Boat vacation rentals in Caribbean

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.

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.

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.

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. 🛥️🌴🎣

Just Chillin' Out on the Ocean: 1/2 Off Charters!

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!

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.

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.

All Inclusive! Snorkel • Sail • Sun & Fun

Stay aboard our 42’ Lagoon 420 catamaran anchored off downtown Key West. Hosted by Captain Dan, a 10-year Superhost, your all-inclusive stay includes snorkeling, sailing, spear fishing, and fishing gear. Relax in the private queen cabin with ensuite bath, enjoy the fully equipped galley, and unwind in the air-conditioned salon. Quick dinghy rides bring you to Key West’s vibrant dining and nightlife. Your perfect floating island escape!

Unusual accommodation in Deshaies

Welcome aboard Mayelu, a comfortable 12-meter catamaran anchored in the beautiful bay of Deshaies, Enjoy the serenity and amenities of life on board, in the heart of the world's largest swimming pool: the Caribbean Sea. 2 comfortable and well-ventilated double cabins 2 bathrooms (No hot water but it's 30°) Equipped kitchen, A cozy salon A large cockpit A trampoline, suspended above the water, ideal for reading or taking a nap.

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.

Imagine972 Martinique Boat Unusual Sailor Hotel

The catamaran is ENTIRELY at your disposal during your stay, there will be no one else on board. Large comfortable catamaran, close to the center of Marin, NO SAILING POSSIBLE. Between 2 and 5 minutes' walk you have the sailors' bars, supermarkets, restaurants, vegetable market, fish market, hospital … In one sentence, 80% of the boating life, without seasickness.

Ocean Life (boathouse)

Disfruta una estadía única en OceanLife, un yate totalmente equipado para tu comodidad. Vive la experiencia de despertar sobre el agua, con todas las amenidades esenciales. La embarcación permanece anclada en el muelle en todo momento, brindando seguridad y tranquilidad durante tu visita. Ideal para una escapada diferente y relajante en la costa.