Smoking friendly vacation rentals in Antilles

Caribbean Style Cottage

The 500sq. Tortuga Cottage is located in Fish Bay, St. John in the US Virgin Islands. The property is privately owned and adjacent to the National Park. This charming cottage places you within a 5 minute walk to Reef Bay beach and gives you access to many of St. John's greatest hiking trails. By car, we are 3 miles from town (Cruz Bay), where you will find all of your necessities. This is the ideal cottage for a couple or two friends. We have a full kitchen, a king Casper mattress, and much more

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. 🛥️🌴🎣

Oasis2 in Key Largo With a million dollar view

Million Dollar view at a fraction of the price! This property is on the water with amazing bay views. It includes one kayak for 2 people, paddle board, fishing rod, washer and dryer, kitchen with all cooking utensils. Note: The upstairs room is not comfortable for seniors or adults, the ceiling height is 4 feet (an adult has to walk on his knees). The property is located on a residential island, restaurants, bars, stores and grocery stores are within a 15 minute drive from the property.

Colonial Rooftop Loft in the ❤️ of Havana

Our beautiful loft stands on the top floor of a Neo-Classical building at the heart of hip artistic Vedado, within steps of trendy restaurants, entertainment nightspots, Hotel Nacional, Malecón, and 5-min drive to Old Havana. Designed around a contemporary interpretation of colonial architecture, the 5m-high open space features mezzanine levels stretching from one side of the apt to the other, and large rooftop terraces with dining/lounging areas offering breathtaking views of Havana.

Chalet De Los Vientos (Chalet of the Winds)

Chalet de Los Vientos is a beautiful and cozy tiny house located in 25 acres , in the mountains of Caguas , PR at 2000ft above sea level with a spectacular view, heated pool and the privacy you deserve! This Chalet is a couples retreat and the perfect getaway for you and your loved one to disconnect from the daily routine. If you love coffee as much as we do, there is a dedicated coffee bar for you to make your espresso drink. We also have a 19Kw Caterpillar backup generator 💡

Amazing houseboat with 2nd floor observation deck

Escape to our one-of-a-kind houseboat “Wild One,” anchored minutes from Soencers boat yard Key West. Surrounded by turquoise waters, enjoy one complimentary round trip per day, with times arranged around our charters. Evening rides may be available on request, last ride 10 PM. Extra charge after 8 PM Special Promotion: End your day with a private Sunset Eco Trip (6–7 PM) as your nightly ride to the houseboat—watch the sky ignite before settling in for a peaceful night afloat.

Scenic Hideaway Ocean Views & Private Roof Deck

This scenic island hideaway, designed by acclaimed architect John Hix, is a serene oasis perched atop a breezy hill with breathtaking views of the Atlantic Ocean and the Caribbean Sea. The loft features a private rooftop terrace, open-air shower, well-equipped kitchen, high thread count sheets, oversized plush towels, strong WiFi, and a uniquely beautiful shared pool. Despite the privacy of the property, Vieques' best beaches, restaurants, and trail heads are minutes away.

Treasure Beach January special rate Sanguine Suite

Kick back and relax in this calm, stylish seaside suite. If you need a change from your very own private pool, kitchen and rooftop deck, you can just head down the steps to the beach for a long walk or seaside swim. Spacious, light bright and airy ! There really is no description or photographs that could describe the experience. For the 2 and 3 bed Full House option copy and paste this link https://www.airbnb.co.uk/rooms/639955496332045263?viralityEntryPoint=1&s=76

Glass House #3 · Jungle Retreat w/ Cenote Access

✨ Immerse yourself in the untouched beauty of the Mayan jungle, just 1 hour from Cancun Airport — where nature and architecture merge into one heartbeat. Designed by Arquitectura Daniel Cota and winner of an architectural biennale, Glass 20.87 invites you to live experiences that awaken your senses and reconnect you with yourself. Our promise is straightforward: to offer you an experience that combines total privacy, luxury, and profound respect for the environment.

The Cabin in the Forest

Welcome to our place, a tranquil hideaway surrounded by lush forest in Cabo Rojo. Designed with warm wood details and open-air living, this space invites you to slow down, breathe deeply, and reconnect with nature. Enjoy peaceful mornings on the terrace, cozy evenings under soft lighting, and the soothing sounds of the forest all around you. A truly serene escape for those seeking beauty, privacy, and simplicity in a magical natural setting.

"Tumbleweed Cottage"

Quick update after hurricane Melissa… We are back up and running with no structural damage🙏. We have been hosting guests. Power is back, water is flower and Starlink is providing Internet. 😁🙏 Quiet very private one bedroom fully refurbished cut stone cottage with your own pool. Located less than a mile from Upton (Sandals) Golf Course. Ideal for Golfers, Writers, Painters and Weekend Travelers.

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.