Boat vacation rentals in Key West

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Top-rated boat rentals in Key West

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Guest favorite

Boat in Tavernier

4.92 out of 5 average rating, 349 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.

Superhost

Boat in Key West

4.91 out of 5 average rating, 11 reviews

Amazing 4 Bdrm, 4 Bath Catamaran - Purpus

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, ships store, pools, coffee shop and laundry. Charter options available for additional fee.

Superhost

Boat in Key West

4.85 out of 5 average rating, 39 reviews

Make Memories and Enjoy Sunsets on Euphoria

PLEASE READ ALL THE SECTIONS IN THE LISTING. 31ft BOAT ANCHORED at 1.5 mile off Key West NOT IN A MARINA. Transportation to the boat by water shuttle, fee not included in stay. REMEMBER ITS A BOAT, FUN EXCITING, ACCEPTANCE OF TRANSIENCE AND IMPERFECTIONS. THE AESTHETIC IS SOMETIMES DESCRIBED AS ONE OF APPRECIATING BEAUTY THAT IS IMPERFECT, IMPERMANENT AND INCOMPLETE IN NATURE. Embracing simplicity, nature imperfection and find joy, peace that nothing is perfect in this world. Enjoy Life

Boat in Key West

4.61 out of 5 average rating, 95 reviews

Luxury 40 ft yacht in paradise awaits you!

The boat address is 7005 Shrimp Rd at the Perry Marina. Enjoy all the beauty the keys has to offer from this open concept luxury motor yacht. Wake up with coffee on the large back deck & then end it with a glass of wine on the fly bridge for sunset. We are located at one of the most prestigious resorts in Key West - 2 swimming pools, 3 bars and restaurants, fire pit, shuttle service, and free parking. This will truly be an experience of a lifetime! The boat is not offered for charters.

Boat in Key West

4.71 out of 5 average rating, 7 reviews

Memories of a Lifetime! A one of a Kind Sailboat!

Based in the incredible Perry Marina and Resort, your vacation aboard this stunning historical sailboat will be a treasured one. All the comforts of home - 2 private bedrooms, 2 bathrooms, AC, comfortable works space, art supplies and musical instruments. Offers 2 swimming pools, 3 restaurants, shuttle service downtown, parking, happy hour, and many water activities - snorkel trips to the reef, sunset sail, fishing charters. Incredible opportunity to create magical moments and memories.

Superhost

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!

Boat in Key West

4.83 out of 5 average rating, 6 reviews

Panoramic Private Yacht on the Ocean!

Experience on-board yacht living on your own floating home on an anchor is Key West! With access to the prestigious Perry Hotel and Marina, Key West. Exclusive access to two pools, bars and restaurants, 24 hour gym, private showers and a free shuttle to and from downtown Key West. Charters and water shuttles available for an additional fee. This classic Coastal Cruiser has been renovated and updated with more comforts than home. Look no further for your Key West luxury island getaway!

Guest favorite

Boat in Key West

4.86 out of 5 average rating, 150 reviews

ALL INCLUSIVE! Snorkel/Sail/Spear Fish/Fishing/Fun

You will love staying on this 45' GulfStar Sloop. The boat boasts 2 BR, 1.5 bath with shower, full working galley, A/C throughout and plenty of room to relax down below. Every reservation comes with a sunset sail along with day sailing, snorkeling or fishing. Layout and be lazy on the spacious deck or whatever you would like to do! Visit SailAway GetAways on FB for more detailed view. **Unfortunately one night reservations do not allow time for excursions. Except a sunset sail.**

Guest favorite

Boat in Islamorada

4.92 out of 5 average rating, 329 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

Boat in Stock Island

5 out of 5 average rating, 15 reviews

Spacious Trawler @ Luxury Marina

This is a new listing but we are experienced AirBNBers. Keeping the price low to get some initial 5 star reviews! Welcome aboard our cozy 37-foot trawler, nestled at the prestigious Perry Marina, and discover Coconut Row, one of the largest - and last of its kind - live-aboard communities in the U.S. PLEASE VIEW VIDEO BEFORE BOOKING: search "Caretta walk through" on Youtube Access to amenities include 2 swimming pools, dockside restaurants and bars, fitness center and more.

Boat in Key West

4.8 out of 5 average rating, 116 reviews

Last Minute Discount! 48' Yacht & Beautiful Resort

Enjoy exclusive use of this 48-foot yacht all to yourselves, with the opportunity to get close to ocean life. This yacht is docked at the Perry Hotel & Marina, with free access to two stunning waterfront swimming pools, live music, three restaurants, complimentary shuttle service, & more. Come and go on the yacht anytime, day or night. Participating in an ocean excursion on this yacht is mandatory & comes at an extra charge. Inquire here about our other yachts in our fleet

Guest favorite

Boat in Key West

4.91 out of 5 average rating, 11 reviews

The SeaRay Experience

Welcome aboard the Cozy Sea Ray Experience! This cozy yacht boasts a stylish interior with two staterooms, one half bathroom, a fully equipped galley, and a comfortable salon. Enjoy breathtaking views from the flybridge or unwind in the living spaces. Equipped with modern amenities, this vessel offers a unique stay, perfect for relaxing cruises or entertaining guests. Experience the allure of life on the water with our well-maintained, Sea Ray Experience