Boutique hotels in Viejo San Juan

Oasis Guest Suites #1

Welcome to Oasis Beach Suites—your beachside getaway just 50 feet from the sand in the heart of Condado. Proudly serving the LGBTQ+ community for over 9 years, our property offers a fun, vibrant atmosphere with cocktails and Mexican tapas on our outdoor patio, plus a lively bar on-site. Please note: music can be heard throughout the property. Walgreens/CVS are within walking distance. If this suite is booked, we have three additional suites available—check out our hosting page for more options.

Location · Value · Checkout

Beach Front Bedroom W/ Generator/kitchen/balcony

You won’t want to leave this charming, one-of-a-kind place. Hosteria del Mar is a local & family owned Boutique Hotel & Rest. A block away from the beach, it provides both the tranquility of being away from the crowds but the accessibility to go on morning beach walks. This is definitely a stay you will want to repeat over and over again. We are located in the pristine gated neighborhood of Ocean Park. A 10 minute walk to the highly touristic area of Condado. 10 min to the airport and from OSJ!

Location · Family · Parking

Dream Inn PR | Sunlight Room

Dream Inn PR is a uniquely designed Guest House located in San Juan, Puerto Rico. Come and take advantage of all this enchanted island has to offer. The boutique hotel is located in the heart of the city of San Juan, and just a few steps away from the sandy beaches of Ocean Park. As you enter this architecturally designed guest house lobby, a sense of harmony and tranquility takes over with the setting of a Buddha-inspired colorful koi pond with its soft flow of water and an abstract OM decor.

Value · Family · Air conditioning

Exclusive 3BR Cozy Design & Private Kitchen

Luxury at Casa Ciana: Art & Music District Discover the essence of San Juan in our first-floor suite. Perfect for up to six guests, this designer suite features three bedrooms, a full kitchen, a private balcony, and an elegant living room. Located in the vibrant Arts District, you'll be minutes from the beaches, casinos, and Old San Juan's . High-speed Wi-Fi is included. The ideal urban sanctuary for families seeking style and a prime location. Your luxury getaway to Puerto Rico starts here!

Family · Location · Air conditioning

MARE 27 Birds Nest Queen w/Priv. Bath + Beach&Pool

Our space is located in the heart of "Condado" - at the end of our street is the quietest part of Ocean Park Beach and at the end of our block is Loiza Street (buzzing with awesome restaurants...) It is fully equipped, spacious and bright. It was renovated and restored to its original design while integrating modern amenities (all bedrooms and living spaces are equipped with AC). It is furnished and designed with simple, minimal custom pieces following the less is more philosophy.

Location · Value · Walkability

Hotel El Convento

As one of the most historic luxury hotels in San Juan, Hotel El Convento offers San Juan accommodations unlike any other. Relax and unwind in any of our timeless hotel rooms that feature ornate handcrafted furniture, marble bathrooms and Andalusian tile floors. S From the exposed rich mahogany beams to every modern comfort, the loving and refined restoration of our Spanish Colonial hotel is reflected in the design of this architectural gem in the heart of Old San Juan.

Location · Value · Air conditioning

N1 Beach House | Standard Room, Ocean Park Beach

Located right on the beach at Ocean Park, one of the hottest areas in San Juan. Our recently renovated rooms are perfect for couples. They are equipped with smart TV, mini-fridges, private bathrooms with showers, safe deposit box, ceiling fan, and free wifi. Maid service is provided daily. Also, beach chairs, towels, and umbrellas. We are the home of Kite Puerto Rico a kiteboarding school and retail store, and The Beach House bar and Bistro.

Location · Value · Hospitality

D' Alexa Guesthouse | PH + Rooftop ROOM #1

Más que un hospedaje. 🤍 Disfruta de un espacio acogedor con diseño urbano, nuestro Tiki Cigar Bar, cigarros locales, merch exclusivo y una experiencia pensada para que te sientas como en casa. ✨ Stay. Relax. Unwind. ---- More than just a place to stay. 🤍 Enjoy a cozy space with urban design, our Tiki Cigar Bar, locally crafted cigars, exclusive merchandise, and an experience designed to make you feel at home. ✨ Stay. Relax. Unwind.

Decor · Comfort · Cleanliness

Interior Queen Room Near Beach w/ Generator

All of our rooms at Red Door Inn are Non-Smoking. Our “Interior Queen” rooms are perfect for the person or couple who want to be in the middle of it all in Condado and need just the right amount of space. Interior rooms do not have windows. These rooms are located on the first floor designed beautifully in a modern yet peaceful and warm style with special touches that give you everything you need to feel right at home.

Location · Value · Amenities

Boutique Queen at Ocean Park + 2 Pools by Rosalina

Rosalina Ocean Park is a bright, modern boutique hotel in the heart of Ocean Park, San Juan. With 19 unique units, two shared pools, and a peaceful courtyard, it's the perfect place to unwind after a day of sun and culture. Just minutes from Ocean Park Beach, Calle Loiza, and Condado. Whether you're here to relax, explore, or both, you’ll feel right at home. - Please read the full description before booking.

Location · Value · Comfort

SkyWay Cruise Room #12

Welcome to our unique hotel, located between San Sebastián and Norzagaray Streets. Admire breathtaking ocean views and iconic landmarks like El Morro and Fort San Cristóbal. Immerse yourself in the charm of colonial ruins and relax in our exclusive sauna room. Rest under the sun in our custom treenet, wrapping around a beautiful mango tree. Experience the magic of Old San Juan in an unforgettable setting!

Location · Value · Kitchen

Coziest room in OSJ - Pool Open. Yey!

Wonderful home base for travelers looking to get the true old San Juan experience with modern amenities and great service on a budget. This listing is for a Room with Queen Bed at La Terraza de San Juan Hotel Boutique. Our 200 year old building is fully renovated with original features from spanish colonial era. At La Terraza de San Juan we are like a big family and treat our guests as such.

Value · Location · Pool