Smoking friendly vacation rentals in Viejo San Juan

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.

4.95 out of 5 average rating, 220 reviews

Cozy studio close to Bad Bunny /Beach

* 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, 197 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 San Juan

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.

4.79 out of 5 average rating, 141 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.

4.85 out of 5 average rating, 135 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 San Juan

*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.

4.97 out of 5 average rating, 218 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 San Juan

Comfy @La Placita-best location in SJ, w/King bed

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. The best spot to stay for Bad Bunny’s residence concerts! 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 murals by local artists for your perfect Insta shot, and tag us!

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.

4.95 out of 5 average rating, 176 reviews

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.

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.

4.8 out of 5 average rating, 123 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.

4.82 out of 5 average rating, 257 reviews

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.

Apartment in Carolina

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.

Top guest favorite

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 Cangrejo Arriba

5 out of 5 average rating, 134 reviews

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, 109 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.

4.91 out of 5 average rating, 154 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.

A bright and functional studio apartment features a kitchenette with a black refrigerator. The seating area includes two yellow futons adorned with red accent pillows. A full-length mirror enhances the sense of space, while light tiles create a clean and inviting environment.