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Holiday rentals 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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Guest favourite
A spacious bed is positioned against a wooden accent wall, creating a warm atmosphere. Two bedside tables hold decorative lanterns, providing soft illumination. Neutral-toned pillows complement the bedspread, while a colorful wall art piece adds a touch of character to the room.
Flat in Barrio Escalante
4.9 out of 5 average rating, 565 reviews

Stylish Studio with Sky Bar & City Views

New and exclusive Golden Coffee Studio, inspired by the history of Costa Rican coffee this apartment brings the best views of San Jose city. Walkable of the beaten heart of trendy gastronomic area Barrio Escalante, surrounded by the local vibes this place is on the best spot downtown for you to get ready and discover Costa Rica. One master room and a unique queen wallbed make this place an inviting and fun place for couples, friends and families. Spectacular amenities 100MBps Fiber optic Wifi

Guest favourite
A rooftop jacuzzi is positioned against a stunning sunset backdrop. It is surrounded by clear glass panels, offering a panoramic view of the city. The deck is made of dark wood, enhancing the tranquil outdoor space.
Apartment in Barrio Escalante
4.95 out of 5 average rating, 473 reviews

Quiet Gorgeous Queen Bed Studio Apartment+Jacuzzi

Extremely safe doorman building located in one of the 50 coolest neighborhoods in the world according to the time out magazine. Best Location in town !!! Be received by staff who will enable an ease check-in with a smart lock into the apartment. Enjoy the view of an amazing sunset in the jacuzzi, then get ready to dine in one of the 70 restaurants in the area. Afterwards, come back to sleep in an extremely comfortable queen bed. Wake up and make an exquisite cup of gourmet costarican coffee.

Guest favourite
A sleek outdoor lounge area showcases modern seating arranged around a central table, framed by vertical black slats. A large pool is visible in the background, lined with sun loungers and shaded by umbrellas, surrounded by lush greenery.
Flat in Uruca Centro
4.96 out of 5 average rating, 68 reviews

Luxury High-Rise | 16th Floor | La Sabana-San José

Indulge in an unforgettable stay at this modern and luxurious 16th-floor apartment in Núcleo Sabana near the heart of the city. Designed for comfort, this stylish apt features: Spacious living room with a 60” Smart TV/Fully equipped kitchen/King-size bed for a restful night’s sleep/Dedicated workspace and high-speed internet. As a guest, you’ll have access to 30+ top-tier amenities & the best part? Gastro Núcleo – a culinary hub with 9 restaurants offering a variety of flavors just steps away!

Top guest favourite
A modern kitchen area features sleek cabinetry and stainless steel appliances, complemented by a dining space with stylish chairs. Large windows allow natural light to fill the room, providing a view of the greenery outside, creating a bright and open atmosphere.
Apartment in Mantica
4.95 out of 5 average rating, 150 reviews

Featured Apartment | 5 Stars Verified Reviews, AC

Luxury apartment with A/C, cozy, and perfectly located in the heart of the city. This fully equipped space, with modern and elegant decoration, offers you the freedom to live safely and comfortably while exploring everything the city has to offer. Close to tourist attractions, banks, supermarkets, and restaurants. (The condominium has 8 restaurants within the facilities) The International Airport (SJO) is 20 minutes away, La Sabana Park and the new National Stadium are 3 min away in San Jose.

Top guest favourite
An infinity pool is seen on the rooftop, overlooking a city skyline at sunset. The water reflects the colors of the sky, while glass railings provide unobstructed views of the surrounding area and mountains in the distance.
Flat in Urbanización Castro
4.97 out of 5 average rating, 160 reviews

Urban Modern Apartment - Roof Top Pool

Centrally located near La Sabana Metropolitan Park, my apartment offers a perfect blend of relaxation and functionality. The space is designed for comfort and it’s ideal for virtual work, with a fully equipped kitchen for energizing breakfasts or intimate dinners. Enjoy restful sleep, complete privacy, and the convenience of a full and half bathroom. The unique contemporary ambiance enhances your stay. Additionally, the apartment offers free parking within the building for added convenience.

Top guest favourite
A spacious living area features a plush blue sofa with yellow accent pillows. Large sliding glass doors provide a panoramic view of the valley below, leading to a furnished terrace. Natural light enhances the modern design, complemented by indoor plants and wooden accents.
Home in Escazu
4.99 out of 5 average rating, 283 reviews

KING BED, deluxe stay, @HillView, green areas, A/C

Enjoy this king-bed deluxe apartment, you will find everything needed for an enjoyable stay. It is situated in a prime location yet you will feel away from the city. Close to malls, restaurants, tours, etc. You will be impressed by every beautiful detail handcrafted by Giulio, a passionate architect who loves to create harmonious and inviting spaces. The apartment is bright and cozy, with large windows that let in natural light and offer a breathtaking view of the city and the countryside.

Guest favourite
Apartment in Rohrmoser
4.93 out of 5 average rating, 322 reviews

Industrial 2BR perfect location w/AC + sunset view

Take a morning stroll in the park before heading back to your centrally-located, industrial 2 br apartment that will welcome you with high-speed wifi, top-of-the-line kitchen appliances, amazing decor, comfortable beds, and sunset views from a 12th floor overlooking the city. Not only will you have access to unparalleled amenities like a semi-Olympic pool, saunas, gym, and co-working space, you will be a walking distance from the best restaurants, coffee shops, and grocery stores in town.

Guest favourite
The exterior of the apartment features a warm-toned facade, complemented by decorative columns and a wrought iron gate. Lush greenery with flowering shrubs enhances the inviting entrance, where soft lighting fixtures and a vibrant door create a welcoming ambiance.
Flat in Santo Domingo
4.94 out of 5 average rating, 65 reviews

Oasis 37

Agradable apto, moderno, con acabados de primera calidad, electrodomésticos, muy seguro, rodeado de zonas verdes, en excelente condominio con gran plusvalía y privacidad, seguridad las 24 horas al día. Uso de canchas de tennis y acceso a áreas de recreación. Tres plays ground para niños y cancha de fútbol. El barrio es seguro, tranquilo y agradable. Muy cerca de las montañas de Heredia y, a la vez, de San José. Cerca del Lincoln Plaza, Moravia. Parada de buses frente al condominio

Guest favourite
Flat in Barrio Escalante
5 out of 5 average rating, 16 reviews

Stylish Studio in Escalante – Central & Modern

Experience modern comfort in the heart of San José’s trendy Barrio Escalante. A stylish studio with balcony views, cozy design, and everything you need for work or relaxation—steps away from the city’s best cafes, restaurants, and nightlife. Disfruta la experiencia de hospedarte en un moderno estudio en el corazón de Barrio Escalante. Con balcón, diseño acogedor y todas las comodidades, estarás a pocos pasos de los mejores cafés, restaurantes y vida nocturna de San José.

Top guest favourite
A modern studio is displayed with a cozy sleeping area featuring a spacious bed. A dining table is set with elegant glassware and decorative elements. Large windows allow natural light to brighten the room, complemented by soft curtains. A wall-mounted TV completes the inviting atmosphere.
Loft in Barrio Escalante
5 out of 5 average rating, 62 reviews

Apartment in Escalante Olive Loft 14th

A modern and elegant studio on the 14th floor, with an amazing sunset view. Located in the heart of Barrio Escalante, close to bars and excellent restaurants with a wide variety of cuisine, opposite one of the 100 best cafés in the world. Perfect for couples, solo travelers or digital nomads looking for comfort in a safe and walkable location. Escalante is the cultural and gastronomic epicenter of San José, with active local life at any time of the day.

Superhost
A modern studio apartment features a spacious bed with decorative pillows, complemented by a wooden accent wall and a dining table set for two. Large windows provide natural light and city views. Two red dog sculptures add a playful element to the room.
Flat in Barrio Escalante
4.9 out of 5 average rating, 177 reviews

Nota Escalante Great Views W/ AC

Nota Escalante is a modern tower in barrio escalante. The apartment is a very stylish and minimalistic studio with some special touches to make you feel great at a unique cozy spot just 200m from the best restaurants of Costa Rica and some fantastic night life. Barrio Escalante is a very special neighborhood in Costa Rica known for its amazing restaurants. The apartment features a electrically reclining bed and electric shades for maximum comfort.

Guest favourite
A modern living space features a comfortable sofa adorned with decorative pillows. Natural light fills the area through large sliding glass doors that open to a balcony with greenery. A wooden entertainment unit houses a television, while a workspace with a chair is visible in the corner.
Apartment in Uruca Centro
5 out of 5 average rating, 29 reviews

River view! & Cozy Apt. Central Modern Amenities

Este acogedor apartamento en la Torre B del Condominio Núcleo Sabana, es perfecto para quienes buscan comodidad, tranquilidad y una excelente ubicación dentro de San José, con fácil acceso a zonas comerciales y recreativas. English: This cozy apartment in Tower B of the Núcleo Sabana Condominium is perfect for those looking for comfort, tranquility and an excellent location within San José, with easy access to commercial and recreational areas.

Popular amenities for San Juan holiday rentals

When is the best time to visit San Juan?

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Frequently Asked Questions

  • Are there family-friendly vacation rentals in San Juan?

    San Juan has more than 50 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do condo rentals in San Juan have free parking?

    Absolutely! We offer over 10 condo rentals with free parking in San Juan. Enjoy a tailored experience with all the comforts you desire.

  • Do condo rentals in San Juan have a kitchen?

    Absolutely! We offer over 20 condo rentals with a kitchen in San Juan. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in condo rentals in San Juan?

    Experience the best of San Juan with our condo rentals, starting at about $10 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do condo rentals in San Juan have wifi?

    Absolutely! We offer over 20 condo rentals with wifi in San Juan. Enjoy a tailored experience with all the comforts you desire.

  • Are there San Juan vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 40 vacation homes with pools in San Juan, available on Airbnb. Make a splash and soak up the sun in style!

  • What are the most popular amenities for Apartment Rentals in San Juan?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 50 homes with a kitchen, over 40 homes with free parking, over 50 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

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

    Yes! Work meets play with ease at over 100 vacation rentals in San Juan featuring dedicated workspaces. Stay connected and productive in your home away from home.

Quick stats about holiday rentals in San Juan

  • Total holiday rentals

    Explore 180 holiday rentals in San Juan

  • Nightly prices starting at

    San Juan holiday rentals start at $13 SGD per night before taxes and fees

  • Verified guest reviews

    Over 3,540 verified reviews to help you choose

  • Family-friendly holiday rentals

    60 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 40 rentals that welcome pets

  • Holiday rentals with a pool

    40 properties feature pools

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace

  • Wifi availability

    170 of San Juan holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across San Juan rentals

  • 4.7 Average rating

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