Holiday rentals with a hot tub in Viejo San Juan

4.93 out of 5 average rating, 421 reviews

A panoramic view of the bay at sunset captures vibrant hues of pink, purple, and orange reflected on the water. Silhouettes of palm trees frame the scene, with distant city lights sparkling along the shoreline.

Loft in San Juan

Stunning Penthouse @the❤of OSJ

Old-World-Meets-New Penthouse, 3 modern bedrooms, 2 bathrooms, 2 large terraces, 1 overlooks the Bay of San Juan and the other the 2nd oldest chapel in America and final resting place of famous explorer Juan Ponce de Leon. Located in the center of it all, no need to walk long distances. 6 sleep comfortably or 10 with twin matresses. PDF file provided with recommended places to visit, like nearby beaches, historical sites, restaurants and other places to help you prepare better for your vacation

Superhost

A modern living area is presented with a neutral color scheme. A large, flat-screen television is mounted on the wall, accompanied by a cozy sofa and a small coffee table. A wooden dining table is positioned nearby with a simple vase, enhancing the functional space.

Apartment in San Juan

4.81 out of 5 average rating, 186 reviews

★Violeta★Luxury Private Rooftop in Old San Juan

Violeta is our apartment located in the heart of Old San Juan. From here you have access to over a dozen restaurants and world famous bars walking distance. Enjoy watching a movie on the living room or bedroom, working from home on our dedicated space or impress cooking or ordering food. Entire apartment is air-conditioned for your convenience. The apartment has a lovely rooftop that overlooks the Cathedral. Enjoy breathtaking sunsets, sit down and read a book or just chill at the jacuzzi.

4.85 out of 5 average rating, 359 reviews

Apartment in San Juan

Hopesdate here San Juan

The historical & cozy apt in Puerta de Tierra has 2 bedrooms, a living room, a bathroom w/ shower, kitchen, it has AC in the 2 rooms and living room, w/ fast WiFi of 600 megabytes, every room and living room have smart TV's with Netflix, HBO Max, Hulu, Disney+, Amazon Prime already instal for you to watch. Kitchen have icoffee maker, microwave, fridge and toaster stove * The beach is very close to the apt 15 min walk, 5 min drive or 7 min Bird scooter ride > we also provide beach towels *

A balcony features a glass table set with two wine glasses and a bottle of red wine. A small vase with white flowers rests on the table. Lush palm trees and ocean waves are visible in the background under a clear blue sky.

4.82 out of 5 average rating, 313 reviews

Ocean Views Studio | Relaxing

5 STARS" – PRIME LOCATION IN PUERTO RICO! Oceanfront corner apartment with balcony for expansive views, perfectly situated in the heart of San Juan. Enjoy walking access to Old San Juan, Condado, and Paseo Caribe—a vibrant area filled with restaurants, shops, and live music. Relax on the balcony with a glass of wine as you watch the waves, or unwind at the building’s pool, jacuzzi, and tropical gardens. Just steps away, a large lagoon awaits for kayaking and paddle boarding adventures.

4.97 out of 5 average rating, 116 reviews

A private balcony features comfortable seating arrangements overlooking the serene bay. The spacious outdoor area is adorned with modern furniture and provides an unobstructed view of the water and surrounding greenery.

Flat in Cataño

Bella Bahía 1 Wonderful Sea View! 2 Bedrooms 2 Bathrooms

Welcome to Bella Bahía 1. This exclusive apartment is located in the village of Cataño on the other side of the bay of Old San Juan. Bayfront accommodation, furnished, with 2 bedrooms, 2 bathrooms. It has a hydromassage Jacuzzi for 4 people, a favorite of our guests. Places of interest within walking distance of the apartment: Beaches, Bahía Viva (boardwalk), playground, restaurants, food kiosks, Casa BACARDÍ, supermarkets, pharmacies, bakeries, and ferry to Old San Juan.

4.99 out of 5 average rating, 101 reviews

A serene outdoor space presents a heated pool surrounded by lush greenery. Comfortable seating is located under an umbrella on a wooden deck, while a large planter with tropical plants adds a natural touch. The setting is enhanced by vibrant pink flowers climbing the walls.

Home in San Juan

Old San Juan Gem | Backup Power/Water, Pool + Pkg

Enjoy added peace of mind with solar power, battery backup, a private water cistern, and fiber internet, amenities rarely found in Old San Juan. Stay in a 200-year-old historic home in the heart of Old San Juan, complete with a heated private pool and dedicated parking just steps away. This spacious two-story retreat blends historic architecture, curated Puerto Rican art, and modern comfort, all within walking distance of the city’s best restaurants, shops, and landmarks.

Superhost

4.84 out of 5 average rating, 108 reviews

Centric Paradise Villa | Pool | Cruise ports

WATER & POWER BACKUP — Property equipped with water cistern and backup systems. Our guests are not currently affected by scheduled water rationing. Welcome to our inviting accommodations. Details below. Reach out with any inquiries. This is our spacious suite with a King-size bed and fully equipped kitchenette. Next to Paseo Caribe and Caribe Hilton, dine at nearby restaurants just a 5-min walk away. Between Old San Juan and Condado, experience the heart of the action.

An open living space features a king bed with neutral bedding, accompanied by a large sofa and a 50-inch TV. A dining table for two is positioned near the well-equipped kitchen. Floor-to-ceiling windows allow natural light and views of surrounding greenery.

4.93 out of 5 average rating, 136 reviews

King Bed Loft | by Old SJ & Escambrón Beach | Pool

Keep it simple at this peaceful and centrally-located place. Condado is one of San Juan's high-end areas packed with tourists, so people are on the street 24/7. This listing is next to Old San Juan, Escambrón Beach, and many other prime attractions! The building has a backup generator and water cistern in case of power and/or water outages. The unit is for two guests, and having more guests is prohibited. Additional guests who stay against the rules pay $50 per night.

4.96 out of 5 average rating, 114 reviews

Flat in Santurce

Epic Ocean View, 23 floor, Balcony & Free Wi-fi

The unit is conveniently located on Ashford Avenue in the fashionable Condado district of San Juan, one of Puerto Rico's most popular beachfront destinations. Known for its beautiful beaches, vibrant nightlife, and lively atmosphere, Condado offers the perfect blend of relaxation and entertainment Whether you choose to explore the island or simply relax by the ocean, this location provides the perfect balance of convenience, comfort, and authentic Puerto Rican charm.

5.0 out of 5 average rating, 174 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

Enjoy uninterrupted water and power at Villa Jade, with a whole-house generator and 600-gallon water cistern for peace of mind. Villa Jade is a unique luxury waterfront retreat with a heated saltwater pool, jacuzzi, and private dock on a serene lagoon. Just 10 minutes from SJU Airport and the fabulous beaches of Isla Verde. Three spacious bedrooms with private baths. Fully remodeled. As a dedicated 5-star host, I’m here to ensure a smooth, relaxing stay. Welcome!

A private balcony features a wooden table and two matching chairs, overlooking the tranquil lagoon waters. A small plant is placed at the center of the table, with vibrant blue skies and distant city views creating a serene backdrop.

4.8 out of 5 average rating, 110 reviews

Sunrises Near Beaches+Power+Private Balcony

WATER & POWER BACKUP — Property equipped with water cistern and backup systems. Our guests are not currently affected by scheduled water rationing. Welcome to our property, a contemporary haven that lives up to its name. Situated on the 5th floor of the Condado Lagoon Villas I, this east-facing condominium is an integral part of the opulent high-end complex that houses the renowned Caribe Hilton Hotel and the stylish award winning Paseo Caribe.

An outdoor hot tub is surrounded by a natural bamboo fence, providing privacy and a serene atmosphere. A wooden stool and a small red step stool are positioned nearby, while lush greenery enhances the relaxing environment.