Houseboat vacation rentals in Key West

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Top-rated houseboat rentals in Key West

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Boat in Islamorada

4.83 out of 5 average rating, 194 reviews

HOUSEBOAT 2BD, 1 BATH PRIVATE KEYS COTTAGE MULLET

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.

Superhost

The kitchen space features dark countertops and modern appliances, including a stove, refrigerator, and microwave. Natural light enters through a window above the sink, illuminating the room's coastal decor. A door leads outside, and a television is mounted on the wall.

Houseboat in Stock Island

4.8 out of 5 average rating, 20 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

Guest favorite

A floating houseboat is depicted, featuring a small deck with two chairs and a fishing rod. The entrance is visible, showcasing an indoor space with large windows. The surrounding water reflects the clear blue sky, enhancing the serene atmosphere.

Houseboat in Key Largo

4.94 out of 5 average rating, 16 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. Located in key largo, near Gilbert’s Resort. You will have free parking and an electric motor dinghy to go back and forward to the houseboat and to enjoy the area, also we provide a guided check-in to make the best of your experience.

Superhost

A cozy sleeping area is visible through an open doorway, featuring a spacious bed with crisp white linens. Natural light enters from nearby windows, highlighting the room's calming atmosphere. Plants are positioned near the windows, adding a touch of greenery to the space.

Boat in Marathon

4.79 out of 5 average rating, 253 reviews

Paradise awaits on this cozy houseboat!

Our vision is for you to kick back, relax, and find your home away from home! Wether you want to celebrate with your loved one or retreat by yourself this floating home offers comfortable space for 2 adults. Located near the 7 mile bridge in Marathon Florida on the Atlantic Ocean nestled in a quiet, reserved mangrove area. This spot is fantastic because you have unparalleled access to out of this world sunset/sunrise views. Kayak through the mangrove and explore the surrounding areas.

Guest favorite

A metal ladder extends from a wooden deck into calm, clear water, revealing a grassy underwater landscape. Soft ripples can be seen on the water's surface, under a partly cloudy sky with hints of blue peeking through.

Houseboat in Stock Island

4.86 out of 5 average rating, 21 reviews

Great Ocean Views!

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 may see many types of fish, stingrays, various crabs, starfish, octopus, lobsters, nurse sharks, and even manatee from time to time! From above; view gorgeous sunsets, various birds catching their meals and even a military jet formation on occasion.

Houseboat in Key West

4.83 out of 5 average rating, 214 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.

Guest favorite

Two white folding chairs are positioned on a deck overlooking calm waters at sunset. A small blue table sits between them, complemented by a soft pastel sky and silhouettes of boats in the distance.

Houseboat in Key West

4.95 out of 5 average rating, 120 reviews

Full houseboat with large observation deck

We invite you to stay at our unique houseboat “Wild One”. Wild One is anchored minutes (by boat) from Garrison Bight Marina which is at the heart of Key West. Rides will be given to and from Wild One at the beginning and end of your stay. We will provide one in and out ride per day during your stay. Ride times must also work around our charter schedule which you will be advised of. Rides can be requested after nightfall but are accepted on a case to case basis. Last ride is at 10pm

Top guest favorite

The image features a distant houseboat silhouetted against a vibrant sunset, reflecting shades of orange and purple on the water's surface. The view is taken from a skiff, with gentle ripples seen in the foreground, creating a serene atmosphere.

Boat in Islamorada

4.93 out of 5 average rating, 343 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.

Guest favorite

Several brightly colored kayaks are visible, resting on calm waters. Houseboats line the marina, each featuring a unique design, reflecting on the water's surface. Lush greenery and cloud-dotted skies create a serene backdrop, showcasing a blend of aquatic and residential life.

Houseboat in Big Pine Key

4.75 out of 5 average rating, 147 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.

Guest favorite

Houseboat in Marathon

4.89 out of 5 average rating, 119 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.

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.

Houseboat in Key West

5 out of 5 average rating, 45 reviews

Charming Houseboat in Key West

Key West Love Nest Attractive Houseboat "Pura Vida": A Peaceful Retreat for Lovers on the Water Welcome to your romantic oasis in the heart of Key West—a charming houseboat nestled in the tranquil waters, offering an enchanting escape for lovers seeking serenity and intimacy. You won’t forget your time in this romantic, memorable place.

Superhost

The expansive rooftop sun deck features comfortable lounge seating and a large table, providing a perfect spot for relaxation. The serene view includes boats docked in the water surrounded by lush mangroves under a clear blue sky, enhancing the outdoor experience.

Houseboat in Key West

4.87 out of 5 average rating, 243 reviews

Key West Luxury Houseboat at Yacht Club Resort

2x Queen Bedrooms 2x Ensuite Full Bath Queen Sleeper Sofa and 1/2 Bath PANORAMIC Ocean Views 200+ FIVE STAR Reviews- FIVE YEARS SuperHost Rated ~ SUN DECKS on All Levels, HUGE SKY Deck Rooftop Ocean-View Living Room ~ Floor-to-Ceiling Windows ~ 50 inch TV ~ Granite Countertops Throughout ~Full Kitchen, Full Size Appliances ~