Boutique hotel holiday rentals in Viejo San Juan

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!

Rainforest Studio #4 Pool, Tropical Garden, Views

Perched high (1,225 feet above sea level) on 5 acres in the Sierra de Luquillo Mountain Range within the Caribbean National Rain Forest of Puerto Rico, El Escondido offers four unique Studio rentals for 2-night minimum stays among a 2 acre private collection of tropical gardens with year-round swimming pool. Each 325 sq ft studio has its own entrance within one modern newly constructed building. The hosts live in an adjacent home and are here to help make your entire vacation a memorable one.

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.

MARE 32: Queen Room w/ Terrace + Beach + New 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.

A cool Tripper's Inn Room #5

The neighborhood will certainly make you feel like you are on vacation, nonetheless it will also make you feel like a local. The beach, considered the best in the area, is just steps away. Plenty of restaurants within walking distance, and up the street, Loiza street, is booming with new local bars and restaurants, all very good. The bus stop that will take you straight to old San Juan is 10 steps from the property. This same bus will take you up and down the tourists areas.

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.

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.

2 Pools at Ocean Park + Beach | Luxury Suite 2

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.

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.