Smoking friendly holiday rentals in Puerto Rico

*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.

Casa Encanto - Experience El Yunque Rainforest.

This Guest Suite, on the lower level of our exclusive luxury villa, Casa Encanto, is the perfect tropical getaway. Nestled in the peaceful and lush foothills of the El Yunque Rain Forest, Located in Luquillo with many nearby attractions. You’ll have easy access to downtown Luquillo, El Yunque National Rainforest, Luquillo Beach, Caribali Adventure Park, Las Paylas, charter boat trips, snorkeling, zip lines and much more. The Guest Suite is fully solar with Tesla Batteries and backup water

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!!

Mountain Cabin-River Hopping Tour & Waterfalls

Rustic mountain cabin in Puerto Rico with direct river access and natural pools for swimming and relaxing. Hike the property, enjoy evenings by the fire pit, or rest in simple comfort. Sleeps 6 with king, queen, and glamping options. Eco touches include finca fruits, backup power, and water supply. Your host also offers guided river hopping tours, sound healing, and cranial-facial massage for an extra cost. Beaches are 1h15–1h30 away — the perfect base for rivers, mountains, and coast.

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 💡

Small Romantic space with a swimming pool and private dock

Be Happy offers you a unique ocean view towards Jauca Bay with pool and dock. "Todo lo que se ve en las fotos es para uso exclusivo de los dos huéspedes. No se comparte nada con otras personas ya que es el único alojamiento de la propiedad." "Be Happy offers you a unique sea view of Jauca Bay with a pool and dock. Everything you see in the photos is for the exclusive use of the two guests. Nothing is shared with others as this is the only accommodation on the property."

Private pool with heater

Accommodation under the stars in Cayey, Puerto Rico. You'll love this unique and romantic escape. Disconnect from the daily grind and have an unforgettable experience with your favorite person in the mountains of Cayey. 15 minutes from the accommodation are the famous Guavate lechoneras (pig roast restaurants) where you can taste a delicious pig roast and spend the day. You can also visit the Charco Azul de Patillas (a natural pool) that is located near Guavate.

Tiny Rural Refuge. Breakfast Included.

Breakfast included! For reservations made from July 2, 2025. For dates up to 31 dic, 2025. This unique experience offers the perfect blend of rustic charm and modern comfort, allowing you to disconnect from the bustling city life and reconnect with nature. Wake up to the melodies of birds chirping, breathe in the fresh air, and bask in the breathtaking views of the lush green fields. Rate include two guests. Extra guest are extra fee. Tiny House @ Finca Figueroa.

Luxury waterfront villa with dock and heated pool

Villa Jade is a unique luxury waterfront retreat with a heated saltwater pool, jacuzzi, and private dock to a serene lagoon. It is just 10 minutes from SJU Airport and the fabulous beaches of Isla Verde. Three spacious bedrooms with private baths. Fully remodeled. Equipped with a generator and cistern for peace of mind. As a dedicated 5-star host, I’m here to ensure a smooth, relaxing stay. Welcome!

Montaña Viva PR

Viva mountain is a magical place surrounded by the big river of Añasco. Here you can restart and make direct contact with nature. It is created with the most delicate details with our guests in mind. Here you can feel the cool breeze of the river, see the birds fly, hear their song and admire the beauty of mother nature.

Bonita Mar Chiquita Beach House Couple's Retreat

Yes, the pool is private! Located cliff-side above Mar Chiquita beach, you will enjoy amazing views, exquisite sunrises and sunsets, peaceful sounds of the ocean and a refreshing saltwater pool. Afternoon or evening BBQs are easy and fun in the outdoor kitchen area, as well as relaxing in the comfortable hammocks.

Cabin by the Pool @ Dry Forest

This tiny cabin (8' x 16') is perfect for a getaway! Although is located on our backyard, you can enjoy a breezy afternoon, an upstairs deck and a pool right in front of the french door. Our home is right in the Dry Forest area.