Boutique hotel holiday rentals in San Juan

Oasis Guest Suites #3

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.

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.

Skyway - Loft 7

Welcome to our unique hotel, nestled between San Sebastián and Norzagaray St. Enjoy breathtaking ocean views, where you can admire iconic landmarks like El Morro and Fort San Cristóbal. Relax in our jacuzzi overlooking the sea, and explore the enchanting colonial ruins that give this space its historic charm. Don’t miss our one-of-a-kind custom treenet, wrapping around a delightful mango tree-perfect for relaxing under the sun. Discover the magic of Old San Juan in a setting like no other!

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 #2

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 | Ocean View 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.