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Condo vacation 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 favorite
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
4.96 out of 5 average rating, 431 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 favorite
A cozy sitting area features two comfortable armchairs in warm tones, complemented by a decorative ottoman with a colorful pattern. A glass desk is positioned nearby, with a small lamp providing soft illumination, and snacks visible on the desk, enhancing the welcoming ambiance.
Condo in Otoya
4.87 out of 5 average rating, 119 reviews

2 - Hermoso Condo completo en barrio Otoya

Complejo de Condos completos, Ubicado en área estratégica en San José , zona exclusiva muy cerca de todo: restaurantes , bares, parques, zoológico Simón Bolívar , museos , teatros , malls , fácil acceso a buses, tren , se puede caminar , muy cerca del edificio de Relaciones Exteriores , Embajada de Mexico , Sociatel Hostel. Nuestros condos son totalmente equipados con acabados de lujo, Internet rápido , acceso privado entre otros. **Contamos con 2 espacios de parqueo sujetos a disponibilidad**

Guest favorite
Condo in Carmen
4.91 out of 5 average rating, 141 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!

Guest favorite
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, 184 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.

Top guest favorite
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 Barrio Escalante
4.9 out of 5 average rating, 131 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.

Guest favorite
A soft blue couch is accompanied by a small ottoman and a dining table with bright yellow chairs. Natural light enters through sheer curtains, illuminating the space. A piece of wall art adds a subtle decorative touch, while a potted plant introduces greenery.
Condo in Ulloa
4.84 out of 5 average rating, 420 reviews

Relaxing, charming & private fully equipped Condo

Relax in a quiet, cozy place, with all the comforts for you to enjoy your stay. Non-smoking apartment or inside the premises. *No A/C* Torres de Heredia condominium. the apartment has 1 bedroom with king size bed, fiber optic Wi-Fi, tv cable, a fully equipped kitchen, Fridge, Microwave, Coffee maker and dining table, and living room. The condominium has 24/7 security. Social area with pool, BBQ, terrace sofas to relax, pool, and coworking area. *No A/C*

Guest favorite
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 Barrio Escalante
4.94 out of 5 average rating, 200 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 favorite
The living room features large windows offering expansive city views. A stylish, beige tufted couch and two plush orange chairs are arranged on a richly patterned area rug. Modern lighting fixtures enhance the contemporary design, while dark cabinetry provides functional storage.
Condo in Rohrmoser
4.96 out of 5 average rating, 550 reviews

Architect's Apartment, 21st Floor, Amazing View

Increíble apartamento rediseñado por el Arquitecto Andrés Brenes, único en su tipo. Perfecto para compartir una copa de vino y/o coctel. Ubicado en el piso 21 con muebles de lujo y asombrosas vistas . Amplio espacio de sala, cocina y habitación. Viva la ciudad como nunca antes. Cerca de parques, centros comerciales y restaurantes. ** Blackout en todo el apartamento. Aeropuerto: 30min Parque metropolitano La Sabana: 1km Parqueo Privado No a/c

Guest favorite
A city skyline is viewed at night, showcasing illuminated buildings and the distinctive architecture of a nearby stadium. The lights of the city create a vibrant atmosphere against the dark sky, emphasizing the scenic urban landscape.
Condo in Mata Redonda
4.88 out of 5 average rating, 179 reviews

AC and King Bed - Full Equipped Apartment

Live a dream stay in an exclusive, cozy and quiet studio apartment in La Sabana. It is located in SECRT Tower. Safe and central location; a few meters from the National Stadium, La Sabana park, restaurants, supermarkets and shopping centers. The decoration of the tower is inspired by the theme of Alice and Wonderland. You will find surprising and very beautiful spaces that will make your stay a very special moment.

Guest favorite
A sleek lap pool is surrounded by lush greenery and tropical plants, providing a serene atmosphere. The pool features a stone border and is set against a wooden deck. Steps lead down to the pool area, with a panoramic view of the surroundings.
Condo in Rohrmoser
4.86 out of 5 average rating, 133 reviews

Fully equipped apartment in Nunciatura

One-bedroom Apartment completely equipped with a Queen bed and a queen sleeper sofa. With A/C. Beautiful neighborhood in the heart of the capital. The apartment is on the 4th floor, the same as most of the amenities. You can use the steam room and go back to get a glass of water or grab a drink from the refrigerator while you cook something in the BBQ area.

Guest favorite
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, 109 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 favorite
The apartment building features modern architecture with multiple floors of glass and concrete. Numerous balconies are visible, allowing natural light to enter. Lush greenery is seen at the base, providing a contrast to the building's structure against a clear blue sky.
Condo in Ulloa
4.85 out of 5 average rating, 117 reviews

Espectacular alojamiento

Este lugar único tiene su propio estilo. Ubicado estratégicamente cerca de zonas francas y el aeropuerto Torre B piso 11 condominio Torres de Heredia, frente a zona franca Metro En torre de condominios con excelentes áreas comunes Posee estacionamiento y seguridad 24 horas

Popular amenities for Guadalupe condo rentals

Quick stats about condo rentals in Guadalupe

  • Total vacation rentals

    Explore 30 vacation rentals in Guadalupe

  • Nightly prices starting at

    Guadalupe vacation rentals start at € 9 per night before taxes and fees

  • Verified guest reviews

    Over 990 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Vacation rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Guadalupe vacation 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!

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