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Apartment holiday rentals in San Juan

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Top-rated apartment rentals in San Juan

Guests agree: these apartments are highly rated for location, cleanliness and more.

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Top guest favourite
The bedroom features a spacious bed with soft linens, complemented by a cozy armchair and a decorative area rug. Large arched windows frame the view, allowing natural light to illuminate the space while highlighting the rich wood ceiling and furnishings.
Flat in San Francisco
4.96 out of 5 average rating, 195 reviews

Quiet 2BR Loft · King+Queen Beds · Walk Everywhere

Quiet 2BR Loft · Walk Everywhere ❤️ Peaceful retreat in the heart of Old San Juan—tucked away from street noise yet steps to cafés, shops, nightlife & iconic sights · Walk Score 98! ❤️ Spacious open loft layout (shared space) with King & Queen beds, 1½ bathrooms & full kitchen—ideal for families & friends ❤️ Historic 200-year-old home with soaring ceilings & Colonial charm ❤️ A/C, fast WiFi, workspace, Smart TV, washer/dryer & self check-in ❤️ Guests love the quiet, comfort & unbeatable location

Top guest favourite
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
4.97 out of 5 average rating, 311 reviews

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

Guest favourite
Flat in San Francisco
4.79 out of 5 average rating, 191 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.

Guest favourite
Flat in San Cristóbal
4.92 out of 5 average rating, 259 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.

Top guest favourite
A cozy sleeping area features a wooden bed frame, adorned with green pillows and a decorative blanket. Two round mirrors are mounted on either side, with plants cascading from a shelf above. Artwork with palm trees is displayed on the wall, complementing the serene setting.
Flat in Carolina
4.95 out of 5 average rating, 382 reviews

#3 Boho Chic: Walk to Beach/Close to Airport

Power Generator/ cistern. Private apt close to beach and airport. 7 minutes walking to the beach, 10 minutes driving from airport and Old San Juan. Private entrance, private parking inside of the property. Wifi, TV, equipped kitchen, and two working desks if you need to work remotely. The apartment is located in a residential area, a very tranquil street with little traffic noise. Tennis court in front in the premises (need to check Covid19 limitations at time of check in). Pets are welcome.

Top guest favourite
The living room features a flat-screen Smart TV mounted on the wall, displaying various streaming options. A genuine Italian leather sofa provides comfortable seating, complemented by a coffee table with decorative accents. Large windows offer views of the surrounding Condado Lagoon.
Flat in Santurce
4.93 out of 5 average rating, 143 reviews

Spectacular Views in Condado

The apartment is located in Condado one of the hottest touristic area of Puerto Rico. You will enjoy spectacular views of the Atlantic Ocean and the Condado Lagoon. You can see and hear the waves breaking in the sand. In the lagoon you can paddle board, swim or kayak. You can walk to beaches, parks, restaurants, casinos, spas, dance clubs, etc. The apartment is only 6 miles (about 10 min ride) from the airport and about 1 mile from Old San Juan. The perfect location for your vacation!

Guest favourite
Flat in San Juan
4.88 out of 5 average rating, 474 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!!

Guest favourite
A stylish dining area features a circular table surrounded by white chairs. A vibrant orange pendant light hangs above. The wall is adorned with a retro-patterned wallpaper, complemented by a modern art piece and a vinyl record player on a wooden sideboard.
Flat in Santurce
4.96 out of 5 average rating, 117 reviews

2BR w/ Hammocks, Balcony & Vibe | MOOD HAUS by DW

◢◤ M❍❍D HAUS ― a 70's inspired house with different moods ◢◤ Situated in the ♡ of San Juan’s Food & Art District, only a few steps from the beach - the best location to experience Puerto Rico. At M❍❍D HAUS all units are designed with retro furniture & custom art. Each apartment is named after a Disco Diva & outfitted with a record player as well as a collection of vinyls. Go back in time to mirror balls & disco beats. UPDATE: THIS PROPERTY NOW HAS A FULL BACKUP POWER GENERATOR!

Top guest favourite
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.
Flat in Ocean Park
4.99 out of 5 average rating, 277 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.

Top guest favourite
A cozy living area features a compact dining table with two stools, facing large glass doors that open to a direct ocean view. A dresser with a television sits to the left, while a comfortable sofa is positioned nearby, enhancing the inviting space.
Flat in Santurce
4.88 out of 5 average rating, 186 reviews

Beachfront in Condado! Min from airport, OSJ

This beachfront condo is the perfect vacation getaway for two. It is located directly on one of Puerto Rico's most beautiful beaches. Walkable area, old San Juan close by and many food and shopping option within walking distance. You will wake up seeing the beach directly in front of you and go to bed with the sound of the waves! We don’t have parking on premises at the moment **WE CANNOT STORE LUGGAGE** Check in time 3PM-checkout 11AM

Top guest favourite
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.
Flat in San Francisco
4.94 out of 5 average rating, 152 reviews

Classic Old San Juan; Best Location

Experience Old San Juan from this beautifully restored colonial-style building. Our cozy 2-bedroom apartment offers charm, comfort, and an unbeatable location—perfect for vacationing, a romantic getaway, a business trip, or a quick escape. Enjoy a spacious living room, a fully equipped kitchen, a comfortable bathroom, and a tranquil interior patio where you can relax and unwind. Book your stay today and make your visit truly unforgettable!

Guest favourite
A view from the studio features a clear blue ocean and a gentle palm tree swaying in the breeze. A small table with a plant in a glass vase is positioned in front of the window, framing the tranquil coastal scenery.
Flat in Santurce
4.84 out of 5 average rating, 213 reviews

Turquoise Ocean Views... Beautiful Condado Studio

Walk a few steps to the beach from this bright and breezy, ocean view studio, perfect for a summer vacation all year round. Located in the heart of Condado (Ashford), savor restaurants, nightlife, bike, paddle board... or simply relax and live it up. Its a three hundred fifteen square foot (315 sq. ft.) studio unit. Building has a Full Power Generator.

Popular amenities for San Juan apartment rentals

When is the best time to visit San Juan?

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Avg. price$159 SGD$161 SGD$167 SGD$158 SGD$150 SGD$150 SGD$158 SGD$161 SGD$144 SGD$134 SGD$148 SGD$158 SGD
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Quick stats about flat rentals in San Juan

  • Total holiday rentals

    Explore 4,670 holiday rentals in San Juan

  • Verified guest reviews

    Over 299,830 verified reviews to help you choose

  • Family-friendly holiday rentals

    1,700 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 1,100 rentals that welcome pets

  • Holiday rentals with a pool

    1,030 properties feature pools

  • Rentals with dedicated workspaces

    2,450 properties have a dedicated workspace

  • Wifi availability

    4,580 of San Juan holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across San Juan rentals

  • 4.7 Average rating

    San Juan stays receive an average rating of 4.7 out of 5 from guests

  • Nearby attractions

    San Juan’s top spots include Distrito T-Mobile, Paseo de la Princesa and Museo de Arte de Puerto Rico

Destinations to explore

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  3. San Juan Region
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