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Holiday rentals 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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Guest favourite
A large private terrace is shown, adorned with multiple lounge seating arrangements and a wooden dining table. Tropical plants surround the area, adding greenery to the space. The tiled floor reflects bright sunlight, while clear blue skies are seen above.
Flat in Santurce
4.93 out of 5 average rating, 402 reviews

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.

Guest favourite
Flat in San Juan
4.96 out of 5 average rating, 214 reviews

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

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

El Ambar | Tropical Vintage Getaway

Welcome to Casa Ámbar—a tropical nature escape in the heart of the city where art, warmth, and nature come together. Surrounded by palm trees, fruit trees, and a refreshing pool, it’s a place to find peace, embrace stillness, and leave the noise behind as you reconnect with yourself. Enjoy the beauty of birds visiting throughout the day while relaxing in a thoughtfully designed space filled with vintage charm, warm amber tones, natural textures, and inviting details that make you feel at home.

Guest favourite
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.
Apartment in Santurce
4.83 out of 5 average rating, 178 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.

Top guest favourite
Flat in San Juan
4.95 out of 5 average rating, 188 reviews

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!

Top guest favourite
Guest suite in San Juan
4.98 out of 5 average rating, 144 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.

Top guest favourite
Home in San Juan
5.0 out of 5 average rating, 13 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.

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
4.99 out of 5 average rating, 135 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.

Top guest favourite
A compact kitchen area is designed with a stainless steel refrigerator and a modern sink. A wooden countertop serves as a preparation space, accompanied by two stools. A cozy seating area with a light-colored futon, decorative pillows, and a small round table is positioned beside a window, enhancing the airy feel.
Flat in San Juan
4.99 out of 5 average rating, 170 reviews

Cozy Art Oasis in San Juan!

Come and enjoy a relaxing stay in an urban, artistic, and botanical environment! Distinguished by its serenity, coziness, and central location near everything! Perfectly located in the heart of San Juan, less than 15 minutes to the Airport, Old San Juan, Placita, District T- Mobile and the nearest public beach Escambrón. Also next door to the community’s plaza “Placita Roosevelt” where you can find a variety of restaurants at walking distance.

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, 237 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.

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.
Flat in San Juan
4.96 out of 5 average rating, 112 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.

Top guest favourite
Flat in San Juan
4.95 out of 5 average rating, 292 reviews

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.

Popular amenities for San Juan holiday rentals