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Holiday rentals in San Juan

Find and book unique accommodation on Airbnb

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
A quaint indoor balcony area is showcased, featuring a round glass table surrounded by woven chairs. A vase of tropical flowers adds a touch of color. In the background, a well-lit bedroom is visible through shuttered doors.
Apartment in San Juan
4.9 out of 5 average rating, 483 reviews

Colonial Old San Juan Apartment

Location The apartment is located in Puerto Rico's political and cultural capital, San Juan. It's within walking distance of the best locations Old San Juan has to offer. Great bars and restaurants, hotels, casinos, San Critobal Castle, Paseo La Princesa , plazas and the cruise terminal are only steps away. In its sorroundings there are also farmacies, transportation services, a post office, stores for shopping,beaches and Cathedrals. The apartment is a 10 minutes drive to the Convention Center and 20 minutes to the international airport,. Spaces Typical of Spanish Colonial architecture the apartment spaces include an indoor balcony, perfect for relaxing, and tall ceilings, up to 20 feet high, sporting traditional Ausubo wood beams. Amenities Full kitchen with an industrial stove and oven, microwave, refrigerator, coffee maker and dinnerware. The cozy bedroom has a comfortable queen bed, a/c and drawers for storage. Living room with Flat HDTV, Blue Ray, DVD player, WI-Fi, Satellite dish. Laundry access in the hall.

Top guest favourite
Flat in San Juan
4.81 out of 5 average rating, 208 reviews

Cozy Historic Ruin Apartment

Located in the heart of Old San Juan, this unique and special place enables you to experience a fully authentic colonial experience- the most authentic you will get in Old San Juan. This renovated ruin apartment conserves the historical architecture from Old San Juan at a maximum potency, while offering a comfortable and cozy stay. Perfect for any small family, couple or group of friends seeking to enjoy what Old San Juan has to offer, from restaurants to forts, in a fully cultural experience.

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, 329 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!

Superhost
A spacious bedroom features a large bed dressed in a plush grey coverlet. Glass sliding doors lead to a balcony with outdoor seating, allowing views of the cityscape. Soft lighting enhances the modern decor, while the sleek furnishings include a bedside table and decorative accents.
Apartment in Santurce
4.82 out of 5 average rating, 168 reviews

*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.

Top guest favourite
An outdoor terrace features a wooden deck with a table and chairs, providing ample seating. A cozy swing chair hangs nearby, surrounded by lush greenery and expansive views of the mountainous landscape. Decorative string lights add warmth to the inviting setting.
Shipping container in Gurabo
4.98 out of 5 average rating, 261 reviews

Vista Linda Haus

At Vista Linda Haus, from the moment you start the journey to the beautiful town of Gurabo, the adventure begins. A unique experience towards the favorite destination. You will find panoramic landscapes, lakes, mountains, farms, cities, and a community with the Puerto Rican warmth of our mountains. Just 35 minutes from the Luis Muñoz Marín International Airport, over 1,000 feet above sea level, you will breathe freedom and peace, in a harmonious environment full of energy and pure nature.

Top guest favourite
A contemporary house is positioned atop a hill, surrounded by lush greenery and palm trees. A winding pathway leads to the entrance, while panoramic ocean views extend in the background, highlighting the beauty of the surrounding landscape.
Home in Ceiba
4.98 out of 5 average rating, 146 reviews

La Casita: Private Heated Pool W/ Ocean Views

Nestled atop a lush hill at the beachfront town of Ceiba, this 2-bedroom house is a haven of luxury & tranquility, offering a spectacular panoramic view of the ocean, the rainforest, mountains & neighboring islands. As you approach the property, a winding driveway bordered by vibrant, blooming flowers leads you to the entrance, setting the tone for the enchanting retreat that awaits. Just a 1-hour drive from SJU's International Airport & half hour ride from El Yunque National Rainforest.

Guest favourite
A stylish dining area features a circular table surrounded by white chairs. A vibrant orange pendant light hangs above. The wall is adorned with a retro-patterned wallpaper, complemented by a modern art piece and a vinyl record player on a wooden sideboard.
Flat in Santurce
4.96 out of 5 average rating, 125 reviews

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!

Top guest favourite
The property is nestled on a hillside, surrounded by lush greenery and tropical plants. The building features a rooftop terrace with sweeping views of the landscape and clouds above, showcasing the natural beauty of the coastal region.
Cottage in Ceiba
4.99 out of 5 average rating, 138 reviews

My Estela

This Airbnb is cozy and warm, with wooden furniture and soft textiles that invite you to relax. The decor is inspiring, with unique details, local artwork, and plants that create a creative atmosphere. The space is relaxing, with a terrace surrounded by a spectacular view of the east coast of PR ideal for families, with a functional kitchen and play areas that make everyone feel at home. In addition, the neighborhood is safe, ensuring a quiet and comfortable stay.

Top guest favourite
Home in Carolina
4.99 out of 5 average rating, 179 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
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.

Top guest favourite
A spacious pool area features a heated saltwater pool accompanied by a jacuzzi. Comfortable lounge chairs are positioned around the pool, with lush palm trees providing shade. A modern covered terrace offers seating options for relaxation next to the scenic outdoor landscape.
Villa in Carolina
5 out of 5 average rating, 162 reviews

Luxury waterfront villa with dock and heated pool

Villa Jade is a unique luxury waterfront retreat with a heated saltwater pool, jacuzzi, and private dock to a serene lagoon. It is just 10 minutes from SJU Airport and the fabulous beaches of Isla Verde. Three spacious bedrooms with private baths. Fully remodeled. Equipped with a generator and cistern for peace of mind. As a dedicated 5-star host, I’m here to ensure a smooth, relaxing stay. Welcome!

Top guest favourite
A charming A-frame chalet features large glass windows that invite natural light, surrounded by greenery. A spacious wooden deck with seating areas is visible, and vibrant plants are arranged around a well-maintained lawn, creating a serene outdoor setting.
Cabin in Naranjito
4.99 out of 5 average rating, 174 reviews

Romantic Chalet Arcadia

Relax in this completely private, 1 bedroom, 1.5 baths. Great for a romantic getaway. This beautiful home is quiet and elegant cabin-style Chalet complete with a beautiful view of the mountains of Naranjito, PR. Perfect for couples. We are located 45 mins from the San Juan airport. Book your stay today and start counting the days to a spectacular vacation that you will always remember.

Popular amenities for San Juan holiday rentals

When is the best time to visit San Juan?

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Avg. price£107£104£110£99£96£96£99£101£90£85£92£100
Avg. temp25°C25°C26°C27°C28°C28°C28°C29°C29°C28°C27°C26°C

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 & child-friendly amenities

  • Pet-friendly holiday rentals

    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

  • Wifi availability

    8,570 of San Juan holiday rentals include wifi 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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