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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.

Hillside Oasis

4 bd· ba
5· 90

$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.
R. · Stay February 2026

Villa Mansion - Fountain & Rooftop - Old San Juan

3 bd·2 ba
5· 6

$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!!
K. · Stay June 2025

Tapia Mosaic Beachwalk - San Juan

2 bd·1 ba
4.8· 5

$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!
D. · Stay June 2025

A Courtyard Affair

2 bd·2 ba
5· 1

$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! 😊
S. · Stay May 2026

Hide in plain sight

1 bd·1 ba
5· 1

$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.
A. · Stay January 2026

Luxury Beachfront Oasis ~ Ocean Views ~ King Bed

3 bd·2 ba
5· 14

$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.
F. · Stay January 2023

Recommended Homes in San Juan

Handpicked properties we think you'll love in San Juan.

Grandma's house

5 bd·2 ba

$1,290.00 USD $1,106.25 USD total for 3 nights

Sep 29 – Oct 2, 2026

Ocean Sol Historic Old San Juan

2 bd·1 ba
4.67· 9

$517.52 USD total for 3 nights

Sep 29 – Oct 2, 2026

$639.50 USD total for 3 nights

Sep 29 – Oct 2, 2026

Condado Penthouse

1 bd·1 ba

$492.89 USD total for 3 nights

Sep 29 – Oct 2, 2026

Puerto Lagoon Downtown

2 bd·1 ba

$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

Condado Grass Patio

2 bd·2 ba

$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.

$1,500.00 USD total for 3 nights

Oct 4 – 7, 2026

Large 5 bedroom home with Generator

5 bd· ba

$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

Puerto House - Private Patio

2 bd·1 ba

$529.07 USD total for 3 nights

Oct 4 – 7, 2026

Old San Juan Apartment 9

2 bd·1 ba

$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.

Best for: history enthusiasts, shoppers, culture lovers

Condado

Known for its upscale beachfront properties and lively nightlife, this area is perfect for beachgoers and party lovers.

Best for: beachgoers, nightlife seekers, luxury travelers

Santurce

An artsy neighborhood with colorful murals, galleries, and vibrant nightlife scenes. Great for art enthusiasts and partygoers.

Best for: art lovers, nightlife enthusiasts, foodies

Miramar

A quieter, residential area with a local vibe, yet close to theaters, restaurants, and the Puerto Rico Convention Center.

Best for: families, business travelers, culture seekers

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.

Airports
LUIS MUNOZ MARIN INTERNATIONAL AIRPORT
Located 6 miles from the city center, offering numerous domestic and international flights.
Public Transit
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.
Driving
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.

Beachfront large Pent House | private terrace

3 bd· ba
5· 138

$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

Amazing beachfront apartment on the beach

2 bd·2 ba
5· 19

$749.00 USD $704.06 USD total for 3 nights

Sep 29 – Oct 2, 2026

Villa Destino

3 bd·4 ba
5· 129

$2,969.25 USD total for 5 nights

Oct 27 – Nov 1, 2026

5 Star Beach Condo. Pool. Rainforest. Golf. Gated.

2 bd·2 ba
4.83· 89

$593.85 USD total for 3 nights

Sep 29 – Oct 2, 2026

Entire Luxury Villa Salgado Pool Near Beaches

9 bd·5 ba
4.63· 24

$3,330.00 USD total for 3 nights

Sep 29 – Oct 2, 2026

Villa Paraiso at Dorado Beach

5 bd·5 ba
4.97· 39

$10,417.35 USD total for 3 nights

Sep 29 – Oct 2, 2026

Beach house with pool, A/C, WiFi, cable, Salinas PR

3 bd· ba
4.93· 188

$915.00 USD total for 3 nights

Oct 11 – 14, 2026

Top Location, Fully Equipped & Solar Energy!

3 bd·3 ba
5· 38

$935.20 USD total for 3 nights

Sep 29 – Oct 2, 2026

Puerto Nuevo 3 bd Vega Baja Beach King bed Grill

3 bd·1 ba
5· 30

$592.00 USD total for 3 nights

Sep 29 – Oct 2, 2026

Casa Elena Spacious 3BR/2BA Home Bayamon DT

3 bd·2 ba
4.83· 12

$530.00 USD total for 3 nights

Sep 29 – Oct 2, 2026

Casa Qodesh #2: Oasis Eco-Gem | Solar & Water

1 bd·1 ba
4.94· 17

$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.

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