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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
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, 443 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 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, 136 reviews

Well located, Safe w AC Laundry & Parking San José

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
Condo in Carmen
4.92 out of 5 average rating, 142 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 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, 185 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 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 Barrio Escalante
4.9 out of 5 average rating, 134 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 favourite
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, 120 reviews

2 - Beautiful full condo in Otoya neighborhood

Complex Condos complete, 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 building of Foreign Relations, 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**

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 Mata Redonda
4.95 out of 5 average rating, 109 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 the Wonderland*. Designed with warm floor and light decor, it has a private bedroom, closet, and working space. Fully equipped kitchen with essentials included, and bathroom with amenities. Enjoy spectacular views and buy snacks, drinks, and personal items available in the apartment. All you need for a unique and comfortable stay. Parking $15 additional

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 Barrio Escalante
4.94 out of 5 average rating, 204 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 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 favourite
A modern living area features a spacious gray sofa adorned with a vibrant yellow pillow. A large flat-screen TV is mounted on the wall above a wooden media console. The sleek kitchen is visible in the background, showcasing stainless steel appliances and a marble countertop.
Condo in Uruca
4.91 out of 5 average rating, 127 reviews

Flofy Apartment - Pool - Parking - Security

Discover this cozy 1 bedroom 1 bathroom apartment in San José. Equipped with 2 65" 4K Smart TVs, A/C in the bedroom, a fully stocked kitchen, and a large balcony perfect for relaxing with city views. Enjoy the luxury facilities, including a 17-meter-long pool and a gym. The condominium offers 24/7 security and parking for 1 vehicle. Conveniently located near important areas of San José and the airport.

Guest favourite
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, 134 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 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, 110 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.

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 $15 AUD per night before taxes and fees

  • Verified guest reviews

    Over 990 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, Wi-Fi 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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