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Penthouse w/ Private Rooftop | Old SJ | Central AC

Enjoy a stylish experience at this centrally-located PRIVATE penthouse 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.

Water & Generator Luxury Condado Beach Apt For 8

Welcome to Casa Luna, a luxury 3BR + office, 2BA beach condo in the best location in Condado, San Juan, just 5 minutes from Old San Juan and Isla Verde. This stunning 1st floor, no stairs retreat is just one block from the beach, top restaurants, bars, boutiques, casino and kayaking. Perfect for families and groups, it comfortably sleeps up to 8 guests. Enjoy a full kitchen, TV lounge/office w/ sofa bed, high speed WiFi, free onsite parking, washer and dryer, generator and water cistern! ✨🌴🏖️

Cozy Historic Ruin Apartment

Located in the heart of Old San Juan, this unique and special place enables you to experience a fully authentic colonial experience- the most authentic you will get in Old San Juan. This renovated ruin apartment conserves the historical architecture from Old San Juan at a maximum potency, while offering a comfortable and cozy stay. Perfect for any small family, couple or group of friends seeking to enjoy what Old San Juan has to offer, from restaurants to forts, in a fully cultural experience.

Historic Colonial Flat, Heart of Old San Juan

Experience the charm of Old San Juan in this colorful apartment, housed in a historic 17th-century building with characteristics that come with its age! To brighten the space, simply open the doors and windows to let the natural light flood in as the shutters do not open. Located just a block from the vibrant nightlife on “Calle San Sebastian” and a short stroll from the “Castillo El Morro”. Enjoy plazas, dining, and shopping all within walking distance in the heart of this famous walled city.

Hidden Paradise Cabin | Romantic Forest Retreat

🌿 Hidden Paradise Cabin is a secluded mountain retreat in Charco Prieto, Bayamón, just 40 minutes from San Juan. Surrounded by pristine tropical forest, rivers, and natural pools, it offers a refined escape into nature. Close to the breathtaking Charco Prieto Waterfall, this is where comfort meets untouched wilderness. A private sanctuary to relax, reset, and recharge. ✨ Perfect for couples, nature lovers, and weekend escapes seeking total privacy and relaxation in Puerto Rico, Caribbean. 🌿✨

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Bella Bahía1 Maravillosa Vista al Mar! 2Beth 2Bath

Bienvenidos a Bella Bahía 1, Este exclusivo apartamento está ubicado en el pueblo de Cataño al otro lado de la bahía del Viejo San Juan. Alojamiento frente a la bahía, amueblado, con 2 dormitorios, 2 baños. Tiene un Jaccuzi hidromasaje para 4 personas el favorito de nuestros huédpedes. Lugares de interés a pasos del apartamento: Playas, Bahía Viva (boardwalk), parque infantil, restaurantes, quioscos de comida, Casa BACARDÍ, supermercados, farmacias, panaderías, y ferry al Viejo San Juan.

Historic 2BR • Walk Everywhere • Quiet King Bed

Historic 2BR Spanish Colonial home in the heart of Old San Juan—walk everywhere, enjoy authentic architecture, and take in the city from balconies overlooking the street. ♦️ Just steps to restaurants, cafés, nightlife & historic sites • Walk Score 98 ♦️ Quiet King bedroom + Queen bedroom with balcony views ♦️ Soaring 18-ft ceilings, arches & authentic character ♦️ A/C & ceiling fans in every room, fast Wi-Fi, Smart TV ♦️ Great for families, couples & small groups who want to walk everywhere

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Classic Old San Juan •1rst Floor•Best Location•

Best in Old San Juan! Classy and beautifully restored colonial‑style building. Our 2BR apartment blends historic charm with modern comfort. Perfect for cruise ship visitors, vacationers, couples, business travelers, or families seeking a getaway. Easy, well‑lit access with no stairs — arrival will be smooth at any hour. Enjoy a spacious living room, fully equipped kitchen, brand‑new bathroom, and a tranquil interior patio/lanai for unwinding after exploring the old city. Book today!

Lakefront Getaway - Gray

Enjoy your getaway at this location next to a lake and a block from the beach. Nightlife and restaurants nearby. Close to Bacardi Rum Tour, Boulevard Ave with more than 30 bars/restaurants and 10 minutes from San Juan. This container complex has 4 bedrooms and 3 bathrooms with pool, lake view and pool table. Get ready to explore this adventure! Supermarkets and Walgreens just minutes away.. Come and stay with us! Another container next to it for additional rooms if needed, just ask.

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San Cristóbal

Welcome to your colorful slice of Cataño! This newly renovated 1 bedroom, 1-bath home blends classic Puerto Rican charm with modern comfort. Outdoor area: Private breezy patio perfect for golden-hour hangs. Location Perks • 6 min drive to Cataño Ferry Terminal → Be in Old San Juan in 10 minutes. • 10 min walk to Casa Bacardí for rum tours and tastings • Boardwalk & Tablado: Malecón with water views, kiosks, and live music on weekend

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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.

Colonial Home w/ Lush Patio/ 3 units– Old San Juan

✨ Charming Home Divided Into 3 Separate Units With One of Old San Juan’s Largest Interior Patios 🌿Private patio 📶 Free WiFi 🛏️ 3 King beds 🛏️ 1 Queen bed 🛏️ 1 Full bed 🌬️ All bedrooms have A/C, plus A/C in the second-floor dining area for extra comfort. 🛁 4 bathrooms (2 large, 2 standard), providing privacy and convenience. 🍳 3 kitchens: two compact on the first floor and one spacious on the second, all with essentials.