Boat holiday rentals in Florida Keys

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Top-rated Boat Accommodation in Florida Keys

Guests agree: These boat accommodation options are highly rated for location, cleanliness and more.

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A classic Hans Christian sailboat is docked at a marina, featuring wooden accents and a blue canopy. The deck displays ample space with cushions and nautical equipment, while a scenic view of surrounding boats and palm trees is visible in the background under a partly cloudy sky.

Boat in Key West

4.8 out of 5 average rating, 15 reviews

Romantic Captain's Quarters

Create unforgettable memories and experience a one-of-a-kind getaway on this classic Hans Christian sailboat, a true Picasso on the water! Docked at the stunning Perry Marina and Resort, your stay promises adventure and romance. Unleash your creativity with provided art supplies and musical instruments. Take advantage of resort amenities: two swimming pools, three restaurants, shuttle service to downtown, parking, happy hour, and concierge services for outdoor activities. Book your escape today!

Top Guest favourite

The eco-friendly two-story River Queen vessel is anchored in a calm harbor, showcasing a modern design. The structure features large windows and a rooftop terrace, with a wind turbine on the left. The surrounding landscape includes lush greenery, complementing the serene water view.

Boat in Tavernier

4.92 out of 5 average rating, 396 reviews

Island Sanctuary Islamorada

Stay aboard the eco-friendly two-story 63 ft River Queen with a 360 degree view with beautiful sunrises and sets, mored 1/8 mi offshore in a quite harbor close to shopping center, movie theater, hospital, bars & restaurants. A 10-foot dinghy with small outboard to come & go from shore "ONLY", nowhere else. I also offer Personal Training, deep tissue work & Life Coach sessions. I live on the vessel about a hundred yards from you so if there are any questions, etc. I will be there to assist you.

Guest favourite

The sailing catamaran Purpus is shown gliding over the water, featuring a sleek white hull and a large deck. A spacious area is visible at the bow with crew members actively adjusting the sail. The overall design emphasizes both function and elegance.

Boat in Key West

4.89 out of 5 average rating, 37 reviews

Amazing 4 Bdrm, 4 Bath Catamaran- Sleeps up to 8

Enjoy all the comforts of home including 4 luxurious staterooms with queen sized beds each with its own private bathroom, a full kitchen with everything needed for on board meal prep, spacious living areas down below and above on the decks. The boat is in great condition and has been well maintained inside and out. Purpus is docked in a first class marina with access to free parking, restaurants, bars, ship store, pools, ice cream shop and laundry. Charter options available for additional fee.

Superhost

A spacious bed is adorned with various decorative pillows and a cozy blanket. The wall surrounding the bed is filled with diverse framed artworks and photographs, contributing to an artistic environment. A secondary bed is partially visible in the background.

Condo in Miami

4.83 out of 5 average rating, 258 reviews

Hippie Haven 420 Friendly In South Beach Miami

This building is one of the OLDEST BUILDINGS ON MIAMI BEACH. Built in the 60s. Please READ MY REVIEWS. DO NOT come here expecting to be staying in the RITZ CARLTON. For starters; this place is for the Hippie, relaxed, bohemian type. We fumigate after every stay so if you see a dead bug its because of that; I try my best but the building is old, please understand. THIS IS MY HOME AND I'M RENTING IT OUT. This is NOT A HOTEL. 420 Friendly, but NO CIGARETTES, BLACK & MILDS OR CIGARS SMOKED INSIDE.

Guest favourite

Boat in Key West

4.79 out of 5 average rating, 33 reviews

Beautiful 43 ' sportfish yacht

Come enjoy a yacht stay at Stock Island Yacht Club! Gorgeous facilities with Beach, pool, bar, and a gym!. The boat does not go out during the booking, but we can arrange a charter on it or other boats. We also rent street legal golf carts, outboard boats, and private backcountry sandbar charters. Come enjoy paradise on the Lisa Lynn! The marina has a small but gorgeous beach, amazing pool, and great tiki hut area. The tiki is at the end of a mangrove boardwalk, great place for a morning walk!

Guest favourite

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

4.9 out of 5 average rating, 237 reviews

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. 🛥️🌴🎣

A Viking Yacht is seen docked in the water at night, with blue lights illuminating the area around it. The boat's name, 'Against All Odds II,' is displayed prominently on the rear. A figure can be seen onboard, enhancing the vibrant, inviting atmosphere.

Boat in Marathon

4.5 out of 5 average rating, 38 reviews

Viking Yacht Getaway

BRAND NEW LOCATION @ THE PERRY HOTEL AND MARINA IN KEY WEST YOU GET FULL ACCESS TO THE RESORTS AMMENITES Dive into the beautiful weather of the Florida keys. Whether you enjoy your time fishing, kayaking in the sun or simply just hanging out with friends & family our beautiful Viking Yacht will make your time here priceless! Blazing hot water Cold AC and Refrigeration Pools Laundry Room Bath & Shower Ship Store Captains Lounge Dog Park Gym Shuttle to Duval Street Shuttle to & from Airport

Guest favourite

A traditional sailboat is moored in calm waters, displaying its full keel and wooden craftsmanship. Sunlight reflects off the turquoise water, while the Miami skyline is visible in the distance. A buoy floats beside the boat, indicating the mooring location.

Boat in Miami

5 out of 5 average rating, 18 reviews

Sailboat with a view

EnjoyScenics views of downtown Miami and the entry port.On the other side the islands that connect it to Miami beach. The boat is on a mooring, with unique 360 degrees view. At same time require to go from shore with a dinghy .we provide the service. We include 1 roundtrip per day then it's $7 per trip . Regular hours it's from 730 am till midnight. We have some exceptions for after hours with previous arrangements and during the ultra festival till 3am.And till 1:30 during art Basel .

Superhost

A sailing catamaran is anchored in clear turquoise waters, showcasing its modern design and spacious deck area. The boat features a blue canopy protecting outdoor seating, with lush greenery in the background against a bright sky.

Boat in Key Largo

Yacht/Catamaran ON THE WATER in a Key Largo marina

You Must contact us before booking, the boat is often booked far in advance with multi-day sailing trips which do not reflect on this calendar. Enjoy a unique vacation experience on our comfy sailing catamaran, docked, inside a small Key Largo marina. 3 full suites with bathrooms means 6 people comfortably sleep. This listing is for the catamaran INSIDE the marina, for sail trips, message us! Ask us about our TripAd\/is0r reviews too! Our guests always love their sailing adventures!

Guest favourite

A serene waterfront view captures a light-colored building with turquoise accents, surrounded by lush palm trees. The calm water reflects the structure and sky, creating a tranquil atmosphere. Soft clouds float above, enhancing the peaceful setting of the marina.

Boat in Key West

4.83 out of 5 average rating, 173 reviews

A Great Escape! Private 2 Bed Rm Beautiful Marina

Our Marina has a pool and a small private beach overlooking the beautiful Keys water! More affordable than most places in Key West while able to reconnect with nature at this private getaway on the Great Escape. As you approach the boat, you feel your dream vacation has come true . One of a lifetime. Staying on a beautiful sportfisher yacht, laying in the waters of the calm keys and in the most beautiful peaceful marina, will definitely set you free from all your worries and stress.

Top Guest favourite

A motor yacht named Story is anchored, showcasing a sleek white exterior. The back features a spacious upper deck with a canopy, along with a flag displayed prominently. Lush green trees line the background, indicating a natural setting along the water.

Boat in Naples

5 out of 5 average rating, 17 reviews

Story

Ever dreamed of living on the water? Waking up to gentle lap of water and a lazy morning on the upper deck with a great cup of coffee and warm conversation? Step on board Story–a 2-bedroom, 2 bath, motor yacht– and get a taste of the live-aboard magic with experienced hosts Dan and Karen. Located at Port of the Islands, Story is nestled near the Ten Thousand Islands, just south of Naples and Marco Island– and a stone’s throw from a wealth of Old Florida adventure in the Everglades.

Superhost

The yacht 'Just Chillin' is illuminated at night, showcasing its sleek design and multiple levels. Soft light emanates from the upper deck, highlighting the covered patio. Reflections of the boat shimmer on the water, creating a serene nighttime setting.

Boat in Key West

4.82 out of 5 average rating, 49 reviews

Just Chillin' Out on the Ocean: 1/2 Off Charters!

Live your dream of sleeping out on on the ocean in a deluxe cabin cruiser yacht. Yacht "Just Chillin" features two state rooms each with comfy queen beds, two full bathrooms, A/C, hot water, high speed internet, covered patio, full dining , kitchen, living rooms and more! The yacht is anchored out on the ocean: see unbelievable waterfront sunsets and wildlife right from the boat! Enjoy this unique experience! All guests receive HALF OFF excursions! Welcome Aboard!