Vacation rentals with a patio in Viejo San Juan

3BR Penthouse: Walk Everywhere · King Beds · Patio

Spacious 3BR penthouse in the heart of Old San Juan—walk everywhere while enjoying space, privacy & comfort for your whole group. ♦️ Walk to restaurants, cafés, nightlife & historic sites ♦️ Spacious 2,000-sqft layout ideal for families & groups ♦️ Quiet bedrooms for restful sleep ♦️ 2 King beds + 1 Queen bed ♦️ Private interior patio — rare open-air retreat ♦️ Juliette balconies with vibrant views ♦️ A/C, fast Wi-Fi, full kitchen & laundry ♦️ 2 full bathrooms ♦️ Historic charm + modern comfort

★Violeta★Luxury Private Rooftop in Old San Juan

Violeta is our apartment located in the heart of Old San Juan. From here you have access to over a dozen restaurants and world famous bars walking distance. Enjoy watching a movie on the living room or bedroom, working from home on our dedicated space or impress cooking or ordering food. Entire apartment is air-conditioned for your convenience. The apartment has a lovely rooftop that overlooks the Cathedral. Enjoy breathtaking sunsets, sit down and read a book or just chill at the jacuzzi.

Apartment w/ Private Rooftop | Old SJ | Central AC

Enjoy a stylish experience at this centrally-located PRIVATE apartment with PRIVATE rooftop (no one else has access to unit or rooftop). It is located in the heart of Old San Juan on Sol (Sun) Street, right by most of the nightlife (bars and restaurants). The apartment is close to El Morro, the fort the Spanish Crown used to defend San Juan back in the day. The unit is for six guests, and having more guests is prohibited. Additional guests who stay against the rules pay $50 per night.

The Garden Miramar 2 • Best Location Ever

This unique place has its modern-minimalist and chic own style. Our gold decoration bring the space a elegant and sophisticate ambience, spacious, and well located location. Close to everything and at the same time feeling the greenery of our beautiful garden. Walking you have beach, pharmacy, supermarket, restaurants, District T-Mobile, convention center, hangout areas, rooftop and more. The apartment has 2 bedrooms, 1 bathroom, 1 kitchen and living room. There are beds for 6 people.

Hilltop Cabin w/ Pool & Views – 18 Mins to Airport

✈️ 18 min to airport & 🏖️ top beaches 🏊 Private pool, loungers & hammocks 🌿 Peaceful countryside, just 5 min to city 🌴 45 min to El Yunque & Luquillo Beach 🏡 Hilltop cabin with ocean & mountain views 🛏 Queen bed + full pull-out bed (sleeps 4) 🍽 Indoor + outdoor dining for 4 with views 🚿 Outdoor shower (perfect after the beach) 🌅 Stunning sunrise views from elevated setting ⚡ Fast WiFi, A/C, Smart TV & gated parking 🪑 Beach chairs, cooler & beach towels

Historic Apartment | Old San Juan | Private Patio

Located in the heart of Old San Juan, It sits near the corner of De La Cruz and San Sebastian Street, which hosts most of the nightlife in Old San Juan (bars and restaurants). The apartment is close to El Morro, the fort the Spanish used to defend San Juan back in the day. All bedrooms are equipped with a TV! The unit is for six guests, and having more guests is prohibited. Additional guests that stay against the rules pay $50 per night.

Casita del Sol☀️couples’ HOUSE-rooftop, water views

Casita del Sol offers a rare opportunity to rent an entire house in Old San Juan. Classic Spanish colonial architecture with multiple water views and huge rooftop deck. With an entirely removed secondary suite, it can be spacious enough for two couples or cozy enough for one. On a quiet and peaceful residential block, it is still just a short walk from the liveliest restaurants, bars, and shops and offers the best of life in Old San Juan.

2 Habitacion Loiza · Delightful Stylish 2BR Apt Cl

Escape to a stylish 2-bedroom apartment just minutes from Ocean Park and Condado. Steps from the beach, local eateries, markets, and vibrant nightlife, this chic retreat offers comfort and convenience. Enjoy a cozy living room, modern kitchen, and peaceful bedrooms designed for relaxation. Perfect for a memorable getaway, this apartment blends luxury with ease. Book now and experience the ultimate tropical oasis in Puerto Rico.

Design Suite「 POOL」Walk to Beach | DUNA by DW

If this apartment-plus were a perfume it would smell like juniper, cactus water, fennel seeds, slot canyons and homemade tortillas clasped in warm sunlit terracotta. Everything about this king-size suite is deep, sandy, and divine. With two private terraces, a bedroom, bath, full kitchen, custom soaking tub, hammocks, and more, the Dreamer can mesmerize up to three guests with elegant, laidback allure.

Luxury waterfront villa with dock and heated pool

Villa Jade is a unique luxury waterfront retreat with a heated saltwater pool, jacuzzi, and private dock to a serene lagoon. It is just 10 minutes from SJU Airport and the fabulous beaches of Isla Verde. Three spacious bedrooms with private baths. Fully remodeled. Equipped with a generator and cistern for peace of mind. As a dedicated 5-star host, I’m here to ensure a smooth, relaxing stay. Welcome!

*NEW* Relax Outdoor Bathtub, Walk To Beach

Located in the heart of Puerto Rico's lively Calle Loíza, 8-10 minutes from the airport and 8 minutes walk to the beautiful "Ocean Park beach", "Palomar" at Casa Loiz offers an authentic Puerto Rican experience with access to beaches, restaurants, and bars within walking distance. Important cultural sites, such as Old San Juan, are only a 5-10 minute drive away.

Mid-Century Modern house

Experience the magic of a recently renovated 1962 house, meticulously designed in the Mid Century style, where nature and abundant natural light take center stage. Embrace the seamless integration of open spaces, lush greenery, and a patio that flawlessly blends with the interior. The house has 3 bedrooms. It can comfortably accommodate 6 people, (2 per room).