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Holiday houses 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 lounge area is featured with large windows, providing panoramic views of San José. Comfortable sofas are arranged around a central coffee table, and an artistic light fixture adds a touch of elegance. Subtle decor elements enhance the inviting space.
Apartment in Barrio Escalante
4.9 out of 5 average rating, 551 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 spacious studio features a cozy sleeping area with a full bed, complemented by modern built-in shelving. A small dining table with four chairs sits near a large window, offering stunning city views, while a comfortable couch completes the inviting layout.
Loft in Barrio Escalante
4.87 out of 5 average rating, 360 reviews

Brand new 1 bed loft with spectacular city view

Keep it simple at this peaceful and centrally-located place. Experience the exclusivity of this modern studio in Barrio Escalante, with an unbeatable location just minutes from downtown San Jose, 30 minutes from Tobias Bolaños airport. Enjoy your stay surrounded by smart amenities and beautiful views of the city, complete with Wi-Fi connection, a full-size bed, private bathroom, kitchen and access to superior conveniences, such as a rooftop with jacuzzi and deck, lounge room, gym and BBQ area.

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.
Apartment in Uruca Centro
4.95 out of 5 average rating, 57 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
The kitchen features modern appliances, including a black refrigerator and built-in oven. A small island with sleek stools offers additional seating. A plant adds a touch of greenery, while the light countertops contrast with the dark cabinetry, creating an inviting cooking space.
Condo in Mantica
4.94 out of 5 average rating, 144 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
A bright and airy studio space is showcased, featuring a spacious bed positioned against a natural wood accent wall. A dining table with four chairs is set nearby, while large windows provide city views and ample natural light.
Apartment in Barrio Escalante
4.94 out of 5 average rating, 344 reviews

Queen Bed Yogui Studio + Hot Tub

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
Condo in Carmen
4.91 out of 5 average rating, 148 reviews

Luxury 14th-Floor Apartment with Views in San José

Discover tranquility in this centrally-located haven near Barrio Escalante. Enjoy a cozy retreat just steps from the city’s top restaurants, offering local and international cuisine. You will find a grocery store just in front of the main gate. Next to the building, there is a bowling and a Mall 5 minutes waking. Immerse yourself in culture with nearby museums, cinemas, and art scenes. You’re less than an hour from stunning natural attractions-volcanoes, mountains, and beaches await!

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, 257 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
4.81 out of 5 average rating, 339 reviews

La Vecindá - The Studio - Great 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.

Guest favourite
The bedroom features a spacious bed with a navy blue headboard and a light quilt. A small bedside table with a lamp is positioned next to the bed. A cozy chair and a large mirror enhance the open feel, while ample natural light fills the space.
Loft in Curridabat
4.92 out of 5 average rating, 102 reviews

Cityscape iFreses, 20th floor! AC, TV and Pool

Discover this elegant, fully furnished apartment in one of the safest residential-commercial areas of San José, featuring 24/7 security. Situated in the exclusive iFreses Condominium, this apartment offers stunning city views and amazing amenities! Its strategic location places you within walking distance of shopping centers, supermarkets, coffee shops, restaurants, banks, and universities. Bus and taxi stops are just 50 meters away, and the train station is 200 meters away.

Top Guest favourite
Apartment in Tibás
4.96 out of 5 average rating, 94 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
A spacious bedroom features a king bed with a light-colored quilt and decorative pillows. Two bedside lamps flank the bed, providing soft light. Floor-to-ceiling windows offer views of the surrounding landscape, while air conditioning maintains a comfortable atmosphere.
Apartment in Ulloa
4.97 out of 5 average rating, 102 reviews

Comfort & Style Near SJO Airport +Pool & Mtn Views

CR Stays Welcomes you to this fully-equipped studio just 4 miles from Juan Santamaría Airport. Enjoy breathtaking views of the Escazú mountains, a king bed, queen sofa bed, fast Wi-Fi, and air conditioning—ideal for 4 guests. The building boasts a gym, pool, BBQ terrace, private cinema, and meeting rooms. Minutes from Plaza Real Cariari’s shops and restaurants, and located in a prime business hub. 24/7 security for a safe, stylish, and comfortable stay.

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.
Apartment in Barrio Escalante
4.91 out of 5 average rating, 173 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.

Popular amenities for San Juan holiday rentals

When is the best time to visit San Juan?

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Avg. price$70 NZD$75 NZD$72 NZD$74 NZD$74 NZD$72 NZD$75 NZD$79 NZD$77 NZD$70 NZD$70 NZD$72 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 house rentals in San Juan have a kitchen?

    Absolutely! We offer over 40 house 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 casas particular rentals in San Juan?

    Experience the best of San Juan with our casas particular rentals, starting at about $20 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in San Juan have wifi?

    Absolutely! We offer over 50 house 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 House Rentals in San Juan?

    Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with free parking, over 50 homes with wifi, over 40 homes with a kitchen, 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 $17 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 holiday rentals include Wi-Fi access

  • Popular amenities for guests

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

  • 4.8 Average rating

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