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Apartment holiday rentals in Viejo San Juan

Find and book unique apartments on Airbnb

Top-rated apartment rentals in Viejo San Juan

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

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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, 228 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
Flat in San Juan Antiguo
4.79 out of 5 average rating, 163 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, 272 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, 236 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.

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, 256 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 charming walkway is lined with natural stone, leading between two buildings. Outdoor seating is arranged at small tables with woven chairs, surrounded by lush greenery and decorative planters. Sunlight filters through a canopy, creating a warm and inviting ambiance.
Flat in Hato Rey Norte
4.84 out of 5 average rating, 219 reviews

Mediterranean Airs

Enjoy a Mediterranean style experience in the heart of Hato Rey Puerto Rico. Just a few steps from restaurants, bars, hospitals and pharmacies. We are located 12 minutes from the Luis Muñoz Marin airport, between 10 to 15 minutes from the main tourists areas such as Condado, Old San Juan and Isla Verde. As part of the experience we have the only Spa Salon & coffee shop Thematic in Puerto Rico, where you could enjoy our exclusive offers for our guests. Our accommodation has everything you need.

Top guest favourite
A light-filled space features a spacious bed with a soft, neutral blanket. Natural wood furnishings include a dresser and a dining table set for creative use. Large windows and a beaded curtain enhance the open atmosphere, while potted plants add a touch of greenery.
Flat in Isla Verde
4.94 out of 5 average rating, 180 reviews

#6 Boho Apt Studio: Close to beach/airport

Power Generator/ cistern. Steps from the beach yet away from crowds. Private entrance, art studio vibe. 4x6ft work table. No TV, calming atmosphere specially curated to foster relaxation. Natural light and large windows, creating an invigorating environment. The apartment has a unique history as the owner's personal sewing studio, adding a touch of artisanal spirit to the space. When not used for artistic pursuits, it becomes a welcoming retreat for travelers seeking solace and inspiration.

Superhost
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, 449 reviews

The Balconies, 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!!

Top guest favourite
A charming building exterior is displayed, featuring arched balconies adorned with potted plants. The textured walls and decorative tiles reflect a local aesthetic. A terracotta roof contrasts with the soft tones of the façade, while power lines traverse across the image, adding to the urban setting.
Flat in Santurce
4.96 out of 5 average rating, 352 reviews

Santurce Arts District in Urban Oasis Penthouse

The penthouse suite is the entire 3rd floor of the house with indoor/outdoor living. The 'indoors' include living/TV room, bedroom (king bed), kitchenette (full fridge/gas stovetop), walk-in closet/pantry and bathroom (shower/no tub). Outdoors is a patio dining area, gardens & terrace living room area. Air conditioning only in living/TV room and bedroom. Work desk and make-up station. WiFi & Roku TV (Netflix included). 18 steps to 2nd floor lobby and 18 more to your suite.

Guest favourite
A comfortable living area is furnished with a futon and an armchair adorned with bright cushions. Art on the wall adds a touch of color, and natural light filters through wooden shutters, creating a cozy atmosphere in the space.
Flat in San Juan Antiguo
4.88 out of 5 average rating, 336 reviews

Historic 1BR with Old San Juan at your Doorstep

Our apartment offers easy access to everything Old San Juan has to offer! It's situated a block from the Old San Juan Cathedral and El Convento Hotel, and only a couple of blocks away from the Plaza de Armas, the City Hall, the Fortaleza –Governor’s Mansion- and the famous Calle San Sebastián. It is walking distance to historic sites like the El Morro and the traditional Parque de las Palomas. A short walk will also take you to Paseo La Princesa and the Old San Juan Port.

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, 121 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 cozy sleeping area is highlighted by a spacious bed covered in a beige quilt. An orange decorative pillow adds a pop of color against the neutral linens. Two framed prints adorn the wall above the bed, while a bedside lamp provides subtle lighting.
Flat in San Juan Antiguo
4.96 out of 5 average rating, 129 reviews

Lively Chic Old San Juan Balcony Suite

This newly remodeled suite is located in the perfect location to explore Old San Juan. Trendy restaurants, hip bars, coffee shops and mini market are all less than a block away. With city views from the balcony, it features high ceilings, comfortable queen bed, smart TV, air conditioner, emergency water storage tank and a fully equipped kitchen with complimentary Puerto Rican coffee and treats.

Popular amenities for Viejo San Juan apartment rentals

When is the best time to visit Viejo San Juan?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$292 SGD$247 SGD$247 SGD$233 SGD$208 SGD$205 SGD$214 SGD$224 SGD$208 SGD$190 SGD$203 SGD$227 SGD
Avg. temp25°C25°C26°C27°C28°C28°C28°C29°C29°C28°C27°C26°C

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 $26 SGD 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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