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Apartment holiday rentals in Viejo San Juan

Find and book unique apartments on Airbnb

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 $52 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

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
The bedroom features a spacious bed with soft linens, complemented by a cozy armchair and a decorative area rug. Large arched windows frame the view, allowing natural light to illuminate the space while highlighting the rich wood ceiling and furnishings.
Flat in San Juan
4.96 out of 5 average rating, 207 reviews

Quiet 2BR Loft · Walk Everywhere · King+Queen Beds

Quiet 2BR Loft · Walk Everywhere ❤️ Peaceful retreat in the heart of Old San Juan ❤️ Tucked away from street noise yet steps to cafés, shops, nightlife & iconic sights · Walk Score 98 ❤️ Spacious open loft layout · King & Queen beds, 1½ bathrooms & full kitchen ❤️ Ideal for families, close friends & guests comfortable sharing space ❤️ Historic 200-year-old home with soaring ceilings & Colonial charm ❤️ A/C, fast WiFi, Smart TV, washer/dryer ❤️ Guests love the quiet, comfort & unbeatable location

Guest favourite
An open living and kitchen area features terracotta tiled flooring and wooden ceiling beams. A comfortable seating arrangement includes a sofa and a chair. A dining table is positioned near the window, which opens to the balcony, allowing natural light to illuminate the space.
Flat in San Juan
4.92 out of 5 average rating, 263 reviews

1 Bdrm Colonial Style Apt w/balcony

Second-floor colonial-style apt near local bars & restaurants. A private balcony overlooks Calle de la Cruz. Features a fully equipped kitchen, internet, ac, free laundry room on ground level. Note: due to the central location, there is street noise from nearby bars throughout the day and into the night However, the bedroom is located at the back of the apartment, providing a quieter space. Check-in: from 10:00 AM to midnight. Overnight check-in is also possible if the prior night is reserved.

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, 257 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, 209 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, 274 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 spacious living area is arranged with a comfortable leather sofa and a coffee table. Large glass windows provide abundant natural light and showcase views of the ocean. A sleek dining bar with stools is set against a vibrant red accent wall, enhancing the modern decor.
Flat in San Juan
4.98 out of 5 average rating, 121 reviews

Nauti Llama - Lux Condo w/Amazing View by Old SJ

Indulge in the epitome of Caribbean luxury as you immerse yourself in a slice of paradise. Our exquisitely appointed space blends modern decor with the vibrant essence of Puerto Rico. Every room boasts breathtaking ocean views, inviting the soothing sound of waves into your stay. Great for couples, families, and friends to feel at home while exploring the island. Walkable distance to beaches, Old San Juan, Condado, and eateries. Book your Caribbean escape today and create lasting memories!

Guest favourite
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, 103 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!

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, 125 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
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
4.94 out of 5 average rating, 158 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 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
4.97 out of 5 average rating, 144 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.

Guest favourite
A modern living space features a gray sofa next to a round white dining table with two white chairs. A small wooden side table holds a potted plant. The walls are adorned with artwork, providing a blend of style and comfort.
Flat in San Juan
4.86 out of 5 average rating, 468 reviews

Old San Juan, El rincón. Location!! Location!!

In the heart of old San Juan! Second floor apartment, one bedroom, kitchen, washer, bathroom, wifi, cable and a futon in the living room. Walking distance to el Morro, art places, monuments, amazing restaurants and great nightlife ambiance! Access to public transportation, taxis and uber. Discover the old San Juan in the best location!

Guest favourite
A spacious terrace includes a white dining table surrounded by six chairs, complemented by a wicker armchair. The kitchen area is partially visible through open wooden doors, showcasing built-in shelves and modern appliances. Terracotta tiles cover the floor, and a small potted plant adds a touch of greenery.
Flat in San Juan
4.94 out of 5 average rating, 183 reviews

Casa Antonio OSJ.

Enjoy a comfortable stay in this beautiful and cozy apartment in the heart of Old San Juan. You can appreciate sunsets and see the arrival of cruise ships from the terrace while enjoying a glass of wine. Casa Antonio is a charming place with an excellent location near restaurants, supermarkets, pharmacies, and stores.

Popular amenities for Viejo San Juan apartment rentals

When is the best time to visit Viejo San Juan?

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Avg. price$326 SGD$258 SGD$267 SGD$230 SGD$206 SGD$203 SGD$212 SGD$221 SGD$206 SGD$192 SGD$210 SGD$237 SGD
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