San Juan vacation rentals
Vacation rentals in San Juan by owner — compare homes, condos and cabins, message verified hosts, and book direct with no service fees.
San Juan is a lively blend of historic and modern spots such as Old San Juan, Condado Beach, and the lively Santurce district. Visitors delve into its rich culture, vibrant nightlife, and enjoy events like the San Sebastián Street Festival. Houfy offers a way to connect with local hosts directly in San Juan, ensuring bookings are straightforward. Explore the variety of accommodations available from ocean-facing condos, historic casitas, to city apartments, all in areas like Isla Verde and Ocean Park. Visiting during the winter months offers ideal weather for both beach activities and cultural exploration.
Top-Rated Vacation Homes in San Juan
Browse the highest rated vacation properties in San Juan.
$1,890.36 USD total for 4 nights
Sep 29 – Oct 3, 2026
We stayed here to celebrate my mother’s 65th birthday, and it was absolutely perfect for our group of nine (eight adults and one six-year-old). Corey was extremely accommodating and proactive from the very beginning. He even called before our arrival date just to touch base, which we truly appreciated. His instructions were thorough and made everything seamless. The space was perfect for our family. Everyone had their own room and privacy, and it never felt overcrowded. The common areas were spacious, the kitchen was huge and fully equipped, and the entire home was squeaky clean and well maintained. The pool was amazing, and the view was spectacular, even better than we expected. The location was ideal: close to Old San Juan, the rainforest, and the beaches, yet just far enough outside the city to relax and enjoy real family time. Honestly, the property itself was a getaway. Even if we had stayed there the entire trip without going anywhere, it would have been memorable.
$1,211.21 USD total for 3 nights
Sep 29 – Oct 2, 2026
There aren't words to describe the perfection of this place. I almost don't want to give it a great review because I want to keep it to myself! You know when you go on vacation to a perfect hotel and you think "I wish I could live here forever, or at least a few months!"? ... that's the feeling this house left me with. I live close by, so I'm familiar with the area. It's the heart of the city, with all the wonderful quirks that come with that. (I'm a born and bred city girl from Miami) But living in San Juan, the inside of this house is what you'd never expect. It's impeccable. They thought of everything. Extra towels? Tons. Coffee filters? Of course! I go to an airbnb like I'm moving in because I'm used to something missing or dirty or maybe the last person took the roll of paper towels, but here, I literally felt like I was in a full service resort, only missing the actual food and drinks. The host was so quick and responsive and accommodating! I cannot wait to go back!!
$518.91 USD total for 3 nights
Sep 29 – Oct 2, 2026
Had a great stay! The place was clean, comfortable, and in a perfect location. The host was super responsive and made everything easy from check-in to check-out. Would definitely come back next time I’m in Puerto Rico. Highly recommend!
$375.00 USD total for 3 nights
Sep 29 – Oct 2, 2026
Our longer stay felt just like home—cozy, spotless, and fully equipped with everything we needed. The rooftop patio is phenomenal! The host is incredibly friendly and responsive, making us feel so welcome from day one. Thank you for such a wonderful experience! 😊
$2,508.00 USD total for 33 nights
Mar 1 – Apr 3, 2027
Laura was incredibly nice and helpful. Her place is lovely, simple with a funky design and the roof deck is especially fun. The location is quiet, central, and just a short 5-minute walk to the beach. Overall, we had a great stay.
$4,200.00 USD total for 10 nights
Sep 29 – Oct 9, 2026
Mike's home is perfectly located right in the heart of Condado beach, down the street from great eats and fun nightlife, yet very residential in feeling - which we loved. We had a great time on our vacation, thanks to comfortable bedrooms and easy access to beach and pool. It was easy to keep the house pleasant and clean thanks to the couple of Roomba vacuum cleaners. One thing to keep in mind, for those who might have trouble with stairs, is that one floor has all the living space, and all bedrooms and bathrooms are on a separate floor. The views of the beach are pleasant and a definite bonus. We were six people and using the internet for work, so when we all needed simultaneous access it was a bit challenging at times. Highly recommended.
Recommended Homes in San Juan
Handpicked properties we think you'll love in San Juan.
$1,290.00 USD $1,106.25 USD total for 3 nights
Sep 29 – Oct 2, 2026
$517.52 USD total for 3 nights
Sep 29 – Oct 2, 2026
$639.50 USD total for 3 nights
Sep 29 – Oct 2, 2026
$492.89 USD total for 3 nights
Sep 29 – Oct 2, 2026
$428.47 USD total for 3 nights
Sep 29 – Oct 2, 2026
$1,649.23 USD total for 3 nights
Oct 4 – 7, 2026
$364.39 USD total for 3 nights
Sep 29 – Oct 2, 2026
$680.32 USD total for 3 nights
Sep 29 – Oct 2, 2026
Vacation houses with pools in San Juan
Cool off in style with these amazing pool homes in San Juan.
CoastalHeritage w/ Heated Pool, 7 min from Airport
$1,500.00 USD total for 3 nights
Oct 4 – 7, 2026
$2,725.00 USD total for 3 nights
Sep 29 – Oct 2, 2026
Pet friendly vacation rentals in San Juan
Bring your furry friend along! Browse pet-welcoming homes in San Juan.
$688.67 USD total for 3 nights
Oct 1 – 4, 2026
$525.44 USD total for 3 nights
Sep 29 – Oct 2, 2026
$529.07 USD total for 3 nights
Oct 4 – 7, 2026
$650.00 USD total for 3 nights
Sep 29 – Oct 2, 2026
$618.80 USD total for 3 nights
Sep 29 – Oct 2, 2026
$591.99 USD total for 3 nights
Sep 29 – Oct 2, 2026
$591.99 USD total for 3 nights
Oct 12 – 15, 2026
$618.80 USD total for 3 nights
Sep 29 – Oct 2, 2026
Why visit San Juan
Discover what makes San Juan a perfect vacation rental destination.
Historic Old San Juan
Explore 16th-century forts and cobblestone streets.
Visit Castillo San Felipe del Morro, a UNESCO site, located just 1.5 miles from the city center. It's perfect for history enthusiasts.
Sun-Kissed Shores
Ideal for beach lovers and sunseekers.
Condado Beach, just two miles from downtown, offers great spots for sunbathing and watersports like paddleboarding.
Gastronomy Galore
Savor local flavors and international cuisine.
Try mofongo at Casa Cortés ChocoBar, only 1 mile from the heart of San Juan. A must for food lovers!
Vibrant Nightlife
Dance and enjoy live music until dawn.
La Placita de Santurce is just 3 miles from central San Juan, perfect for those wanting to experience lively bars and clubs.
Where to stay in San Juan
The best areas and neighborhoods for your vacation rental in San Juan.
Old San Juan
A colorful, historic district full of colonial architecture, vibrant plazas, and boutique shops. Ideal for history buffs.
Condado
Known for its upscale beachfront properties and lively nightlife, this area is perfect for beachgoers and party lovers.
Santurce
An artsy neighborhood with colorful murals, galleries, and vibrant nightlife scenes. Great for art enthusiasts and partygoers.
Miramar
A quieter, residential area with a local vibe, yet close to theaters, restaurants, and the Puerto Rico Convention Center.
Find San Juan vacation rentals that suit your style
Apartments, vacation homes, villas and more — pick the kind of San Juan vacation rental you want, then book it direct with the host.
San Juan vacation rentals with free WiFi, hot tub or air conditioning
Free WiFi, hot tub, air conditioning and more — every San Juan vacation rental here is listed by a verified host and bookable direct, with the price the host set.
Top attractions in San Juan
All within driving distance of San Juan vacation rentals.
Castillo San Felipe del Morro
A well-preserved 16th-century fort with breathtaking ocean views. · 1.5 miles
Museo de Arte de Puerto Rico
Houses an impressive collection of Puerto Rican art. · 2.6 miles
Parque Luis Muñoz Marín
A spacious park with trails, playgrounds, and picnic areas. · 6.2 miles
La Placita de Santurce
A hub for tasting local cuisine and enjoying nightlife. · 3 miles
Condado Beach
Offers a scenic stretch of sand and relaxing waters. · 2 miles
Plaza Las Américas
The largest shopping mall in the Caribbean with over 300 stores. · 5 miles
Getting to and around San Juan
Exploring San Juan Puerto Rico is easy with numerous transport options.
- LUIS MUNOZ MARIN INTERNATIONAL AIRPORT
- Located 6 miles from the city center, offering numerous domestic and international flights.
- AMA BUSES
- Affordable buses run throughout San Juan, with stops at major attractions.
- SISTEMA DE TRÉN URBANO
- A metro train system connecting key points, though limited in coverage.
- CAR RENTAL
- Several agencies available at the airport. Driving offers flexibility but watch for traffic.
Similar vacation rentals near San Juan
Homes within 60 miles of San Juan, from verified hosts.
$1,550.45 USD $1,456.08 USD total for 3 nights
Sep 29 – Oct 2, 2026
$1,012.22 USD $953.35 USD total for 3 nights
Sep 29 – Oct 2, 2026
$749.00 USD $704.06 USD total for 3 nights
Sep 29 – Oct 2, 2026
$2,969.25 USD total for 5 nights
Oct 27 – Nov 1, 2026
$593.85 USD total for 3 nights
Sep 29 – Oct 2, 2026
$3,330.00 USD total for 3 nights
Sep 29 – Oct 2, 2026
$10,417.35 USD total for 3 nights
Sep 29 – Oct 2, 2026
Beach house with pool, A/C, WiFi, cable, Salinas PR
$915.00 USD total for 3 nights
Oct 11 – 14, 2026
$935.20 USD total for 3 nights
Sep 29 – Oct 2, 2026
$592.00 USD total for 3 nights
Sep 29 – Oct 2, 2026
$530.00 USD total for 3 nights
Sep 29 – Oct 2, 2026
$420.00 USD total for 3 nights
Oct 5 – 8, 2026
Explore near San Juan
Cities and towns within driving distance of San Juan, each bookable direct with the host.
Direct with the host
Message the host before you book. Ask questions, confirm details, and deal with the person who owns the property.
Verified hosts
Every host completes identity verification before a listing goes live.
Itemised pricing
Every charge is shown before you pay — including the API connection fee, where one applies.
More vacation rental destinations around San Juan
Frequently asked questions
Quick answers about booking vacation rentals in San Juan and what direct booking on Houfy actually means.
Prices vary depending on location and amenities, but you can expect to find options ranging from $80 to $300 per night.
Yes, several rentals in areas like Condado and Ocean Park welcome pets. Always check specific listings for pet policies.
Old San Juan for history, Condado for beaches and nightlife, Santurce for artsy vibes, and Miramar for a quieter experience.
The best time is from December to April when the weather is mild and dry, but expect higher prices and crowds.
Vacation rentals often offer more space and amenities than similarly priced hotels, plus the benefit of a local experience.
You can find a variety of listings, from beachfront condos to historic homes and modern apartments.
Experience the vibrant street art in Santurce and enjoy a local’s salsa dance night at La Placita.
Houfy is a direct booking platform where guests pay the listed price directly.
Yes, Houfy provides a secure platform for booking rentals directly from owners, ensuring transparency and safety.









































































































































































