
Holiday houses in San Juan
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Top-rated holiday rentals in San Juan
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Colonial Gem~Walk Everywhere•2BR•KingBed•Balconies
Elegant Colonial 2BR - Walk Everywhere ❤️ Spacious 2BR Spanish Colonial home in the heart of Old San Juan ❤️ Walk to restaurants, cafés, nightlife & historic sights (Walk Score 98!) ❤️ Soaring 18-ft ceilings, arches & 3 balconies with vibrant views ❤️ Quiet King bedroom + Queen bedroom with balcony views ❤️ A/C, ceiling fans, fast Wi-Fi + workspace ❤️ Full kitchen, Smart TV & washer/dryer ❤️ Guests love the space, location & responsive hosts ❤️ Authentic Old San Juan experience—live like a local

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

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.

Casa Arcos Blancos - Luxury Romantic Getaway
Nestled in the 500-year-old historic Spanish colonial city of Old San Juan, Casa Arcos Blancos offers a unique opportunity to live like a local while enjoying all the luxuries that make you feel right at home. Its superb central location allows you to explore the entire colonial city without having to grab a ride for anything. Conveniently located on Sol Street, you will be at walking distance from supermarkets, pharmacies, shops, restaurants, & world-renowned bars & night spots. Other details

*Luxury PH-Apt* Best Location and Views* Wi-Fi,W/D
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.

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

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!

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.

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!

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.

ESJ, 10th Floor, Beach, Parking, 5 min SJU Airport
Million-dollar view—BOOK NOW! Proudly 100% Puerto Rican (and Veteran) owned. 🇵🇷 10th-floor studio w/ stunning sunsets. 5 min from SJU airport, <1 min walk from lobby to the beach! ✅ 1 free garage parking ✅ Self check-in ANYTIME after 3 PM ✅ Free luggage storage ✅ 24/7 market 10-min walk ✅ Lobby café & bar 🧺 Paid laundry in basement ❌ No pool ❌ No early check-in/out

*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.
Popular amenities for San Juan holiday rentals
Other great holiday rentals in San Juan

Airbnb Near Airport 9

Guaynabo, Private pool, billiard room.

Tranquil Loft - Walk to Beach | PAZ by DW

Tu Refugio Favorito en Puerto Rico

Ocean View From Bed, Beach Access + Free Parking

⭐️Casa De Las Palmas 🌴🌴

"San Juan Escape at Solemare"

Isla Verde Oasis : 4BR with Pool Near the Beach
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