Apartment holiday rentals in San Juan

4.97 out of 5 average rating, 329 reviews

A modern living area features a spacious white sectional sofa and a circular glass table. Natural light streams through sliding glass doors, which lead to a balcony. A large painting adorns the wall, complemented by soft lighting and minimalistic decor.

Flat in Santurce

New gorgeous unit in Condado, San Juan near beach

This is a jewel, centrally located in Condado in quiet affluent street 2 blocks away from Ashford Ave where all restaurants, hotels, casinos and bars are. 10 minutes walk from best Condado beach (Marriott’s). It’s a unit decorated with taste, which offers a modern fully equipped Italian kitchen, 2 bright bedrooms, modern rain shower bathroom, virtual concierge, 200mbps wireless internet and a gated parking spot. Living room has 65” TV with premium channels. Master offers a 55” TV. Ample closets

4.96 out of 5 average rating, 206 reviews

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

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.

4.95 out of 5 average rating, 171 reviews

Classic Old San Juan • Best Location • Ground Fl

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!

4.93 out of 5 average rating, 105 reviews

A refreshing private pool is framed by lush greenery, with tall plants positioned along the edges. The pool features clear blue water under a cloudy sky, creating a serene atmosphere. Large glass doors lead into the nearby living space, enhancing the connection with nature.

Flat in Pájaros

L'abitat: Luxury Retreat Escape

Experience unparalleled tranquility at L'abitat in Toa Alta, Puerto Rico. Our luxurious retreat features a private pool, full gym, and a fully equipped kitchen. Relax in the cozy living room or the spacious, modern bathroom. Nestled in a serene, picturesque location, L'abitat is perfect for romantic getaways or peaceful retreats. Enjoy proximity to local attractions, restaurants, and shopping, making it the ideal base for exploring Puerto Rico. Book now for a perfect blend of nature and luxury.

4.96 out of 5 average rating, 257 reviews

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.

Flat in Old San Juan

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.

4.81 out of 5 average rating, 211 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, 275 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.

4.88 out of 5 average rating, 493 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!!

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, 127 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, 568 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.

4.89 out of 5 average rating, 114 reviews

Flat in Santurce

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.