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Apartment holiday rentals in Viejo San Juan

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Top-rated apartment rentals in Viejo San Juan

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

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Top guest favourite
A modern kitchen equipped with stainless steel appliances is complemented by a large wooden dining table. Two sets of brown French doors open to a charming balcony. The interior features high ceilings with exposed beams and polished marble floors.
Flat in San Juan Antiguo
4.97 out of 5 average rating, 229 reviews

Casa Rosabella: Romance and Luxury in Old San Juan

Casa Rosabella is an elegant and modern apartment in Old San Juan. One bedroom,one bathroom,fully equipped with modern decor and old colonial charm. Casa Rosabella has everything you need. Modern kitchen with amenities, Inverter A/Cs , Smart TV with cable and WiFi, Washer, Dryer, Balcony and more. Property is on the 2nd floor because of the high ceilings must be prepared and able to climb up to 30 steps. No parking on the property. 🚫Only Two Guest/Not infant/children/animal/pet friendly.🚫

Guest favourite
The living room features a sectional sofa and a round coffee table, complemented by colorful wall art. Large arched windows allow natural light to fill the space, with a door leading to a balcony that overlooks the vibrant streets of Old San Juan.
Flat in San Juan Antiguo
4.96 out of 5 average rating, 166 reviews

Colonial Gem- Walk Everywhere, King Bed +Balconies

Elegant 2BR Colonial · Walk Everywhere ❤️ Authentic Spanish Colonial gem in the heart of Old San Juan ❤️ Steps to restaurants, shops, nightlife & historic sights (Walk Score 98) ❤️ Soaring 18 ft. ceilings, arched doors & 3 balconies with vibrant views ❤️ Peaceful king bedroom + queen bedroom with balcony ❤️ A/C & ceiling fans in every room, fast WiFi + workspace. ❤️ Equipped kitchen, 43" Smart TV, washer/dryer access ❤️ Guests rave about spotless comfort, walkable location & attentive Superhosts

Guest favourite
Flat in San Juan Antiguo
4.79 out of 5 average rating, 164 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
A charming building with a purple facade features large arched windows and a wrought iron balcony adorned with greenery. The door is flanked by local merchandise on display, while the Puerto Rican flag adds a vibrant touch. Cobblestone streets enhance the historic ambiance.
Flat in San Juan Antiguo
4.91 out of 5 average rating, 274 reviews

Del Cristo Tiny Studio @the❤ofOSJ

Beautiful location to explore the Colonial & Historical cobblestone streets of OSJ. Supermarket, shops, restaurants and bars close by. Just a few steps from some of the oldest structures in PR and America like El Convento, San Juan Baptiste Cathedral & La Capilla de Cristo. Close to other Forts, Museums & more. We are about a 20 minute drive from the airport and closest beach is either a 20 minute walk or 5 minute drive. This place is good for couples, solo adventurers and business travelers.

Guest favourite
Flat in San Juan Antiguo
4.92 out of 5 average rating, 237 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
A bright bedroom features a spacious bed with a light quilt and neatly arranged towels in pastel colors. The room opens to a private terrace through double doors, showcasing outdoor seating and greenery. A piece of artwork adds a touch of personality to the space.
Flat in San Juan Antiguo
4.88 out of 5 average rating, 257 reviews

Cozy Terraza on Sol St - Solar powered

A charming one bedroom & one bathroom apartment is located on the second floor of our colonial house on Sol Street, a quiet residential area in Old San Juan. Located in a quiet residential area, above our colonial house. It's a bright and stylish apartment with high ceilings, a fully equipped kitchen with a gas stove, coffee-maker, microwave, toaster oven and large refrigerator, hi-speed wifi, and private ¨terraza¨ with a lush garden. Powered by solar panels, plus a water cistern on the roof.

Guest favourite
A small table is set on a balcony, accompanied by two chairs. Potted greenery is displayed at the center of the table. The view includes vibrant historic buildings and lush trees, with a cloudy sky overhead.
Flat in San Juan Antiguo
4.85 out of 5 average rating, 120 reviews

Casa Perfecto : In the Heart of Old San Juan

Welcome to Casa Perfecto! A completely renovated apartment located in the heart of historical Old San Juan. Inside you can make yourself at home by cozying up in the reading nook, or unwinding on the balcony and enjoying the sights and sounds of Old San Juan. Walking distance to historic sights, restaurants, and shops. Walk or catch the bus to the safe, public beach-- Playa El Escambrón. *Please note you must be able to climb stairs. There is no elevator and several flights of stairs.

Guest favourite
An airy living space features high ceilings and terra cotta tile flooring. A stylish console table is positioned against the wall, complemented by framed artwork. Comfortable seating is provided by a cozy armchair and additional chairs, with large windows allowing natural light to fill the area.
Flat in San Juan Antiguo
4.89 out of 5 average rating, 451 reviews

Los Balcones, Old San Juan Best location!!

Beautiful second floor apartment in the heart of the Old San Juan. A spacious one bedroom apartment with a mezzanine that works as a open extra bedroom. One bed, two sofa beds. One full kitchen, and one bathroom. From the balcony you can get a breathtaking view of the Atlantic Ocean. Excellent location! Walking distance to el Morro, art places, historical monuments, bars and excellent restaurants. Close to the airport, public transportation and taxis. You won't find a better location!!

Guest favourite
The entrance features a vibrant turquoise wall contrasted by white trim. A single black door with decorative grilles is flanked by two narrow planters containing small green plants. A lantern hangs above the door, providing a welcoming illumination.
Flat in San Juan Antiguo
4.95 out of 5 average rating, 128 reviews

Old San Juan Ocean View With Outstanding Location

Welcome to “Casa Azulia”, Old San Juan, Puerto Rico. Newly restored luxury apartment, PRIME LOCATION, within a short walking distance to: • 3 min walk to Saint Cristobal Fort. • 10 min walk to El Morro Fort. • 2 min away from the most renowned local bars, restaurants and hangouts. • Just steps away from the apartment the most impressive ocean view walk in the whole city. • Around the corner from where the viral “Despacito” music video was filmed.

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.
Flat in San Juan Antiguo
4.93 out of 5 average rating, 124 reviews

Classic Old San Juan; Best Location

Experience Old San Juan from this beautifully restored colonial-style building. Our cozy 2-bedroom apartment offers charm, comfort, and an unbeatable location—perfect for vacationing, a romantic getaway, a business trip, or a quick escape. Enjoy a spacious living room, a fully equipped kitchen, a comfortable bathroom, and a tranquil interior patio where you can relax and unwind. Book your stay today and make your visit truly unforgettable!

Guest favourite
A colorful street scene features buildings with vibrant exteriors in shades of purple, blue, and pink. Balconies with decorative railings add charm, while cobblestone pathways invite exploration. A resident walks along the street, contributing to the lively neighborhood atmosphere.
Flat in San Juan Antiguo
4.92 out of 5 average rating, 235 reviews

First Level Charming Calle Cruz Apt

First floor! No stairs, front of building! In Calle de la Cruz, brings you an authentic feeling of the daily life in Viejo San Juan. Its high ceilings, wood beams and doors transport you to a another time. Great local restaurants just steps away! "Flexible check in" means check in: 10 am to midnight. Overnight check in available if night is paid.

Top guest favourite
A spacious terrace is showcased, featuring a sectional sofa with colorful cushions and a coffee table. A large umbrella provides shade, with a view of the sky and ocean in the background. The patterned terracotta floor complements the outdoor seating area.
Flat in San Juan Antiguo
4.94 out of 5 average rating, 249 reviews

Old San Juan PH with Ocean View Private Terrace

Ocean Terrace Sanctuary in the Heart of Old San Juan Ocean-view terrace penthouse in the heart of Old San Juan. Sunrises, sea breeze, and silence above the city. Bright, air-conditioned loft with a king bed and a bookshelf that steals scenes. Third-floor walk-up (steep last flight), a short climb to another world.

Popular amenities for Viejo San Juan apartment rentals

When is the best time to visit Viejo San Juan?

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Avg. price€ 192€ 163€ 163€ 153€ 137€ 135€ 141€ 147€ 137€ 125€ 134€ 150
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Quick stats about flat rentals in Viejo San Juan

  • Total holiday rentals

    Explore 390 holiday rentals in Viejo San Juan

  • Nightly prices starting at

    Viejo San Juan holiday rentals start at € 17 per night before taxes and fees

  • Verified guest reviews

    Over 32,630 verified reviews to help you choose

  • Family-friendly holiday rentals

    170 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 60 rentals that welcome pets

  • Rentals with dedicated workspaces

    200 properties have a dedicated workspace

  • Wifi availability

    380 of Viejo San Juan holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Viejo San Juan rentals

  • 4.7 Average rating

    Viejo San Juan stays receive an average rating of 4.7 out of 5 from guests

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