Apartment holiday rentals in Puerto Rico

Historic 2BR~Walk Everywhere• Balconies • King Bed

Historic 2BR Spanish Colonial home in the heart of Old San Juan—walk everywhere, enjoy authentic architecture, and take in the city from balconies overlooking the street. ♦️ Walk to restaurants, cafés, nightlife & historic sites • Walk Score 98 ♦️ Quiet King bedroom + Queen bedroom with balcony views ♦️ Soaring 18-ft ceilings, arches, beams & original character ♦️ A/C, fast Wi-Fi, workspace, full kitchen & nearby laundry ♦️ Great for families, couples & small groups who want to walk everywhere

Location · Family · View

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!

Family · Value · Parking

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 · Family · Accuracy

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.

Location · Family · Check-in

Ocean Sunset View/ Unique Igloo & Heated Pool

🏊‍♀️ Private Heated Pool (warm water jets) on exclusive deck 🔭 Transparent "Igloo" Dome with 180° curtains for privacy/views 🛁 Freestanding Interior Bathtub inside the suite. 💑 Adults-Only Sanctuary (peaceful & romantic atmosphere) 🌅 Premium Location: Panoramic ocean views & sunsets (Rincón/Añasco border). 📶 Full A/C + Smart TV + Fast Wi-Fi 🅿️ Free Private Parking on premises 🍳 Kitchenette + Coffee Station. 🌴 Private Deck w/ Hammock ✨ Stargazing from Bed 🔑 Self Check-in

Family · Location · Comfort

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!!

Family · Value · Bathroom

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.

Value · Location · Walkability

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 · Air conditioning

R HOUSE on Steps Beach in the Marine Reserve

Located on Steps Beach in the Tres Palmas Marine Reserve, home to the beautiful sunsets. The rental comes fully stocked with beach chairs, snorkel equipment, sun umbrellas, BBQ grill, organic herb garden, air conditioning, washer & dryer, games, Smart TV and WIFI. The house has 1,000 gallons of reserve water in cisterns in case of a water outage and Solar Panels with Tesla batteries for backup power. Starlink satellite internet for uninterrupted service.

Value · Family · Kitchen

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 · Check-in

Ocean View Loft Penthouse in Old San Juan

Sol 13 | Rooftop Loft Above Old San Juan Above the rooftops of Old San Juan, the city slows down. Ocean-view loft penthouse with a private rooftop terrace, soaring ceilings, a floor-to-ceiling library, and an exceptionally comfortable king bed. Sunrises, sea breezes, and space rarely found in the historic district. Third-floor walk-up (the final flight is steep), but a short climb to another world.

Value · Location · Condition

Secret Garden w/ Outdoor Bathtub and King Size Bed

Charming studio apartment with a magical private outdoor bathtub. Independent entrance from the main house. Very private. Full kitchen , spacious indoor bathroom. The apartment is newly renovated. Quiet residential neighborhood centrally located close to Ponce Hilton and Casino, Ponce Beach, La Guancha, Universities, Hard Rock Cafe Ponce, museum and Ponce Nautico. Contactless self check in.

Family · Location · Nearby