
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.

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.

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.

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).

Cozy loft with panoramic view of San José
The loft is equipped so you can rest all day or work from here. You have a beautiful view of San José. It has a kitchen, comfortable bed, a comfortable bathroom, and all the amenities. But if you decide to go out for a walk, you will have the most relevant gastronomic area of San José, graffiti, restaurants, parks so you can have a coffee in a safe area full of the Costa Rican capital spirit. Work or rest, in a central and accessible area.

Super view and WiFi, 2 bedrooms, 2 bathrooms and 2 parking spaces
Azenza Towers, Excellent location and security. 11th floor: excellent sunset view. 500 Mbps WiFi. VGA Monitor. 2 bedrooms, 2 bathrooms, 2 free covered garages 3 elevators 5 km from San José 7 km from Escazú 16 km from the International Airport 70 km from Pacific Beaches Close to major corporate centers in San José, Heredia and San José, as well as shopping malls, hotels and hospitals. Pool, yoga deck, gym, playground and work area. Roof Top.

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.

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.

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.

Bohemian Apt IFreses! Pool, Wifi, Gym
Apartamento ideal para descansar con una increíble vista, tiene todo lo que necesitas para estadías cortas o largas! Contamos con parqueo para ustedes! sin embargo motos o pickups no entran en la torre deberan parquear afuera o en parqueo privado
Popular amenities for Guadalupe apartment rentals
Weekly apartment rentals

Sunsets & Style — Modern Stay in Trendy Escalante

SanJoseito, Luxury in the City

Stunning Cozy Flat w/ Mountain Views+Wi-Fi + Gym

Luxury Apartment, San José, La Sabana, Del Lago

Flofy Apartment - Pool - Parking - Security

Urban Jewel on the 30th floor; SECRT

WoodRechelle:Cozy, Elegance

Alicia's Garden Apartment at Secrt
Pet-friendly apartment rentals

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

5 min from Airport | Transfer ($) | Pool | Gym
Apartment rentals with a pool

Lovely space - awesome San Jose view from 26th fl

Concrete Jungle Experience 25th Floor Secrt Sabana

Relaxing Apt 20th Floor! Pool Wifi AC.

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

Bö-hemian 1201

Bo-Escalante. Parking, A/C, WiFi, Pool, Gym

Apartment in a condominium. Pool - Gym.

An oasis in the city, new apartment
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
- 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
- Turrialba Volcano National Park
- Parque Viva
- University of Costa Rica
- Río Agrio Waterfall
- Hotel Pumilio
- Parque Central
- Playa Jacó
- Catarata del Toro
- Plaza de la Cultura
- National Theatre of Costa Rica




