Boat holiday rentals in Caribbean

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

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.

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.**

Stay on the Roxie!

Enjoy, peaceful, ocean-breezy, star-filled nights, on the water! Free parking and free round trip transport 1 to & 1 from Roxie per night’s stay! Roxie is anchored in a protected, shallow 3-4ft lagoon. We live on a boat a half-mile away should you need anything. 😊 Roxie has a Keurig, snacks like chips, breakfast muffins or donuts , Keurig pods, bread, peanut butter and jelly, and bottled waters. No cooking but you may bring to go food, drinks. 🛥️🌴

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.

Exceptional stay on a boat in Sainte-Anne

Do you dream of sea air, beauty, and romance? Then come live at anchor in the beautiful Caritan Bay, in Sainte-Anne. No experience is required. You can swim, hike, or kayak, read, or relax at any time, rocked by the waves and surrounded by turtles. With the easy-to-handle 3.5hp tender, you can reach the nearby pontoon and explore the island. The very quiet Caritan Bay is ideally located near the pretty village of Sainte-Anne.

Mariners 210 Great Location with Marina Views

Best Vacation rental to explore the Florida Keys 3/3 bedroom Villa facing the marina with ocean views and steps away from the best pool by the ocean in the FL keys, 2 king master bedrooms with ensuite bathrooms, 2 pools, 2 hot tubs, gym, tennis, indoor and outdoor pickleball, recreation room with pool table, foosball, ping pong and card table.

Vacation on a Yacht near Peanut Island

Private 50’ yacht in a boat slip near Peanut Island. World class snorkeling, swimming, sun bathing and sand bar wading in Palm Beach. 2 staterooms, 2 full bathrooms, large sun deck, cockpit. Sleeps 4, or 6 for an additional fee. Comes with ice, water, coffee.

Anchored sailboat Singapore Sling

Why not wake up surrounded by the world's biggest swimming pool and a large sunbathing area!? The Boat is anchored infront of a beautiful beach in Saint Louis with snorkeling to explore and fine restaurants to dine in. The vessel is rented anchored.