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Apartment holiday rentals in Guadalupe

Find and book unique apartments on Airbnb

Quick stats about flat rentals in Guadalupe

  • Total holiday rentals

    Explore 110 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 3,990 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Holiday rentals with a pool

    50 properties feature pools

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wifi availability

    110 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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Top guest favourite
A bright living area features a light-colored sofa bed, paired with a minimalist black side table. Large windows are adorned with sheer white curtains, providing a view of vibrant trees outside. A floor lamp and small potted plant add subtle accents to the space.
Flat in Mata Redonda
4.96 out of 5 average rating, 156 reviews

NucleoSab IvoryApt-NearSJairport-FreeIndoorParking

Brand new luxury apartment at Nucleo Sabana. It has a minimalist style with all the appliances brand new, including A/C, 2 smart TVs. High speed internet with TVservice. Laundry room includes a washer/dryer, 2 in 1. It has a wonderful view to the top of the trees and the sky in the balcony. There is a river next to it so you can always enjoy the river sound. Complex: More than 30 amenities, including a gastronomic market(NucleoGastro). Located 10min from Juan Santamaría Int’l Airport (SJO).

Top guest favourite
A bright bedroom features a spacious bed with a dark blue throw blanket. Floor-to-ceiling windows provide an expansive view of the city and mountains. A bedside table holds a sleek lamp, while a textured area rug adds comfort to the wooden floor.
Flat in San Pedro
4.93 out of 5 average rating, 127 reviews

Exclusive Apartment in Downtown Costa Rica

This penthouse is in one of the most exclusive areas of Costa Rica, excellent restaurants, the nightlife is intense, full of life. The apartment has places to work inside the building, a gym, an pool, 24-hour security and the apartment is spacious, the view it has is impressive! day or night "it takes your breath away" its minimalist decoration gives you peace in a world "full of complications" …you are a winner, and you deserve a night that brings you closer to that top level you deserve!

Guest favourite
A large outdoor swimming pool is surrounded by a sunlit deck, featuring lounge chairs positioned along one side. The modern high-rise building stands in the background, with expansive glass windows reflecting the blue sky and sunlight.
Flat in Yoses
4.89 out of 5 average rating, 482 reviews

Best location, cozy Apartment!

Beautiful condo in perfectly located apartment building. The whole place has a modern feel to it without losing a touch of home. The unit is composed of one bedroom with an ensuite bathroom, living room and deck to relax and enjoy the views, as well as a modern kitchen and laundry machine. This cozy and modern apartment is close to all the best restaurants and night life in San Jose, as well as museums and downtown. Major public transportation is right outside the door.

Top guest favourite
Flat in Escalante
4.92 out of 5 average rating, 107 reviews

Lucy's Studio - Escalante Neighborhood

Located in one of San José's most vibrant areas, this elegant studio combines comfort and style in a cozy space. Its excellent location allows you to enjoy the best gastronomic and cultural offerings, with a wide variety of restaurants, cafes and bars within walking distance. The studio has quality finishes and an ideal atmosphere to relax. Perfect for those looking to be in the middle of the urban movement without sacrificing the tranquility of a private space.

Top guest favourite
Flat in Escalante
4.95 out of 5 average rating, 132 reviews

Warm studio in Barrio Escalante

Experience Barrio Escalante, the city's most vibrant and gastronomic area. This apartment combines elegance and comfort, offering you an ideal space to rest after exploring unique restaurants, cafes and bars, all just steps from your door. All on the 13th floor with a beautiful view of the best sunsets and without neglecting the possibility of having access to highways that connect with other nearby tourist destinations, such as volcanoes, mountains and beaches.

Guest favourite
A bright sitting area features wooden seating against the walls, complemented by a small step ladder leading to an upper space. Large windows allow natural light to fill the room, while a glimpse of the outdoor balcony and greenery can be seen through the open door.
Flat in San José
4.87 out of 5 average rating, 262 reviews

Cozy & Modern MiniHouse • Cerca UCR • Seguro

This is a modern space that offers all the amenities, very well lit and cozy. Fully equipped and private. It is also in a quiet residential area, with many green areas, private and safe, indoor parking. Quick transfer to shops, 5 minutes from the University of Costa Rica, 15 minutes from downtown San Jose and restaurants. Lots of green areas around. Equipped kitchen, good WiFi signal, enough for teleworking. Hot water, Smart TV with Netflix.

Guest favourite
A wooden tray is placed on a neatly made bed, featuring a teapot, teacups, and a plate with cookies. A flower and green leaves add a touch of nature. A soft lamp's glow is visible in the background, providing a warm ambiance.
Flat in Mata Redonda
4.9 out of 5 average rating, 680 reviews

Cozy Tico Home + Breakfast

Enjoy a private space in our cozy Costa Rican home, just minutes from La Sabana Park. We offer a warm, authentic experience with optional traditional breakfast and local recommendations to help you explore San José from a unique perspective. If you’re interested, join us for cooking classes or guided tours to dive deeper into our culture. Here, you’ll find comfort and a family atmosphere that will make your stay truly unforgettable.

Guest favourite
Flat in San José
4.87 out of 5 average rating, 377 reviews

10th floor Apartment w/ Sky-Level Pool in San José

Private, comfortable, and strategically located in the heart of Curridabat. This studio on the 10th floor of the iFreses building is perfect for couples, students, or travelers seeking a quiet and functional space. It offers all the essentials for a pleasant stay and is surrounded by universities, shopping centers, and restaurants. Its location makes it a strategic base to explore San José and plan your journey through Costa Rica.

Guest favourite
A rooftop area features a heated pool with a reflective surface, surrounded by modern lounge chairs. The skyline of the city is visible in the background, contrasting against twilight clouds, while a group of people can be seen enjoying the view.
Flat in San Pedro
4.93 out of 5 average rating, 297 reviews

Couples Focused Magnificent Studio Apartment

FREE early check-in upon request!! Escape stress in our stunning 23rd-floor adult-only apartment, offering an erotic touch . Enjoy 24/7 self-check-in, secure parking, and a rooftop with a heated pool for sunset relaxation. Fully equipped kitchen and numerous restaurants, coffee shops and markets nearby. Perfect for couples local looking for a quick get away or the best option for foreigners to start or end their Costa Rica trip .

Superhost
A simple living area features a sleek gray sofa adorned with decorative cushions in various colors. A small white table with a mirror is positioned in front, accompanied by a potted plant. Natural light filters through sheer curtains on a nearby window.
Flat in San Pedro
4.82 out of 5 average rating, 203 reviews

Tropical Escape

El apartamento se encuentra completamente equipado con todas las amenidades de entretenimiento, cocina y lavado para ser su segundo hogar en la ciudad. Es un lugar seguro, espacioso, elegante y muy céntrico perfecto para escapar del bullicioso y acelerado ritmo citadino y transportarse a la pacífica esencia tropical de Costa Rica. IMPORTANTE: Este es un condominio de ambiente FAMILIAR y TRANQUILO. MULTA DE $50 por ruido.

Superhost
A modern studio features a spacious bed dressed in neutral-toned linens, facing a comfortable black sofa. Natural light fills the room through large windows, while a compact kitchenette and dining area are visible in the background. A subtle artwork is displayed on the wall.
Flat in San José
4.89 out of 5 average rating, 209 reviews

Raíces C - Escalante Bonsai

Discover a modern oasis in the heart of San José! This charming studio in Bonsai, a boutique apartment building in Barrio Escalante, uniquely combines urban comfort with natural connection. Live the modern life with a natural touch in this apartment, where the city and tranquility come together in perfect harmony. Book your stay at Bonsai and experience San José like never before!

Guest favourite
The entrance area features a wooden door labeled with the number 8, leading into a compact kitchen space. A small refrigerator is positioned next to a countertop with a sink and coffee maker. Natural light enters through the large windows, illuminating the clean and modern design.
Flat in Zapote
4.74 out of 5 average rating, 316 reviews

Apt#8 Clean, comfortable Studio. Centrally located

Edificio La Patrona: San Pedro, San José. Los Yoses sur This comfortable, clean, fully equipped studio is located 1.5km from the center of San Jose. There is wifi in the apartment and check-in and check-out are easily accessible with the 24/7 security guard. This space is well taken care of, safe, and centrally located for a great time in San Jose. Hosts speak English and Spanish

Popular amenities for Guadalupe apartment rentals

When is the best time to visit Guadalupe?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$67 SGD$70 SGD$71 SGD$59 SGD$58 SGD$61 SGD$62 SGD$61 SGD$61 SGD$63 SGD$64 SGD$71 SGD
Avg. temp22°C23°C24°C24°C24°C24°C24°C23°C23°C23°C23°C23°C
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