Smoking friendly vacation rentals in Viejo San Juan

4.83 out of 5 average rating, 203 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.

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, 148 reviews

Gem on San Se 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.

4.83 out of 5 average rating, 144 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.

4.98 out of 5 average rating, 111 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.

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.

4.82 out of 5 average rating, 265 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.

4.8 out of 5 average rating, 100 reviews

A spacious bed is adorned with textured bedding, accompanied by decorative cushions. Sheer curtains filter soft sunlight, casting a warm glow in the room. The backdrop includes a view of the ocean and a balcony, enhancing the serene atmosphere at sunset.

Apartment in Isla Verde

Panoramic Ocean Escape – Balcony, No Parking

Panoramic Ocean-View Escape with Private Balcony (No Parking) Wake up to breathtaking, panoramic ocean views from your private balcony in this vibrant, sunlit studio. Designed for comfort and connection, this space is perfect for couples, solo travelers, or remote workers. Enjoy a fully equipped kitchen, high-speed WIFI, and the perfect mix of island charm and modern ease — all just steps from city life and the beach.

4.97 out of 5 average rating, 222 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

The liveliest neighborhood in San Juan, Santurce. 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. We provide everything you need – just bring your outfits and get ready for a great time! Walk to the beach, Condado Lagoon, and Miramar. Just 10 minutes drive to the airport, Old San Juan, and Isla Verde.

5 out of 5 average rating, 140 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!

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, 111 reviews

La Bonita Rooftop 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.

A private rooftop space offers comfortable seating on lounge chairs and a sectional sofa, with a table positioned at the center. Views of the water and city are visible in the background, under a partially cloudy sky.

4.88 out of 5 average rating, 156 reviews

Penthouse with Private Rooftop!

Enjoy the National Historic Landmark District of Old San Juan in our 3 Bed, 2 Bath Colonial style Pent-House. Located on popular “Calle de San Sebastian”, our building is a page from history. Once known as the home of the fraternal organization "Respetable Logia de Caballeros', this space will surely take you back in time.

Popular amenities for Viejo San Juan smoking friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Smoking friendly apartment rentals

Apartment in Cangrejo Arriba

An outdoor balcony is visible, featuring a blue awning that provides shade. A white railing surrounds the space, and the view includes nearby buildings and greenery. The floor is paved, with a welcome mat placed at the entrance.

4.9 out of 5 average rating, 231 reviews

Apartment near Airport - Travel and Rest

A rooftop space is revealed, featuring a circular glass table surrounded by six light-colored chairs. Potted plants add greenery to the setting, with a backdrop of low-rise buildings and a clear sky. String lights overhead create a subtle ambiance.

4.96 out of 5 average rating, 53 reviews

The Spanglish Rooftop Garden Modern Historical

4.92 out of 5 average rating, 133 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, 137 reviews

Caribe House

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, 112 reviews

Entire Rental Unit- 8 min from SJU Airport

4.87 out of 5 average rating, 347 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

apartment near Condado and c/ Loiza Santurce

4.91 out of 5 average rating, 11 reviews

One-bedroom apartment.

4.7 out of 5 average rating, 84 reviews

Apartment in Santurce

Apartment close to everything

Smoking friendly house rentals

4.78 out of 5 average rating, 157 reviews

A spacious living area features two comfortable sofas in blue and rust colors, arranged around a glass coffee table. Neutral curtains frame the windows, which allow natural light to fill the space. A piece of artwork and a decorative vase enhance the ambiance.

Home in Guaynabo

Super comfortable Family Home w/ private pool

4.79 out of 5 average rating, 255 reviews

A modern kitchen area is shown with light grey cabinets and a wooden countertop. A dining table with four chairs is positioned nearby. Two framed artworks adorn the wall, complementing the clean, neutral color palette. Natural light filters through a partially closed window.

Home in Bayamón

💎HIDDEN GEM MINUTES FROM SAN JUAN WITH A/C, PARKING

4.92 out of 5 average rating, 38 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 Trujillo Alto

La Gloria

4.87 out of 5 average rating, 196 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

4.75 out of 5 average rating, 681 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

Private Roof with Pool and Garden

5 out of 5 average rating, 17 reviews

A cozy studio space is highlighted by a spacious bed adorned with a soft blanket and decorative pillows. A modern desk with a chair is positioned nearby, featuring a TV mounted on the wall above. Three framed abstract art pieces add a subtle touch to the decor.

Home in San Juan

Los Angeles Suite

4.8 out of 5 average rating, 41 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

Tropic

4.81 out of 5 average rating, 313 reviews

A bright living area features a blue sofa with decorative pillows and a low table. A mirror reflects natural light. The open layout includes a glimpse of a kitchen behind glass block walls, with subtle decor elements enhancing the space.

Home in Isla Verde

Tropical Beach House! Playa Beach Villa Awaits

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

4.88 out of 5 average rating, 34 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

Cozy tourist accommodation in Isla Verde.

Condo in San Juan Antiguo

A bright living room is highlighted by a spacious orange couch adorned with decorative pillows. Two large windows with light-filtering blinds allow natural light to fill the space. A small round coffee table complements soft lighting from a floor lamp, enhancing the inviting atmosphere.

4.81 out of 5 average rating, 58 reviews

Modern Apt. In historical Art Deco Building

Condo in San Juan

4.59 out of 5 average rating, 17 reviews

Rock Rivers 2 (WIFI)