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Vacation rentals in San Juan

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Top-rated vacation rentals in San Juan

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Top guest favorite
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.
Condo in San Juan Antiguo
4.89 out of 5 average rating, 449 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 favorite
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
4.99 out of 5 average rating, 269 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.
Condo in Santurce
4.84 out of 5 average rating, 140 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 favorite
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, 205 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 favorite
A charming garden pathway is illuminated by soft string lights, creating a serene setting. Lush tropical plants frame the walk, and a wooden table with chairs is positioned on the red tiled floor, inviting guests to relax in this peaceful outdoor space.
Guest suite in Santurce
4.94 out of 5 average rating, 309 reviews

Garden Oasis, Steps to the Beach

We are located steps from beautiful Ocean Park Beach. This 1 bedroom/1 bath 2nd floor apartment is nestled among tropical flowers, orchids and foliage. It includes an equipped kitchen, linens and a futon in living area - plus a new bathroom and A/C. The garden is gorgeous!!!! Coquis serenade you in the evening plus the fountain and wind chimes are devine. There are boogie boards, a kayak and even paddleball. Amazing restaurants and a variety of bars are just a block away on Calle Loiza.

Guest favorite
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 Antiguo
4.92 out of 5 average rating, 142 reviews

Casa Arcos Blancos - Luxury Romantic Getaway

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, and world-renowned bars and night spots.

Top guest favorite
A majestic waterfall cascades down rocky cliffs, surrounded by lush greenery. A pair of visitors stand on a large boulder at the base, highlighting the scale of the natural feature. The sunlight breaks through the clouds, creating a serene atmosphere.
Cabin in San Juan
4.98 out of 5 average rating, 417 reviews

Cabin hidden paradise, cozy & romantic loft cabin

Experimenta unos dias de la serenidad única de la naturaleza en nuestra cabaña con vistas a las montañas y junto al río, a pasos de la impresionante cascada "El Salto en Charco Prieto". Embárcate en una emocionante aventura río arriba hacia un paraíso escondido. Disfruta de noches tranquilas con cielos estrellados, fogatas y la melodía relajante de la naturaleza. Ven, hospédate y vive momentos que te dejarán sin palabras. ¡Te invitamos a disfrutar de esta experiencia inolvidable!

Superhost
Apartment in Isla Verde
4.91 out of 5 average rating, 503 reviews

IslaVerde Private Apt-Close to beach/airport/park.

Power Generator/ cistern. PRIVATE APT. Close to beach and airport! Relax in this boho unit. 5 min driving to the airport, close enough for a quick transfer but located in a dead end, tranquil street; 5 min walking to the beach; 10 min driving to Old San Juan. Enough parking in front of properties. Near recreational park, tennis and basketball court. Full bed, TV, coffee maker, fridge, microwave, single stove top, and Wi-Fi. Beach chairs, towels, umbrella provided. Ground floor.

Top guest favorite
A bright bedroom is highlighted by a spacious bed with colorful striped linens. Two bedside lamps complement the wood nightstands. Large glass doors offer an unobstructed ocean view, while the ceiling fan adds a touch of comfort. The walls are adorned with decorative mirrors and soft lighting.
Loft in Santurce
4.99 out of 5 average rating, 198 reviews

The Emerald Seaclusion

The Emerald Seaclusion for one or two guests. Super Clean & Sanitized Loft Be the first to discover the adventure at The Emerald Seaclusion, with a breathless 190-degree oceanfront view steps away from the beach. It includes two large sliding glass doors that are soundproof and open wall-to-wall to welcome the tropical breeze and sound waves, creating a mental state of relaxation. It is a perfect stay for one or two guests. All guests must show identification.

Top guest favorite
A tranquil private pool reflects the clear blue sky, surrounded by lush greenery and palm leaves. The modern apartment's large glass windows allow for abundant natural light, while a shaded outdoor seating area and hammock can be seen beside the pool.
Apartment in Ocean Park
4.99 out of 5 average rating, 258 reviews

Best location with pool, steps from beach!

Wake up in a luxurious king bed with premium bedding, gazing out at your private pool framed by lush palm trees. Start the day with breakfast from the fully equipped kitchen, then catch up online with blazing-fast Wi-Fi under the shaded pergola. Cool off in the pool or rinse in the outdoor hot shower before walking just 50 yards to San Juan’s best beach. Ideal for couples, solo travelers, remote workers, or small families seeking comfort and style.

Guest favorite
A cabin is surrounded by lush greenery, featuring a spacious wooden deck with seating. The structure's large windows offer clear views of the surroundings. A hammock is draped along the deck, and the landscape is accentuated by gentle hills and a blue sky with scattered clouds.
Shipping container in Palmer
4.95 out of 5 average rating, 166 reviews

El Yunque Mountain View

This cabin has everything you need in a home away from home. It has a panoramic view to El Yunque and an amazing view to the Ocean, making it the perfect place for your romantic escape or to connect with nature. Location! This magical place is located 6min from El Yunque National Forest, 3 min from local restaurants, 9 min from los Kioskos de Luquillo and the best beaches. As an additional experience, you can book a massage during your stay!💕

Top guest favorite
A row of beautifully restored colonial-style buildings is lined along a quiet street. The architecture features arched entryways and intricate wrought iron balconies. Bright colors and textures of the façades create an inviting atmosphere under clear blue skies.
Apartment in San Juan Antiguo
4.93 out of 5 average rating, 113 reviews

Classic Old San Juan; Best Location

Experience Old San Juan from this beautifully restored colonial-style building. Our cozy 2-bedroom apartment offers charm, comfort, and an unbeatable location—perfect for vacationing, a romantic getaway, a business trip, or a quick escape. Enjoy a spacious living room, a fully equipped kitchen, a comfortable bathroom, and a tranquil interior patio where you can relax and unwind. Book your stay today and make your visit truly unforgettable!

Popular amenities for San Juan vacation rentals

When is the best time to visit San Juan?

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Welcome to San Juan

Puerto Rico’s capital, a booming port city on a bay facing the Atlantic Ocean, offers a multitude of charms to those who visit. It’s a first-class metropolis marked by exciting nightlife where inventive restaurants, street food, world-class museums, and vibrant murals hunker beside a glittering shoreline of white-sand beaches. The city’s visual presence reflects the centuries of occupation that have shaped the island’s history, and you’ll find striking examples of Spanish colonial architecture, alongside Art Deco influences and modern buildings.

The city is guarded by defensive walls and forts built by the Spanish: These imposing structures, which feature towering walls and sentry lookouts, are now filled with visitors trying to deepen their understanding of the island’s complicated past. At night the city’s welcoming plazas come alive with musicians and street vendors. This is a place very much in touch with the tropical vibe — the pina colada was invented here in the 1950s — and that beguiling atmosphere infuses this urbane city with a unique character all its own.

Top things to do in San Juan

Museo de Arte Contemporáneo de Puerto Rico

Housed in a circa-1918 neoclassical Georgian-style building, this museum showcases Puerto Rican artworks from the mid-20th century onward, alongside exhibitions of works from the Caribbean, Latin America, and the diaspora. Its interior atrium, protected by a modern glass ceiling, is especially striking.

Castillo San Felipe del Morro

This six-level Spanish fortress, protected by 140-foot walls, whose construction began in 1539 was in use for centuries, including as a U.S. military outpost during World War II. You can climb to the top of those walls to get the same vantage point a sentry would have, taking in panoramic views of the ocean and island. At night, the fort is so dark, it’s an ideal place for stargazing.

La Placita de Santurce

Around 6 p.m. this place comes alive with musicians, revelers, and dancers. Sanjuaneros looking to shake off the work week start amassing on Thursdays, and the festive atmosphere continues through Sunday. Dine on delicious street fare from the kiosks, such as empanadillas, perfectly fried pockets of pastry stuffed with a variety of fillings.

Frequently Asked Questions

  • How is the weather in San Juan?

    San Juan experiences a tropical monsoon climate. Average high temperatures hover around 87°F (30.5°C) year-round. The driest period is from December to April, while the rainy season typically lasts from August to November.

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

    Visitors often enjoy exploring the historic architecture in Old San Juan, sunbathing at the beautiful beaches of Condado, or sampling local cuisine at the Santurce farmers market. Touring the Bacardi rum factory and taking a sunset walk at Paseo de la Princesa are also frequently recommended activities.

  • What is the best time of year to visit San Juan?

    San Juan is often visited in the winter, between December and April, when temperatures average around 85°F (29°C). During this period, guests can enjoy local events like San Sebastian Street Festival taking place in January, and the Ponce Carnival, a vibrant display of music and dance occurring in February.

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

    Guests often choose to stay in areas such as Old San Juan, known for its historic charm, Condado, famous for its beaches, or Isla Verde, a lively neighborhood with plenty of restaurants and shops.

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

    Guests frequently suggest visiting the historic Old San Juan, known for its colorful Spanish colonial buildings, or the 500-year-old fortress, Castillo San Felipe del Morro. Other frequently recommended places include the Museum of Art of Puerto Rico and the urban, vibrant neighborhood of Santurce.

  • What are some hiking trails in San Juan?

    Trails such as El Yunque Rainforest Trail, which lets you explore a tropical rainforest, and the Paseo Lineal Bayamon River Walk, a paved trail along the Bayamon River, are often recommended to nature enthusiasts visiting San Juan.

  • What are some family activities to do in San Juan?

    Families usually enjoy visiting the San Juan National Historic Site, exploring the Children's Museum, or relaxing at the Balneario El Escambron, a family-friendly beach. They might also like a boat tour around the San Juan Bay, or a visit to the vibrant Santurce neighborhood.

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

    Visitors often enjoy a day trip to the Bioluminescent Bay in Fajardo, where the water lights up at night due to microorganisms, or El Yunque National Forest, the only tropical rainforest in the US national forest system. A journey to the Cueva Ventana, a window-shaped cave in Arecibo, is another frequently suggested day trip.

  • What types of vacation rentals are available in San Juan?

    Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in San Juan. From over 1,250 house rentals to over 4,320 apartment rentals, we've got you covered.

  • Are there vacation rentals with a dedicated workspace in San Juan?

    Yes! Work meets play with ease at over 4,310 vacation rentals in San Juan featuring dedicated workspaces. Stay connected and productive in your home away from home.

Quick stats about vacation rentals in San Juan

  • Total vacation rentals

    Explore 8,380 vacation rentals in San Juan

  • Verified guest reviews

    Over 551,970 verified reviews to help you choose

  • Family-friendly vacation rentals

    3,290 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 2,130 rentals that welcome pets

  • Vacation rentals with a pool

    2,250 properties feature pools

  • Rentals with dedicated workspaces

    4,510 properties have a dedicated workspace

  • Wi-Fi availability

    8,180 of San Juan vacation 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, Museo de Arte de Puerto Rico, and Paseo de la Princesa

Destinations to explore

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