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, 262 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, 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.

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!

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.

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, 123 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 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

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).

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.

4.95 out of 5 average rating, 168 reviews

Best Location • 1st Floor 2BR on Calle Tetuán, OSJ

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!

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.

4.97 out of 5 average rating, 143 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.

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.

4.86 out of 5 average rating, 466 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!

Popular amenities for Viejo San Juan apartment rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly apartment rentals

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!

A modern living area features a dark sofa with accent pillows, a patterned rug, and a stylish coffee table. The adjacent kitchen includes stainless steel appliances and light wood cabinetry. Natural light fills the space through glass doors leading to a small outdoor area.

4.86 out of 5 average rating, 406 reviews

Hidden Gem in Old San Juan

The family room features a large, cozy layout with a contrast of blue upholstery and a checkered tile floor. Artwork adorns the walls, while a ceiling fan offers comfort. Natural light enters through the open doorway, leading to a small balcony.

4.8 out of 5 average rating, 174 reviews

Historic Apartment | Old San Juan | Private Patio

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 living area features a comfortable gray sofa and decorative pillows, complemented by a unique floor lamp. Natural light enters through two wooden windows. A small dining table with chairs is visible in the background, leading to a neatly organized kitchen area and a bedroom.

4.91 out of 5 average rating, 254 reviews

Cozy apartment in the heart of Old San Juan

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

The large rooftop space features a smooth blue surface, accented by potted plants and a hanging chair. Views of colorful buildings can be seen in the background, while an inviting atmosphere is created by open areas and natural light.

4.88 out of 5 average rating, 68 reviews

Rooftop Suite, large & fresh balcony

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, 49 reviews

Tranquil Loft - Walk to Beach | PAZ by DW

New place to stay

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

4.92 out of 5 average rating, 13 reviews

MOST Beautiful Apt with Patio in OSJ!

A spacious living area is illuminated by large windows with elegant arch designs and sheer white curtains. A light-colored sofa with decorative cushions is positioned near a modern kitchen with sleek appliances. The wood-like flooring enhances the overall warm atmosphere.

4.97 out of 5 average rating, 33 reviews

Villa Esmeralda

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

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

4.88 out of 5 average rating, 43 reviews

Stylish 2BR in Old San Juan

Apartment rentals with a hot tub

4.79 out of 5 average rating, 153 reviews

Sunrise Waterfront Studio Condado Balcony and Pool

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

4.95 out of 5 average rating, 104 reviews

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

An aerial view of a two-story building showcases a spacious rooftop area with a hot tub, dining table, and lounge seating. Surrounding greenery and potted plants enhance the outdoor space. Two additional rooftop structures are present, and vehicles are parked nearby along the street.

4.88 out of 5 average rating, 136 reviews

Condado 3BR/2Bath, Rooftop, Hot Tub, Generator

4.97 out of 5 average rating, 109 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 well-lit bedroom features a spacious bed with a decorative heart-shaped towel design. A tray holds two glasses and a potted orchid, set against a calming backdrop of light colors. A lamp gently illuminates the space, enhancing its serene ambiance.

4.8 out of 5 average rating, 114 reviews

Amaya Guest House l

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