Smoking friendly vacation rentals in Viejo San Juan

4.95 out of 5 average rating, 221 reviews

A bright studio space features a queen size bed with a light-colored headboard and soft linens. A kitchenette area is present with two wooden stools at a small table. A television is mounted on the wall, and natural light is filtered through beige curtains.

Apartment in Santurce

Cozy studio close to Beach/Restaurants

* Book with confidence, this listing is 100% legal. New local regulations prohibit short term rentals in condos. Property in the most central location of San Juan, only a 7 minute walk from Ocean Park, the most popular beach of San Juan, and just a block away from great restaurants, bars and supermarkets. Easy 30 min drive from El Yunque Rainforest, and nice option if you are taking a cruise from San Juan, just 10 min drive from ship ports. Easy self check-in with keypads so no keys needed.

4.84 out of 5 average rating, 199 reviews

The living area features bright jalousie-windows that open to a tropical garden, allowing natural light to fill the space. An orange sofa is placed beside a small table and white dining chairs, complemented by a patterned cushion and a lamp on a side table.

Loft in Ocean Park

Modern Open Space Garden Apartment in Ocean Park

This property is a cozy retreat after a long day at the beach (just 3 minutes away!), with its own lush tropical garden and close proximity to everything you need within walking distance. This tropical and modern one-bedroom-garden apartment, is situated in the heart of a beach community in San Juan, Ocean Park, which is right next to the tourist zone of Condado, and half a block away from la Calle Loiza, a zone known for its cultural diversity and the renaissance of gastronomy in the city.

Apartment in San Juan Antiguo

An outdoor seating area is shown with several comfortable chairs surrounding a glass-top table. The space is framed by vibrant purple walls and features double doors leading to the interior of the apartment. Potted plants add a touch of greenery to the atmosphere.

4.8 out of 5 average rating, 143 reviews

Gem on Popular Street in OSJ. Nightlife/Historical

EXTREMELY GOOD LOCATION. EVEN LOCALS ADORE IT! Look up SAN SEBASTIAN ST. It's right on the block, but quiet! Sumptuous 2 bedroom/1 bath apartment in the heart of Old San Juan.BEST BARS IN TOWN without compromising your peace and comfort. Bad Bunny just opened his new bar next to us. 5 BEDS TOTAL. This residence with central A/C & hot water has also great Wi-Fi and workspace. Closest to Plaza San Jose and steps away from all popular historical sites like El Morro, Fort San Cristobal etc.

4.84 out of 5 average rating, 140 reviews

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 Santurce

*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.

4.99 out of 5 average rating, 267 reviews

A living area features a dark blue sofa adorned with decorative pillows, positioned across from a small, light-toned coffee table. A patterned area rug adds texture to the tiled floor, while colorful curtains frame two windows, allowing natural light to brighten the space.

Apartment in Isla Verde

Cool Cozy Caribbean Oasis

PRIVATE UNIT APARTMENT with PRIVATE ENTRANCE that's next to my home. Equipped with a powerful Central Air condition with 1 Bedroom w/QUEEN SIZE MEMORY GEL FOAM BED & Living Room SOFA. Not sofa bed! Plenty of amenities to keep you comfortable with everything needed for a cozy vacation oasis! Free street parking and a 10 min. walk to Isla Verde beach, fast foods, sport bars, restaurants and Supermarket. Hotels, Casinos, Condado, Old San Juan & 6 other beaches very close by.

4.95 out of 5 average rating, 179 reviews

A spacious kitchen area features a modern island with a cooktop and a sleek hood overhead. Natural light filters through a large window, illuminating the granite countertops and wooden cabinetry. Yellow chairs surround a dining table, with a living area visible in the background.

Apartment in Ocean Park

BEST LOCATION EVER! OCEAN PARK APT/ TELEWORK READY

San Juan best location ever! Fully equipped 2 bdrm- 1 bath apt. This centrally located - private apt. is the whole 2nd floor of a PR family owned home and is located 2 blocks from the beach inside the gated neighborhood of Ocean Park. No children under 15. Please specify number of guests including children over 15. $35 Extra guest fee per night applies after 2. NO visitors are allowed at any time. No parking space on premises. Free street parking. No pets.

4.99 out of 5 average rating, 103 reviews

Guests relax on beach chairs facing Isla Verde Beach, enjoying the sun and sea. A welcoming sign is displayed, indicating the beach's name and inviting visitors. Nearby, a sandy shoreline extends, enhancing the sense of accessibility to the beach and nearby amenities.

Condo in Isla Verde

Isla Verde Beach-Pool/New/ Downtown

Beach Studio Apartment, Convenient location to leave or enter the beach, pool and at the entrance of the parking lot. All very accessible, since it is a first floor, right at the entrance of the beach. Marbella del Caribe is an extremely central and safe condominium that is indeed on the beach, surrounded by all kinds of culinary flavor, music and folklore. Our guests have the option of having a relaxing vacation or Enjoy night life just a cross the street.

4.97 out of 5 average rating, 221 reviews

A modern living space features a vibrant mural adorned with tropical leaves, enhancing the room's decor. A white dining table with wooden legs is surrounded by four white chairs. A comfortable gray sofa sits adjacent to large glass doors that open to a balcony.

Condo in Santurce

Best location@La Placita | King Bed w/Pkg+ Balcony

Apartment next to ‘La Placita’ in Santurce, the best area to stay in San Juan! Just steps from great restaurants and cocktail bars for any budget. Walk to the beach, Condado Lagoon, and Miramar. Just 10 minutes drive to the airport, Old San Juan, and Isla Verde. We provide everything you need – just bring your outfits and get ready for a great time! Capture the island’s culture with the murals by local artists for your perfect Insta shot!

Apartment in San Juan Antiguo

A scenic waterfront walkway is shown, featuring a wide grassy area bordered by a low stone wall. The ocean extends to the horizon under a clear blue sky, with some clouds scattered overhead. Buildings are visible in the background, adding a colorful urban touch.

4.81 out of 5 average rating, 124 reviews

La Garita Ocean View at Old San Juan

Charming ocean view one-bedroom apartment in the heart of Historical Old San Juan, right next to the iconic 16th-century Castillo San Cristobal. Fully equipped with AC, WIFI, a full-size bed, laptop desk, and a futon in the living room, this cozy apartment is ideal for a comfortable stay. Walking distance to supermarkets, shops, museums, cafes, and restaurants, it offers the perfect mix of history and convenience for your San Juan adventure.

The entrance showcases vibrant greenery with large palm leaves and colorful plants in wooden planters. A light fixture is affixed to the exterior wall, while the doorway is framed by a protective awning, inviting guests into the home.

4.81 out of 5 average rating, 260 reviews

Apartment Near the Aiport! Beautiful and Comfy!

This beautiful place has a kitchen-living room, bedroom with bathroom in it, the living has a tv/Roku for your entertainment, very comfortable for those who want to spend a wonderful vacation in Puerto Rico. Located in a central area: Airport (5 min) Pharmacy (2 min) Supermarket (2 minutes) Isla Verde (6 min) Car Rental (3 min) There are bakeries, fast foods, restaurants and the beach less than 5 minutes by car.

5 out of 5 average rating, 137 reviews

A spacious pool area features a heated saltwater pool accompanied by a jacuzzi. Comfortable lounge chairs are positioned around the pool, with lush palm trees providing shade. A modern covered terrace offers seating options for relaxation next to the scenic outdoor landscape.

Villa in Carolina

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!

Apartment in San Juan Antiguo

The living area features a comfortable sofa and a television. French doors open to a terrace, allowing natural light and providing views of the surrounding area. Terra cotta tiles cover the floor, enhancing the room's authentic character.

4.87 out of 5 average rating, 109 reviews

La Bonita Roof Top Studio Apt

Roof top studio suite with kitchen in authentic Spanish colonial architectural building in the center of the old town. The space opens to a terrace on two sides with incredible views. Very private. "Flexible check in" means check in: 10 am to midnight. Overnight check in if night is paid. STREET NOISE. DO NOT RENT THIS APT IF YOU ARE SUSCEPTIBLE FOR NOISE.

Popular amenities for Viejo San Juan smoking friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Smoking friendly apartment rentals

A compact living area is highlighted by a brown sofa and a small dining table with a chair. A microwave and mini-fridge are visible in the corner. A piece of black and white wall art adds a modern touch, while light enters through a nearby doorway.

4.71 out of 5 average rating, 28 reviews

Budget Cozy LBGTQ 420 Friendly

4.92 out of 5 average rating, 130 reviews

A chalet exterior is shown, featuring a sloped roof and large windows. A private entrance with glass doors is visible at the front. Potted plants line the entrance, and a balcony extends above with wood railing. Sunlight creates a warm ambiance on the structure.

Apartment in San Juan

Relaxing Chalet with beautiful Sunrises & Sunsets!

A refreshing pool is surrounded by a tiled area, featuring a small waterfall and colorful decorations. A seating area with chairs is visible in the background. The tranquil setting is enhanced by greenery and a few playful elements in the water.

4.77 out of 5 average rating, 133 reviews

Caribe House

Apartment in Hato Rey Norte

A cozy living area features a patterned sofa bed and a small wooden television stand. A turquoise rug adds a touch of color to the tiled floor, while glass doors allow natural light to fill the space, leading to a shared outdoor area.

4.9 out of 5 average rating, 111 reviews

San Juan Centrally located “Studio Blue Apartment”

A living area features a gray couch and a wooden chair positioned near a white door that opens to a view of greenery. A round mirror reflects light above a small table, while a mounted television provides entertainment options.

4.72 out of 5 average rating, 110 reviews

Entire Rental Unit- 8 min from SJU Airport

4.87 out of 5 average rating, 338 reviews

A well-lit bedroom features two sets of bunk beds with yellow bedding, providing ample sleeping space. A dark storage unit is positioned beside the beds. Blue curtains frame the windows, allowing natural light to brighten the room's neutral walls and tiled floor.

Apartment in Santurce

apartamento cerca de Condado y c/ Loiza Santurce

5 out of 5 average rating, 7 reviews

Apartamento de una habitación.

4.84 out of 5 average rating, 217 reviews

A dining area is highlighted by a large white planter filled with green foliage, positioned on a neutral tablecloth. Behind the table, a piece of vibrant wall art adds a pops of color, while a lamp stands beside it, providing additional light.

Apartment in Santurce

Art Gallery Apt/3br/2bh/parking/apt-Miramar

Smoking friendly house rentals

5 out of 5 average rating, 5 reviews

Home in Cangrejo Arriba

Regina Apartment 2

4.86 out of 5 average rating, 22 reviews

Home in Carolina

Oasís

4.91 out of 5 average rating, 35 reviews

A refreshing pool is surrounded by tropical plants, with a vibrant Puerto Rican flag mural displayed on the exterior wall of the house. Large glass doors provide views into the inviting living area, while the patio is adorned with comfortable seating options.

Home in La Gloria

La Gloria

4.97 out of 5 average rating, 112 reviews

The evening patio is illuminated with soft lighting, highlighting a private pool with clear blue water. Lounge chairs with colorful towels surround the pool area, while a shaded seating arrangement is visible near a bar counter, creating a relaxing atmosphere for socializing.

Home in Carolina

Villa turquesa Piscina privada cerca aeropuerto

4.87 out of 5 average rating, 195 reviews

A two-story house displays a modern exterior with grey walls and contrasting white accents. Large windows contribute to natural light, while a balcony is adorned with planters. A staircase leads to the upper level from the ground, where a white vehicle is parked nearby.

Home in Cangrejo Arriba

Full House near the beach and airport

4.76 out of 5 average rating, 674 reviews

The image shows a charming house with a light-colored exterior, partially surrounded by lush greenery. A private pool is visible next to the house, accompanied by tropical plants and colorful flowers in pots along the pathway leading to the entrance.

Home in Hato Rey Central

Techo Privado con Piscina y Jardín

4.99 out of 5 average rating, 83 reviews

A vibrant mural decorates the exterior of the building, featuring the Puerto Rican flag alongside lush green landscapes and tropical elements. The colorful design brings character to the space, with a concrete area in front that allows for easy access.

Home in Trujillo Alto

"Tropical Hidden Studio"

4.77 out of 5 average rating, 35 reviews

Two lounge chairs are positioned on a wooden deck overlooking the ocean. Palm trees and coastal vegetation frame the view, while waves gently break in the distance. Natural wooden elements add to the serene beachfront ambiance.

Home in Torrecilla Baja

Trópico

Smoking friendly condo rentals

4.73 out of 5 average rating, 11 reviews

A spacious room features a bed with white linens, complemented by a sleek black frame. A modern glass coffee table is positioned in front of a comfortable black sofa. Natural light is filtered through large windows adorned with white blinds, creating a bright and inviting environment.

Condo in Hato Rey Norte

Dream suite

A well-lit sleeping area features a spacious bed adorned with a white bedspread. Two chairs sit beside a small table, while a television is mounted on the wall. An air conditioning unit is positioned above the bed, and soft ambient lighting is provided by a lamp.

Condo in Bayamón

4.83 out of 5 average rating, 30 reviews

Bayamon Rooms A

4.86 out of 5 average rating, 29 reviews

An open balcony area features a mosaic-tiled floor, a dining table with dark wood and woven chairs, and a hanging chair for relaxation. Large glass doors provide unobstructed views of the mountains and cityscape. Natural light streams in, enhancing the inviting space.

Condo in Isla Verde

Isla Verde, Spacious 3BD/2BR Apt with Beach Access

4.81 out of 5 average rating, 62 reviews

The building exterior showcases a three-story structure with a symmetrical design. Sturdy green railings outline the staircase, while large windows allow natural light to enter. A decorative gabled roof adds architectural interest, and a motorbike is parked near the entrance, indicating accessibility.

Condo in Ocean Park

Sanctuary

A serene beach scene is displayed, featuring tall palm trees swaying gently in the breeze. Soft, white sand covers the beach, while distant figures can be seen relaxing under the clear blue sky and scattered clouds above.

Condo in Isla Verde

4.73 out of 5 average rating, 22 reviews

Acogedor alojamiento Turístico Isla Verde.