265 reviews

Florida Keys Houseboat, unique waterfront stay-

Escape to the laid-back luxury of the Florida Keys aboard your own floating oasis. This fully equipped houseboat offers the perfect blend of comfort, adventure and true waterfront living. Wake up to breathtaking sunrises, sip your morning coffee as the marine life glide by, and fall asleep to the gentle sway of the water. Whether you’re celebrating something special or simply craving a one-of-a-kind getaway, this houseboat is the ideal home base for both keys adventures and peaceful retreats 💫

Guest favourite
A private conch cottage floats on calm waters, featuring a light green exterior with white trim. Spacious decks are present at the front and back, while paddle boards and kayaks are visible nearby, highlighting the connection to the surrounding nature.
Houseboat in Key West
4.95 out of 5 average rating, 81 reviews

Key West Outpost: eco-vacation

The Outpost is a unique experience. This is a place where you can be completely off the grid, but still have all of the amenities. Private conch cottage on the backcountry waters surrounding Key West. Enjoy watching the amazing wildlife from your private deck. You can paddle board, kayak or do some light tackle fishing right off the boat. You can even add eco-tours to enhance the adventure. We will take you out for arrival and bring you back on your departure day, via one of our other boats.

A spacious float house is anchored in calm waters, framed by a natural backdrop of greenery. A ladder leads to the upper deck, which offers additional outdoor space for relaxation. The house features large windows for ample natural light and showcases the essence of the Key West lifestyle.
Boat in Key West
4.66 out of 5 average rating, 92 reviews

The Salty Sunshine of Key West

Anchored in one of Key West's most serene and protected bays, the Salty Sunshine invites you to embark on a getaway or gather with friends for unforgettable memories in this vibrant island paradise. Experience the magic of Key West as the sun rises and sets uniquely over the shimmering waters of the Southernmost City. Enjoy unobstructed 360-degree views from the comfort of our top deck, coffee, sunrise, wine, sunset. Cherished memories that last a lifetime. Water taxi transportation needed.

Superhost
The exterior of the houseboat is showcased, featuring a spacious upper sun deck with white railings. A staircase leads from the deck down to the dock. The houseboat is moored in calm waters, surrounded by sailboats and a clear blue sky adorned with scattered clouds.
Houseboat in Stock Island
4.88 out of 5 average rating, 42 reviews

Stella on Stock Island

Perched on the shimmering waters, this 1 bedroom, 1 bath houseboat epitomizes cozy waterfront living. Step inside and you'll find yourself welcomed into an inviting living space. The living area transitions into a kitchen complete with essential appliances. Down the hall from the living area lies the bedroom offering a peaceful haven for rest and relaxation after a day spent exploring. An elegantly appointed bathroom awaits, featuring modern fixtures and amenities. Queen Bed & Sofa Bed

An open living area features a leather sofa with decorative cushions, complemented by a stylish coffee table. Exposed wooden beams highlight the ceiling, while natural light enters through windows, illuminating the adjacent kitchen and patio area visible through glass doors.
Boat in Islamorada
4.82 out of 5 average rating, 266 reviews

HOUSEBOAT 2BD, PRIVATE KEYS COTTAGE LOGGERHEAD

Tucked away in the vibrant Florida Keys, is our pristine paradise. We are located in the heart of Islamorada, where the weather is always gorgeous, the fishing never disappoints, and the sunsets are mesmerizing. If you are seeking a relaxing get away, look no further. On site, you will have the luxury of renting your own private boat. Boat rentals are 20% off for guests! Unfortunately, we do not have spare slips for private boats at this time. A 5% lodging tax will be charged on arrival.

Guest favourite
The houseboat features a sleek exterior with a covered patio and roof deck offering panoramic views. The clear water surrounds the unit, contributing to a serene atmosphere. Docking areas are visible, alongside a wooden walkway leading to the entrance.
Houseboat in Stock Island
5 out of 5 average rating, 20 reviews

Great Ocean Views! No regrets

Your Ocean front vacation house on water awaits you! Experience Key West staying above it's beautiful clear water. There is a little something for everyone from adventure seekers, to people who just want to get away and enjoy island life. You will see all kinds of sea life including a manatee from time to time! From deck view gorgeous sunsets, various sea birds catching their meals and even a military jet formation on occasion. Many great areas to kayak/paddle board off the boa.

Guest favourite
A solar and wind powered houseboat is moored on calm waters, featuring bright yellow shutters and a roof deck. Wind turbines and an American flag adorn the top, contrasting with the soothing blue sky and fluffy clouds in the background.
Boat in Islamorada
4.93 out of 5 average rating, 380 reviews

360 DEGREE WATERVIEW HOUSEBOAT

IMPORTANT Enjoy your own private retreat aboard a solar and wind powered houseboat moored 1/2 mile from land in the beautiful Islamorada Please do not arrive after dark and NO night riding. Need experience with hand pull outboard motors a 12 foot skiff with a 6hp outboard motor is provided reliable to go back and forth from shore NOT reliable for exploring No hot water on shower, heat water in Tpots or Solar bags. Please shave before arriving No suitcases, least amount of cloths.

A spacious bed is situated against a wall adorned with a unique, colorful design. Large glass doors provide a view of the marina, revealing boats and the waterfront outside, with natural light filtering into the room.
Boat in Key West
4.68 out of 5 average rating, 47 reviews

Glamorous Houseboat Stay @ The Perry

Welcome to the Enchantress. This modern houseboat has been handcrafted to provide a warm and wholehearted True Key West experience, perfect for couples seeking a romantic getaway. Featuring a contemporary design and sleek interiors, a stylish retreat with stunning water views. Enjoy the rooftop, where you can soak in a 360° view of the waters, or unwind in the fresh Queen -size bed. With a modern kitchennette and resort amenities, indulge in comfort and luxury during your stay.

A compact kitchen area is equipped with a gas stove, microwave, and refrigerator, featuring white cabinetry and wood accents. A small dining counter with two chairs provides seating. Natural light enters from nearby windows, leading to a partially visible sleeping area.
Houseboat in Big Pine Key
4.75 out of 5 average rating, 153 reviews

2-Bedroom Aqualodge # 11 Grouper

This 2 Bedroom Aqualodge is an adorable accommodation in the Old Wooden Bridge Resort and Marina. You are able to enjoy the resort amenities during your stay. Beautiful Salt Water pool, Fish Cleaning Stations. Renters can also bring their boat or rent a boat from OWB at an additional fee. There is NO Swimming in the Marina Boat Basin. There is a beautiful salt water pool to use for your swimming pleasure. This is a marina with houseboats and rental boats in the slips.

Superhost
A cozy living space features a navy blue sofa adorned with nautical-themed throw pillows. A dining area with a glass table and chairs is visible in the background, alongside a decorative display of framed art and a potted plant. Natural light filters through the windows.
Houseboat in Marathon
4.88 out of 5 average rating, 138 reviews

Houseboat Getaway In Marathon

Get ready to indulge in a relaxing and unforgettable experience at the first overwater houseboat getaway in Marathon, Florida! 🌴🌊 What awaits you is - fun filled days living and exploring out on the fabulous florida keys waters in your own private aqualodge, breathtaking sunsets, and a private sanctuary perched above the sea. 😍 Don't miss out on this one-of-a-kind experience! Book your stay now and create memories that will last a lifetime.

Superhost
Houseboat in Key Largo
4.78 out of 5 average rating, 41 reviews

House boat unique experience!

Enjoy the lovely setting, whether you want to celebrate with your partner or retreat by yourself, this floating off grid home offers comfortable space for 2 adults, with private deck, perfect for lounging, dining, or simply enjoying the stunning ocean views. Include free parking and an electric motor dinghy, also we provide a guided check-in to make the best of your experience.

The exterior of the Dolphin houseboat is displayed, featuring a sign with the name 'Dolphin'. The structure is situated on a dock, with sliding glass doors that lead inside. A serene water view is visible in the background, complemented by a pastel sunset sky.
Boat in Tavernier
4.86 out of 5 average rating, 29 reviews

Aqua Villa Houseboat "Dolphin" with upper deck

Are you ready to be adventurous , do something unique and fun? Well, it doesn’t get much more unique than this! Welcome to The Aqua Villas at Mangrove Marina Resorts... “Dolphin” houseboat, located between Key Largo and Islamorada in Tavernier at Mile Marker 91.7 on the Bayside, in a protected tranquil oasis cove of Community Harbor, in the beautiful Florida Keys.

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