Apartment vacation rentals in San Juan

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

Family · Value · Access

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!

Value · Location · Amenities

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.

Location · Value · Condition

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.

Family · Value · Quiet

Ashford Imperial Condo- Oceanview and Parking

Stay in our remodeled Condado apartment on Ashford Ave, just steps from the beach, top restaurants, bars, casinos, and shopping. Enjoy 24-7 security, pool, and private parking. Only 5 miles from SJU airport. Perfect for beach lovers, Old San Juan explorers, or rainforest adventurers, our apartment puts the island’s highlights at your doorstep. Whether you’re soaking up the sun, tasting local cuisine, or exploring historic streets, this Condado location makes every moment unforgettable.

Value · Location · Parking

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.

Family · Location · Hospitality

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.

Location · Value · Wifi

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.

Value · Family · Beach

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

The unit is conveniently located on Ashford Avenue in the fashionable Condado district of San Juan, one of Puerto Rico's most popular beachfront destinations. Known for its beautiful beaches, vibrant nightlife, and lively atmosphere, Condado offers the perfect blend of relaxation and entertainment Whether you choose to explore the island or simply relax by the ocean, this location provides the perfect balance of convenience, comfort, and authentic Puerto Rican charm.

Value · Location · Getting around

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.

Location · Value · Pool

Hidden Paradise w/HotTub >NEAR Airport & Beaches<

Experience a slice of Shangri-La at our serene retreat, at 8 minutes to the airport and beaches! Nestled among stunning historical pieces, our tranquil abode offers a glimpse into the enchanting world of Chinese folklore. Relax in our cozy rooms, adorned with traditional décor, and savor local delicacies. Immerse yourself in the magic of the environment, where every corner tells a story. Discover a haven of peace and beauty at our doors.

Family · Value · Kitchen

Beach Proximity Apt w/ AC & Chic Design

Escape to a stylish 2-bedroom apartment just minutes from Ocean Park and Condado. Steps from the beach, local eateries, markets, and vibrant nightlife, this chic retreat offers comfort and convenience. Enjoy a cozy living room, modern kitchen, and peaceful bedrooms designed for relaxation. Perfect for a memorable getaway, this apartment blends luxury with ease. Book now and experience the ultimate tropical oasis in Puerto Rico.

Location · Family · Air conditioning