Condo vacation 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, 531 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.

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

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.

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, 173 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.

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.

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, 283 reviews

Studio with view, balcony and free parking · 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

4.93 out of 5 average rating, 138 reviews

Condo in Sabana

La Madriguera Serena/ SECRT Sabana.

The Madriguera Serena is located in the heart of San José, a few minutes from La Sabana, the city's green lung. Its location is ideal for both business travelers and those who want to explore the capital in comfort. Surrounded by cafes, restaurants, supermarkets and services, you can easily get around on foot or by public transport. You'll be close to corporate centers, medical areas, stadiums, and main access roads, without giving up a quiet and safe environment.

4.84 out of 5 average rating, 110 reviews

A bright sleeping area features a spacious bed with crisp white linens and a soft gray throw. Large windows offer expansive views of the cityscape and outdoor pool area, while a modern lamp provides additional lighting. Minimalist decor enhances the room's serene atmosphere.

Condo in San José

Loft in a condominium, excellent location.

Enjoy a stylish experience in this centrally-located, air-conditioned accommodation. The studio is on the 11th floor of a luxurious tower located in the best area of the city for its safety and proximity to a variety of places. Barrio Escalante, which has all kinds of restaurants, is 400 meters away. Barrio La California is 500 meters away, ideal for nightlife. In front of the tower (15 meters) there is a large super market . It does not have parking.

4.93 out of 5 average rating, 184 reviews

Modern Loft with Spectacular View in Escalante

Enjoy a comfortable and cozy stay in the heart of Barrio Escalante, one of the most vibrant and gastronomic areas of San José. This modern, fully equipped studio located across from the iconic Francia Park features a double bed, double sofa bed, full bathroom, functional kitchen and a beautiful private balcony with a spectacular view of the mountains to the south of the city, ideal for relaxing at sunrise or at the end of the day.

4.88 out of 5 average rating, 109 reviews

A well-lit sleeping area features a spacious bed dressed in crisp white linens, complemented by a blue throw blanket. Large windows provide a panoramic view of the surrounding landscape, while a small plant and two side tables accentuate the room. Soft curtains frame the window, enhancing the natural light.

Condo in Curridabat

Skyline Blue Apartment

Cozy apartment in one of the best neighborhoods in Curridabat. In this apartment you will find everything you need to feel at home. It has all the necessary services and amenities. Air conditioning, free parking, equipped kitchen, etc. If you need anything extra, we'll try to get it for you!! The building has a wealth of amenities designed for your well-being and comfort. Swimming pool, coworking, gym, among others.

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.

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, 371 reviews

Alicia's Garden Apartment at Secrt

Enjoy a space inspired by Alice in Wonderland, let yourself be enveloped by the magic of its common areas and amenities. Stay in a beautiful one-bedroom apartment with a nice view of the forest inside the building, finely furnished and decorated, with everything you might need for a comfortable stay. Free parking included in your reservation.

Popular amenities for Guadalupe condo rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

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.

4.94 out of 5 average rating, 263 reviews

Apartment with tropical garden in Bº Escalante!

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, 243 reviews

Concrete Jungle Experience 25th Floor Secrt Sabana

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, 494 reviews

City view, A/C near the airport, 1903

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

4.87 out of 5 average rating, 119 reviews

Mi Refugio Capitalino | Piso 14 A/C + Parking

A modern light fixture with a geometric design is showcased above a textured table. The background features a vibrant mural with colorful patterns and graffiti elements, adding visual interest to the dining space.

4.94 out of 5 average rating, 188 reviews

SanJoseito, Luxury in the City

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.

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

Pet-friendly condo rentals

4.96 out of 5 average rating, 137 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

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

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

4.94 out of 5 average rating, 304 reviews

Condo in Alajuela

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

4.84 out of 5 average rating, 111 reviews

Amazing Apart SECRT Sabana/ AC+Gym+Swimming pool

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

A modern living area is presented with large windows allowing natural light and views of greenery. A gray couch and a wooden coffee table are positioned centrally, complemented by decorative plant arrangements and wall art featuring tropical themes.

4.88 out of 5 average rating, 188 reviews

Spacious Apt with Park and City Views

4.89 out of 5 average rating, 235 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

Condo rentals with a pool

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

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, 107 reviews

Sky Garden 1905 | Cozy Stay & Rooftop Pool

4.89 out of 5 average rating, 242 reviews

A spacious bedroom features a king-size bed adorned with soft pillows and a cozy throw. Large windows provide a view of the mountains, while a mounted television is positioned on the wall. Light-colored artwork decorates the walls, enhancing the room's ambiance.

Condo in San José

Magical Penthouse in Prime Location+ Cima Hospital

A curved swimming pool features clear blue water, surrounded by lush greenery and modern buildings. Several blue lounge chairs are positioned near the pool, creating a serene atmosphere. Floor-to-ceiling windows of the adjacent building reflect natural light and contribute to the inviting outdoor space.

4.8 out of 5 average rating, 138 reviews

Apt. in 25th Floor w/2 br. 4 guests, pool and Gym.

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 José, La Sabana, Del Lago

4.88 out of 5 average rating, 33 reviews

Condo in San Pedro

Secrt Escalante Amazing views and terrace

4.98 out of 5 average rating, 86 reviews

The living area features a wall-mounted flat-screen TV above a wooden panel with shelves. A plush white couch is positioned next to a round coffee table, with natural light streaming through sheer white curtains that frame the balcony doors.

Condo in Cinco Esquinas

Centrally located 1BDR modern apt (views+pool)