Boat holiday 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.

0 of 0 items showing

1 of 3 pages

Guest favourite

Boat in Tavernier, Florida, US

4.92 out of 5 average rating, 346 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.

14–21 Jun

€ 316 per night

Guest favourite

Home in Longboat Key, Florida, US

4.87 out of 5 average rating, 106 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

20–27 Nov

€ 652 per night

Guest favourite

Flat in Venice, Florida, US

4.92 out of 5 average rating, 25 reviews

Venice Island Tropical Oasis w Spa/Outdoor Kitchen

Aloha! Welcome to your Ohana! Come explore Island life. Walkable to beach & Sharky's pier. Tons of outdoor fun, paddle board/kayak/snorkel/surf/fish/boat/hike/bike/beach yoga/tennis/pickle ball/basket ball/golf. Historic & quaint little downtown is 1.2 miles, w/ boutiques, cafes, fine dining, art festivals, theatre, market. The studio offers comfortable Tommy Bahama queen bed/tv/fridge/kitchenette/sofa/private backyard w/ 46 jet hot tub, open air walk in shower, outdoor kitchen, grill, firepit.

2–9 Oct

€ 222 per night

Superhost

Boat in Cidra, Puerto Rico

4.85 out of 5 average rating, 186 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.

1–8 Mar

€ 62 per night

Guest favourite

Home in Miami, Florida, US

4.95 out of 5 average rating, 63 reviews

Luxury Home in 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.

26 Jan – 2 Feb

€ 705 per night

Superhost

Apartment in Miami, Florida, US

4.83 out of 5 average rating, 221 reviews

The Love Lounge Miami Beach & its 420 Friendly

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. The place has 2 TVs, 2 Queen beds. 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.

11–18 Jul

€ 114 per night

Superhost

Houseboat in Key West, Florida, US

4.81 out of 5 average rating, 254 reviews

Key West Houseboat Paradise

56 foot houseboat (1987), Fully Rebuilt in 2022. On a old 15 slip dock on Stock Island, 15 min drive to Key West. Big living room, Full Kitchen, Queen Bdrm + sofa bed. The dock is very local, 'old Key West' sort of vibe with mostly older live-aboard boats. The property has an fairly industrial feel to it with a 2-bay local garage/taxi company on site so Shore Side is nuthin' fancy but the back deck looks out on mangrove islands dotting Boca Chica Channel with two 12' Sea Kayaks ready to go.

9–16 Mar

€ 399 per night

Superhost

Boat in Key West, Florida, US

4.83 out of 5 average rating, 36 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

14–21 Jun

€ 215 per night

Guest favourite

Boat in Islamorada, Florida, US

4.92 out of 5 average rating, 327 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.

6–13 Oct

€ 202 per night

Guest favourite

Boat in Miami, Florida, US

4.88 out of 5 average rating, 104 reviews

Unique perspective

Experience what its like "living on the hook" as the sailors say or living anchored out in the water. Let the waves rock you to sleep and wake up with the best views of the sun rising above the miami beach skyline to the east and in the evening watch the sun set over downtown miami. You may even see some dolphins! On the 4 of july come to see the fireworks from the boat .great spot to see downtown fireworks .even south beach ones. kayaks available for rent.

22 Feb – 1 Mar

€ 122 per night

Guest favourite

Townhouse in Key Largo, Florida, US

4.91 out of 5 average rating, 33 reviews

Beautiful Oceanside Mariner's 3 Bedroom Townhome

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.

6–13 Sep

€ 696 per night

Guest favourite

Boat in Les Trois-Îlets, Martinique

5.0 out of 5 average rating, 15 reviews

PRO Sailing Experience

Business Professional offers sailing trips for the day (duration:7am-7.30am) or over several days. Minimum 2 people, max 7, PRIVATIZED. Meals+planters DEPART Fort De France, MARINA DE L'ETANG Z'ABRICOT, 10am CONTACT BEFORE BOOKING The price for 2 people is 210€. For 3 people is €270 From 4 people, €85/pers Night €50/pers Possibilities: Departure 6pm+swimming and sailing, night at anchor+day,return 5pm next day 1/2 day/night/day

4–11 Aug

€ 101 per night