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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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Top guest favourite
A comfortable gray sofa is placed against a wall, adorned with a variety of decorative pillows in floral and geometric patterns. A small lamp sits beside the couch on a side table, and an abstract wall art piece is mounted above.
Flat in San Juan
4.97 out of 5 average rating, 217 reviews

Cozy and dreamy Old San Juan.

In the heart of Historic Spanish Colonial City of Old San Juan. This cozy apartment is located at walking distance from restaurants, shopping, cruise port, museums, Convention Center, historical sites and night live. It's a perfect mixture of antique ambient with modern comfort and amenities. The apartament has 1 bedroom, 1 bathroom, totally equiped kitchen, a dining room with setting for 4 people, a living room with a very comfortable full sofa bed and air conditioning all over the apartament.

Top guest favourite
Flat in San Juan
4.96 out of 5 average rating, 205 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 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 Old San Juan
4.96 out of 5 average rating, 256 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 to stream 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.

Top guest favourite
Flat in San Juan
4.81 out of 5 average rating, 208 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
Flat in San Juan
4.92 out of 5 average rating, 273 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.

Superhost
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
4.84 out of 5 average rating, 141 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.

Superhost
The living area features a black sofa adorned with colorful Moroccan cushions, complementing the vibrant tiled flooring. A small dining table for two is set beside the open doors, allowing natural light to fill the space. Traditional wall art adds to the cultural ambiance.
Flat in San Juan
4.87 out of 5 average rating, 101 reviews

Morocco Loft Old San Juan

Discover our charming Moroccan-style Home in the heart of Old San Juan! This vibrant city is alive with music, celebration, and joy around every corner. Its cobblestone streets, warm people, and rich culture make it an unforgettable destination. Our space features handcrafted tiles, exotic lamps, and colorful décor throughout. Just steps from historic forts, top restaurants, and unique shops. Experience the magic of Morocco right here in Old San Juan Puerto Rico this is prime location!

Guest favourite
Flat in San Juan
4.88 out of 5 average rating, 490 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 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.
Flat in San Juan
4.94 out of 5 average rating, 122 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.

Top guest favourite
A spacious rooftop terrace features a comfortable sectional sofa and two blue chairs, offering a panoramic view of the surrounding rooftops and cityscape. The scene is complemented by a clear blue sky and fluffy clouds, creating a serene outdoor space.
Flat in San Juan
4.99 out of 5 average rating, 181 reviews

The Viewpoint @ The Cathedral in Old San Juan

Furnished apartment in Spanish-style building at Calle San Jose, Old San Juan. 1 bedroom, 1 bath, remodeled kitchen, beautiful original marble floor, an interior balcony. Located in the 3rd floor, the hallway that leads you to the apartment, has a magnificent view to the interior garden. A spiral staircase, at the balcony, takes you to the terrace, and another few steps takes you to the mirador (in which the rest of the city can be seen and part of the mainland).

Top guest favourite
A tranquil private pool reflects the clear blue sky, surrounded by lush greenery and palm leaves. The modern apartment's large glass windows allow for abundant natural light, while a shaded outdoor seating area and hammock can be seen beside the pool.
Flat in Santurce
4.99 out of 5 average rating, 287 reviews

Best location with pool, steps from beach!

Wake up in a luxurious king bed with premium bedding, gazing out at your private pool framed by lush palm trees. Start the day with breakfast from the fully equipped kitchen, then catch up online with blazing-fast Wi-Fi under the shaded pergola. Cool off in the pool or rinse in the outdoor hot shower before walking just 50 yards to San Juan’s best beach. Ideal for couples, solo travelers, remote workers, or small families seeking comfort and style.

Guest favourite
An outdoor hot tub is surrounded by a natural bamboo fence, providing privacy and a serene atmosphere. A wooden stool and a small red step stool are positioned nearby, while lush greenery enhances the relaxing environment.
Flat in San Juan
4.95 out of 5 average rating, 105 reviews

Hidden Paradise w/HotTub >NEAR Airport & Beaches<

Experience a slice of Shangri-La at our serene retreat, at 10 minutes to the airport and beaches! Nestled among stunning historical pieces, our tranquil abode offers a glimpse into the enchanting world of Chinese folklore. Relax in our cozy rooms, adorned with traditional décor, and savor local delicacies. Immerse yourself in the magic of the environment, where every corner tells a story. Discover a haven of peace and beauty at our doors.

Popular amenities for Viejo San Juan apartment rentals

When is the best time to visit Viejo San Juan?

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Avg. price$323 SGD$255 SGD$264 SGD$228 SGD$204 SGD$201 SGD$210 SGD$219 SGD$204 SGD$190 SGD$208 SGD$235 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 400 holiday rentals in Viejo San Juan

  • Nightly prices starting at

    Viejo San Juan holiday rentals start at $51 SGD per night before taxes and fees

  • Verified guest reviews

    Over 36,800 verified reviews to help you choose

  • Family-friendly holiday rentals

    190 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 70 rentals that welcome pets

  • Rentals with dedicated workspaces

    210 properties have a dedicated workspace

  • Wifi availability

    400 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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