Apartment holiday rentals in San Juan

A spacious living area features two comfortable sofas arranged around a glass coffee table. High ceilings with exposed beams enhance the room's character. Large windows provide natural light and views of the vibrant city outside, while a dining area with modern furnishings is visible in the background.

4.97 out of 5 average rating, 108 reviews

3BR Penthouse: Walk Everywhere · King Beds · Patio

Spacious 3BR penthouse in the heart of Old San Juan—walk everywhere while enjoying space, privacy & comfort for your whole group. ♦️ Walk to restaurants, cafés, nightlife & historic sites ♦️ Spacious 2,000-sqft layout ideal for families & groups ♦️ Quiet bedrooms for restful sleep ♦️ 2 King beds + 1 Queen bed ♦️ Private interior patio — rare open-air retreat ♦️ Juliette balconies with vibrant views ♦️ A/C, fast Wi-Fi, full kitchen & laundry ♦️ 2 full bathrooms ♦️ Historic charm + modern comfort

4.95 out of 5 average rating, 184 reviews

Classic Old San Juan •1rst Floor•Best Location•

Best in Old San Juan! Classy and beautifully restored colonial‑style building. Our 2BR apartment blends historic charm with modern comfort. Perfect for cruise ship visitors, vacationers, romantic couples, business travelers, or a family getaway. Easy, well‑lit access, no stairs; arrival will be smooth at any hour. You’ll find a spacious living room, fully equipped kitchen, a brand-new bathroom, and a tranquil interior patio/linai for unwinding after adventuring the old city. Book with us today!

4.81 out of 5 average rating, 214 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, 278 reviews

Charming Colonial Flat, 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.

4.94 out of 5 average rating, 343 reviews

A modern living area is presented with a wall-mounted television and minimalist furniture. Two decorative paintings with gold accents complement a tall, dried plant in an elegant vase. A soft couch is positioned atop a striped rug, creating a stylish focal point in the space.

Flat in Carolina

#4 Modern Airbnb near airport

Experience Puerto Rico from a beautiful, modern space just minutes from the airport! Go to stunning Hobie Beach, explore the Mall of San Juan, and unwind in comfort after your island adventures. Perfect for travelers seeking style, convenience, and an unforgettable stay. And if night style is more your thing not to worry we are also extremely close to Isla Verde the famous La Placita and Club Brava!. WE HAVE A WATER CISTERN Send me a phone # for the exact coordinates of your apartment.

A modern living area features a bold red accent wall paired with a sleek white entertainment unit. A large glass dining table is visible alongside a light-colored sofa adorned with orange cushions. Floor-to-ceiling windows provide access to a balcony and abundant natural light.

4.94 out of 5 average rating, 240 reviews

Delightful central unit in Condado near best beach

Recently completely reformed delightful two bedroom apartment in the heart of Condado. Located in a quiet and walkable street and surrounded by affluent single family houses this unit is in a seventh floor of condominium and has amazing views. Gated parking. Tastefully decorated by local artists. Fully equipped Italian kitchen. Rain shower. 250 mbps WiFi & cable TV. East facing balcony. Two blocks away from restaurants, hotels and casinos and 10 min walk from best beach in San Juan.

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, 132 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.

4.91 out of 5 average rating, 574 reviews

Flat in Carolina

#1 Isla Verde Private Apt-breakfast/beach/airport

Power Generator/ cistern. PRIVATE APT. Close to beach and airport! Relax in this boho unit. 5 min driving to the airport, close enough for a quick transfer but located in a dead end, tranquil street; 5 min walking to the beach; 10 min driving to Old San Juan. Enough parking in front of properties. Near recreational park, tennis and basketball court. Full bed, TV, coffee maker, fridge, microwave, single stove top, and Wi-Fi. Beach chairs, towels, umbrella provided. Ground floor.

4.9 out of 5 average rating, 116 reviews

Retro 1BR w/ Disco Ball | MOOD HAUS by DW

Stay at MOOD HAUS by DW, a 70s-inspired boutique property in vibrant Santurce. Each uniquely designed suite features bold retro interiors, a private outdoor terrace, full kitchen, designer rain shower, vinyl player, record collection, and disco ball. Walk to the beach, restaurants, bars, and San Juan’s local art and nightlife scene. The property is equipped with a backup water cistern and generator to help provide additional support in the event of water or power outages.

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, 291 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.

4.97 out of 5 average rating, 105 reviews

2BR La Placita + Parking + Water Tank | Sleeps 6

Stay on Calle Dos Hermanos, just steps from La Placita, a farmers market by day, a nightlife hub by night. Walk to Condado and the beach, or drive 10 minutes to Old San Juan and Ocean Park. This remodeled 1920s casona sleeps up to 6 guests with a queen bed and a full-size bunk bed. Enjoy A/C in all rooms, Wi-Fi, Smart TV, full kitchen, toiletries, and free gated parking. Perfect for families, friends, or anyone wanting the full San Juan experience.

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.