Boutique hotel vacation rentals in San Juan

A cozy sleeping area features a queen bed with a light gray quilt and patterned pillows. A small refrigerator is positioned beside the bed. Natural light enters through a window with light gray curtains. A colorful painting adorns the wall, complementing the neutral tones of the space.

4.84 out of 5 average rating, 77 reviews

Oasis Guest Suites #4

Welcome to Oasis Beach Suites. Your getaway destination 50 feet from the beach for a fun, beachside vibe in the heart of beautiful Condado serving the LGBTQ+ community for over 9 years. Come and enjoy delicious cocktails, empanadas and other Mexican tapas on our outdoor patio during the day and dance the night away inside our bar located just steps away. Oasis is also located 50 ft. from a 24 hour. If this suite is occupied, we have 3 additional ones. Check out my hosting page for my listings.

A balcony view showcases the vibrant blue ocean against a clear sky. Two white chairs are positioned beside a small glass table, creating a space for relaxation. A gentle breeze can be noted, as indicated by the swaying tree just outside the railing.

4.74 out of 5 average rating, 81 reviews

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!

The rooftop terrace features a blend of seating options, including lounge chairs and a dining area. A large umbrella provides shade over white tables and chairs, while a wooden table adds warmth. Lush greenery surrounds the space, with views of the ocean and skyline in the distance.

4.29 out of 5 average rating, 7 reviews

2 Twin beds shared bathroom

Is it a hostel? A hotel? Urban campsite? Formal titles are nice, but Nomada is more than just a word - it is a lifestyle built from shared intentions and good vibrations. However you are looking to integrate into the Latin Caribbean Culture, we are here to make the best of that endeavor! Come to visit, eat, dance, or share stories; whatever you're looking for, you'll find it at Nomada. The adventure never ceases, but the journey begins here. NO MINORS ALLOWED TO STAY- MUST BE 18 YEARS OR OLDER

The guest house features an innovative architectural design with a striking red façade comprising geometric shapes. Expansive windows allow natural light to fill the building, while a modern concrete base is supported by a lush, landscaped area at the front.

4.85 out of 5 average rating, 201 reviews

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.

A spacious room features a plush bed with crisp white linens. A wall displays the phrase 'Un Verano Sin Tí.' Natural light enters from a nearby bathroom, and a black sliding door adds a modern touch to the design.

5 out of 5 average rating, 8 reviews

Elegant 1BR Suite @ San Juan w/ Parking and AC

Casa Ciana is a newly remodeled luxury boutique hotel in Miramar's Art & Music district. Just 5 minutes from the Hotel Strip, casinos, and beaches, it offers artist-inspired rooms featuring icons like Marc Anthony, Ricky Martin, and Bad Bunny. The Cozy Ground-Floor Retreat Room is perfect for couples or small families, featuring free Wi-Fi, air conditioning, flat-screen TV with Hulu & Netflix & ambiance. Explore San Juan’s culture, beaches, and historic landmarks from this peaceful retreat.

An outdoor seating area features comfortable white couches paired with dark wicker chairs around a tiled table. The space is complemented by ceiling fans and artwork displayed on the wall. Lush greenery is visible in the background, enhancing the relaxed ambiance.

4.82 out of 5 average rating, 33 reviews

MARE 25-Single Room w/new pool+half block to beach

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.

The exterior of Hotel El Convento is showcased, displaying a historic structure with a warm yellow facade. The entrance features an archway framed by elegant columns, and lush greenery is visible in planters along the building. The surrounding area includes additional rooftops adorned with greenery.

4.78 out of 5 average rating, 74 reviews

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.

The beachfront property is set against a backdrop of swaying palm trees and a clear blue sky. Guests can be seen relaxing on the sandy beach, while colorful kites and equipment hint at nearby kiteboarding activities.

4.93 out of 5 average rating, 15 reviews

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.

An outdoor terrace features a mix of red and white chairs and tables, arranged among lush greenery and potted plants. A shade sail provides coverage for part of the seating area, while the modern architecture of the surrounding building is visible in the background. Clear blue skies are present above.

4.8 out of 5 average rating, 59 reviews

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.

The bedroom features a spacious bed with decorative pillows and a light throw blanket. A soft color palette complements the floral wall art. A bedside table holds a vase of fresh flowers, and a television is mounted on the wall opposite. A modern bathroom is visible through an open door.

4.77 out of 5 average rating, 291 reviews

2 Pools at Ocean Park + Beach | Luxury Suite 6 |

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.

A rooftop terrace features an infinity plunge pool, surrounded by potted palm trees. The pool overlooks a panoramic view of the cityscape, showcasing various buildings under a cloudy sky. The brick flooring adds an earthy tone to the setting.

4.77 out of 5 average rating, 181 reviews

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.

A room featuring an antique four-poster bed with neutral bedding, positioned beside a bedside lamp. The decor includes a painting depicting a serene landscape, and double doors with louvered shutters provide access to the exterior.