Apartment vacation rentals in Viejo San Juan

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.

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.🚫

A light-filled living area features a comfortable beige sofa adorned with colorful accent pillows. A vibrant abstract painting hangs above, complemented by a sleek glass coffee table. Contemporary decor is found nearby, enhancing the modern aesthetic of the space.

4.99 out of 5 average rating, 255 reviews

Dreamy Old San Juan Apartment

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

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.

4.97 out of 5 average rating, 164 reviews

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

Quiet 2BR Loft · Central Location ❤️ Peaceful retreat in the heart of town—tucked away from street noise yet steps to cafés, shops, nightlife & iconic sights (Walk Score 98) ❤️ Historic 200-yr-old loft with soaring ceilings, tile floors & Colonial charm ❤️ King & Queen beds, 1½ baths, full kitchen & open layout, ideal for families & friends ❤️ A/C, fast WiFi, workspace, Smart TV, washer/dryer & secure self check-in ❤️ Guests rave about spotless comfort, location, quiet nights & caring Superhosts

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.

4.91 out of 5 average rating, 269 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.

4.92 out of 5 average rating, 235 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 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.

4.87 out of 5 average rating, 254 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.

A spacious terrace is showcased, featuring a sectional sofa with colorful cushions and a coffee table. A large umbrella provides shade, with a view of the sky and ocean in the background. The patterned terracotta floor complements the outdoor seating area.

4.94 out of 5 average rating, 247 reviews

Old San Juan PH with Ocean View Private Terrace

**Ocean View Terrace PH in Old San Juan** Welcome to your dream getaway in the heart of Old San Juan! This luminous penthouse offers the best views of the historic city, where you can soak in the breathtaking sunrises and sunsets from your own spacious, private ocean view terrace. This charming one-bedroom penthouse is designed for comfort and relaxation in the heart of Old San Juan. Come enjoy the rich history, colorful architecture, and vibrant culture that this iconic city has to offer.

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.

4.85 out of 5 average rating, 119 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.

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.

4.89 out of 5 average rating, 447 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!!

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, 125 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.

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.

4.93 out of 5 average rating, 115 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!

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, 248 reviews

1 Bdrm Colonial Style Apt w/balcony

2nd floor colonial style apartment in Calle de la Cruz. Steps away from local bars & restaurants. Balcony faces Calle de la Cruz. Experience local life in Old San Juan! Full equipped kitchen, internet, a/c and ceiling fans, free laundry Rm. You will feel at home! "Flexible check in" means check in: 10 am to midnight. Overnight check in available if night is paid.

Popular amenities for Viejo San Juan apartment rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly apartment rentals

The outdoor terrace features a spacious area with a bright stone surface. There are multiple potted plants adding greenery, and a blue hammock is suspended between sturdy support beams. Comfortable seating arrangements are present, inviting relaxation under a clear blue sky dotted with clouds.

4.93 out of 5 average rating, 14 reviews

Spacious Apartment in the Heart of San Juan

A historic building exterior is showcased, adorned with large balconies and intricate wrought iron railings. The façade features a vibrant green color with contrasting white details. The main entrance includes multiple doors with decorative features, highlighting the architectural charm of the area.

5 out of 5 average rating, 16 reviews

Amor SanSe

An open-concept loft features a comfortable sleeping area with a spacious bed, accompanied by stylish blue seating arrangements. Large windows offer expansive views of the ocean, with natural light illuminating the modern decor. A dining table is positioned nearby, creating a welcoming atmosphere.

5 out of 5 average rating, 16 reviews

Grand Ocean View Loft

4.98 out of 5 average rating, 46 reviews

LOFT Old San Juan-Luxury Bathroom-Washer and Dryer

The balcony offers a view of the calm waters of Condado Lagoon, with the shoreline lined by palm trees. In the distance, modern buildings rise along the coast under a clear blue sky, enhancing the serene environment surrounding the property.

4.65 out of 5 average rating, 17 reviews

Deluxe Ocean View | Beach | Pool | Generator

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, 9 reviews

Bayview Loft near Escambron Beach, OSJ + Condado

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.

4.85 out of 5 average rating, 33 reviews

Rooftop Suite, large & fresh balcony

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.

4.92 out of 5 average rating, 71 reviews

Enchanting Spanish Colonial Loft in Old San Juan

Private apartment rentals

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.

4.99 out of 5 average rating, 93 reviews

El Mirador - Ocean View Penthouse w/ Rooftop

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, 51 reviews

LUNA ANTIGUA OLD SAN JUAN WITH INTERIOR PATIO

5 out of 5 average rating, 9 reviews

Charming Old San Juan

The dining area features a modern glass table set for six, complemented by elegant dinnerware. Natural light fills the room through large windows adorned with wooden shutters, providing views of the vibrant street. A stylish sofa with neutral tones is situated nearby, adding to the inviting ambiance.

4.82 out of 5 average rating, 38 reviews

Luxury 2BR Penthouse w/Balcony|Prime OSJ Nightlife

A bright bedroom is featured with a queen size bed adorned with a leaf-patterned comforter. A smart TV is mounted on the wall, while a cozy hammock and a chair made from tropical fabric add to the space. Natural light enters through a window, enhancing the room's relaxed ambiance.

4.92 out of 5 average rating, 26 reviews

The Tropical Apartment at Casa of Essence in OSJ

A scenic view of the San Juan Bay is captured, featuring a stone wall and a small turret structure. Lush green foliage frames the scene, while the calm blue water reflects the sky. A pathway leads toward the water, enhancing the tranquil atmosphere.

4.97 out of 5 average rating, 90 reviews

Old San Juan's Safest Neighborhood

4.9 out of 5 average rating, 10 reviews

Apartment in Santurce

Coconut Cove - Beach Retreat

4.93 out of 5 average rating, 14 reviews

Luxury Apartment in Old San Juan

Apartment rentals with a hot tub

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, 298 reviews

Luxury House in Old San Juan

4.81 out of 5 average rating, 100 reviews

A clean, minimalist living area is shown, featuring a small white table with two foldable chairs and a potted plant. A flat-screen TV is mounted on the wall, complemented by beach-themed wall art. Warm tile flooring adds a cozy touch to the space.

Apartment in Levittown

Ocean Couple

4.9 out of 5 average rating, 128 reviews

Apartment in Levittown

THE ESCAPE - Modern 1 BR apt with jacuzzi room

A spacious balcony offers a striking view of the turquoise water and coastline. A modern outdoor table with sleek chairs sits ready for relaxation, complemented by a small decorative plant. Sunlight brightens the area, enhancing the coastal ambiance.

4.83 out of 5 average rating, 140 reviews

The Sunrise Studio | Balcony & Ocean Views | Pool

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, 282 reviews

Ocean Views Studio 1| 4 Guests | Relaxing

Apartment in Hato Rey Central

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, 342 reviews

SecretSpot

4.9 out of 5 average rating, 196 reviews

A panoramic view of the coastline is presented, featuring calm waters reflecting the skyline of Condado. Modern buildings rise in the background, balanced by green vegetation along the shore. A mix of cloud cover and blue sky contributes to the tranquil atmosphere.

Apartment in Santurce

Swimming pool, WiFi, parking, close to the beach