Condo holiday rentals in Guadalupe

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.

4.95 out of 5 average rating, 529 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.

LocationValueLaundry

A spacious rooftop area is presented with stylish seating arrangements, including a sectional sofa and a coffee table. The view overlooks the city skyline and surrounding landscape, with warm light from the setting sun adding a serene ambiance.

4.94 out of 5 average rating, 102 reviews

Scenic, 3BR Condo | Pool, Gym & 24/7 Security

Located at walking distance from Sabana Park, this modern retreat offers the perfect blend of city energy and private peace in the heart of San Jose - High speed Internet (fiber) - Blackout curtains and quality beds to recharge. - Nice restaurants across street - Stunning rooftop gardens with 360 views - 3 Bedrooms with 3beds + Sofa bed - 2 TVs with digital channels. - Kitchen ready to cook anything. - Balcony - Laundry area with washing machine available - Air Conditioning - 2 car parking

LocationFamilyPets

4.89 out of 5 average rating, 116 reviews

Condo in Curridabat

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.

LocationFamilyGetting around

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.

4.95 out of 5 average rating, 172 reviews

Top Pick in La Sabana: Comfy & Spotless, San José

Luxury apartment, spotlessly clean, with high-speed Wi-Fi, 24/7 security, free parking, self check-in, AC, in-unit washer and dryer, blackout curtains for a restful night’s sleep, Smart TV, and a fully equipped kitchen. Strategically located just 25 minutes from Juan Santamaría International Airport, with easy access to downtown San José, La Sabana, and the National Stadium. 8 restaurants, cafés, a supermarket, and a vibrant dining district are conveniently located just across the street.

LocationValueAir conditioning

4.94 out of 5 average rating, 351 reviews

Industrial 2BR perfect location w/AC + sunset view

Take a morning stroll in the park before heading back to your centrally-located, industrial 2 br apartment that will welcome you with high-speed wifi, top-of-the-line kitchen appliances, amazing decor, comfortable beds, and sunset views from a 12th floor overlooking the city. Not only will you have access to unparalleled amenities like a semi-Olympic pool, saunas, gym, and co-working space, you will be a walking distance from the best restaurants, coffee shops, and grocery stores in town.

ValueFamilyNearby

4.93 out of 5 average rating, 135 reviews

Condo in Sabana

La Madriguera Serena/ SECRT Sabana.

La Madriguera Serena se encuentra en el corazón de San José, a pocos minutos de La Sabana, el pulmón verde de la ciudad. Su ubicación es ideal tanto para viajeros de negocios como para quienes desean explorar la capital con comodidad. Rodeado de cafeterías, restaurantes, supermercados y servicios, podrás moverte fácilmente a pie o en transporte. Estarás cerca de centros corporativos, zonas médicas, estadios y principales vías de acceso, sin renunciar a un ambiente tranquilo y seguro.

LocationValueHospitality

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.

4.88 out of 5 average rating, 282 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

ValueLocationGetting around

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.

4.9 out of 5 average rating, 491 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.

FamilyLocationComfort

4.93 out of 5 average rating, 178 reviews

Loft Moderno con Vista Espectacular Escalante

Disfruta una estadía cómoda y acogedora en el corazón de Barrio Escalante, una de las zonas más vibrantes y gastronómicas de San José. Este moderno estudio ubicado frente al emblemático parque Francia totalmente equipado cuenta con una cama matrimonial, sofá cama matrimonial, baño completo, cocina funcional y un hermoso balcón privado con una espectacular vista a las montañas del sur de la ciudad, ideal para relajarse al amanecer o al final del día.

LocationValueDecor

4.92 out of 5 average rating, 300 reviews

Oasis Escalante Queen Bed & Sofa Bed w/ 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.

FamilyValuePool

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.

4.83 out of 5 average rating, 370 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.

FamilyValueNearby

A contemporary living space features a spacious gray sectional sofa with cozy throw pillows. Natural light floods through sheer drapery, illuminating a glass dining table accompanied by stylish chairs. A small potted plant adds a touch of greenery, enhancing the welcoming design.

4.87 out of 5 average rating, 726 reviews

Beautiful top floor apt. panoramic view Sabana a/c

Este hermoso apartamento está en el último piso de la Torre con una vista panoramica espectacular de las montañas, la ciudad y el atardecer, en la cual se puede observar cómodamente en el balcón y a tan solo 400 metros del Parque Metropolitano de la Sabana. ***Aeropuerto Internacional Juan Santamaría (10 miles -17minutes normal traffic) ***

ValueFamilyView

Popular amenities for Guadalupe condo rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

A panoramic view captures the vibrant hues of sunset illuminating the sky, set against the backdrop of La Sabana Park. The iconic architecture of the Costa Rica National Stadium is visible, while the cityscape showcases a mix of modern buildings and green spaces.

4.97 out of 5 average rating, 214 reviews

Luxury & Comfy Apartment in San Jose, 30th floor.

LocationValueCheck-in

A cozy living area is presented with a plush sofa featuring an orange throw. A neon sign reading 'WELCOME TO THE CONCRETE JUNGLE' illuminates a green wall adorned with plants. A doorway leads into one of the two bedrooms, enhancing the inviting atmosphere.

4.88 out of 5 average rating, 241 reviews

Concrete Jungle Experience 25th Floor Secrt Sabana

FamilyValueNearby

A bright and airy living space is depicted, featuring a stylish side table and a decorative plant. A flat-screen TV is mounted on the wall, while a semi-open door reveals a glimpse of a bedroom. Light filters through floor-to-ceiling windows, enhancing the contemporary design.

4.94 out of 5 average rating, 384 reviews

Charming Apartment w A/C Near to the Int. Airport

LocationFamilyTV

The image captures a serene pool area surrounded by lush greenery, offering views of the city skyline and distant mountains. Bright blue skies provide a natural backdrop, while two green chairs are positioned nearby for relaxation.

4.92 out of 5 average rating, 231 reviews

9.9 mill SJO | Pool View | Cozy Loft | Parking

FamilyValueAir conditioning

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.

4.95 out of 5 average rating, 221 reviews

Joya Urbana en el piso 30; SECRT

FamilyValueIndoor spaces

A modern sleeping area features a spacious bed with a white comforter and decorative pillows. Flanking the bed are floating shelves with framed artwork. A bedside lamp provides soft lighting, and a neutral wall color harmonizes with the wooden accents in the room.

4.88 out of 5 average rating, 280 reviews

Cosy Studio with View, HighSpeedWiFi & Parking

FamilyLocationSolo travel

A vibrant succulent plant sits atop a table, set against a backdrop of a city skyline illuminated at night. The distant lights of buildings and streets form a sparkling mosaic beneath a dark sky, offering a serene and inviting view.

4.79 out of 5 average rating, 182 reviews

Urbn Escalante Downtown View

ValueLocationAccuracy

A sleek lap pool is surrounded by lush greenery and tropical plants, providing a serene atmosphere. The pool features a stone border and is set against a wooden deck. Steps lead down to the pool area, with a panoramic view of the surroundings.

4.85 out of 5 average rating, 174 reviews

Fully equipped apartment in Nunciatura

LocationFamilyBathroom

Pet-friendly condo rentals

4.96 out of 5 average rating, 136 reviews

A living area features a large flat-screen TV mounted on a deep green wall. A soft gray sofa is positioned in front of a low coffee table with decor items. A tall plant adds greenery, and a glass door invites natural light from outside.

Condo in Desamparados

Casa Verde · 7 min from SJO · Pool+Gym · Fast WiFi

FamilyLocationCheck-in

4.93 out of 5 average rating, 321 reviews

A well-lit interior space features large glass doors and vibrant wall art in bold colors, enhancing the modern aesthetic. Two wooden tables are positioned against the walls, complemented by wooden stools. Lush greenery is visible through the open doors, creating a seamless connection to the outdoors.

Condo in Alajuela

CozyApartment 10 Min fromJSM Airport+Parking+wifi

ValueLocationQuiet

4.84 out of 5 average rating, 111 reviews

Amazing Apart SECRT Sabana/ AC+Gym+Swimming pool

LocationValueWi-Fi

4.9 out of 5 average rating, 116 reviews

A spacious living and dining area is presented, featuring a round table with four chairs and a comfortable grey sofa facing a wall-mounted TV. Light-colored cabinetry and appliances complement the modern décor, while an assortment of framed photos adds a personal touch.

Condo in San José

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

FamilyValueWalkability

4.94 out of 5 average rating, 301 reviews

Condo in Alajuela

5 min from Airport | Transfer ($) | Pool | Gym

ValueLocationQuiet

A bright kitchen area features a colorful wall adorned with abstract shapes and fruit motifs. A set of four wooden stools is positioned at a white counter, while a teal sofa adds a pop of color to the space.

4.88 out of 5 average rating, 120 reviews

Ponderosa Flat

FamilyLocationAmenities

4.88 out of 5 average rating, 234 reviews

A modern living space features a comfortable gray sofa and a stylish armchair. A dining table with black chairs is positioned next to large glass doors that open to a balcony. Natural light fills the room, highlighting the decorative rug and floral centerpiece.

Condo in Alajuela

Near SJO airport new apartment A C free parking

ValueFamilyQuiet

A modern high-rise building is presented, showcasing a unique façade with numerous windows. The structure stands tall against a cloudy sky, with city views and mountains visible in the background, emphasizing its elevated location in the urban landscape.

4.83 out of 5 average rating, 158 reviews

Único Apartamento en Nuevo y Moderno Condominio

FamilyValueKitchen

Condo rentals with a pool

A light-filled studio features a comfortable leather sofa paired with a decorative throw pillow. The open kitchen showcases modern appliances and a flowing countertop, complemented by stylish bar stools. Soft, neutral tones create a calm atmosphere, with minimalist wall art adding a touch of elegance.

4.93 out of 5 average rating, 106 reviews

Sky Garden 1905 | Cozy Stay & Rooftop Pool

LocationValueCondition

4.83 out of 5 average rating, 221 reviews

A poolside area features two modern lounge chairs placed partially submerged in clear water, inviting relaxation. Surrounding the pool, several additional lounge chairs and a dining table can be seen. Potted plants add a touch of greenery to the space.

Condo in Curridabat

Perfect City Sunset Retreat 18th floor

FamilyValueLaundry

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.

4.91 out of 5 average rating, 157 reviews

Stylish 1 BR w A/C, Private Terrace

ValueLocationCheck-in

4.93 out of 5 average rating, 181 reviews

An open-concept living space is showcased, featuring a dining table surrounded by chairs and a comfortable sofa nearby. A modern kitchen is visible with sleek cabinetry and stainless steel appliances. Large windows provide a view of the city skyline, while polished tiles complete the space.

Condo in Sabana

Luxury Apartment, San Jose, La Sabana, Del Lago

FamilyLocationHot tub

4.88 out of 5 average rating, 33 reviews

Condo in San Pedro

Secrt Escalante Vistas increíbles y terraza

LocationValueKitchen

4.94 out of 5 average rating, 78 reviews

Sunsets & Style — Modern Stay in Trendy Escalante

ValueFamilyShared spaces

A modern living space features a light grey couch adorned with teal and blue pillows, positioned on a vibrant blue area rug. A minimalist chair complements the decor, while a floor-to-ceiling glass door brings in natural light and offers views of the city outside.

4.86 out of 5 average rating, 78 reviews

Design & View URBN Escalante | WiFi + Coworking

ValueLocationAir conditioning