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Condo holiday rentals in Guadalupe

Find and book unique condos on Airbnb

Quick stats about condo rentals in Guadalupe

  • Total holiday rentals

    Explore 30 holiday rentals in Guadalupe

  • Nightly prices starting at

    Guadalupe holiday rentals start at $14 AUD per night before taxes and fees

  • Verified guest reviews

    Over 1,290 verified reviews to help you choose

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Guadalupe holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Guadalupe rentals

  • 4.8 Average rating

    Guadalupe stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated condo rentals in Guadalupe

Guests agree: These condos are highly rated for location, cleanliness and more.

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Top Guest favourite
Condo in Escalante

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.

4.95 out of 5 average rating, 538 reviews
Top Guest favourite
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.
Condo in Mata Redonda

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

4.94 out of 5 average rating, 105 reviews
Superhost
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.

4.89 out of 5 average rating, 118 reviews
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.
Condo in Mata Redonda

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.

4.85 out of 5 average rating, 926 reviews
Guest favourite
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.

4.93 out of 5 average rating, 145 reviews
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.
Condo in Escalante

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

4.88 out of 5 average rating, 286 reviews
Guest favourite
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

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.

4.9 out of 5 average rating, 507 reviews
Top Guest favourite
Condo in Escalante

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.

4.93 out of 5 average rating, 189 reviews
Superhost
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

Apartamento acogedor en uno de los mejores barrios de Curridabat, en este apartamento encontraras todo lo necesario para sentirte como en casa, tiene todos los servicios y comodidades necesarias. Aire acondicionado, parqueo gratuito, cocina equipada etc. Si necesitas algo adicional intentaremos conseguirtelo!! . El edificio cuenta con una gran cantidad de amenidades diseñadas para tu bienestar y comodidad. Piscina, coworking ,gimnasio entre otros.

4.88 out of 5 average rating, 110 reviews
Top Guest favourite
A cozy bedroom features a spacious bed adorned with white linens and deep purple pillows. A window offers views of a vibrant garden, while a small seating area is equipped with a chair and table. Decorative elements include wall art and an elegant lamp.
Condo in Escazu

Escazú Haven #2· 2BR· Urban Cozy· A/C·WiFi·Parking

Enjoy your own space in Escazú, with the comfort of feeling at home. This cozy 2-bedroom apartment, each with A/C and a private en-suite bathroom, is ideal for couples, friends, or colleagues who want to share a place without giving up their personal space. This apartment combines quality amenities, warm wood finishes, and a private tropical patio with the convenience of city living—shops and restaurants are just a 2-minute walk away.

4.97 out of 5 average rating, 102 reviews
Top Guest favourite
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.

5.0 out of 5 average rating, 105 reviews
Guest favourite
A rooftop pool area is framed by large glass panels, offering views of a cloudy sky and distant mountains. Sunlight reflects off the water's surface, while a seating area with several chairs and a table is positioned beside the pool.
Condo in Curridabat

Apartamento pensado para tu descanso

Relájate con toda la familia en este alojamiento donde la tranquilidad se respira. Disfruta de su hermosa piscina, área de coworking, área de juegos, barbacoa. Un lugar céntrico con muchos lugares que visitar a su alrededor. Tranquilidad, descanso y diversión. Cuenta con parqueo para vehículos tipo sedan y SUV en torre de parqueo dentro del condominio.

4.81 out of 5 average rating, 149 reviews

Popular amenities for Guadalupe condo rentals

KitchenWi-FiPoolFree parking on premisesAir conditioning

Weekly condo rentals

Top Guest favourite
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.
Condo in Mata Redonda

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

4.94 out of 5 average rating, 387 reviews
Top Guest favourite
Condo in Rohrmoser

Industrial 2BR perfect location w/AC + sunset view

4.94 out of 5 average rating, 354 reviews
Guest favourite
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

4.82 out of 5 average rating, 119 reviews
Superhost
Condo in Escalante

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

4.92 out of 5 average rating, 301 reviews
Guest favourite
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.
Condo in Mata Redonda

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

4.95 out of 5 average rating, 175 reviews
Guest favourite
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.
Condo in Mata Redonda

Joya Urbana en el piso 30; SECRT

4.94 out of 5 average rating, 229 reviews
Guest favourite
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.
Condo in Mata Redonda

Cosy Studio with View, HighSpeedWiFi & Parking

4.87 out of 5 average rating, 284 reviews
Guest favourite
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.
Condo in Mata Redonda

Modern Cozy Apartment, Amazing Amenities

4.95 out of 5 average rating, 193 reviews

Pet-friendly condo rentals

Guest favourite
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.
Condo in Mata Redonda

9.9 mill SJO | Pool View | Cozy Loft | Parking

4.92 out of 5 average rating, 233 reviews
Top 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.
Condo in Escalante

Apartment with tropical garden in Bº Escalante!

4.94 out of 5 average rating, 264 reviews
Superhost
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

4.93 out of 5 average rating, 322 reviews
Top Guest favourite
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

4.97 out of 5 average rating, 150 reviews
Superhost
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.
Condo in Mata Redonda

Ponderosa Flat

4.88 out of 5 average rating, 120 reviews
Top Guest favourite
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

4.95 out of 5 average rating, 315 reviews
Superhost
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.
Condo in Mata Redonda

Alicia's Garden Apartment at Secrt

4.83 out of 5 average rating, 371 reviews
Guest favourite
Condo in Heredia

Cozy&secure apt Stunning views 15 min from airport

4.86 out of 5 average rating, 626 reviews

Condo rentals with a pool

Top Guest favourite
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.
Condo in Escalante

Stylish 1 BR w A/C, Private Terrace

4.91 out of 5 average rating, 159 reviews
Guest favourite
Condo in Rohrmoser

Sky Garden 1905 | Rooftop Pool • Gym • Cowork

4.94 out of 5 average rating, 108 reviews
Top Guest favourite
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.
Condo in Mata Redonda

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

4.96 out of 5 average rating, 219 reviews
Superhost
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.
Condo in Escalante

SanJoseito, Luxury in the City

4.93 out of 5 average rating, 190 reviews
Guest favourite
A rooftop pool area is displayed, featuring several lounge chairs in vibrant teal. The pool is framed by planters with greenery, with a backdrop of modern buildings and mountains in the distance. The setting is illuminated by clear blue skies.
Condo in Rohrmoser

Cozy Studio w A/C perfect to Home Office or Relax

4.84 out of 5 average rating, 126 reviews
Superhost
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.
Condo in Rohrmoser

Fully equipped apartment in Nunciatura

4.85 out of 5 average rating, 175 reviews
Guest favourite
Condo in San José

Aparta Secrt Escalante vista panorámica piso 12

4.89 out of 5 average rating, 19 reviews
Guest favourite
A spacious living area is featured with a large, plush sectional sofa adorned with throw pillows. A glass coffee table sits nearby, complemented by a small potted plant. The modern kitchen is visible in the background, showcasing sleek cabinetry and bar stools in varied colors.
Condo in Escalante

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

4.98 out of 5 average rating, 47 reviews

When is the best time to visit Guadalupe?

MonthJanFebMarAprMayJuneJulyAugSeptOctNovDec
Avg. price$78 AUD$74 AUD$77 AUD$77 AUD$75 AUD$77 AUD$67 AUD$67 AUD$70 AUD$70 AUD$75 AUD$84 AUD
Avg. temp22°C23°C24°C24°C24°C24°C24°C23°C23°C23°C23°C23°C

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