Holiday houses 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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Top Guest favourite
Cabin in Palmer
4.98 out of 5 average rating, 40 reviews

Yagrumo Premium Suite @ El Yunque Luxury Retreat

Welcome to El Yunque Luxury Retreat an adults-only haven offering luxury, privacy, and an authentic connection with nature. Located in the heart of Puerto Rico’s lush rainforest. This retreat provides a rare and unforgettable experience. Relax in your private tub and unwind in a minimalist cabin surrounded by tropical greenery. Enjoy hammocks, forest trails, and complete seclusion. Every detail has been thoughtfully crafted to elevate your stay and help you disconnect from the moment you arrive.

Guest favourite
An inviting living area features a spacious white sofa, accent tables, and decorative mirrors on the golden wall. An open kitchen is visible in the background, showcasing modern appliances and a dining table with upholstered chairs, enhancing the stylish design and ambiance.
Condo in San Juan
4.92 out of 5 average rating, 152 reviews

Luxury Romantic Getaway w/Patio & Backup Power

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

Guest favourite
A wooden terrace is shown with a stool positioned near the railing. The sun rises above a distant landscape, casting warm light over lush green hills and the ocean. An infinity pool is visible nearby, blending beautifully with the scenic surroundings.
Tiny home in Fajardo
4.98 out of 5 average rating, 328 reviews

Magical! Ocean view Cabana w/ Pool Spa on mountain

This memorable place is anything but ordinary. You will get to enjoy this amazing and super private space surrounded by nature and unbelievable views of the ocean and the city. Fully equipped with everything you will need during your stay to include kitchen, full bath with rain shower, A/C, living space with 55" TV, dinning and sleeping areas, terrace with killer views, and of course the pool spa with infinity view! And many more. All of this while enjoying of a complementary bottle of Wine!

Guest favourite
An open-layout apartment is displayed, showcasing a comfortable white sofa, a round black coffee table, and a stylish blue chair. The sleeping area features a spacious bed with soft gray and white bedding, while natural light pours in through floor-to-ceiling windows adorned with sheer curtains.
Condo in Santurce
4.91 out of 5 average rating, 239 reviews

⭐️Ocean View Apt. in Condado Beach & Strip⭐️

- 4min walk to beach - Located right on the strip - Just 10 minutes from the airport - Stylish, comfortable, and convenient open-layout apartment in San Juan's Condado Beach - Surrounded by vibrant cafes, top restaurants, and lively bars - Close to parks, Beaches, Placita Santurce, and Calle Loiza - Ideal for a couple or group of three - Seamless self-check-in for a hassle-free stay Immerse yourself in Puerto Rico's rich culture and charm. Book now and start your island adventure!

Top Guest favourite
Condo in Santurce
4.93 out of 5 average rating, 73 reviews

Walk to Beach & Restaurants 1BR w/City Views

The space is located at the heart of Condado San Juan and was carefully designed by Tertulia's con Julia utilizing recycled materials by promoting sustainability along with truism. The Apartment is designed to encourage love, kindliness & respect, just a block and walking distance from restaurants and nightlife entertainment in Condado. It has everything you need for a fantastic stay—within walking distance of hotels, casinos, restaurants/bars, grocery, and parks. We offer free parking.

Guest favourite
Home in San Juan
4.97 out of 5 average rating, 32 reviews

Design Retreat w/ Stone Outdoor Shower – San Juan

Modern 2BR retreat perfect for two couples or friends. Enjoy island light, polished concrete, and a serene stone outdoor shower set amid tropical greenery. Two queen bedrooms with Smart TVs, cozy living area with AC and a projector for movie nights, plus a private terrace with hammock. Solar power, cistern, and fast Wi-Fi add comfort and peace—your stylish San Juan escape. A rare mix of modern design, tropical light, and thoughtful details — crafted for couples seeking calm and comfort.

Guest favourite
Home in Carolina
4.94 out of 5 average rating, 35 reviews

By SJU Airport- Verdäla -Mid-Century Modern Vibes

New Listing! Welcome to a mid-century modern retreat just minutes from the airport. This renovated 2-bedroom home blends vintage charm with modern comfort and style. For extra peace of mind, the property is equipped with a power generator system that keeps electricity running during the island’s occasional power outages. Perfect for couples, families, or friends looking for a peaceful stay close to everything. Thoughtfully designed to make you feel at home the moment you arrive.

Guest favourite
An open living area is visible, featuring a spacious kitchen with modern appliances and a small dining area. A comfortable gray sofa is positioned nearby, with a flat-screen TV mounted on the wall. Large glass doors lead to a balcony, offering expansive views.
Condo in Palmer
4.96 out of 5 average rating, 158 reviews

New luxury Apartment with Ocean view

This unique apartment has a style all its own. Cozy and romantic environment for a couples retreat, family suitable , infants welcomed. Spectacular Ocean and Golf course view and access. Caribbean weather all year around. A 15 minute drive to EL YUNQUE rainforest. Main supermarkets, outlet malls, and great restaurants minutes away. Tourists getaways, like horseback riding, four tracks, bioluminescent kayaking, catamaran rides and small islands tours, all near for booking.

Top Guest favourite
Home in Carolina
4.99 out of 5 average rating, 178 reviews

Hilltop Cabin w/ Pool & Views – 18 Mins to Airport

✈️ 18 min to airport & 🏖️ top beaches 🏊 Private pool, loungers & hammocks 🌿 Peaceful countryside, just 5 min to city 🌴 45 min to El Yunque & Luquillo Beach 🏡 Hilltop cabin with ocean & mountain views 🛏 Queen bed + full pull-out bed (sleeps 4) 🍽 Indoor + outdoor dining for 4 with views 🚿 Outdoor shower (perfect after the beach) 🌅 Stunning sunrise views from elevated setting ⚡ Fast WiFi, A/C, Smart TV & gated parking 🪑 Beach chairs, cooler & beach towels

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.
Apartment in San Juan
4.95 out of 5 average rating, 105 reviews

Hidden Paradise w/HotTub >NEAR Airport & Beaches<

Experience a slice of Shangri-La at our serene retreat, at 10 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.

Guest favourite
Cabin in San Juan
4.97 out of 5 average rating, 488 reviews

Hidden Paradise Cabin | Romantic Forest Retreat

Descubre la serenidad de la naturaleza en nuestra acogedora cabaña a pasos de la impresionante cascada “El Salto en Charco Prieto”. Disfruta de noches bajo las estrellas, fogatas, privacidad, mañanas con café y el relajante sonido del bosque tropical. Perfecta para escapadas románticas, senderismo, desconectarse de la rutina y vivir una experiencia única rodeada de montañas, naturaleza y tranquilidad en el corazón de Puerto Rico.

Guest favourite
A modern living space features a vibrant mural adorned with tropical leaves, enhancing the room's decor. A white dining table with wooden legs is surrounded by four white chairs. A comfortable gray sofa sits adjacent to large glass doors that open to a balcony.
Condo in Santurce
4.98 out of 5 average rating, 242 reviews

Walk to La Placita | Stylish Santurce Stay

Stay in the heart of Santurce, just steps from La Placita—San Juan’s most vibrant nightlife scene. Perfect for couples, friends, and social travelers who want to walk to restaurants, bars, and live music, then come back to a stylish, comfortable space. No car needed for going out, everything is right outside your door. Walk to the beach, Condado Lagoon, and Miramar. Just 10 minutes to the airport, Old San Juan, and Isla Verde.

Popular amenities for San Juan holiday rentals

When is the best time to visit San Juan?

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Frequently Asked Questions

  • What are the best places to stay in San Juan?

    San Juan has lively neighborhoods for different interests—Old San Juan is known for historic charm, Condado for a relaxed beach atmosphere, and Santurce for arts and nightlife. Isla Verde is frequently suggested for easy beach access and a resort-like vibe.

  • What are the best things to do in San Juan with kids?

    Families often explore El Morro for its broad lawns and history, enjoy playtime at Condado Lagoon, or discover interactive exhibits at local museums. Beaches with calm water, like those near Isla Verde, are frequently suggested, and guided tours can create engaging experiences for children.

  • What are some of the best things to do in San Juan?

    Explore the colorful streets of Old San Juan, tour historic forts such as El Morro, or relax on city beaches like Escambrón. Santurce has vibrant street art, galleries, and live music for those interested in culture.

  • How is the weather in San Juan?

    San Juan has consistently warm temperatures, typically ranging from 72–89°F (22–32°C) throughout the year, with higher humidity and more rain during summer and early fall. Light clothing and protection from sun and showers are usually recommended.

  • What are the best places to visit in San Juan?

    Old San Juan and its historic forts, such as Castillo San Felipe del Morro and Castillo de San Cristóbal, are frequently suggested. The Condado area, with its beach and dining spots, and the Museum of Art of Puerto Rico offer more ways to experience the city.

  • What are some hiking trails in San Juan?

    San Juan has natural areas like Piñones with boardwalk trails through mangroves, and Parque Luis Muñoz Rivera for shorter urban walks. For more extensive routes, El Yunque National Forest can be found just outside the city for rainforest hikes.

  • What are some family activities we can do in San Juan?

    Families can explore El Morro’s expansive greens, visit the Carolina Children’s Museum, or enjoy water activities at Condado Lagoon. City beaches provide space for swimming, sand play, and picnics.

  • What are some of the best day trip ideas from San Juan?

    Many visitors enjoy guided excursions to El Yunque National Forest, day trips to historic towns like Loíza, or boat tours to nearby islands such as Culebra or Vieques. Bioluminescent bay tours in Fajardo are also frequently suggested for a unique family-friendly experience.

  • Are there any pet friendly accommodations available in San Juan?

    Many accommodations in San Juan welcome pets, especially in neighborhoods like Condado, Santurce, and Isla Verde. Beach areas and city parks make it easy to spend time outdoors with your dog.

  • What are some local tips for visiting San Juan?

    Embrace walking in Old San Juan’s blue cobblestone streets, stay hydrated in the humid climate, and sample fresh fruit from street vendors. Tipping is customary in restaurants, and knowing a few Spanish phrases is appreciated.

  • What is San Juan known for?

    San Juan is known for its well-preserved colonial architecture, historic forts, and lively arts and music culture. The city’s beaches, traditional food, and Caribbean heritage contribute to its distinct identity.

  • What are the best hidden gems to explore in San Juan?

    La Placita de Santurce has a lively local atmosphere and open-air eateries, while Casa Blanca stands out for its layered colonial history. Discover street art along Santurce’s alleys and enjoy tucked-away cafes that invite quieter exploration.

  • What are the best foods to try in San Juan?

    San Juan is known for dishes such as mofongo, arroz con gandules, and lechón, with street vendors serving alcapurrias and tostones. Flan and tembleque are popular local desserts, and fresh seafood is often featured in coastal restaurants.

  • What should I bring for a trip to San Juan?

    Light clothing, comfortable walking shoes, and sun protection are practical for San Juan’s warm and humid climate. A swimsuit, rain jacket, and a reusable water bottle help ensure comfort for both city and outdoor adventures.

  • What is the nightlife in San Juan like?

    San Juan’s nightlife has a vibrant mix of music venues, salsa clubs, and open-air bars, especially around Santurce and La Placita. Expect a welcoming atmosphere, with many places hosting live bands and locally-inspired cocktails.

  • What are the most popular events or festivals in San Juan?

    San Juan hosts the San Sebastián Street Festival in Old San Juan each January, known for music and parades. Locals also gather for Noche de San Juan celebrations in June and colorful carnival events in late winter.

  • Are there family friendly vacation rentals in San Juan?

    Many vacation rentals in San Juan cater to families, with options in neighborhoods like Isla Verde, Condado, and Ocean Park providing beach access and convenient amenities. Look for listings with kitchens and multiple bedrooms for added comfort.

  • When is the best time to visit San Juan?

    Late winter through early spring is often recommended for milder temperatures and fewer showers. Summer and fall bring more rain and humidity but can be lively with festivals and events.

Quick stats about holiday rentals in San Juan

  • Total holiday rentals

    Explore 8,720 holiday rentals in San Juan

  • Verified guest reviews

    Over 602,680 verified reviews to help you choose

  • Family-friendly holiday rentals

    3,240 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 2,230 rentals that welcome pets

  • Holiday rentals with a pool

    2,010 properties feature pools

  • Rentals with dedicated workspaces

    4,290 properties have a dedicated workspace

  • Wi-Fi availability

    8,570 of San Juan holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Self check-in, Beachfront and Monthly stays across San Juan rentals

  • 4.7 Average rating

    San Juan stays receive an average rating of 4.7 out of 5 from guests

  • Nearby attractions

    San Juan's top spots, include Distrito T-Mobile, Paseo de la Princesa, and Museo de Arte de Puerto Rico

Destinations to explore

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