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Apartment holiday rentals in Guadalupe

Find and book unique apartments on Airbnb

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 $13 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,190 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!

Top-rated apartment rentals in Guadalupe

Guests agree: these apartments are highly rated for location, cleanliness and more.

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Superhost
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.
Apartment in Mata Redonda
4.94 out of 5 average rating, 202 reviews

Joya Urbana en el piso 30; SECRT

Sumérgete en la magia de este apartamento en el piso 30 de SECRT Sabana, inspirado en *Alicia en el País de las Maravillas*. Diseñado con decoración cálida de plantas y luces, cuenta con un dormitorio privado, clóset, y espacio de trabajo. Cocina totalmente equipada con básicos incluidos, y baño con amenidades. Disfruta vistas espectaculares y compra snacks, bebidas y artículos personales disponibles en el apartamento. Todo lo que necesitas para una estancia única y cómoda. Parqueo $15 adicional

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.
Apartment in Escalante
4.95 out of 5 average rating, 508 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 modern kitchen area includes a refrigerator, microwave, and sleek cabinetry. A wooden dining table is set for two, complemented by white chairs. A cozy seating space features a yellow chair and a gray sofa, with natural light streaming through large windows offering city views.
Apartment in California
4.83 out of 5 average rating, 119 reviews

Urbn City View Barrio Escalante Piso 17 con A/C

🍴 Este espacio está en Barrio Escalante, la zona gastronómica más importante de San José. Es completamente caminable 🚶‍♂️, fácil acceso a comercios 🛍️ y transporte hacia San José 🚌. Es el edificio más alto de la zona, vistas espectaculares al atardecer 🌅, las montañas 🏞️ y la ciudad 🌆. Podrás disfrutar de piscina 🏊‍♂️, espacios de trabajo 💻, recreación 🏀, lectura 📚 y en la azotea, un bellísimo restaurante 🍽️. ¡Te va a encantar! Es cómodo, tiene A/C ❄️ y una vista espectacular 🌟.

Top 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.
Apartment in Mata Redonda
4.95 out of 5 average rating, 168 reviews

Top Pick in La Sabana: Comfy & Spotless, 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
Apartment in Curridabat
4.89 out of 5 average rating, 101 reviews

Modern Loft in San José with Rooftop Pool

Spectacular apartment in East San José, ideal for couples or digital nomads. It features fast WiFi, a fully equipped kitchen, private bathroom, blackout curtains, and a balcony with mountain views. At the condominium, you can enjoy a rooftop pool on the 25th floor 🏊‍♂️, a 24/7 gym 🏋️‍♀️, BBQ area 🍖, cinema room, game room with karaoke, iWork space, climbing wall, art room, laundry facilities, and 24/7 security 🔐. ⚠️ Vehicles over 5.2 m long and 1.5 m high do not fit in the parking lot.

Superhost
Apartment in Freses
4.86 out of 5 average rating, 216 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. ***Air conditioning is only in main room***

Guest favourite
An open studio layout is visible, featuring a dining table set for two, with blue plates and glassware. A comfortable sofa and a workspace with a chair are included. A neatly organized kitchen area is present, along with a glimpse of the bedroom area behind sliding doors.
Apartment in Escalante
4.87 out of 5 average rating, 272 reviews

Estudio c/ vista, balcón y parqueo gratis · URBN

Stay on the 12th floor of URBN Escalante, San José’s iconic tower, with city views from your private balcony. Enjoy a queen bed, a fully equipped kitchen, fast Wi-Fi, workspace, and FREE indoor parking. Located in the heart of Barrio Escalante, with 70+ restaurants, cafés, and bars within a 5-minute walk. Building amenities include a gym, heated pool, laundry room, coworking space, library, yoga room, cinema, and rooftop views. Check-in at the lobby is available 24/7

Superhost
A modern kitchen area features a white island countertop with a stovetop, surrounded by sleek bar stools. A cozy living area with a gray sofa and decorative pillows is visible, alongside a window showcasing city views and palm plants adding a touch of greenery.
Apartment in Rohrmoser
4.91 out of 5 average rating, 467 reviews

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.

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.
Apartment in Escalante
4.93 out of 5 average rating, 251 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 living area is furnished with a pink and white patterned loveseat and a matching armchair. A glass coffee table is positioned at the center, reflecting natural light from the large glass doors that open to a lush exterior view.
Apartment in Mata Redonda
4.83 out of 5 average rating, 364 reviews

Alicia's Garden Apartment at Secrt

Disfruta de un espacio inspirado en Alicia en el País de las Maravillas, déjate envolver por la magia de sus áreas comunes y amenidades. Quédate en un hermoso apartamento de un dormitorio con linda vista al bosque interior del edificio, finamente amoblado y decorado, con todo lo que puedas necesitar para una cómoda estadía. Parqueo gratis incluido en su reservación.

Guest favourite
A bright living space is illuminated by natural light coming through large windows, revealing a view of the city. A dining table with white chairs is positioned next to the windows. Colorful poufs and a wooden table add warmth to the modern decor.
Apartment in Mata Redonda
4.85 out of 5 average rating, 895 reviews

Modern/comfort top floor apt perfect view Sabana

This beautiful apartment is on the top floor of the building with a spectacular view of the city in which you can comfortably see on the balcony and just 400 meters from the Metropolitan park of La Sabana. *** Juan Santamaría International Airport (10 miles , 17minutes normal traffic)

Top guest favourite
A modern living area includes a plush sofa facing a small table and chair. Bright lighting is provided by recessed ceiling fixtures. The walls are painted in a neutral tone, complemented by a minimalistic artwork. Large glass doors lead to a balcony, allowing natural light to fill the space.
Apartment in Escalante
4.95 out of 5 average rating, 191 reviews

Modern apartment at gastronomic epicenter

Idulge your taste at New York Times favorite's bars and fine eateries in Escalante, San Jose gastronomic epicenter. Stay in the heart of the capital, walking distance to San Jose downtown, main transport terminals, city sights and nightlife venues.

Popular amenities for Guadalupe apartment rentals

When is the best time to visit Guadalupe?

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Avg. price$71 SGD$67 SGD$70 SGD$63 SGD$61 SGD$61 SGD$61 SGD$61 SGD$63 SGD$63 SGD$68 SGD$76 SGD
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