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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 Escalante
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.

Guest favourite
A spacious living area features a large gray sofa and a flat-screen TV mounted on the wall. Natural light floods the room through floor-to-ceiling windows, offering views of the surrounding cityscape. Houseplants are arranged on a sleek white entertainment unit, enhancing the inviting space.
Condo in Rohrmoser
4.88 out of 5 average rating, 128 reviews

Luxury SkyView Apartment 2BR

The apartment is spacious and very comfortable; each room is equipped with an imported memory foam king mattress you melt into. The large sofa can easily sleep two people. The shower has a large natural raindrop spout allowing for an organic soothing cleanse. Our apt is 15 walking minutes to National Stadium and is surrounded by restaurants, bars and shopping centers. Amenities include private massage rooms, an illuminated pool, a bbq area, and a large gym. Central A/C and TVs in all rooms.

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.

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 Escalante
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.

Superhost
A spacious living area features a comfortable gray sofa facing a modern coffee table. Two round yellow stools complement the decor. A staircase with wooden steps leads to the upper level, while a dining area and kitchen are visible in the background.
Condo in Escazu
4.85 out of 5 average rating, 112 reviews

Pop Art Inspired Luxury Oasis in Upscale Escazu

Artsy apartment located in the heart of the luxurious district, San Rafael de Escazu. Located in an exclusive quiet neighborhood, where you can unwind & enjoy your stay while fully enjoying the 9 different areas we have for you. It includes: 1. Large Master Bedroom with AC and ensuite Bathroom, walk in closet AND office space 2. Solarium 3. Biergarten 4. Front private wooden deck 5. Cool Living Room 6. Classy Dining Room 7. Office 8. Private Gym 9. Lounge/room

Guest favourite
Condo in Nunciatura
4.96 out of 5 average rating, 115 reviews

Modern & Convenient In San Jose

Enjoy what San José has to offer! From coffee Shops and restaurants to enjoy your daily exercise routine in the biggest park in the city. Walking distance from a convenience store, 4 coffee shops, 3 drugstores and a great variety of restaurants {Italian-Japanese-Mediterranean-Costarican-Fast Food-Sandwiches} *********** ¡Disfrute lo que San José tiene que ofrecer! Desde cafeterías y restaurantes, hasta hacer ejercicios en el parque más grande de la ciudad.

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 Escalante
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).

Guest favourite
The exterior of the Novatriana condominium displays a modern design, with a mixture of gray and white façades. Lush green landscaping and colorful flowers enhance the entrance, providing a welcoming view. A well-maintained driveway leads towards the building, indicating accessible parking areas.
Condo in Guácima
4.9 out of 5 average rating, 151 reviews

Great apartment near the Airport with Air Condit.

This special place is close to everything, making it easy to plan your visit. Perfect place perfect location. This 3-bedroom apartment is fully equipped and have everything you need during your stay. The apartment has Air Conditioner, kitchen, comfortable living room, 2 bathrooms. The condo Novatriana is great, it has a nice pool, gym, co-working area, playground, 24 hr security and more. Located 5 min away from Citymall, Walmart and the Airport SJO.

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
4.84 out of 5 average rating, 135 reviews

2 - 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
Condo in Mata Redonda
4.9 out of 5 average rating, 239 reviews

Skyline Loft 22nd Fl • Views + Pool + Gym + AC

Wake up 22 floors above San José with a breathtaking 180° view stretching from La Sabana Park to the mountains of the Central Valley and the city skyline. This modern skyline loft blends hotel-level comfort with the privacy of your own apartment—complete with air conditioning, fast WiFi. Perfect for business travelers, couples, and digital nomads, this stylish high-rise escape puts you above the city while keeping everything within easy reach.

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, 358 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.

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!