Apartment vacation rentals in San Juan

Historic 2BR~Walk Everywhere• Balconies • King Bed

Historic 2BR Spanish Colonial home in the heart of Old San Juan—walk everywhere, enjoy authentic architecture, and take in the city from balconies overlooking the street. ♦️ Walk to restaurants, cafés, nightlife & historic sites • Walk Score 98 ♦️ Quiet King bedroom + Queen bedroom with balcony views ♦️ Soaring 18-ft ceilings, arches, beams & original character ♦️ A/C, fast Wi-Fi, workspace, full kitchen & nearby laundry ♦️ Great for families, couples & small groups who want to walk everywhere

Classic Old San Juan • Best Location • 1rst Floor

Best in Old San Juan! Classy and beautifully restored colonial‑style building. Our 2BR apartment blends historic charm with modern comfort. Perfect for cruise ship visitors, vacationers, romantic couples, business travelers, or a family getaway. Easy, well‑lit access, no stairs; arrival will be smooth at any hour. You’ll find a spacious living room, fully equipped kitchen, a brand-new bathroom, and a tranquil interior patio/linai for unwinding after adventuring the old city. Book with us today!

New gorgeous unit in Condado, San Juan near beach

This is a jewel, centrally located in Condado in quiet affluent street 2 blocks away from Ashford Ave where all restaurants, hotels, casinos and bars are. 10 minutes walk from best Condado beach (Marriott’s). It’s a unit decorated with taste, which offers a modern fully equipped Italian kitchen, 2 bright bedrooms, modern rain shower bathroom, virtual concierge, 200mbps wireless internet and a gated parking spot. Living room has 65” TV with premium channels. Master offers a 55” TV. Ample closets

Cozy Historic Ruin Apartment

Located in the heart of Old San Juan, this unique and special place enables you to experience a fully authentic colonial experience- the most authentic you will get in Old San Juan. This renovated ruin apartment conserves the historical architecture from Old San Juan at a maximum potency, while offering a comfortable and cozy stay. Perfect for any small family, couple or group of friends seeking to enjoy what Old San Juan has to offer, from restaurants to forts, in a fully cultural experience.

In the Heart of Old San Juan!

Experience the charm of Old San Juan in this colorful apartment, housed in a historic 17th-century building with characteristics that come with its age! To brighten the space, simply open the doors and windows to let the natural light flood in as the shutters do not open. Located just a block from the vibrant nightlife on “Calle San Sebastian” and a short stroll from the “Castillo El Morro”. Enjoy plazas, dining, and shopping all within walking distance in the heart of this famous walled city.

Enchanting Spanish Colonial Loft in Old San Juan

Discover the enchantment of Old San Juan in this charming Spanish colonial apartment, perfectly nestled in the historic heart of Puerto Rico’s most iconic city. Walk everywhere, from historic parks and landmarks, restaurants, coffee shops, and shopping. Just steps away from Playa del Capitolio or a longer scenic walk to the Escambron beach and recreation area. The apartment is a tranquil loft insulated from the heat and busy streets when you need a break to recharge on your trip.

Island Vibes · Steps to the Beach: Terrace/Balcony

Our charming listing is perfectly located near all your heart's desires in Puerto Rico. Not only will you enjoy the convenience of being just steps away from breathtaking beaches and the historic charm of Old San Juan, but you'll also find yourself surrounded by a delectable array of restaurants offering mouthwatering cuisine. Our beautiful house are centrally located in the heart of the Condado tourism. 10 min drive from the airport and free parking.

Best location with pool, steps from beach!

Wake up in a luxurious king bed with premium bedding, gazing out at your private pool framed by lush palm trees. Start the day with breakfast from the fully equipped kitchen, then catch up online with blazing-fast Wi-Fi under the shaded pergola. Cool off in the pool or rinse in the outdoor hot shower before walking just 50 yards to San Juan’s best beach. Ideal for couples, solo travelers, remote workers, or small families seeking comfort and style.

Beachfront, Min from airport, OSJ, in Condado!

This beachfront condo is the perfect vacation getaway for two. It is located directly on one of Puerto Rico's most beautiful beaches. Walkable area, old San Juan close by and many food and shopping option within walking distance. You will wake up seeing the beach directly in front of you and go to bed with the sound of the waves! **WE CANNOT STORE LUGGAGE** Check in time 3PM-checkout 11AM Absolutely no smoking allowed in the apartment.

Turquoise Ocean Views... Beautiful Condado Studio

Walk a few steps to the beach from this bright and breezy, ocean view studio, perfect for a summer vacation all year round. Located in the heart of Condado (Ashford), savor restaurants, nightlife, bike, paddle board... or simply relax and live it up. Its a three hundred fifteen square foot (315 sq. ft.) studio unit. Building has a Full Power Generator.

Old San Juan, El rincón. Location!! Location!!

In the heart of old San Juan! Second floor apartment, one bedroom, kitchen, washer, bathroom, wifi, cable and a futon in the living room. Walking distance to el Morro, art places, monuments, amazing restaurants and great nightlife ambiance! Access to public transportation, taxis and uber. Discover the old San Juan in the best location!

Casa Antonio OSJ.

Enjoy a comfortable stay in this beautiful and cozy apartment in the heart of Old San Juan. You can appreciate sunsets and see the arrival of cruise ships from the terrace while enjoying a glass of wine. Casa Antonio is a charming place with an excellent location near restaurants, supermarkets, pharmacies, and stores.