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, 535 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.

FamilyLocationPool

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, 103 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

FamilyLocationAir conditioning

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.

LocationFamilyPool

A modern kitchen area features sleek cabinetry and stainless steel appliances, complemented by a dining space with stylish chairs. Large windows allow natural light to fill the room, providing a view of the greenery outside, creating a bright and open atmosphere.

4.95 out of 5 average rating, 174 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.

FamilyValueTV

4.94 out of 5 average rating, 352 reviews

Condo in Rohrmoser

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.

ValueFamilyCleanliness

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.

4.85 out of 5 average rating, 924 reviews

Modern/comfort top floor apt perfect view Sabana

Enjoy a beautiful top-floor apartment with spectacular panoramic views of the city, which you can take in from the comfort of your private balcony. The apartment is ideally located just 400 meters from La Sabana Metropolitan Park, one of San José’s most popular green spaces, perfect for walking, jogging, relaxing, or simply enjoying the outdoors. ✈️ Juan Santamaría International Airport (SJO): approximately 10 miles (16 km) away, around 17 minutes by car in normal traffic conditions.

FamilyValueGetting around

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.

4.93 out of 5 average rating, 189 reviews

SanJoseito, Luxury in the City

SanJoseito, where comfort and luxury meet URBN Chic. Come enjoy San Jose in our upscale 2 bed 2 bath condo where comfort and function are our key concerns. Because we live in this condo with our two young children, function and space is a must! As such, we have carefully curated the furniture and selections to ensure your stay meets all your needs. From our 200 MBPS internet offering, to the large smart TVs, and luxury matresses, you will find SanJoseito has set the bar high!

ValueFamilyAccess

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, 284 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

LocationValueAmenities

4.83 out of 5 average rating, 103 reviews

Relaxing apartment 21st floor WiFi, A/C, Pool.

Experience the best of San José in this apartment! You'll stay on the 21st floor, with a spectacular view from both the balcony and the room. The apartment has all the amenities you need for both long and short stays. The pool is heated and the gym is well equipped! The location is amazing, you have a Starbucks in front and a mini super 24/7 across the street, Supermarket 500 meters away, malls, museums and Escalante neighborhood! Book now!

ValueLocationHospitality

4.94 out of 5 average rating, 186 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.

ValueLocationCleanliness

4.92 out of 5 average rating, 300 reviews

Oasis | URBN Escalante | A/C • Queen • Pool

Enjoy Barrio Escalante from a comfortable studio in URBN, equipped with air conditioning, a queen-size bed, sofa bed, fully equipped kitchen, and high-speed Wi-Fi. Ideal for couples, business travelers, or short stays in San José. You’ll have access to the swimming pool, gym, coworking space, and other building amenities, as well as restaurants, cafés, and supermarkets just a few minutes away on foot.

FamilyValueHospitality

5.0 out of 5 average rating, 102 reviews

A bright living area features a comfortable sofa and a coffee table, with a large window offering a view of the vibrant greenery outside. Decorative artwork adorns the walls, and a potted plant adds a touch of nature indoor.

Condo in Uruca

River View Retreat · Pool · 20 min to Airport

Relax to the sound of the river and birdsong, with sweeping views of nature in the heart of San José. Aura is a modern apartment in a brand-new luxury residential tower — 20 minutes from the airport, walking distance to La Sabana Park (San José's central park), the National Stadium, and the Convention Center. Superhost · Guest Favorite · ★5.0 from 80+ stays.

LocationFamilyComfort

Popular amenities for Guadalupe condo rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

4.93 out of 5 average rating, 140 reviews

Condo in Sabana

La Madriguera Serena/ SECRT Sabana.

LocationFamilyPool

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

FamilyValueHospitality

4.9 out of 5 average rating, 498 reviews

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.

Condo in Rohrmoser

City view, A/C near the airport, 1903

ValueFamilyPool

4.83 out of 5 average rating, 222 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

LocationValueCheckout

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!

LocationFamilyLayout

4.84 out of 5 average rating, 111 reviews

Amazing Apart SECRT Sabana/ AC+Gym+Swimming pool

FamilyLocationHospitality

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.

4.89 out of 5 average rating, 242 reviews

Magical Penthouse in Prime Location+ Cima Hospital

FamilyLocationParking

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.

4.96 out of 5 average rating, 218 reviews

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

ValueLocationCleanliness

Pet-friendly condo rentals

4.93 out of 5 average rating, 322 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

ValueLocationIndoor spaces

4.94 out of 5 average rating, 308 reviews

A serene pool area is showcased, featuring clear blue water surrounded by a smooth concrete deck. Lush greenery and potted plants enhance the space, while several lounge chairs are positioned nearby, inviting relaxation under the sun.

Condo in Alajuela

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

LocationValueWifi

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, 282 reviews

Cosy Studio with View, HighSpeedWiFi & Parking

LocationValueParks

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.

4.9 out of 5 average rating, 116 reviews

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

LocationFamilyHospitality

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

ValueLocationKitchen

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, 232 reviews

9.9 mill SJO | Pool View | Cozy Loft | Parking

LocationValueNearby

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, 160 reviews

Unique Apartment in a New and Modern Condominium

LocationValueCleanliness

A cozy living area is presented, featuring a grey sofa with decorative pillows and an accent yellow chair. A colorful artwork of a face adorns the wall above. A small table sits on a patterned rug, with a stuffed toy placed nearby.

4.88 out of 5 average rating, 146 reviews

Warm apartment, security and free parking

FamilyValueDecor

Condo rentals with a pool

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, 159 reviews

Stylish 1 BR w A/C, Private Terrace

ValueFamilySolo travel

4.83 out of 5 average rating, 118 reviews

A light-filled living area features a comfortable sofa adorned with bright green cushions, accompanied by a sleek coffee table. Floor-to-ceiling glass doors open to a scenic balcony view. A television is mounted on the wall, complementing the serene color palette of the room.

Condo in Uruca

Stylish whole apt • Upscaled Comfort in La Sabana

FamilyLocationKitchen

A contemporary kitchen area is visible, featuring a kitchen island with a stovetop. Shelves display glassware and decorative items. A cozy seating area is placed nearby, complemented by natural light filtering through sheer curtains. Greenery is suspended from the ceiling, adding a fresh touch.

4.95 out of 5 average rating, 193 reviews

Modern Cozy Apartment, Amazing Amenities

LocationFamilyIndoor spaces

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

ValueLocationParks

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, 387 reviews

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

LocationValueAmenities

4.93 out of 5 average rating, 107 reviews

Condo in Rohrmoser

Sky Garden 1905 | Rooftop Pool • Gym • Cowork

LocationValueView

4.86 out of 5 average rating, 625 reviews

Condo in Heredia

Cozy&secure apt Stunning views 15 min from airport

FamilyLocationKitchen

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.