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Smoking friendly vacation rentals in Caribbean

Find and book unique smoking friendly rentals on Airbnb

Top-rated smoking friendly rentals in Caribbean

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

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Guest favorite
A scenic patio area features two lounge chairs positioned to face the ocean, surrounded by tropical plants in bright yellow pots. The view includes a vibrant turquoise bay and distant hills under a blue sky with scattered clouds.
Villa in Northside
4.91 out of 5 average rating, 134 reviews

Sailfish Villa Beachfront Magens Bay St. Thomas!

Private beachfront villa on world-famous Magens Bay Beach! 5BR/4.5BA oceanfront property with direct beach access. Features a 1BR/1BA beachfront cottage that sleeps up to 4 guests. Enjoy swimming with sea turtles, snorkeling, and kayaking just steps below the villa. Amenities include an outdoor shower, clear kayak, paddle boards, and stairs to the water. Located in the private neighborhood of Peterborg, just a short shoreline stroll to Magens Bay Beach. Property is equipped with a Generator.

Guest favorite
A motorboat is anchored on calm waters, featuring a spacious front deck. Two individuals are seated comfortably, enjoying the view. The boat's sleek design is complemented by a canopy overhead and small steps leading into the water, creating a relaxed atmosphere.
Boat in Key West
4.9 out of 5 average rating, 242 reviews

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. 🛥️🌴🎣

Guest favorite
A spacious bedroom features a large bed dressed in a plush grey coverlet. Glass sliding doors lead to a balcony with outdoor seating, allowing views of the cityscape. Soft lighting enhances the modern decor, while the sleek furnishings include a bedside table and decorative accents.
Condo in San Juan
4.83 out of 5 average rating, 173 reviews

*Luxury PH-Apt* Best Location and Views* Wi-Fi,W/D

This PH unit have the best views of all San Juan from his spacious balcony, its located in La Placita area we’re all the bars, restaurants and night life are just a few steps away. The beach is just 10 mins walk and from (SJU) San Juan international airport it’s about 7-10 mins drive. The unit have Wi-fi and high speed internet and 2 T.V.s Free assigned parking in the same condo with control access. The Apt. is fully remodeled and equipped with all you will need to have a pleasant stay.

Top guest favorite
A spacious outdoor terrace features a covered seating area with modern furniture, providing panoramic views of the lush mountains. An infinity pool extends towards the horizon, complemented by sun loungers. The serene environment is emphasized by the soft contours of the surrounding landscape.
Shipping container in Pedro García
4.97 out of 5 average rating, 144 reviews

Container Cabin at the mountains of Pedro Garcia.

Private Property in front of the Mountain of the cordillera septentional in Pedro Garcia with infinity view pool, 45 mins from Puerto Plata and Santiago, you have beautiful landscapes , beautiful rivers. Remind my house is a 40 ft shipping container with two bedrooms two bathrooms kitchen and dinning area. Propiedad privada en frente a las montañas de pedro garcia con piscina de borde infinito a 45 mins de Santiago y puerto plata , tambien cerca de los hermosos rios de Yàsica.

Top guest favorite
An infinity pool cascades gently into a lower plunge pool, surrounded by lush greenery. The sparkling water reflects the sunlight, while the shimmering sea is visible in the background, enhancing the serene outdoor setting.
Villa in Treasure Beach
5 out of 5 average rating, 103 reviews

Summer Special Treasure Beach Sanguine Villa

Sanguine's spacious fully staffed beachfront Villa with an infinity pool is located in Treasure Beach on Jamaica's South Coast. Treasure Beach is where one comes to get away from the hustle and bustle of everyday life and happily ensconce themselves in our laid-back community. Latoya will be here to ensure that you have a holiday of memorable meals, you sit back and relax while we do the grocery shopping and look after you. Message me re airport and transport options

Guest favorite
A cozy bedroom features natural wood paneling and a thatched ceiling, illuminated by soft light. A spacious bed is adorned with decorative pillows, and a bedside table crafted from wood adds to the rustic charm. A large sliding door leads to the outdoor space.
Home in Saint-François
4.96 out of 5 average rating, 132 reviews

La Kabane secrète, piscine, SPA, lit king size

La Kabane Secrète est une véritable bulle d’amour conçue entièrement pour les couples. Ici, la nature tropicale et le confort exceptionnel d’un lodge bohème chic se rencontrent afin de vous ressourcer dans un moment hors du temps et de créer une expérience unique inoubliable. Dans un écrin de tranquillité et d’authenticité, la Kabane Secrète s’articule autour de la piscine et du jacuzzi, dans une atmosphère intérieur/extérieur qui invite à la détente et à la relaxation.

Top guest favorite
The image captures a serene oceanfront setting, featuring a magnesium pool that reflects the warm sunset. Lush greenery borders the pool area, with palm trees framing the scene, creating a peaceful atmosphere. The calm sea is visible beyond the pool's edge.
Villa in Sint Willibrordus - Rif St. Marie
4.91 out of 5 average rating, 130 reviews

Villa Yazmin - Ocean Front Villa

Follow us @villa_yazmin_curacao Experience refined luxury with stunning ocean views. A beautiful piano for serene moments, a magnesium pool gentle on body and skin, and elegant bedrooms each with a private bathroom. A fully equipped kitchen with cappuccino machine and Quooker. Car rental, early check in and late check out available upon request. Please contact Mary in advance for personalized arrangements. Warm greetings, Villa Yazmin Mary

Top guest favorite
A spacious rooftop area features a relaxing hot tub and a cozy seating arrangement with soft cushions. Lush greenery and colorful flowers adorn the perimeter, creating a serene environment. A sunbed invites relaxation under the clear sky, enhancing the tranquil outdoor retreat.
Home in CARTAGENA
5 out of 5 average rating, 214 reviews

Private Boutique Residence | Walled City

Casa Azzurra Siete Infantes is a Private Boutique House combining the privacy of an exclusive residence with the personalized service of a boutique hotel. Located in Cartagena's Walled City, it offers 4,144 sq ft (385 m²), 4 bedrooms, and accommodates up to 10 guests, always reserved for one private group. Includes one airport round-trip transfer, à la carte breakfast, private chef, daily housekeeping, and personalized concierge service.

Top guest favorite
Guest suite in Luquillo
5 out of 5 average rating, 222 reviews

Casa Encanto Rainforest Retreat

Nestled in the lush foothills of El Yunque Rainforest, this private guest suite occupies the lower level of our luxury villa, Casa Encanto. Enjoy the perfect blend of tranquility and adventure, just minutes from Luquillo Beach, Las Paylas, Carabalí Adventure Park, snorkeling, and more. Relax by the pool and spa while enjoying the peace of a tropical retreat powered by solar energy, Tesla battery backup, and a dedicated water reserve.

Guest favorite
A tranquil outdoor pool is surrounded by lush tropical foliage, providing a serene atmosphere. The clear water reflects the vibrant greenery nearby. A glimpse of a rustic yellow house can be seen in the background through the plants.
Tiny home in Añasco
4.93 out of 5 average rating, 421 reviews

Disconnect in a tiny house in rural Puerto Rico

Experience the perfect harmony of rustic charm and modern comfort at Tiny House @ Finca Figueroa. Escape the city to reconnect with nature, waking up to bird melodies and breathtaking views of lush, rolling fields. This intimate sanctuary is designed for two guests (included in the rate), with the option to add guests for a small additional fee. Breathe in the fresh air and rediscover tranquility in your own private, green paradise.

Top guest favorite
A panoramic view is offered through wooden slatted walls, framing the tranquil aqua blue waters and a palm tree. Natural light fills the spacious interior, which features a comfortable setting with a bed positioned to appreciate the serene landscape.
Vacation home in Gregory Town
4.98 out of 5 average rating, 132 reviews

Skylarking waterfront cottage

Skylarking cottage is at the end of a rolling stone path that takes you through the tropical hardwood forest. Quiet and secluded, with floor to ceiling aqua blue water views. Complete with spacious deck, hardwood floors and a stone and wood outdoor shower. Explore the coastline on gin clear water with the paddle board or kayak - you are immersed in the natural beauty of The Bahamas.

Top guest favorite
Apartment in Havana
4.94 out of 5 average rating, 407 reviews

Ocean View Penthouse • Vedado • Huge Terrace

Experience breathtaking ocean views in the heart of Vedado, just steps from Havana’s famous Malecón. This spacious luxury penthouse offers large terraces, modern comfort and one of the most spectacular panoramic views in the city. Located in Vedado, one of Havana’s most vibrant neighborhoods, the apartment is just minutes from the iconic Malecón and the famous Hotel Nacional.

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