
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.

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.

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.

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.

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.

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.

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

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.

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).

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.

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**

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.

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
Weekly condo rentals

Fully equipped apartment in Nunciatura

Luxury Apartment, San José, La Sabana, Del Lago

Near SJO airport new apartment A C free parking

Perfect City Sunset Retreat 18th floor

30 mins SJO | Pool View | Premium Appt | Parking

Urban Jewel on the 30th floor; SECRT

Nest House for Rest, Relax, Work. Near UCR

Industrial 2BR perfect location w/AC + sunset view
Pet-friendly condo rentals

Airport Apt 2BR/Parking•12th floor/pool/tours

Condo apartment - parking - pool - pet-friendly

Fully-Eqpd 2BR 2BA in Luxury GC w/Pool+Gym+24/7Sec

ChiVa House Centric&Safe Apt Digital Nomad 6px A/C

Alicia's Garden Apartment and Secrt

Warm apartment, security and free parking

Apartment Alajuela, Alajuela Airport, free zones

Over The Clouds Apart, Secrt Sabana, 31st| Parking
Condo rentals with a pool

Apartment designed for your rest

COZY studio w/ Sky pool, WiFi, WIFI & GYM

Concrete Jungle Experience 25th Floor Secrt Sabana

Relaxing Apt 20th Floor! Pool Wifi AC.

Urban Lux Apt•Prime Location•Pool•Parking •GYM•AC

Modern/comfort great views 2Bath 2Bdr Escalante

Urbn Escalante Downtown View

WoodRechelle:Cozy, Elegance
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!
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- Condo rentals San Jose Province
- Condo rentals Costa Rica
- Jaco Beach
- Dominical Beach
- La Sabana Park
- National Stadium of Costa Rica
- Parque Nacional Manuel Antonio
- Poás Volcano National Park
- Parque Diversiones
- Marina Pez Vela
- Chirripo National Park
- Parque Nacional Braulio Carrillo
- Parque Nacional Los Quetzales
- Carara National Park
- Irazú Volcano National Park
- La Cruz del Monte de la Cruz
- Parque Viva
- Turrialba Volcano National Park
- University of Costa Rica
- Nauyaca Waterfalls
- Playa Jacó
- Catarata del Toro
- Children’s Museum
- Parque Central
- San Jose Central Market
- Plaza de la Cultura




