
Boat vacation rentals in Caribbean Sea
Find and book unique boat rentals on Airbnb
Top-rated boat rentals in Caribbean Sea
Guests agree: these boat rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Caribbean Sea boat rentals
Family-friendly boat rentals

Private San Blas Sailboat Experience - min 2 Guest
Michael is an exceptional host that goes above and beyond . Easy to communicate with, helped with transport, and gave an experience far greater than most. Will book again with him and will tell all my friends. The area of Portobello was beautiful, did not feel cheated not being able to go to San Blas

Grenada: Stay at sea
There aren't enough words to describe our experience on the Yacht Freedom with Gerrie & Hettie. From the time we checked-in, to departing, everything was perfect. We had a great time snorkeling, sharing stories and drinking rum punch. Gerrie and Hettie are the best hosts and all-around amazing people. If you have the opportunity, it's a must stay.

Holliday in French Polynesia with Micamale
This is a one of a kind experience that I cannot recommend enough. We had a group of four (two couple's in our late 20's) and the experience we had on Andrea's boat is not one we will ever experience. Andrea is such a warm, kind, unique person who had a flair for life and the cooking skills to go along with it. We were eating like royalty the entire time and Andrea's experience and connections in the area ensure that you get access to some of the freshest items the sea has to offer. We genuinely felt that Andrea wanted us to have a good time, and he often laid out multiple options on where we could go/what we could see and let us choose our own adventure. We sailed all over the place, saw incredible sights, and made incredible memories. He can also put on quite the musical show if the stars align and he's in the right mood! Just remember that you have to sing along.

Boat Experience, Marina Puerto Bahía Samana.
Roberto's sailboat was comfy and since his large vessel was moored in peaceful Bahia Marina, the minimal waves rocked me gently to sleep. Nice! Bring your own ice, if you want to bring anything cold aboard. The cabin and cockpit are very comfy. Sipping a fine Brugal Leyenda rhum after an hour and a half or so drive to the Marina where "Roberto" greeted me was a wonderful way to end the day and my 10 days in wonderful DR (4 days in Cabarete, 4 days in Las Terrenas and just 2 in Samana)! Roberto was very responsive and was okay greeting me around 8:30 PM or so (within his 6 to 10 pm arrival window). It would have been great to sail in the light WSW winds of 18km/h or so the next day, but scheduled repairs and maintenance took precedence, over my fairly last-minute booking. Still, Roberto, was kind enough to facilitate a snorkeling excursion into Samana Bay (for a fee) with one of his contacts. All in all, I had a wonderful time! Thank you, "Roberto"!

54' Destiny in Rodney Bay Marina
We loved staying on Destiny. We had never experienced living on a boat and wanted to try it out. It is extremely well equipped & clean. The location of the marina is close to restaurants, shopping and excursions. Being on the water was calming, peaceful and made for a great night's sleep(the beds are amazing). Michael was a responsive and friendly host. We would love to come back.

Adventure Boat + Snorkeling option
Great stay. What a beautiful atypical experience. Great exchange filled with good advice. I highly recommend it, see you soon for a future stay ;)

Come live the dream : Pretty life*
Loved our day sailing so much we booked a second day! Lovely and relaxing with a delicious lunch and very custom experience. Thanks!

GIRL 13.76 m monohull sailboat (Port MARIN)
Nothing to say! Awesome
Boat rentals with beach access

Truly a dream vacation.
Paul is incredible. I didn’t want to go through charter companies and pay a big commission. Paul helped me plan my trip and on his beautiful catamaran we got to see some of her most exclusive remote areas of BVI and also go to more trendy and fun places. The experience was priceless. Paula was extremely responsive, knowledgeable and helpful. My 3 daughters and young adult nieces all had the best time. This is the only way to experience the BVI. Can’t wait to come back.

Yacht in Playa Escondida
The stay has the amenities as stated in the description at the time of booking, Mellissa is a very good host and was always available for any call. The person in charge of the yacht is a collaborator and supported us during our stay. Thank you

Catamaran at the pontoon
Very family-friendly welcome! Cata very clean and very well equipped! The location at the dock is perfect! Exceptional value for money! Sylvie and Stephane are very accessible and attentive owners! They will do everything so you can have a great stay! I would highly recommend 🙂 Thanks again and see you soon! 😁 Flo, Berth, Mathias and Valentin.

Beachfront 3 BR 3 Bath Bali Catamaran Barbara Jane

Cancun yachts

Mega Yacht in Cozumel - 1

Sailboat that includes 3 rooms

Antigua: Catamaran Experience by Sunset Seas
Waterfront boat rentals

3 Bedrooms on Water BVI
Chantelle was a great host. We really appreciated her going above and beyond for us. The boat is a beautiful monohull. Our friends were all jealous.

Catamaran Timaiao G, Breakfast & Lunch incl.
My mom wanted to go on a sailing trip to celebrate her 80th birthday. She said it was an unforgettable trip of a lifetime for her. Jaro and Anouk completely pampered us and had wonderful ideas and suggestions of places we could go and things to do. We highly recommend them for your next Caribbean getaway.

Imagine972 Martinique Boat Unusual Sailor Hotel
Very good hospitality, we thank Marie-Ange for all the small touches we received (breakfast + aperitif + water and fruit), very clean and functional, close to shops and restaurants, as well as the covered market. The room was very comfortable with air conditioning, the outdoor dining area was very good with a great view of the sunset in the evening. Everything you need for cooking and comfort (2 fridges, a microwave, stove, everything you need to eat and have breakfast). For very functional toilets and enough space, as well as the shower, but you have a shower and toilets 50 meters away, private with the boat key, so reserved for very clean boaters. Very quiet, very peaceful environment despite the world, everyone respects the neighbor.

carribean voilier
We spent a dream week around Guadeloupe thanks to Pauline and Laurent who were able to meet our expectations. Pauline concocted good little dishes with local products, Laurent introduced us to sumptuous places with their beautiful sailboat. Laurent is a very good skipper, knowing the surrounding islands perfectly, always attentive, very friendly, pleasant, caring… The week of discovery was much too short given the beauty of the landscapes. We'll be back to continue this beautiful journey. Thanks again you two!

Sail away on a vintage pirate sailboat!
This was an amazing experience. Marianna went the extra mile with communication to make sure we arrived ok and also helped us arrange transport to our next destination afterwards. The boat was awesome and all as described. We sailed also and although we were not used to sailing we really enjoyed the experience and would recommend to anybody looking to cruise the seas. Thanks for wverything

San Blas Private Family Catamaran -All Inclusive
We had an AMAZING stay with Diego and Moni. Even before the trip, they were very helpful with explanations about what to expect, how to organize transportation there and what to bring. The catamaran is beautiful and well equipped. Diego pays attention to every detail and we always felt very safe and comfortable. They prepared delicious home cooked meals for us, taking into account our preferences and including fresh caught seafood. They showed us around the most beautiful areas in San Blas and took into account the activities we were interested in. Their children are lovely and so sweet, our kids got along great with them. We can definitely recommend this for a trip to the San Blas islands. Thank you so much for an unforgettable adventure and for welcoming us into your home!

Waterfront accommodation!!!
We had so much fun staying on this boat! The location is beautiful and greatly positioned for wonderful restaurants, as well as walkable access to the ferry to other islands. I would absolutely love to stay here again in the future!

Patience Sailboat with 1 Bedroom
Lovely boat in a private setting with everything you need nearby. Fast enough wifi to work remotely or stream tv. Friendly hosts. I highly recommend staying here and falling asleep to the relaxing motion of the sea.
Destinations to explore
- RV rentals Caribbean Sea
- Rentals with a washer and dryer Caribbean Sea
- Nature eco lodge rentals Caribbean Sea
- Treehouse rentals Caribbean Sea
- Rentals with outdoor seating Caribbean Sea
- Bed and breakfasts Caribbean Sea
- Hostel rentals Caribbean Sea
- Tent rentals Caribbean Sea
- Chalet rentals Caribbean Sea
- Rentals with an accessible height bed Caribbean Sea
- Rentals with a home theater Caribbean Sea
- Luxury rentals Caribbean Sea
- Rentals with a hot tub Caribbean Sea
- Kid-friendly rentals Caribbean Sea
- Rentals with lake access Caribbean Sea
- Townhouse rentals Caribbean Sea
- Ranch rentals Caribbean Sea
- Vacation home rentals Caribbean Sea
- Villa rentals Caribbean Sea
- Rentals with a sauna Caribbean Sea
- Rentals with a kayak Caribbean Sea
- Houseboat rentals Caribbean Sea
- Bungalow rentals Caribbean Sea
- Aparthotel rentals Caribbean Sea
- Island rentals Caribbean Sea
- Serviced apartment rentals Caribbean Sea
- Loft rentals Caribbean Sea
- Smoking-friendly rentals Caribbean Sea
- Condo rentals Caribbean Sea
- Boutique hotel rentals Caribbean Sea
- Pet-friendly rentals Caribbean Sea
- Resort rentals Caribbean Sea
- Rentals with an accessible height toilet Caribbean Sea
- Rentals with an EV charger Caribbean Sea
- Rentals with beach access Caribbean Sea
- Hotel rentals Caribbean Sea
- Fitness-friendly rentals Caribbean Sea
- Cabin rentals Caribbean Sea
- Rentals with breakfast Caribbean Sea
- Rentals with a patio Caribbean Sea
- Beachfront rentals Caribbean Sea
- Shipping container rentals Caribbean Sea
- Earth house rentals Caribbean Sea
- Rentals with a fireplace Caribbean Sea
- Campsite rentals Caribbean Sea
- Rentals with a fire pit Caribbean Sea
- Cottage rentals Caribbean Sea
- Guesthouse rentals Caribbean Sea
- Apartment rentals Caribbean Sea
- Dome rentals Caribbean Sea
- Tiny house rentals Caribbean Sea
- House rentals Caribbean Sea
- Ski-in/ski-out rentals Caribbean Sea
- Rentals with a balcony Caribbean Sea
- Rentals with pools Caribbean Sea
- Waterfront rentals Caribbean Sea
- Farmstay rentals Caribbean Sea
- Family-friendly rentals Caribbean Sea
- Private suite rentals Caribbean Sea
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom