Boat vacation rentals in Caribbean

Find and book unique boat rentals on Airbnb

Top-rated boat rentals in Caribbean

Guests agree: these boat rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Condo in Miami

4.84 out of 5 average rating, 232 reviews

Miami Beach 420 Friendly Yachts Available Just Ask

LET ME CREATE YOUR ENTIRE ITINERARY. READ THE REVIEWS to see how much of an effort we make to ensure you have the BEST TIME while here. This place is in SOUTH BEACH MIAMI not the venetian causeway. Prime Location 💯. NO CIGARETTE SMOKING, NO ANIMALS ALLOWED & NO SHOES INSIDE. Keep in mind that other people live within the building, so be aware of the noise but HAVE FUN. This is not a hotel; this is an Air bnb. You will NOT find a better deal on MIAMI BEACH in this area with a host like Vincent.

Guest favorite

Boat in Tavernier

4.92 out of 5 average rating, 351 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

Home in Longboat Key

4.86 out of 5 average rating, 110 reviews

Summer House longboat key

Luxurious waterfront 3 Bedroom home with bay and and canal view with extra dock that can accommodate up to 21 ft+-heated pool, tropical landscaping with coconut palms, outside patio and grill. Fish on the dock and watch dolphins and manatee. Truly a tropical paradise just 7 minute Walk to your own private beach, It is a private home nestled on a canal that is 2 houses from Sarasota Bay. Our home is situated in the desirable quiet neighborhood of Country Club Shore minutes from at Armand’s circle

Superhost

Boat in Cidra

4.86 out of 5 average rating, 195 reviews

Cozy Sailboat at the Montains (air conditioned)

Escape to the unique & enchanting "Mountain Sailboat Retreat," anchored in the mountains of Cayey & Cidra, Puerto Rico. Imagine the beauty of a sailboat combined with the tranquility of mountain landscapes, offering an unforgettable stay for nature enthusiasts & adventure seekers alike. Guests will have the chance to stay on a beautiful sailboat, providing a charming & distinctive experience. The interior offers a comfortable sleeping area, a cozy living room, & all amenities for a great stay.

Guest favorite

Boat in Key West

4.95 out of 5 average rating, 19 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.

Guest favorite

Villa in Cartagena

4.94 out of 5 average rating, 18 reviews

Casa O Carbonera Lux Boutique

Welcome to Casa O Carbonera! Immerse yourself in luxury at this new 4-story haven in San Diego's enchanting Walled City. Designed by the renowned architect Vladimir Caballero, our house accommodates 12 guests with utmost comfort. Enjoy complimentary one airport transport, delicious breakfast, and attentive housekeepers. Elevate your stay with optional catering, entertainment, and exciting tours. Your unforgettable getaway awaits! Book now and create beautiful memories at Casa O Carbonera.

Guest favorite

Boat in Key West

4.86 out of 5 average rating, 151 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, 331 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

Townhouse in Key Largo

4.93 out of 5 average rating, 40 reviews

Mariners 210 Great Location with Marina Views

This marina facing 3 bedroom townhome is spacious and beautifully decorated. Relax with the whole family at this peaceful place to stay. The Oasis pool is probably the nicest pool in Key Largo with Ocean views and beach entrance it is a great spot for any age. Boater's would love this very well maintained Marina. Tennis and Pickle ball on site. Game room for kids and adults to enjoy. Many restaurants, watersports, and excursions nearby.

Guest favorite

Boat in Key West

4.9 out of 5 average rating, 130 reviews

Stay on the Roxie!

Enjoy ocean-breezy, star-filled nights, Key West style on water! Free, early bag storage! 🛥🌴 Free daily transport to and from Roxie anchored in protected, shallow bay as late as 11PM. You’ll have Roxie all to yourself. We live on a boat a half-mile away if you need anything. 😊 Roxie has a Keurig, snacks like chips, breakfast muffins or donuts , Keurig pods, bread, peanut butter and jelly, and bottled waters on ice.

Guest favorite

Condo in providenciales

4.93 out of 5 average rating, 59 reviews

The Yacht Club ≋ 2 Bedroom (E1)

Stay in our beautifully renovated two bedroom designer unit in The Yacht Club. This unit is a large 2,000 sq/ft unit with plenty of space to lounge. It has an open floor plan with a fully equipped kitchen, large dining table, spacious living area, two bedrooms and two bathrooms. Each bedroom has a king bed and an en-suite bathroom. This unit is on the first floor and has an outdoor patio overlooking Turtle Cove Marina.

Guest favorite

Boat in Miami

4.98 out of 5 average rating, 726 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.