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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Top Guest favourite
The two-story eco-friendly River Queen vessel is anchored on tranquil waters. Its modern design is complemented by expansive windows, and a spacious rooftop deck is visible. The 10-foot dinghy is secured alongside, providing easy access to the shore.
Boat in Tavernier
4.91 out of 5 average rating, 380 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
A light-filled living area features a neutral-colored sofa and a round coffee table. Two elegant lamps provide soft illumination. A view of a green, tropical-themed outdoor area is visible through large glass doors, creating a seamless connection between indoor and outdoor spaces.
Home in Miami
4.87 out of 5 average rating, 106 reviews

Home near Brickell Miami, 5 min to the Beach!

This amazing home situated in a convenient location of Miami, was professionally designed and accommodated to suit your vacation needs. Enjoy our chef inspired large fully equipped kitchen, our ample sophisticated and modern bathrooms, as well as our comfortable bedrooms, upgraded with fine linens and hotel quality mattresses. The Roads is an incredible neighborhood in the limits of Brickell, filled with sidewalks, roundabouts, wide tree lined streets surrounded by tropical native Miami plants.

Top 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
4.91 out of 5 average rating, 207 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. 🛥️🌴🎣

Superhost
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, 15 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
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
4.83 out of 5 average rating, 24 reviews

Yacht Just Chillin': Anchored Out on the Ocean!

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 charter guests receive 2-for-1 water shuttles for their stay! Welcome Aboard!

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!

Superhost
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
4.8 out of 5 average rating, 143 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.

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, 5 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.

A 30-foot boat is docked in the marina, displaying a clean white hull with the name 'Lady Christine' featured on the stern. A blue canopy provides shade over the cockpit area, which includes comfortable seating. The surrounding marina features additional boats in the background.
Boat in Key West
4.84 out of 5 average rating, 182 reviews

"Lady Christine" at Beautiful Resort/Marina

Experience the best that Key West has to offer while staying on a lovely Bayliner. Just 5 miles from downtown Key West. Waterfront living, wonderful amenities and access to an abundance of excursions that leave right from the marina. Parking space right in front of the boat slip and a free hourly shuttle to downtown Key West! Bicycle and Scooter rentals available on site, Waterfront Swimming pool, 2 restaurants, Complimentary WiFi access, 24hr fitness center and laundry facilities

Guest favourite
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, 252 reviews

Hippie Haven 420 Friendly In South Beach Miami

This place is in South Beach Miami Beach. You'll meet me on the 14th and Euclid to check you in directly. For starters; this place is for the Hippie, relaxed, bohemian type. There are pictures on the wall for conversation starters and artistic expression. There are carpets on the floor to give a smooth, comfortable, soft feeling under your feet, as well as the carpets.are cleaned and/or upgraded periodically. NO CIGARETTES, BLACK & MILDS OR CIGARS SMOKED INSIDE. PERIOD.

Superhost
Boat in Key West
4.84 out of 5 average rating, 31 reviews

Beautiful 42ft Catamaran 1 mile from Duval St.

Escape to paradise aboard our 420 Lagoon, 42' catamaran anchored in turquoise waters off Key West. Recently refit, she offers 3 cozy cabins, 3 baths (two full shower), a well-equipped galley, and full A/C. Sleeps 6 with space to relax inside or on deck under the stars. Sway with gentle waves, watch dolphins swim by, and let island breezes and sunsets make this your private floating getaway in the Keys.

Top Guest favourite
A sailboat is anchored in calm waters during sunset, with vibrant orange and purple hues reflected on the surface. The silhouette of the boat, featuring a tall mast and a shaded cockpit area, contrasts against the colorful sky. Nearby boats are visible in the distance.
Boat in Miami
4.98 out of 5 average rating, 832 reviews

Hunter 26 Sailboat

A one-of-a-kind experience for those who want to enjoy Miami from a different perspective. Can accommodate up to two people, includes a basic toilet and freshwater. The boat is anchored in Biscayne Bay, which allows you to view the Miami skyline from a distance. You'll be in the famous Coconut Grove area. I will be taking you from the dinghy dock to the boat. Two kayaks are included for guests.

Popular amenities for Florida Keys boat rentals

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