Houseboat vacation rentals in Key West

4.9 out of 5 average rating, 235 reviews

A motorboat is anchored on calm waters, featuring a spacious front deck. Two individuals are seated comfortably, enjoying the view. The boat's sleek design is complemented by a canopy overhead and small steps leading into the water, creating a relaxed atmosphere.

Boat in Key West

Stay on Roxie - free transport & snacks, BYOB.

Read our reviews and relax with last minute weather cancellation! 🌞 Shower, toilet and power to recharge phones, full cellular. Enjoy a peaceful night or two on the water! Free parking and one free round trip transport to/from Roxie per night stay! Roxie is anchored in ~3ft lagoon. We live on a boat a half-mile away if you need anything at all! Roxie has a Keurig, coffee pods, bread, peanut butter-jelly, and bottled waters. No cooking but you may bring to-go food, beer/booze/wine. 🛥️🌴🎣

4.95 out of 5 average rating, 79 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 modern living space features a comfortable gray sectional sofa complemented by yellow decorative pillows. Large glass doors open to a view of the outdoors, while natural light fills the area. A compact kitchen with white cabinetry is visible in the corner.

Houseboat in Key Colony Beach

4.69 out of 5 average rating, 26 reviews

Two Bedroom Aqua Lodge! Dolphin

Key Colony Marina offers dual stateroom brand new Aqualodges for weekly and monthly rentals. Each Aqualodge has a fully equipped kitchen, living room, 2 bedrooms, Includes access to the BEAUTIFUL Cabana Club! Direct TV Stream, WIFI, and A/C. Check in 3:00PM and check out 11:00 AM. Boat Rentals, bike rentals, kayak & paddle board rentals, fishing charters on site, bait and tackle shop. Everything you need to experience the best of the Keys. No smoking. Four people max sorry no infants allowed.

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

4.69 out of 5 average rating, 89 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.

Houseboat in Stock Island

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.

4.87 out of 5 average rating, 39 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

4.81 out of 5 average rating, 264 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.

A spacious houseboat floats gracefully on calm waters under a vibrant blue sky. The exterior features a sleek white design with large windows, providing ample natural light. A small dock extends from the side, offering convenient access to the boat.

4.8 out of 5 average rating, 257 reviews

Happys Houseboat

Looking for a unique and unforgettable vacation experience in Key West? Look no further than this charming houseboat listed on Airbnb! Escape the ordinary and indulge in the tranquility of living on the water. Our houseboat offers all the comforts of a cozy home, with the added bonus of breathtaking views and a prime location. Included in the rental is use of a skiff to get to and from land and a seventh generation local captain to assist in check in and give a tour of the Houseboat.

Houseboat in Stock Island

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.

5 out of 5 average rating, 17 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.

4.93 out of 5 average rating, 378 reviews

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

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

4.67 out of 5 average rating, 45 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.

4.75 out of 5 average rating, 152 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, 136 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.

Popular amenities for Key West houseboat rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly houseboat rentals

Houseboat in Islamorada Tavernier

4.9 out of 5 average rating, 264 reviews

Florida Keys Houseboat, unique waterfront stay-

The exterior of the Sea Biscuit houseboat is presented, showcasing a simple white facade and a large glass door offering natural light. An air conditioning unit is mounted beside the door, and a set of stairs leads down to the water.

Boat in Tavernier

4.29 out of 5 average rating, 14 reviews

Aqua Lodge Houseboat "Sea Biscuit"

The exterior of the Yellowtail houseboat is shown, featuring a modern design with large glass doors and a welcoming entryway. A lifebuoy is mounted on the wall, and air conditioning units are visible on both the houseboat and nearby units. The deck leads to the dock, enhancing accessibility.

Boat in Tavernier

4.81 out of 5 average rating, 63 reviews

Aqua Lodge Houseboat "Yellow Tail "

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

4.85 out of 5 average rating, 27 reviews

Aqua Villa Houseboat "Dolphin" with upper deck

An open-plan living area displays a smooth tile floor and exposed wooden beams overhead. A brown leather sofa and a coffee table are positioned on a decorative rug, while two white chairs complement a small dining space. Natural light enters through the window with wooden blinds.

Boat in Islamorada

4.83 out of 5 average rating, 215 reviews

HOUSEBOAT 2BD, 1 BATH PRIVATE KEYS COTTAGE MULLET

The exterior of the Captain's Quarters houseboat is displayed, featuring a colorful turquoise facade with the name 'CAPTAINS QUARTERS' prominently above the entrance. Sliding glass doors are framed by white curtains, and a wooden deck extends over the water, secured with ropes.

Houseboat in Tavernier

4.67 out of 5 average rating, 15 reviews

Aqua Lodge Houseboat "Captain's Quarters"

Houseboat rentals with a patio

4.89 out of 5 average rating, 45 reviews

A single kayak glides through a serene mangrove tunnel, surrounded by lush greenery. The still water reflects the vibrant foliage above, creating a calming atmosphere. The branches arch gracefully overhead, providing a sense of enclosure in this natural waterway.

Houseboat in Marathon

Adventurers escape breathtaking off-grid houseboat

Top guest favorite

The charming houseboat 'Pura Vida' floats serenely on the calm waters, reflecting the soft blues of the sky. Lush green mangroves frame the background, creating a peaceful and inviting setting, perfect for a romantic escape.

4.99 out of 5 average rating, 81 reviews

Charming Houseboat in Key West

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.

4.95 out of 5 average rating, 79 reviews

Key West Outpost: eco-vacation

Houseboat in Stock Island

4.87 out of 5 average rating, 39 reviews

Stella on Stock Island

Superhost

Houseboat in Marathon

4.88 out of 5 average rating, 136 reviews

Houseboat Getaway In Marathon

Superhost

The houseboat is anchored in the Cow Key Channel, featuring a sunlit exterior with a white finish. A deck extends from the entrance, complemented by a hammock and kayaks nearby. Clear blue skies and calm waters create a peaceful setting.

4.93 out of 5 average rating, 223 reviews

Beautiful Houseboat in Key West

A bright living area features a gray sectional couch and a light wood dining area. Large sliding doors open to reveal an outdoor space with seating. Natural light brightens the room, accentuating the wooden beam ceiling and white cabinetry.

Houseboat in Key Colony Beach

4.65 out of 5 average rating, 23 reviews

Delightful Aqualodge! Cabana Club Access! Sailfish

Waterfront houseboat rentals

A spacious living room features two sofas, one of which is a fold-out bed, and a coffee table centered on a patterned area rug. Large windows with wooden blinds allow light to fill the room, highlighting the full kitchen area and breakfast bar in the background.

4.77 out of 5 average rating, 354 reviews

Key West Houseboat Paradise

A unique tiki structure sits on calm waters, featuring a distinctive peaked thatched roof. The wooden deck surrounds an open living space with seating areas, allowing for relaxation while enjoying expansive views of the horizon and serene water.

4.92 out of 5 average rating, 344 reviews

Tiki Suites~The Grand Tiki~Private Water Stay

A well-equipped kitchen features wooden cabinetry and a granite countertop. Appliances include a microwave, refrigerator, and coffee maker. Natural light enters through a window, highlighting the tiled floor and decorative elements on the countertop.

4.67 out of 5 average rating, 60 reviews

1 Bedroom Floating Cabin # 9 Hammerhead

The exterior of the Aqualodge is showcased, featuring a bright white façade and a covered porch with light blue chairs. A wooden walkway extends along the marina, lined with tropical greenery. The setting is enhanced by clear skies and a hint of the water in the background.

4.59 out of 5 average rating, 102 reviews

2 Bedroom Aqualodge # 1 Mahi

A cozy sitting area features a leather futon complemented by wooden accents. Large windows allow natural light to fill the space and provide views of the water outside. Soft, patterned curtains frame the windows, while vibrant images on the walls add character.

4.75 out of 5 average rating, 48 reviews

1 Bedroom Aqualodge # 6 Tarpon

An interior view of the cabin showcases a functional layout with a kitchen area featuring wooden cabinetry and modern appliances. A sofa bed sits next to a dining table, while a bunk bed with blue bedding is visible in the background, accompanied by bright red curtains that frame the windows.

4.56 out of 5 average rating, 9 reviews

1 Bedroom Floating Cabin # 3 Hogfish

A clean-lined Aqualodge houseboat is docked at the marina, showcasing large windows and a spacious deck with railings. Surrounding boats and the tranquil water can be seen, highlighting the marina's environment and connectivity to the surrounding nature.

4.86 out of 5 average rating, 81 reviews

2 Bedroom Aqualodge # 10 Sailfish

The living area features a futon with wooden frames, providing a comfortable seating and sleeping option. Natural light filters through the windows, covered with bamboo shades. A modern television sits on a stand, and the kitchen is equipped with a double sink and essential appliances.