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Holiday houses in San Juan Antiguo

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Top-rated holiday rentals in San Juan Antiguo

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
Condo in San Juan
4.9 out of 5 average rating, 40 reviews

Newly remodeled! Steps from Old San Juan

Relax with the whole family in this accommodation located 5 minutes by Uber from: Old San Juan, Escambrón beach, restaurants, the Cruise Port, El Morro, Paseo Puerta de Tierra and much more. If you're looking for beaches and historic places, this is the place for you. With an original slab dating back to 1947, this newly remodeled apartment features: a queen size bed, comfortable sofa bed, air conditioning, TV, Internet, equipped kitchen, coffee maker, dining room, fans, and a bathroom. We look forward to seeing you!

Guest favourite
Apartment in San Juan
5 out of 5 average rating, 6 reviews

Ocean View Loft | by Old San Juan | Free Parking

Experience panoramic lagoon and city views from this elegant 9th-floor loft between Condado and Old San Juan. Designed for comfort and style, it features a queen bed, full kitchen, in-unit laundry, free parking, central A/C; backup power generator and water cistern. Enjoy hotel-style amenities, a modern gym, and a secure building with 24-hour staff — the perfect base for exploring Puerto Rico in luxury. Two guests, extra guests is prohibited. Those who stay against the rules pay $50 per night.

Guest favourite
Apartment in San Juan
4.96 out of 5 average rating, 206 reviews

Historic 2BR~Walk Everywhere• Balconies • 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. ♦️ Walk to restaurants, cafés, nightlife & historic sites • Walk Score 98 ♦️ Quiet King bedroom + Queen bedroom with balcony views ♦️ Soaring 18-ft ceilings, arches, beams & original character ♦️ A/C, fast Wi-Fi, workspace, full kitchen & nearby laundry ♦️ Great for families, couples & small groups who want to walk everywhere

Top Guest favourite
A row of beautifully restored colonial-style buildings is lined along a quiet street. The architecture features arched entryways and intricate wrought iron balconies. Bright colors and textures of the façades create an inviting atmosphere under clear blue skies.
Apartment in San Juan
4.95 out of 5 average rating, 172 reviews

Classic Old San Juan • Best Location • Ground Fl

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, romantic couples, business travelers, or a family getaway. Easy, well‑lit access, no stairs; arrival will be smooth at any hour. You’ll find a spacious living room, fully equipped kitchen, a brand-new bathroom, and a tranquil interior patio/linai for unwinding after adventuring the old city. Book with us today!

Top Guest favourite
Apartment in San Juan
5 out of 5 average rating, 9 reviews

Amazing View to Old San Juan City!

Welcome to your private sanctuary above the Atlantic. Perched on the 18th floor of the prestigious Atlantis Condominium, this designer 2-bedroom, 2-bathroom residence offers a rare blend of modern luxury, breathtaking ocean views, and front-row access to Old San Juan’s iconic skyline. From the moment you walk in, you’re greeted by floor-to-ceiling windows framing endless blue horizons—where the ocean, sky, and historic city meet in perfect harmony. This is not just a stay… it’s an experience.

Top Guest favourite
Apartment in San Juan
4.81 out of 5 average rating, 212 reviews

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.

Guest favourite
Apartment in San Juan
4.92 out of 5 average rating, 275 reviews

In the 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.

Top Guest favourite
An open kitchen area is framed by arches, leading to a charming interior courtyard. Green plants and a small dining set are visible, providing a serene atmosphere. The kitchen features light cabinetry and stainless-steel appliances, contributing to a bright and inviting space.
Home in San Juan
4.91 out of 5 average rating, 461 reviews

Quaint Colonial Home Old San Juan

Beautiful Spanish colonial home in the north side of Old San Juan where locals live, you are just steps (one block) from the ocean. Unique opportunity to explore the city while staying in an exquisite setting and enjoying the colonial architecture of this space. Discover this UNESCO World Heritage Site through a mix of historic architecture and contemporary culture. Note: This home is registered with the PR Tourism Company and strictly adheres to all established Health and Safety protocols.

Top Guest favourite
A light-filled living area showcases a gray sectional sofa and a blue accent chair. A wooden coffee table with decorative items is centered in the space. A lush plant adds a touch of greenery, while artwork enhances the wall. The staircase leads to an upper level.
Apartment in San Juan
4.94 out of 5 average rating, 127 reviews

Enchanting Spanish Colonial Loft in Old San Juan

Discover the enchantment of Old San Juan in this charming Spanish colonial apartment, perfectly nestled in the historic heart of Puerto Rico’s most iconic city. Walk everywhere, from historic parks and landmarks, restaurants, coffee shops, and shopping. Just steps away from Playa del Capitolio or a longer scenic walk to the Escambron beach and recreation area. The apartment is a tranquil loft insulated from the heat and busy streets when you need a break to recharge on your trip.

Guest favourite
Apartment in San Juan
4.96 out of 5 average rating, 26 reviews

#7 Presidential Apartment, City View, Plaza Colon

Experience luxury in this spacious 3-bedroom apartment, boasting spectacular views of Plaza Colón, Fort San Cristóbal, and the Capitol Building. Enjoy the stunning scenery from your balcony, accessible from both the living room and master bedroom. Prime location in the Old City steps from U go supermarket, piers, restaurants, cafe's, on top of a Beautiful souvenir shop. Museums, Forts El Morro, The Cathedral, are all within walking distance. Close to parking garage

Top Guest favourite
A vibrant yellow façade with classic Spanish colonial architecture is highlighted in the morning light. The entrance features an elegant archway, leading into a spacious interior. The street gently slopes down towards the water, surrounded by lush greenery and cobblestones.
Home in San Juan
4.95 out of 5 average rating, 233 reviews

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.

Guest favourite
Apartment in San Juan
4.88 out of 5 average rating, 33 reviews

Boutique Designer 2BR in Heart of Old San Juan

✨ Descubre Boutique Designer 2BR, un elegante apartamento boutique en el corazón del Viejo San Juan. Disfruta de 2 habitaciones, 2 baños modernos, cocina totalmente equipada, WiFi de alta velocidad, aire acondicionado y café de cortesía. A pocos pasos de cafés, restaurantes, rooftops y los principales atractivos históricos, es el lugar ideal para quienes buscan diseño, comodidad y una experiencia auténtica en Puerto Rico. 🌿

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