Smoking-friendly holiday rentals in Caribbean

Romantic hideaway The Lodge at Cosmos St Lucia

Magical open air Lodge for couples and nature lovers, away from busy hotels. Plunge pool and sun deck with views over the Pitons and Caribbean Sea. Studio-style accommodation with kitchen, sitting area, queen sized bed and private outdoor bathroom. Homemade continental breakfast included. Panoramic views, sustainable luxury, concierge, friendly responsive staff, housekeeping, parking. Additional services: private dining, spa treatments, private driver. 10 mins to Soufriere, beaches, activities.

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. 🛥️🌴🎣

Little Bird Cottage @ High Cove

We are operating as normal after Hurricane Melissa! The West End is in top shape! Little Bird is located on High Cove property, nestled on a pristine swimming cove on the famous West End. There are 2 other cottages on the property that can be rented separately, or jointly for groups of up to 15. A stone's throw away from the world-renowned Rick's Cafe, restaurants/watering holes, and has incredible sunsets. 10mins drive to Negril's vibrant Seven Mile Beach. A secluded and romantic getaway.

Exotic with private pool! Just 3 min to the beach!

Unwind at this stunning Caribbean paradise. For a tropical hideaway, this rental retreat in Boquerón, PR is surrounded by exotic plants in a lush garden setting with a private pool. Just 3 minutes away from downtown where the sunsets are endless and majestic. The warmest and calm beaches on the west side of the island are just 5 minutes away. The rustic ambiance will make you enjoy the mojitos made by you. The ingredients are provided by Casa Mojito. Time to escape to the Caribbean!!

Casa O Cochera Lux Boutique House

Welcome to Casa O Cochera! Immerse yourself in luxury at this new 4-story haven in San Diego's enchanting Walled City. Designed by the renowned architect Vladimir Caballero, our house accommodates 8 guests with utmost comfort. Enjoy complimentary one airport transport, delicious breakfast, and attentive housekeepers. Elevate your stay with optional catering, entertainment, and exciting tours. Your unforgettable getaway awaits! Book now and create beautiful memories at Casa O Cochera.

Topazuno Cozy Beachy House

Kick back and relax in this calm, tropical and beachy house. Within the borders of this little gem you can unwind whilst enjoying the island vibes. The use of natural elements, colorful artworks and comfortable sofas, hammocks and hanging chairs should put you in ultimate chill mode within no time. Topazuno has been created with the purpose to let you feel at home, whilst having that special island feel. Walk around barefoot, sip your favorite drink and find your soul at its best!

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 💡

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

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

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.

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.

The Secret Kabane, Pool, SPA, King Size Bed

The Secret Hut is a true bubble of love designed entirely for couples. Here, tropical nature and the exceptional comfort of a bohemian chic lodge meet to rejuvenate you in a timeless moment and create a unique and unforgettable experience. In a haven of tranquility and authenticity, the Secret Kabane is built around the swimming pool and jacuzzi, in an indoor/outdoor atmosphere that invites you to relax and unwind.