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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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Top Guest favourite
Condo in San José
4.95 out of 5 average rating, 483 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.

Superhost
A modern kitchen area features sleek cabinetry and stainless steel appliances. A cozy green sofa is positioned beside a circular dining table with white chairs. Natural light emanates from large windows, accentuating the contemporary decor and artistic wall elements.
Condo in Bella Vista
4.76 out of 5 average rating, 221 reviews

The Gourmet Terrace & Coffee View w/AC

Newly renovated space, located in the heart of the city. Barrio Escalante will not only show you one of most iconic & trendy neighborhoods of San José, it is also one of the greatest gastronomical places in the San José. If you like the experience of walking around, discovering amazing places to have Breakfast & Brunch, or a good lunch, or having cocktails in one of the highest rooftops in town or grabbing a late dinner with great music & wine, in a distinctive environment. This is for you.

Guest favourite
An outdoor balcony features a wooden table and four matching chairs, offering a sweeping view of the San Jose skyline and mountains in the distance. The space is illuminated by warm lighting, enhancing the inviting atmosphere of this private area.
Condo in Freses
4.89 out of 5 average rating, 205 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 bright and airy living space is depicted, featuring a stylish side table and a decorative plant. A flat-screen TV is mounted on the wall, while a semi-open door reveals a glimpse of a bedroom. Light filters through floor-to-ceiling windows, enhancing the contemporary design.
Condo in San José
4.93 out of 5 average rating, 337 reviews

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

Bienvenido a este encantador y elegante apartamento. Con una decoración exquisita en el piso 24. Cuenta con dos cuartos, con camas de alta calidad: una Queen y otra matrimonial. Y un sofá cama en la sala. 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.

Top Guest favourite
An outdoor terrace is illuminated softly by wall fixtures, offering a vantage point over a sprawling cityscape at night. A seating area with two chairs and a small table can be seen, surrounded by greenery, creating a serene and inviting space.
Condo in California
4.91 out of 5 average rating, 151 reviews

Stylish 1 BR w A/C, Private Terrace

Enjoy a stylish experience at this centrally-located condominium, less than half a mile from downtown and in the heart of the trendy gastronomic Barrio Escalante with countless options of restaurants and bars. Whether working remotely, visiting friends, health tourism or on holiday, with speedy internet, fully equipped kitchen and bathroom, a very calm and serene terrace, gym and pool, coworking, lounge and bar, you will feel right at home with the touch of the latin culture.

Top Guest favourite
A modern kitchen space features a central island with a variety of food options displayed. Greenery adorned with soft lights hangs from the ceiling, adding a touch of decor. In the background, a cozy seating area is visible next to large glass doors that open to a scenic view.
Condo in San José
4.95 out of 5 average rating, 167 reviews

Urban Jewel on the 30th floor; SECRT

Immerse yourself in the magic of this apartment on the 30th floor of SECRT Sabana, inspired by *Alice in Wonderland*. Designed with warm plant and light decor, it features a private bedroom, closet, and workspace. Fully equipped kitchen with basics included, and bathroom with amenities. Enjoy spectacular views and purchase snacks, drinks, and personal items available in the apartment. Everything you need for a unique and comfortable stay. Parking $15 extra

Top Guest favourite
A rustic wooden coffee table is positioned in front of a cozy sofa adorned with patterned cushions. A small potted plant adds greenery, and a French press coffee maker sits beside a white mug. A remote control rests nearby, complementing the inviting living space.
Condo in San José
4.93 out of 5 average rating, 238 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).

Top Guest favourite
A modern kitchen area features wooden cabinetry and a light-colored countertop. Appliances include a refrigerator, microwave, and coffee maker. The space is well-lit, showing a clean and organized environment with textured walls and tiled flooring.
Condo in Otoya
4.87 out of 5 average rating, 131 reviews

6 - Beautiful full condo in Otoya neighborhood

Complete Condo Complex, Located in a strategic area in San José, exclusive area very close to everything: restaurants, bars, parks, Simón Bolívar zoo, museums, theaters, malls, easy access to buses, train, you can walk, very close to the Foreign Relations building, Embassy of Mexico, Sociatel Hostel. Our condos are fully equipped with luxury finishes, fast Internet, private access among others. **We have 2 parking spaces subject to availability**

Top Guest favourite
A panoramic view captures the vibrant hues of sunset illuminating the sky, set against the backdrop of La Sabana Park. The iconic architecture of the Costa Rica National Stadium is visible, while the cityscape showcases a mix of modern buildings and green spaces.
Condo in San José
4.97 out of 5 average rating, 186 reviews

Luxury & Comfy Apartment in San Jose, 30th floor.

Luxury and comfy apartment with amazing views to La Sabana Park and Costa Rica National Stadium. We offer an incredible experience you´ll never forget. The location is perfect, you´ll find everything you are looking for. Nearby there are restaurants, museums, theaters, sports areas, markets and much more. Mountains, volcanoes, beaches, national parks and a lot more of beautiful places are close to the apartment.

Guest favourite
A cozy sleeping area is highlighted by a comfortable bed set against a backdrop of green moss-like paneling. A small workspace is situated next to the bed, featuring a laptop on a wooden desk. Natural light enters through a nearby window, complemented by softly draped curtains.
Condo in Sabanilla
4.96 out of 5 average rating, 122 reviews

Nest House for Rest, Relax, Work. Near UCR

Este es un lugar especial y único, podrás oír el sonido relajante del río y los pájaros mientras descansas o trabajas. Es como un pulmoncito en la ciudad donde aún se puede apreciar mucha flora y fauna. A 15 minutos del centro de San Jose, a 15 min caminando de la UCR. En un residencial privado, seguro y tranquilo.

Guest favourite
Condo in California
4.87 out of 5 average rating, 114 reviews

My Capitalino Shelter

Apartment located in one of the most modern buildings in San José which has a large number of areas for the enjoyment of guests in addition to having areas equipped to work, it even has a beautiful view from the terrace of the 29th floor where you will see beautiful sunsets and a entire view of the capital.

Top Guest favourite
A modern living area includes a plush sofa facing a small table and chair. Bright lighting is provided by recessed ceiling fixtures. The walls are painted in a neutral tone, complemented by a minimalistic artwork. Large glass doors lead to a balcony, allowing natural light to fill the space.
Condo in California
4.95 out of 5 average rating, 180 reviews

Modern apartment at gastronomic epicenter

Idulge your taste at New York Times favorite's bars and fine eateries in Escalante, San Jose gastronomic epicenter. Stay in the heart of the capital, walking distance to San Jose downtown, main transport terminals, city sights and nightlife venues.

Popular amenities for Guadalupe condo rentals

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 $14 AUD per night before taxes and fees

  • Verified guest reviews

    Over 1,060 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!