Apartment holiday rentals in Viejo San Juan

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.

4.96 out of 5 average rating, 206 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

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.

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.

4.96 out of 5 average rating, 257 reviews

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

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.

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.

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.

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.

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!

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.

4.84 out of 5 average rating, 142 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.

A private rooftop garden features a spacious seating area with a blue sofa next to a wooden coffee table. The area is adorned with decorative plants and a dining table surrounded by white chairs. Shade is provided by a black canopy overhead.

4.87 out of 5 average rating, 142 reviews

Apartment w/ Private Rooftop | Old SJ | Central AC

Enjoy a stylish experience at this centrally-located PRIVATE apartment with PRIVATE rooftop (no one else has access to unit or rooftop). It is located in the heart of Old San Juan on Sol (Sun) Street, right by most of the nightlife (bars and restaurants). The apartment is close to El Morro, the fort the Spanish Crown used to defend San Juan back in the day. The unit is for six guests, and having more guests is prohibited. Additional guests who stay against the rules pay $50 per night.

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.

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!

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.

4.94 out of 5 average rating, 124 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.

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.

4.88 out of 5 average rating, 357 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.

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.

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.

Popular amenities for Viejo San Juan apartment rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly apartment rentals

The exterior of a colorful building showcases a blend of orange and blue facades with wooden details. A covered balcony with decorative railings extends across the front, complemented by window grilles and a wooden door. Cobblestone streets enhance the historic atmosphere.

4.85 out of 5 average rating, 308 reviews

Luxury House in Old San Juan

A private rooftop patio is presented with comfortable seating arrangements, featuring a low table at the center. Green artificial turf covers the floor, providing a lively contrast to the stunning panoramic views of the Atlantic Ocean and the landscape of Old San Juan.

4.98 out of 5 average rating, 114 reviews

El Mirador - Ocean View Penthouse w/ Rooftop

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.

4.94 out of 5 average rating, 182 reviews

Casa Antonio OSJ.

A compact kitchen area features a modern cooking stove and a decorative backsplash with intricate tile patterns. Glassware is displayed on a shelf above, along with hanging cooking utensils. A framed artwork is positioned on the adjacent wall, adding a touch of color.

4.95 out of 5 average rating, 218 reviews

Welcome to Abby's Apartment! Perfect for couples

5 out of 5 average rating, 27 reviews

Historic Old San Juan Gem w/ Balcony & King Suite

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.

4.99 out of 5 average rating, 181 reviews

The Viewpoint @ The Cathedral in Old San Juan

4.96 out of 5 average rating, 26 reviews

#7 Presidential Apartment, City View, Plaza Colon

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.

4.94 out of 5 average rating, 158 reviews

Old San Juan Ocean View With Outstanding Location

Private apartment rentals

An airy studio loft is framed by large black paned windows, allowing natural light to fill the space. A spacious bed is positioned in the foreground, with stylish decor accentuated by a textured wall hanging. The outdoor tub is visible through an open doorway, connecting indoor and outdoor living.

4.96 out of 5 average rating, 50 reviews

Tranquil Loft - Walk to Beach | PAZ by DW

Superhost

5 out of 5 average rating, 4 reviews

All New Luxe at Condado Beach | 2 Kings | PowerGen

An inviting interior patio is surrounded by greenery and decorative wall planters. Wooden chairs and a round table are arranged centrally on terracotta tiles, offering a peaceful spot for relaxation. Natural light filters into the space, enhancing the serene atmosphere.

4.98 out of 5 average rating, 61 reviews

LUNA ANTIGUA OLD SAN JUAN WITH INTERIOR PATIO

4.85 out of 5 average rating, 120 reviews

YOLY-LunaLuna in the HEART of Old San Juan

A cozy bedroom features a spacious bed, adorned with neutral-toned bedding. Above, a wooden mezzanine with a small twin bed is accessible via a ladder. Natural light filters through the wooden shuttered windows, highlighting the room's original colonial charm.

4.91 out of 5 average rating, 74 reviews

Historic Romantic Getaway w/Solar Panels & Battery

4.87 out of 5 average rating, 23 reviews

Bay/City View Lux Loft- 2Bdr

A vibrant street scene features a large door painted with the Cuban flag, adjacent to a colorful building with arched windows. Two private patios are shown, each adorned with small potted plants, enhancing the welcoming appearance of the area.

4.88 out of 5 average rating, 26 reviews

Old Town Patios

The modern kitchen and living area feature a spacious open layout illuminated by natural light. Sleek cabinetry complements a central island with seating, while a comfortable sectional sofa and large windows offer sweeping views of the skyline.

5 out of 5 average rating, 34 reviews

Bayview Loft near Escambron Beach, OSJ + Condado

Apartment rentals with a hot tub

4.95 out of 5 average rating, 104 reviews

Epic Ocean View, 23 floor, Balcony & Free Wi-fi

4.97 out of 5 average rating, 110 reviews

A private balcony features comfortable seating arrangements overlooking the serene bay. The spacious outdoor area is adorned with modern furniture and provides an unobstructed view of the water and surrounding greenery.

Flat in Cataño

Bella Bahía1 Maravillosa Vista al Mar! 2Beth 2Bath

A balcony features a glass table set with two wine glasses and a bottle of red wine. A small vase with white flowers rests on the table. Lush palm trees and ocean waves are visible in the background under a clear blue sky.

4.81 out of 5 average rating, 305 reviews

Ocean Views Studio 1| 4 Guests | Relaxing

A tranquil hot tub is featured with bubbling water, surrounded by lush greenery and a vibrant neon sign that reads 'Pufku R.' The warm lighting creates a relaxing ambiance, inviting guests to unwind in a serene setting.

4.85 out of 5 average rating, 392 reviews

SecretSpot

4.89 out of 5 average rating, 133 reviews

Boho Design Apartment with private Hot Tub

4.88 out of 5 average rating, 189 reviews

Penthouse Jacuzzi Retreat |Private Nook | Sleeps 4

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.

4.95 out of 5 average rating, 105 reviews

Hidden Paradise w/HotTub >NEAR Airport & Beaches<

A private balcony features a wooden table and two matching chairs, overlooking the tranquil lagoon waters. A small plant is placed at the center of the table, with vibrant blue skies and distant city views creating a serene backdrop.