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San Juan vacation rentals

Vacation rentals in San Juan — enter your dates to book direct

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 come with no service fees. 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.

Trujillo Alto

Hillside Oasis with Private Pool & Mountain Views

4 bd· ba
5· 90
San Juan

Tapia Mosaic Beachwalk - San Juan

2 bd·1 ba
4.8· 5
San Juan

Villa Mansion - Fountain & Rooftop - Old San Juan

3 bd·2 ba
5· 6
San Juan

Hide in plain sight

1 bd·1 ba
5· 1
San Juan

A Courtyard Affair

2 bd·2 ba
5· 1

Recommended Homes in San Juan

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

Carolina

Grandma's house

5 bd·2 ba
San Juan

Ocean Sol Historic Old San Juan

2 bd·1 ba
4.67· 9
San Juan

Condado Penthouse

1 bd·1 ba
San Juan

Puerto Lagoon Downtown

2 bd·1 ba
San Juan

Royal Imperial | Balcony Private | Old San Juan

4 bd·2 ba
San Juan

Morocco Loft Sanjuanero | Viejo San Juan

1 bd·1 ba
Carolina

OceanSide - Pool Balcony

1 ba

Vacation houses with pools in San Juan

Cool off in style with these amazing pool homes in San Juan.

Carolina

CoastalHeritage w/ Heated Pool, 7 min from Airport

4 bd· ba
San Juan

Large 5 bedroom home with Generator

5 bd· ba

Pet friendly vacation rentals in San Juan

Bring your furry friend along! Browse pet-welcoming homes in San Juan.

San Juan

Puerto House - Private Patio

2 bd·1 ba
San Juan

Spain Lagoon | San Juan | Private Patio

2 bd·1 ba
San Juan

Sunkiss in puerto Rico San Juan 3 Bedroom

3 bd·1 ba
San Juan

Old San Juan Apartment 9

2 bd·1 ba
San Juan

Lagoon Studio · Pool & Hot Tub

1 bd·1 ba
San Juan

Oceanview Penthouse with Hot Tub

2 bd·3 ba
San Juan

Panoramic Ocean View Penthouse

2 bd·2 ba
San Juan

Ocean + Lagoon Studio · Balcony & Pool

1 bd·1 ba

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

Browse San Juan rentals by property type

Filter the San Juan catalog by the kind of place you want to stay.

Browse San Juan rentals by amenity

Filter San Juan vacation rentals by the amenities that matter most to you.

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.

Frequently asked questions

Quick answers about booking vacation rentals in San Juan and what direct booking on Houfy actually means.

What is the average price of vacation rentals in San Juan Puerto Rico?

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What are the best neighborhoods to stay in San Juan Puerto Rico?

When is the best time to visit San Juan Puerto Rico?

Are vacation rentals better value than hotels in San Juan Puerto Rico?

What types of vacation rentals are available on Houfy in San Juan Puerto Rico?

What unique experience can I have in San Juan Puerto Rico?

What is Houfy and how does direct booking work?

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