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Condo holiday rentals in Guadalupe

Find and book unique condos on Airbnb

Top-rated condo rentals in Guadalupe

Guests agree: These condos are highly rated for location, cleanliness and more.

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Guest favourite
Condo in Mata Redonda
4.94 out of 5 average rating, 357 reviews

Charming Apartment w A/C Near to the Int. Airport

Bienvenido a este encantador y elegante apartamento, en el piso 24; con una decoración exquisita Cuenta con dos cuartos, con camas de alta calidad: una Queen y otra matrimonial. Y un sofá cama en la sala 1 espacio de parqueo La cocina está completamente equipada. Disfruta de tus habilidades culinarias con tus seres queridos La torre cuenta con extraordinarias amenidades como piscina temperada, gimnasio y cuartos temáticos Aeropuerto: 16 km, aproximadamente 35 minutos, dependiendo del tráfico

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 Escalante
4.95 out of 5 average rating, 507 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
The image presents an inviting pool area with a circular design, surrounded by sun loungers. Umbrella-shaded seating is visible, alongside lush greenery in the background. The tranquil waters of the pool reflect the clear sky, providing a serene environment for relaxation.
Condo in Mata Redonda
4.95 out of 5 average rating, 167 reviews

Top Pick in La Sabana: Spotless & Comfy with A/C

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.

Guest favourite
A rooftop pool is illuminated at night, showcasing a tranquil blue water surface. Lounge chairs line the pool area, with a plant positioned in the foreground. The distant city lights are visible beyond the pool, creating a serene atmosphere.
Condo in Curridabat
4.89 out of 5 average rating, 101 reviews

Modern Loft in San José with Rooftop Pool

Spectacular apartment in East San José, ideal for couples or digital nomads. It features fast WiFi, a fully equipped kitchen, private bathroom, blackout curtains, and a balcony with mountain views. At the condominium, you can enjoy a rooftop pool on the 25th floor 🏊‍♂️, a 24/7 gym 🏋️‍♀️, BBQ area 🍖, cinema room, game room with karaoke, iWork space, climbing wall, art room, laundry facilities, and 24/7 security 🔐. ⚠️ Vehicles over 5.2 m long and 1.5 m high do not fit in the parking lot.

Superhost
A bright, inviting space is highlighted by large windows offering views of the surrounding landscape. A spacious hot tub sits on a wooden platform, surrounded by minimalistic décor, creating a serene atmosphere for relaxation.
Condo in Freses
4.87 out of 5 average rating, 215 reviews

NEST Suite 22nd floor

We offer you a 2-bedroom 2 full bathroom with an open balcony so you can spend a quality and relaxing time with the best view of San Jose. The apartment is in a secure building with security and concierge 24/7, several amenities that you can take advantage of like spa, gym, lounge etc. Within walking distance, you have 2 shopping centers with supermarkets, pharmacies, and several restaurant options You will also find underground secure parking. Make sure to read house rules closely.

Guest favourite
A serene outdoor pool is framed by modern landscaping and vibrant decor. String lights hang above, adding a soft illumination to the space. The still water reflects the blue sky and surrounding greenery, creating a tranquil atmosphere perfect for relaxation.
Condo in Escalante
4.87 out of 5 average rating, 272 reviews

Estudio c/ vista, balcón y parqueo gratis · URBN

Stay on the 12th floor of URBN Escalante, San José’s iconic tower, with city views from your private balcony. Enjoy a queen bed, a fully equipped kitchen, fast Wi-Fi, workspace, and FREE indoor parking. Located in the heart of Barrio Escalante, with 70+ restaurants, cafés, and bars within a 5-minute walk. Building amenities include a gym, heated pool, laundry room, coworking space, library, yoga room, cinema, and rooftop views. Check-in at the lobby is available 24/7

Guest favourite
Condo in Escalante
4.93 out of 5 average rating, 250 reviews

Apartment with tropical garden in Bº Escalante!

To experience the atmosphere in one of the most emblematic places in San José, Barrio Escalante, full of gastronomy, art and history. An apartment full of details, with a beautiful tropical garden and terrace in front of the rooms. With all the comforts to feel at home. An injection of life within the warmth of this old Josephine neighborhood. Close to everything you need and still on a quiet street. With parking for a small car (sedan or a compact).

Guest favourite
A modern living space is presented, featuring a curved sofa adorned with yellow and gray cushions. A round dining table is surrounded by plush chairs. Natural light is filtered through sheer curtains, illuminating a wall mirror and a plant placed beside the glass door leading to a balcony.
Condo in Mata Redonda
4.93 out of 5 average rating, 375 reviews

Mountain View, A/C, Near the airport 2102

este apartamento, esta en la mejor zona de Costa Rica del centro de la cuidad, cerca del aeropuerto de mas concurrencia de Costa Rica, y ubicado en el parque la SABANA, en este lugar tan céntrico podrás comenzar tu viaje por todo Costa Rica o bien podrás descansar antes de ir al aeropuerto Juan Santamaría, sin duda una excelente opción para descansar y tener las mejores vistas de las montañas del valle central.

Top Guest favourite
A modern two-story building is visible next to two swimming pools surrounded by paved areas and manicured greenery. Sun loungers are placed near the pool, and a protective fence can be seen along the perimeter, creating a secure environment.
Condo in Desamparados
4.96 out of 5 average rating, 107 reviews

Casa Verde · 7 min from SJO · Pool+Gym · Fast WiFi

Welcome to Casa Verde 💚✨— a modern, cozy apartment perfect for resting after a long flight or exploring Costa Rica. 🛏️ 2 bedrooms with private bathrooms 🏊 Pool & gym 🅿️ Free parking 🛫 7 min from SJO Airport 🍳 Fully equipped kitchen ❄️ A/C 👨🏻‍💻 Fast Wi-Fi Ideal for couples, families, or business travelers seeking comfort, style, and a quiet, elegant place to relax with a glass of wine.

Guest favourite
Condo in Escalante
4.87 out of 5 average rating, 212 reviews

Central apartment with amenities+free parking

New apartment tower, avant-garde industrial and eclectic design with attractive amenities and an incredible view of the capital, fully equipped apartment for travelers, where they will enjoy a cozy space ideal to rest, in addition to being located in a gastronomic neighborhood, in which you will find a great variety of food options.

Guest favourite
Condo in Mata Redonda
4.85 out of 5 average rating, 895 reviews

Modern/comfort top floor apt perfect view Sabana

This beautiful apartment is on the top floor of the building with a spectacular view of the city in which you can comfortably see on the balcony and just 400 meters from the Metropolitan park of La Sabana. *** Juan Santamaría International Airport (10 miles , 17minutes normal traffic)

Guest favourite
An infinity pool is featured on a rooftop terrace, surrounded by modern lounge chairs and an umbrella-shaded seating area. The backdrop showcases a stunning evening sky with hues of blue and purple, while city views extend beyond the glass railing.
Condo in Curridabat
4.8 out of 5 average rating, 143 reviews

Apartment designed for your rest

Relax with the whole family at this peaceful place to stay. Enjoy its beautiful pool, coworking area, playground, barbecue. A central place with many places to visit around it. Tranquility, rest and fun. It has parking for sedan and SUV vehicles in a parking tower inside the condo.

Popular amenities for Guadalupe condo rentals

When is the best time to visit Guadalupe?

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Avg. price$94 NZD$89 NZD$93 NZD$84 NZD$81 NZD$81 NZD$81 NZD$81 NZD$84 NZD$84 NZD$91 NZD$101 NZD
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Quick stats about condo rentals in Guadalupe

  • Total holiday rentals

    Explore 30 holiday rentals in Guadalupe

  • Nightly prices starting at

    Guadalupe holiday rentals start at $17 NZD per night before taxes and fees

  • Verified guest reviews

    Over 1,190 verified reviews to help you choose

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Guadalupe holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Guadalupe rentals

  • 4.8 Average rating

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