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Apartment holiday rentals in Guadalupe

Find and book unique apartments on Airbnb

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
Flat in Curridabat
4.91 out of 5 average rating, 214 reviews

Studio at 24th floor - SJO view

Exclusivo apartamento en el Condominio iFreses piso 24, cerca del centro de San José, rodeado de tiendas, restaurantes, bares, barrios gastronómicos y más. Estacionamiento disponible por una tarifa adicional, no se permiten carros tipo pickup por tamaño/ Exclusive apartment at Condominio iFreses on the 24th floor, in the center of the city, surrounded by shops, restaurants, bars, gastronomic neighborhoods and much more. Parking available with an additional fee, no pickups are allow due to size.

Guest favourite
A bright and airy studio space is showcased, featuring a spacious bed positioned against a natural wood accent wall. A dining table with four chairs is set nearby, while large windows provide city views and ample natural light.
Flat in San José
4.94 out of 5 average rating, 369 reviews

Queen Bed Yogui Studio + Hot Tub

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.

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, 120 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!

Top guest favourite
Flat in San José
4.91 out of 5 average rating, 105 reviews

Escalante Getaway | City Center Studio

Welcome to this modern and stylish apartment, located in the heart of the city with breathtaking views of one of the most famous parks. Experience walkable San José, the apartment is walking distance from museums, theaters, restaurants, and shops. Nestled in a calm neighborhood, you'll find yourself just steps away from a vibrant gastronomic area. You can also enjoy great coffee just next to the reception. This is the ideal place to unwind and experience the best of city living in style!

Guest favourite
A modern living space features a grey sofa with colorful cushions, complemented by a coffee table and a small plant. In the background, a dining area is visible with white chairs around a wooden table, illuminated by soft overhead lighting.
Flat in San Pedro
4.93 out of 5 average rating, 270 reviews

Urban Alchemy- Spacious Apartment & Fast Wifi

At Urban Alchemy we have thought of all the details you need to have the perfect stay in San Jose. We offer complementary high quality coffee for our guests. Strategic location, beaches, volcanoes and national parks in less than 2 hours. The main public transportation services are only 3 blocks away from the apartment. You can find restaurants, ATMs, Banks, Convenience Stores, Postal Services, Pharmacy services and a shopping mall steps away from the apartment.

Guest favourite
A modern dining area features a sleek glass table surrounded by dark upholstered chairs. Elegant table settings with neutral plates and decorative gold accents create a polished look. In the background, a spacious living area is visible, showcasing comfortable seating and artistic wall decor.
Flat in Amón
4.94 out of 5 average rating, 334 reviews

Arona’s#5 Boutique 3Bedroom unit+free gated garage

Elegant and modern apartment, down town San José (1240 Sq feet Size). Great and safe location. Accessible to many places, walking distance to restaurants, stores, pubs, supermarket, etc. There’s a guide map to help you to find places to go! High Speed Internet (200 MGB) Apt is fully equipped. Hot water. 2 Rooms with Queen Size bed each, and 1 twin bed for 1 person to sleep in Room # 3. Living room has another Sleep Coach, also has a TV, with cable.

Superhost
A modern studio apartment features a spacious bed with decorative pillows, complemented by a wooden accent wall and a dining table set for two. Large windows provide natural light and city views. Two red dog sculptures add a playful element to the room.
Flat in San José
4.9 out of 5 average rating, 180 reviews

Nota Escalante Great Views W/ AC

Nota Escalante is a modern tower in barrio escalante. The apartment is a very stylish and minimalistic studio with some special touches to make you feel great at a unique cozy spot just 200m from the best restaurants of Costa Rica and some fantastic night life. Barrio Escalante is a very special neighborhood in Costa Rica known for its amazing restaurants. The apartment features a electrically reclining bed and electric shades for maximum comfort.

Guest favourite
The studio features a spacious king-size bed with soft linens, complemented by a modern ceiling fan and exposed wooden beams. A cozy seating area with plush cushions is visible, alongside a well-equipped kitchenette and dining space, with large windows allowing natural light.
Flat in Escazu
4.95 out of 5 average rating, 355 reviews

BEST Location/tropical design/KingSizeBe

✓ King Size Bed con Eurotop ✓ Top location(Multiplaza,Cima,Distrito 4,Goodness Dental y otras, McDonalds, Starbucks y más) ✓ Canasta de Bienvenida ✓ FAST WIFI ✓Oficina privada (coordinar disponibilidad) ✓50¨Smart TV Roku ✓ Lavanderia Studio#1 Un Chalet con diseño moderno y único, el espacio está diseñado para la comodidad, confort y funcionalidad de nuestros huéspedes, inspirados en el diseño contemporáneo y tropical. Será un gusto recibir

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, 252 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 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
4.83 out of 5 average rating, 194 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.

Guest favourite
A bright, open kitchen and dining area features a round table with four chairs and a modern light fixture above. A cozy green sofa is positioned beside a large window with arched detailing, while a black refrigerator stands against the wall, complementing the minimalist design.
Flat in San José
4.89 out of 5 average rating, 102 reviews

Oasis Ecalante Apartment 2H 1B

Discover the charm of Barrio Escalante from our cozy 2 bedroom apartment! The master bedroom offers a queen-size bed, desk, and TV. The second bedroom features a twin bed and desk. Additionally, it has a comfortable bathroom. Enjoy spacious areas in the living room, dining room, and fully-equipped kitchen. Strategically located, you'll be surrounded by cafes, restaurants, and vibrant nightlife.

Guest favourite
A clean and cozy studio space features a spacious bed with a patterned blanket. A bedside lamp provides soft lighting. The entrance to a bathroom is visible in the background, with a doorway framed by a light-colored wall.
Flat in Yoses Sur
4.84 out of 5 average rating, 381 reviews

Apt#31 Centrally located Studio peaceful, Modern

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?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$55 SGD$56 SGD$60 SGD$59 SGD$58 SGD$60 SGD$62 SGD$60 SGD$60 SGD$63 SGD$64 SGD$71 SGD
Avg. temp22°C23°C24°C24°C24°C24°C24°C23°C23°C23°C23°C23°C

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 3,660 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

    70 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

  • 4.7 Average rating

    Guadalupe stays receive an average rating of 4.7 out of 5 from guests

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