Apartment holiday rentals in San Juan

Leafy & Breezy Boho 2BR | Large Balcony near Beach

Experience tropical beach vibes in our clean and cozy 2 bedroom boho apartment in Ocean Park. Just one block from the beach, you can start your day with a morning run and stunning Caribbean sea views. Relax on our large leafy terrace, where the ocean breeze will refresh you as you enjoy your morning coffee and plan your adventures. The apartment includes a full kitchen w’ an espresso machine, two bedrooms w’ queen beds, and one bathroom, providing all the comforts you need for a perfect getaway.

Historic 2BR • Walk Everywhere • Quiet 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

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.

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.

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.

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, couples, business travelers, or families seeking a getaway. Easy, well‑lit access with no stairs — arrival will be smooth at any hour. Enjoy a spacious living room, fully equipped kitchen, brand‑new bathroom, and a tranquil interior patio/lanai for unwinding after exploring the old city. Book today!

#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.

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.

Island Vibes · Steps to the Beach: Terrace/Balcony

Our charming listing is perfectly located near all your heart's desires in Puerto Rico. Not only will you enjoy the convenience of being just steps away from breathtaking beaches and the historic charm of Old San Juan, but you'll also find yourself surrounded by a delectable array of restaurants offering mouthwatering cuisine. Our beautiful house are centrally located in the heart of the Condado tourism. 10 min drive from the airport and free parking.

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.

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.

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.