
Apartment holiday rentals in Guadalupe
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Top-rated apartment rentals in Guadalupe
Guests agree: these apartments 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.

Modern Cozy Apartment, Amazing Amenities
Steps from La Sabana Metropolitan Park and the National Stadium, this modern, quiet 12th-floor apartment is ideal for couples and digital nomads. You’re minutes from downtown San José with easy access to restaurants, cafés, bars, and museums. Designed around a signature coffee bar—perfect for slow mornings, focused workdays, or a cozy night in. Check in anytime via the 24/7 lobby (quick registration), then enter with a digital door lock. Enjoy a dedicated desk and fast 196 Mbps Wi-Fi.

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.

City view, A/C near the airport, 1903
It is an apartment with an excellent distribution and a modern and contemporary aspect, located near the La Sabana Metropolitan Park, an area with excellent restaurants, entertainment venues, and very close to shopping centers, Juan Santamaría airport, etc; It is on the 19th floor, with a view to the east, the mountains and the city steal the show at all hours of the day, without a doubt the sunset and night are the favorites for their colors and lights.

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).

Stylish High-Rise • Upscaled Comfort in La Sabana
⛄️ ❄️ Equipped with air conditioning throughout the entire apartment, ensuring comfort in every room including the main room, living room, and dining area. Welcome to your stylish and fully equipped retreat—perfect for couples, families, or business travelers seeking comfort, convenience, and a touch of luxury. Located 20 mins from SJO airport, close to the National Stadium and La Sabana Park in San Jose.

Architect's Apartment, 21st Floor, Amazing View
Increíble apartamento rediseñado por el Arquitecto Andrés Brenes, único en su tipo. Ubicado en el piso 21 con muebles de lujo y asombrosas vistas . Amplio espacio de sala, cocina y habitación. Zona muy transitable, cerca de parques, centros comerciales y restaurantes. Aeropuerto: A 16 km, serían 35 min aproximadamente, dependiendo del tráfico. Parque metropolitano La Sabana: 1km Parqueo Privado No A/C

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.

Oasis Barrio Escalante perfect/sunsets studio A/C
Brand new studio in a great location. 'URBN Escalante', a majestic 29-story building that has the best views and sunsets in San José, Alajuela and Heredia. Complemented by many amenities for your enjoyment. Unique common areas where Costa Rican hospitality will welcome you. Located in the modern Barrio Escalante, an old luxury residential area with unique architecture from the 40s and 70s.

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.

Skyline Loft 22nd Fl | Panoramic Views · San José
Wake up 22 floors above San José with an uninterrupted 180° view of La Sabana Park, the Central Valley mountains, and the city skyline. This modern skyline loft pairs hotel-level comfort with the freedom of a private apartment—perfect for business trips, staycations, or digital-nomad escapes.
Popular amenities for Guadalupe apartment rentals
Weekly apartment rentals

Apartment designed for your rest

Concrete Jungle Experience 25th Floor Secrt Sabana

URBN-Escalante apartment with parking

Relaxing, charming & private fully equipped Condo

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

SanJoseito, Luxury in the City

AC and King Bed - Full Equipped Apartment

WoodRechelle:Cozy, Elegance
Pet-friendly apartment rentals

Luxury on 19th Floor-A/C and Close to SJO Airport

Near SJO airport new apartment A C free parking

30 mins SJO | Pool View | Premium Appt | Parking

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

Ponderosa Flat

Cozy Apartment 10 Min fromJSM Airport+Parking+wifi

Unique Apartment in a New and Modern Condominium

Warm apartment, security and free parking
Apartment rentals with a pool

ART & STYLE - Wonderful space for a couple

Lovely space - awesome San Jose view from 26th fl

Studio apartment in gastronomic Escalante

Relaxing Apt 20th Floor! Pool Wifi AC.

Sunsets & Style — Modern Stay in Trendy Escalante

Urban Lux Apt•Pool•Fast Wi-Fi• Parking •GYM

Bö-hemian 1201

Apartment in a condominium. Pool - Gym.
Quick stats about apartment rentals in Guadalupe

Total holiday rentals
Explore 30 holiday rentals in Guadalupe

Nightly prices starting at
Guadalupe holiday rentals start at £7 per night before taxes and fees

Verified guest reviews
Over 1,060 verified reviews to help you choose

Pet-friendly holiday rentals
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

Wifi availability
30 of Guadalupe holiday rentals include wifi 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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- Apartment rentals San Jose Province
- Apartment 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
- Chirripo National Park
- Marina Pez Vela
- Parque Nacional Braulio Carrillo
- Parque Nacional Los Quetzales
- Carara National Park
- Irazú Volcano National Park
- Turrialba Volcano National Park
- La Cruz del Monte de la Cruz
- Parque Viva
- Hotel Pumilio
- Parque Central
- University of Costa Rica
- Basilica De Nuestra Señora De Los Ángeles
- Catarata del Toro
- Britt Coffee Tour
- Río Agrio Waterfall
- National Theatre of Costa Rica




