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Apartment holiday rentals in Viejo San Juan

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Top-rated apartment rentals in Viejo San Juan

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Top guest favourite
A quaint indoor balcony area is showcased, featuring a round glass table surrounded by woven chairs. A vase of tropical flowers adds a touch of color. In the background, a well-lit bedroom is visible through shuttered doors.
Apartment in San Juan
4.9 out of 5 average rating, 482 reviews

Colonial Old San Juan Apartment

Location The apartment is located in Puerto Rico's political and cultural capital, San Juan. It's within walking distance of the best locations Old San Juan has to offer. Great bars and restaurants, hotels, casinos, San Critobal Castle, Paseo La Princesa , plazas and the cruise terminal are only steps away. In its sorroundings there are also farmacies, transportation services, a post office, stores for shopping,beaches and Cathedrals. The apartment is a 10 minutes drive to the Convention Center and 20 minutes to the international airport,. Spaces Typical of Spanish Colonial architecture the apartment spaces include an indoor balcony, perfect for relaxing, and tall ceilings, up to 20 feet high, sporting traditional Ausubo wood beams. Amenities Full kitchen with an industrial stove and oven, microwave, refrigerator, coffee maker and dinnerware. The cozy bedroom has a comfortable queen bed, a/c and drawers for storage. Living room with Flat HDTV, Blue Ray, DVD player, WI-Fi, Satellite dish. Laundry access in the hall.

Guest favourite
An inviting living area features a spacious white sofa, accent tables, and decorative mirrors on the golden wall. An open kitchen is visible in the background, showcasing modern appliances and a dining table with upholstered chairs, enhancing the stylish design and ambiance.
Apartment in San Juan
4.92 out of 5 average rating, 151 reviews

Luxury Romantic Getaway w/Patio & Backup Power

Nestled in the 500-year-old historic Spanish colonial city of Old San Juan, Casa Arcos Blancos offers a unique opportunity to live like a local while enjoying all the luxuries that make you feel right at home. Its superb central location allows you to explore the entire colonial city without having to grab a ride for anything. Conveniently located on Sol Street, you will be at walking distance from supermarkets, pharmacies, shops, restaurants, & world-renowned bars & night spots. Other details

Superhost
A spacious living area is highlighted by large corner windows that allow abundant natural light. A sectional sofa is complemented by an accent chair and a small side table. Decorative pieces are arranged on shelves, and sliding glass doors provide access to a balcony.
Apartment in San Juan
4.9 out of 5 average rating, 266 reviews

A Gem of a 2 bedroom condo unit close to the beach

This luxurious unit is located in a modern high rise building in an up and coming area in the isle of Old San Juan just one mile from the old Spanish town and near Condado. The location is perfect to access the famous beach of El Escambron (just 1 block away!) very popular among surfers. It´s a newly reformed gem of a condo unit loft-like style with exposed concrete ceilings and beams with floor to ceiling north looking windows in a corner unit with ample sun light all through the day-time.

Guest favourite
A spacious bedroom features a wooden bed with a white quilt and decorative pillows. Yellow walls provide a bright backdrop, while framed artworks add character. A mirror and a blue nightstand are present, alongside a small basket and a white rug, with natural light filtering through the window.
Apartment in San Juan
4.93 out of 5 average rating, 169 reviews

Colonial Luxury in the Heart of the Old San Juan

Live in the heart of the colonial city of the historic Old San Juan. Explore its narrow streets with centuries of history while enjoying of all the day and night life in this touristic zone. This apartment has an enviable location in the center of all points of interest, restaurants, bars and even night life. From this apartment you may walk to all points in the zone from El Morro Castle to the Cruise port and more. This luxury like apartment offer a colonial style with modern amenities.

Guest favourite
Apartment in San Juan
4.82 out of 5 average rating, 109 reviews

Hidden gem in the heart of OSJ!

While the exterior stays true to the architecture and history of Old San Juan, the interior is a completely refurbished modern first floor one bedroom unit. The building is located along side the Puerto Rican Flag painted mural that draws plenty of tourists! We are a block from La Perla; the ocean views are AMAZING! We are a two block walk to El Morro and local museums. We are centrally located to all the delicious Puerto Rican restaurants and some of the best bars on the island!

Top guest favourite
Apartment in San Juan
4.89 out of 5 average rating, 101 reviews

Cozy Loft in Old San Juan – Prime Location!

Immerse yourself in the charm of Old San Juan in this stunning Spanish colonial loft! Featuring classic architecture, exposed beams & vibrant tile work, this space offers serenity. Nestled on the cobblestone streets, you're steps from iconic landmarks, exceptional dining & the ocean's edge. Enjoy year round tropical weather and an unbeatable location where culture, beauty and tranquility come together to create unforgettable memories. Come experience the beauty of Old San Juan!

Guest favourite
A modern living area is highlighted by a wall adorned with vertical wooden slats. A flat-screen TV is mounted above a minimalistic black media console. A comfortable gray sofa and a stylish armchair are positioned around a dark dining table, with decorative plants adding a touch of greenery.
Apartment in San Juan
4.92 out of 5 average rating, 175 reviews

Luxury Loft in Central San Juan with Free Parking

Enjoy a relaxing experience in this centrally located modern loft between Old San Juan and Condado, near restaurants, bars, and attractions. Just a 10-minute drive from San Juan airport, this spacious loft offers lagoon views, a 24-hour concierge, free parking, and a gym. The stylish space includes a fully equipped kitchen, high-speed Wi-Fi, and a comfortable workspace, perfect for leisure or business travelers. The building provides round-the-clock security for peace of mind.

Guest favourite
The living area features a cozy grey sofa adorned with yellow pillows, complemented by a wooden dining table. A vibrant artwork hangs on the wall, while a Smart TV is positioned nearby. Natural light illuminates the space from a front door with decorative wooden details.
Apartment in San Juan
4.84 out of 5 average rating, 218 reviews

★Dorado★ History & The City Luxury Condo

Dorado is our apartment located in the heart of Old San Juan. Staying at our stylish and properly decorated all in Golden you will enjoy the old city experience. Our apartment is very convenient when it comes to accommodation since it has a separate bedroom with a queen bed, Smart TV on living room and bedroom, dedicated workspace and a balcony that overlooks the Cathedral. Being in the center makes this place one of the best properties in Old San Juan you can stay in.

Guest favourite
A vibrant street view reveals charming buildings painted in yellow and other pastel colors, framed by fluffy clouds in a blue sky. The cobblestone road runs through the scene, showcasing parked cars and a glimpse of local life.
Apartment in San Juan
4.91 out of 5 average rating, 275 reviews

San Sebastian and Cruz Apt. 10

This area has very few properties—so few, you could count them on one hand. Right in the middle of the action; the apartment is located in the corner of Calle San Sebastián and Calle de la Cruz. It is conveniently located in the center of everything..... bars and restaurants of La Sanse's strip and OSJ's historic attractions. Good choice for those who want to experience both daily nearby attractions and Sanse's vibrant nightlife. Everything here is just steps away.

Guest favourite
A modern living space features a vibrant mural adorned with tropical leaves, enhancing the room's decor. A white dining table with wooden legs is surrounded by four white chairs. A comfortable gray sofa sits adjacent to large glass doors that open to a balcony.
Apartment in Santurce
4.98 out of 5 average rating, 240 reviews

Walk to La Placita | Stylish Santurce Stay

Stay in the heart of Santurce, just steps from La Placita—San Juan’s most vibrant nightlife scene. Perfect for couples, friends, and social travelers who want to walk to restaurants, bars, and live music, then come back to a stylish, comfortable space. No car needed for going out, everything is right outside your door. Walk to the beach, Condado Lagoon, and Miramar. Just 10 minutes to the airport, Old San Juan, and Isla Verde.

Guest favourite
Apartment in San Juan
4.96 out of 5 average rating, 114 reviews

Elegant Old San Juan Escape

Enjoy the charm of Old San Juan in this remodeled 2-bedroom balcony apartment, comfortably sleeping up to 4 guests. Features include high-quality furnishings, updated kitchen with dishwasher, washer/dryer, high-speed WiFi, streaming on 2 Smart TVs, and full A/C throughout. Includes 1 king bed, 1 comfy sofa bed, and a dining table with comfortable seating, perfect for meals or remote work.

Guest favourite
A spacious living area features a Smart TV atop a low-profile media console. An inviting sectional sofa, adorned with decorative pillows, faces the screen. Colorful area rugs add warmth, while arched windows with wooden shutters allow natural light to fill the room.
Apartment in San Juan
4.89 out of 5 average rating, 321 reviews

Borinquen Villa - Historic Old San Juan

This beautifully renovated condo with A/C throughout is truly a gem in historic Viejo San Juan. Located in the heart of Old San Juan, just off the lively Calle de San Sebastian and footsteps from El Morro, you're always within walking distance of a great time. Whether it's historic landmarks, great restaurants, trendy shops, or lively local bars, you're just a few minutes away.

Popular amenities for Viejo San Juan apartment rentals

When is the best time to visit Viejo San Juan?

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Avg. price$264 SGD$228 SGD$257 SGD$245 SGD$219 SGD$210 SGD$215 SGD$239 SGD$213 SGD$201 SGD$221 SGD$254 SGD
Avg. temp25°C25°C26°C27°C28°C28°C28°C29°C29°C28°C27°C26°C

Quick stats about apartment rentals in Viejo San Juan

  • Total holiday rentals

    Explore 60 holiday rentals in Viejo San Juan

  • Nightly prices starting at

    Viejo San Juan holiday rentals start at $116 SGD per night before taxes and fees

  • Verified guest reviews

    Over 8,900 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    60 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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