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Holiday houses in San Juan District

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in San Juan District

Guests agree: these stays are highly rated for location, cleanliness and more.

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An open, modern living space features a round wooden dining table surrounded by black chairs. A brown leatherette sofa is positioned against a white wall with recessed lighting. A glass-enclosed area is visible in the background, accompanied by a kitchenette equipped with a microwave and storage.
Apartment in Barrio Escalante
4.9 out of 5 average rating, 540 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

Top 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.
Condo in Barrio Escalante
4.95 out of 5 average rating, 436 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.

Top Guest favourite
A modern living area features a comfortable sofa adorned with a cozy throw blanket. A decorative butterfly display is set on a textured side table, complemented by framed art of natural scenes and a floor plant. Soft lighting from a stylish lamp enhances the inviting atmosphere.
Apartment in Uruca Centro
4.98 out of 5 average rating, 115 reviews

Cozy Morpho Stay + tour tips/ AC / Parking /Center

Relájate y disfruta una experiencia con estilo Japandi. Escucha los pájaros y contempla las montañas al amanecer, vive los mejores atardeceres y una increíble vista nocturna, todo desde nuestro balcón! Ubicado en nueva y lujosa torre con modernas amenidades a tan sólo 10 min de teatros, museos y parques emblemáticos de la capital. Además puedes ir caminando o en bicicleta al parque de La Sabana o el Estadio Nacional. Con fácil acceso a la autopista, la cual te llevará en 25 min al aeropuerto

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.
Apartment in Urbanización Castro
4.96 out of 5 average rating, 129 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, 246 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
The living-dining area features a light-colored sofa with decorative pillows, set against a textured wall. A dining table with chairs is positioned nearby, while a window allows for a glimpse of the common patio outside. Neutral tones and tiled flooring provide a calm ambiance.
Apartment in Aran Juez
4.8 out of 5 average rating, 334 reviews

La Vecindá - The Studio - Unbeatable Location

A small apartment in the heart of San José, in a traditional "Vecindad" type complex: several apartments around common internal patios, due to this there’s a high Humidity in this space. No Parking available in the property. Street Parking is available. The best location: in the middle of the most culturally active neighborhoods of San José (Amón, Otoya, Escalante, San Jose, La California), with the main theaters, museums, galleries, plazas, gastronomy, nightlife, shows and much more.

Top Guest favourite
A light-filled living area features a comfortable sofa with decorative cushions and an armchair. A dining table is set nearby, surrounded by chairs. Large windows offer views of outdoor greenery, while soft curtains diffuse the light, creating a serene atmosphere.
Apartment in Uruca Centro
5 out of 5 average rating, 37 reviews

Luxury Nature Retreat with River View AC & Parking

Enjoy luxury and nature in this stylish 2BR, 2BA apartment in Sabana. AC & private parking included. 16 minutes from international airport. Wake up to river views and greenery while enjoying over 30 top-tier amenities: rooftop, swimming pool, gym, cinema, coworking, soccer field, and a vibrant food zone. Sleeps up to 5. Located in one of San José’s most dynamic areas, just minutes from La Sabana Park. Ideal for relaxing or remote work in a premium natural setting. Full equipped

Guest favourite
A spacious living area is featured with high ceilings, natural light streaming through large windows. Colorful artwork adorns the white walls, and comfortable seating arrangements, including a patterned area rug, create a welcoming space for relaxation and gathering.
Townhouse in Aran Juez
4.87 out of 5 average rating, 171 reviews

Casa Botánica de Aranjuez

Casa Botanica de Aranjuez is a beautifully restored and furnished house with the best of vibes. Original Spanish tiles, 3 spacious bedrooms with king size beds and hardwood floors will ensure a memorable stay. Our lush garden effortlessly brings nature into our home. Relax in this quiet urban setting with all the requierd comforts as you discover San Jose´s historical neighborhoods and surrounding natural wonders. Start or end your Costarican journey here, you wont regret it.

Top Guest favourite
A corner seating area features a light-colored sofa with a matching ottoman, positioned near a large window. Lush greenery is visible outside, complemented by gentle textures in the room, including a woven rug and a stylish floor lamp.
Apartment in Uruca Centro
4.94 out of 5 average rating, 130 reviews

Best View, Luxury, Full Amenities, Nearby Airport

Welcome to our stunning retreat in Sabana, the heart of San José! Enjoy a breathtaking NATURE VIEW from our cozy apartment, just 20 minutes from the airport. There are 8 international RESTAURANTS IN THE BUILDING, including a coffee shop! This tranquil sanctuary offers convenience and serenity. Relax on the balcony, take a refreshing dip in the POOL, stay active at the GYM, work in the dedicated space, or stroll through the beautiful GARDENS. Enjoy the wonders of San José. Book now!

Top Guest favourite
A modern apartment building is presented from an angled view, showcasing its entrance and a staircase leading to upper levels. Large windows allow for ample natural light. The surrounding area features well-maintained sidewalks and greenery, hinting at a welcoming urban environment.
Apartment in Tibás
4.96 out of 5 average rating, 84 reviews

Safe and comfortable downtown apartment

Aparta Jardines de Tibás, is located in the Anselmo Llorente district, a very attractive area of ​​Tibás, San José. The apartment is just steps away from main shops: AmPm, Vindi, Super Compro, Pali, Automercado, Hospital UNIBE, El Lagar, Quiznos, Farmacias and more places that allow you a pleasant stay, with all your needs covered within a short distance. Additionally, you will have independent access for you and your car, where it will be safe for as long as you need.

Guest favourite
The unique architecture of the loft is showcased with an angled facade and large glass windows that reflect the surrounding greenery. A small deck area features modern outdoor seating, inviting relaxation amidst the natural landscape.
Loft in San Roque
4.87 out of 5 average rating, 567 reviews

Alianz Loft @ Nebulae

Just 20 min from San José airport, this exclusive Alianz-designed loft offers a unique blend of modern architecture and nature. Features include a large decked terrace, jacuzzi, cozy fire pit, rabbit garden, 2 bedrooms with private balconies, luxury beds, BBQ area, private garden, secure parking, A/C in each room, basketball court, and breathtaking mountain views. Ideal for architecture lovers, romantic escapes, or peaceful retreats. Events allowed with prior approval.

Guest favourite
A panoramic view of the city is showcased at dusk, with vibrant clouds illuminated by the setting sun. The skyline features a mix of tall buildings, while distant mountains rise in the background, providing a dramatic contrast against the colorful sky.
Apartment in Carmen
4.94 out of 5 average rating, 111 reviews

Penthouse in San Pedro, view of the gods. Luxury, A/C.

This special place is close to everything, making it easy to plan your visit. Luxury two-story penthouse 16 and 17!A/C. View of the gods! With a unique and privileged view, in the exclusive area of Los Yoses. Close to all the Escalante cuisine. Just 3 minutes from the city of San José. With a spectacular view of the mountains to the south of the city and the beautiful sunsets to the west. Just meters from supermarkets and restaurants, parking included for our customers.

Popular amenities for San Juan District holiday rentals

When is the best time to visit San Juan District?

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Avg. price$73 NZD$78 NZD$75 NZD$76 NZD$76 NZD$75 NZD$78 NZD$82 NZD$80 NZD$73 NZD$73 NZD$75 NZD
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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 house rentals in San Juan have free parking?

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

  • Do apartment rentals in San Juan have a kitchen?

    Absolutely! We offer over 50 apartment 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 apartment rentals in San Juan have wifi?

    Absolutely! We offer over 50 apartment 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 50 homes with wifi, over 40 homes with free parking, 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 District

  • Total holiday rentals

    Explore 180 holiday rentals in San Juan District

  • Nightly prices starting at

    San Juan District holiday rentals start at $18 NZD per night before taxes and fees

  • Verified guest reviews

    Over 3,320 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    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

  • Wi-Fi availability

    170 of San Juan District holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across San Juan District rentals

  • 4.8 Average rating

    San Juan District stays are highly rated by guests—averaging 4.8 out of 5!