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Vacation rentals in San Juan

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Top-rated vacation rentals in San Juan

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An outdoor terrace features a covered seating area with a sectional sofa and a dining table surrounded by four wicker chairs. String lights enhance the ambiance, while the view includes surrounding rooftops and clear blue skies.
Condo in San Juan Antiguo
4.9 out of 5 average rating, 174 reviews

Historic Tropical Terrace -PH - Cozy for Two

A perfect getaway for a couple seeking to relax in a very well maintained, historic PH. The 3rd floor (42 steps) apartment is one of three in a Spanish Colonial building which includes an open air courtyard along the walkway from the bedroom to the two restrooms (not suitable for children). The PH comfortably sleeps two in a queens sized bed with A/C in the bedroom. A full kitchen & living room come equipped with Free Wi-Fi and TV. However, one should take full advantage of the outdoor terrace which provides year-round outdoor sitting, table & chairs usable as work space, no desk available. A perfect getaway apartment for a couple seeking to relax in a very well A perfect getaway apartment for an individual or couple seeking to relax and immerse in Old San Juan life and living. Enjoy your stay in a very well maintained penthouse apartment in an historically and tastefully remodeled Spanish Colonial 3-story corner building. Located on one of the most charming streets of Old San Juan nestled among homes, restaurants, and cafes along Calle Sol, the building is just two blocks away from commercial streets like Calle San Francisco which have pharmacies, supermarket, boutiques, and retail stores and restaurants. Also just one block away from the nightlife of Calle San Sebastian and a few blocks from the ocean, museums and historical fort! Read all our reviews as the vast majority love the experience of living in a traditional Spanish Colonial building. Ours is a corner building which allows for lots of sunlight and includes windows in the kitchen, living room and bedroom, as well as an authentic courtyard that opens onto all three apartments. Note that the courtyard does have a hallway going to the bathroom that is visible to all three apartments, though all the rooms are private including a large outdoor terrace which provides year-round outdoor sitting, dining and naps on the hammock, and a great breeze coming off the ocean two blocks away. This penthouse apartment comfortably sleeps two in a queen sized bed in an air-conditioned room; the air-conditioner can easily cool off the living room too. A full kitchen opens to the terrace as does the living room and both are charming, cozy and equipped with necessities and items for your comfort and relaxation. Free WiFi and TV (including NetFlix) are included and also a washer/dryer which is located in an over-sized and beautifully designed bathroom; toilet and additional sink in adjoining bathroom. We certainly hope you will take advantage of this special, sunny and very well maintained apartment and have an ideal getaway in an authentic Old San Juan home. We are available before, during and after your stay for any question you may have. Check-in Information: One of our team will personally welcome you in front of the Condo at the moment of your arrival. Please confirm your arrival time including flight info and the phone you are traveling with a few days before traveling so we can schedule your check-in. On the day of arrival you will call us as soon as you are leaving the airport in your taxi or rental car and while you are driving in to Old San Juan we will walk over and meet you at the rental. Old San Juan is few blocks of unique colonial style architecture and offers a great selection of restaurants, bars, cafes, shops, galleries, music, and paths to walk by the port. Taxi, Buses, Rental Cars TIPS FOR BETTER LIVING IN THE TROPICS First of All: Be Happy, Relax & Enjoy - you are on a beautiful, sunny, tropical Island, which requires an open heart and mind to be fully enjoyed! Stay happy! - even if anything is missing or broken. Simply contact us immediately and we will be glad to help. Remember you are renting a Home away from Home and no one likes a stinky apartment: Therefore the garbage goes out daily. And the dishes are specially made to break after 2 hours of being used unless they get cleaned. To avoid any extra charges for broken dishes simply clean them. We are in the tropics and if you want to have your food and drinks for yourself, store almost everything in the fridge. If not you might have to share it with unwanted animals or the humidity and heat may destroy some foods. The plumbing system on tropical Islands appears to be delicate. Therefore it is important not to throw any sanitary items, Condoms and not even a lot of toilet paper at the same time in the toilet. Misuse may end in clogged toilets and extra charges!, if misuse would be proven by Plumber. It also rains on a sunny island. Please close all doors and windows while exploring “paradise”. If you don't the apartment may get flooded and you would have a lot of extra work. !!!Please be environmentally friendly!!! We are a small Island in the middle of the Atlantic Ocean with limited access to resources! PLEASE do not waste fresh water! Only turn on A/C while being at home. Turn off A/C when leaving the apartment. Close all windows and doors while running the A/C. You have chosen to stay in a condo with real neighbors that are unfortunately not on vacation and deserve their good night sleep. Please keep the volume down after 10PM and before 9AM. Please make arrangements for your check-in or out a few days before it actually happens, so we can prepare for a smooth arrival and departure. In case of EMERGENCY please call 911! And please inform us as well - send a text message or call to the following numbers: (PHONE NUMBER HIDDEN) and (PHONE NUMBER HIDDEN)

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, 454 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, 275 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 favorite
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
4.85 out of 5 average rating, 142 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, 211 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 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, 201 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 features two large sliding glass doors that are soundproof and open wall-to-wall, welcoming the tropical breeze and sound waves to create a state of mental relaxation. It is a perfect stay for one or two guests. Minimum of two days' stay. All guests must show identification.

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
4.95 out of 5 average rating, 311 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.

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, 428 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!

Guest favorite
Apartment in Isla Verde
4.91 out of 5 average rating, 508 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 charming building exterior is displayed, featuring arched balconies adorned with potted plants. The textured walls and decorative tiles reflect a local aesthetic. A terracotta roof contrasts with the soft tones of the façade, while power lines traverse across the image, adding to the urban setting.
Apartment in Santurce
4.96 out of 5 average rating, 352 reviews

Santurce Arts District in Urban Oasis Penthouse

The penthouse suite is the entire 3rd floor of the house with indoor/outdoor living. The 'indoors' include living/TV room, bedroom (king bed), kitchenette (full fridge/gas stovetop), walk-in closet/pantry and bathroom (shower/no tub). Outdoors is a patio dining area, gardens & terrace living room area. Air conditioning only in living/TV room and bedroom. Work desk and make-up station. WiFi & Roku TV (Netflix included). 18 steps to 2nd floor lobby and 18 more to your suite.

Top guest favorite
The studio features a spacious sleeping area with a king-sized bed dressed in white linens. A cozy seating area contains a light-toned sofa and a decorative coffee table. Large windows offer natural light and views, complemented by soft ambient lighting throughout the room.
Condo in Isla Verde
4.93 out of 5 average rating, 983 reviews

ESJ, 10th Floor, Beach, Parking, 5 min SJU Airport

Million-dollar view—BOOK NOW! Proudly 100% Puerto Rican (and Veteran) owned. 🇵🇷 10th-floor studio w/ stunning sunsets. 5 min from SJU airport, <1 min walk from lobby to the beach! ✅ 1 free garage parking ✅ Self check-in ANYTIME after 3 PM ✅ Free luggage storage ✅ 24/7 market 10-min walk ✅ Lobby café & bar 🧺 Paid laundry in basement ❌ No pool ❌ No early check-in/out

Top guest favorite
A refreshing pool area is surrounded by natural greenery, with stone accents and a sunlit patio. The pool features clear water and a small seating area, creating an inviting outdoor space. Lush foliage frames the scene, enhancing the serene atmosphere.
Home in Cangrejo Arriba
4.99 out of 5 average rating, 144 reviews

Villa Estrella PR (near Airport & Beach)

Diviértete con toda la familia en este alojamiento con estilo. Esta cerca de todo lo esencial como el Aeropuerto y Playas (5 minutos), Viejo San Juan, Plaza Las Américas (15 minutos). Localizado cerca de varios restaurantes con prestigio como Bebo’s BBQ, Metropol, y el área turística de Piñones donde podrán encontrar comida típica de nuestra isla.

Popular amenities for San Juan vacation rentals

When is the best time to visit San Juan?

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Avg. price€ 116€ 116€ 122€ 114€ 110€ 110€ 114€ 116€ 103€ 98€ 104€ 111
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.

All about 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.

What are the 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.

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, Paseo de la Princesa, and Museo de Arte de Puerto Rico

Destinations to explore

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