Boutique hotel holiday rentals in Viejo San Juan

Isla Verde Inn Room #5

Easy access to the Isla Verde Beach, just a short walk from the Inn. Enjoy our convenient central location walking distance from the supermarkets, pharmacies, restaurants, and a great spanish bakery called La Panadería y repostería España. Short Uber ride to the San Juan night life We're ready for any situation ⭐️ 1 Power Generator ⭐️ 3 Water Tankers ⭐️ 1 Automatic Gas In-Line Water Heater: hot showers ⭐️ 1 Outdoor Common Pool Opened Everyday From 8am-10pm ⭐️ 4 Exterior Security Cameras

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.

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!

2 BR Suite - 10 Min drive to Bad Bunny Concert

Casa Ciana is a luxury boutique hotel in San Juan's vibrant Miramar district, blending style, comfort, & culture. Just minutes from beaches, casinos, Old San Juan, & cultural landmarks, it’s perfect for city exploration. The elegant first-floor retreat accommodates 4 guests w/ a private kitchen, balcony, and living room w/ city views. Enjoy modern amenities like free Wi-Fi, flat-screen TV w/ Hulu and Netflix, making it ideal for families or small groups seeking relaxation, w/ the beach nearby.

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.

Beautiful apartment at the heart of Condado Beach

Enjoy the magical view of the swimming pool and the Condado Lagoon directly from your living room. This apartment includes a full kitchen with all the appliances you could ever need; a queen bed and a queen sofa bed to accommodate up to two more guests. The private kitchen and bathroom were recently remodeled and the ocean view is available right from the shower and bedroom. Walking distance to the beach, restaurants, bars, parks and Old San Juan. One parking spot on premises included.

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.

Colonial Room | The Gallery Inn

Indulge in the charm of our recently refreshed Colonial rooms, where elegance meets comfort. Take in stunning views of our enchanting gardens, the vibrant city, or a glimpse of the ocean’s beauty and enjoy the best of Old San Juan. Features: • One Tempur-Pedic full-size bed or one queen and one single bed • Private bathroom • A/C Most have private balconies—perfect for enjoying the breeze or a starry night. Note: Each room is unique in our nearly 500-year-old building.

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.

Library Suite at Casa Lucienne, Historic Mansion

The Library Suite at Hotel Casa Lucienne is a haven for the curious and contemplative. Lined with vintage books and rich wood accents, it features a king bed, ambient lighting, and curated art. Step onto the semi-private terrace to take in views of the old city—or soak in the outdoor tub as time slows. Designed for reflection and quiet luxury, the Library Suite invites guests to linger in a space where stories live and serenity reigns.

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.

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.