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Holiday houses in San Juan

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Top-rated holiday rentals in San Juan

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

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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.
Apartment in San Juan
4.97 out of 5 average rating, 332 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

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Guest favourite
Apartment in San Juan
4.96 out of 5 average rating, 210 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

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Top Guest favourite
Loft in San Juan
4.96 out of 5 average rating, 246 reviews

San Juan, Ocean views, Luxury LOFT,

Your search is over!!!! You have found the perfect place for your staycation in this 989 sqft. (largest in the condo), centrally-located, open space luxury Loft in SAN JUAN, PR. Indulge yourself in an Exquisite and tastefully decorated loft. with many unique pieces of art. Also, NO need to worry about power or water outages that occur on the island, this condo is backup with power generators and cisterns, so your visit should not be interrupted. Everything you need is here ! See you soon🙏🏻

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Guest favourite
Apartment in San Juan
4.81 out of 5 average rating, 214 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.

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Superhost
A spacious bedroom features a large bed dressed in a plush grey coverlet. Glass sliding doors lead to a balcony with outdoor seating, allowing views of the cityscape. Soft lighting enhances the modern decor, while the sleek furnishings include a bedside table and decorative accents.
Condo in San Juan
4.83 out of 5 average rating, 175 reviews

*Lux PH-Apt* Best Loc* Wi-Fi, W/D 24/7 check in

This PH unit have the best views of all San Juan from his spacious balcony, its located in La Placita area we’re all the bars, restaurants and night life are just a few steps away. The beach is just 10 mins walk and from (SJU) San Juan international airport it’s about 7-10 mins drive. The unit have Wi-fi and high speed internet and 2 T.V.s Free assigned parking in the same condo with control access. The Apt. is fully remodeled and equipped with all you will need to have a pleasant stay.

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Top Guest favourite
An open patio space features sleek outdoor furniture, including light-colored chairs and a modern coffee table. A glass door leads into a spacious indoor area with comfortable seating and dining options. Lush green plants enhance the tranquil setting under a bright blue sky.
Home in Carolina
4.98 out of 5 average rating, 113 reviews

Spacious & Cosy Gem~Walk to Beach & Rest ~ Pkgs

Step into the luxury 4BR 3Bath apartment nestled in a tranquil area just a short walk (10 mins) away from the ocean, sun-soaked beaches, restaurants, shops, and exciting attractions. Explore Isla Verde or bask in the Puerto Rican sun at the nearby beaches. The modern design and rich amenity list will leave you in awe. ✔ 3 Suites with private Bathroom, plus 1 room. ✔ Open Design Living ✔ Full Kitchen ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Washer/Dryer ✔ Beach Accessories ✔ Free Street Parking

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Top Guest favourite
Guest suite in San Juan
4.99 out of 5 average rating, 140 reviews

Studio 967

Enjoy a relaxing stay in this cozy studio located in a residential neighborhood. Designed for comfort and convenience, the space is centrally located near the airport, malls, shopping centers, and a wide selection of restaurants. The beach and Old San Juan are just a short drive away. It features a comfortable full-size bed, a dedicated dining area, and a compact kitchen equipped for light cooking, a private bathroom, outdoor space, private entrance, and a dedicated parking spot.

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Top Guest favourite
Home in San Juan
5 out of 5 average rating, 11 reviews

The Opus Residence Luxury Home in San Juan

Welcome to The Opus Residence, a renovated luxury home in San Juan, Puerto Rico. Enjoy a private pool, cinema, arcade with 20k+ games, fast WiFi, self check-in, 3 full baths, and parking. Includes a 26kW backup generator and 400-gal emergency water reserve for added peace of mind. Sleeps 8 guests. Just 5–10 minutes from the airport, beaches, shopping, restaurants, and nightlife. Thoughtfully designed for comfort, convenience, and a worry-free stay from arrival to departure.

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Guest favourite
A serene outdoor space features a private pool with tranquil blue water, surrounded by lounge chairs and lush greenery. An inviting seating area is visible, alongside a bar with high stools. A well-lit space creates an atmosphere for relaxation and enjoyment.
Home in Carolina
4.98 out of 5 average rating, 132 reviews

Villa Celestial Luxury Home

Discover comfort and style at Celestial, our newly renovated 3-bedroom, 3-bathroom retreat in Urb. Los Angeles, Carolina, Puerto Rico. Just 5 minutes from the airport and a short drive to Isla Verde's beaches, this stylish home is ideal for up to 10 guests. Enjoy the remodeled interior, private pool, BBQ area with a full outdoor kitchen, ample parking, and security cameras. Experience luxury and convenience at Celestial – your gateway to the best of Puerto Rico.

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Top Guest favourite
A vibrant yellow façade with classic Spanish colonial architecture is highlighted in the morning light. The entrance features an elegant archway, leading into a spacious interior. The street gently slopes down towards the water, surrounded by lush greenery and cobblestones.
Home in San Juan
4.95 out of 5 average rating, 235 reviews

Casita del Sol☀️couples’ HOUSE-rooftop, water views

Casita del Sol offers a rare opportunity to rent an entire house in Old San Juan. Classic Spanish colonial architecture with multiple water views and huge rooftop deck. With an entirely removed secondary suite, it can be spacious enough for two couples or cozy enough for one. On a quiet and peaceful residential block, it is still just a short walk from the liveliest restaurants, bars, and shops and offers the best of life in Old San Juan.

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Top Guest favourite
An outdoor hot tub is surrounded by a natural bamboo fence, providing privacy and a serene atmosphere. A wooden stool and a small red step stool are positioned nearby, while lush greenery enhances the relaxing environment.
Apartment in San Juan
4.95 out of 5 average rating, 111 reviews

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.

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Top Guest favourite
A spacious bed is centered against a softly lit, curved wall. Woven pendant lights cast a warm glow above the bed, accompanied by decorative pillows. A cozy bench sits at the foot of the bed, while natural textures are visible in the surrounding furnishings.
Loft in San Juan
5 out of 5 average rating, 136 reviews

*NEW* Relax Outdoor Bathtub, Walk To Beach

Located in the heart of Puerto Rico's lively Calle Loíza, 8-10 minutes from the airport and 8 minutes walk to the beautiful "Ocean Park beach", "Palomar" at Casa Loiz offers an authentic Puerto Rican experience with access to beaches, restaurants, and bars within walking distance. Important cultural sites, such as Old San Juan, are only a 5-10 minute drive away.

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Popular amenities for San Juan holiday rentals