Boutique hotel holiday rentals in San Juan

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.

4.75 out of 5 average rating, 80 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!

4.88 out of 5 average rating, 208 reviews

Hotel room in Luquillo

Jacuzzi Caliente-Privacy and Comfort mini suite

Experience comfort and style. This is our smaller room but very bright and comfy. Our rooms are equipped with a private bath, mini fridge, free Wi-Fi. Unwind by the pool or warm Jacuzzi, Enjoy the nearby beaches and rainforest. Test your luck at the Tropical Casino, or visit the San Miguel reservation for bird watching. you can try horseback riding at Carabalí Park through the forest and along the shore. Stores and restaurants are 5min walking distance. Beaches are 15min walking 5 min by car

Top Guest favourite

Hotel room in Canóvanas

4.98 out of 5 average rating, 385 reviews

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.

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.

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.

4.89 out of 5 average rating, 157 reviews

Hotel room in Fajardo

Calizo Boutique Hotel 5

Beautiful and exclusive place allows you to walk to 5 different beaches, to the luminescent bay. This boutique hotel has entrance gardens, with cozy spaces perfect for sharing with the family, as a couple and even alone, with a fountain in the center that makes it perfect for enjoying this island of charm. In addition, our paradise has an oasis with an outdoor pool and jacuzzi, illuminated with beautiful colors and a waterfall that you can enjoy before check-in and after check-out.

4.74 out of 5 average rating, 493 reviews

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.

4.78 out of 5 average rating, 73 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.

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.

4.87 out of 5 average rating, 102 reviews

2 Pools at Ocean Park + Beach | Queen Suite 18

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.