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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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Superhost
A modern bedroom features a spacious bed with fresh linens, positioned against a blue wall. A small nightstand is located on one side. A piece of wall art adds a decorative touch, while large windows provide views of the city and mountains.
Flat in California
4.87 out of 5 average rating, 353 reviews

Balcony Sunset View 21st Floor Apartment

Located 21st floor of the stylish URBN Escalante building in the heart of San José, this modern one bedroom apartment has all the amenities for a pleasurable stay. Feel free to make use of the lobby with 24/7 concierge, heated pool, lounge area, co-working spaces, gym, yoga room, cinema, library, BBQ area and playground. Internet is available at all common areas as well as high-speed internet connection -100Mbps- in the apartment. 5-10 minute walk to Pubs, Restaurants and Supermarkets. Netflix👍

Top guest favourite
Flat in Curridabat
4.91 out of 5 average rating, 213 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 Escalante
4.94 out of 5 average rating, 368 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.

Top guest favourite
Flat in Escalante
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!

Superhost
Flat in Mata Redonda
4.86 out of 5 average rating, 609 reviews

Family|Business Flat w/ 270° Mountain+City Skyline

Great Pent House in one of the most Upscale location and Luxury 180° Mountain + City View places in San Jose, La Sabana. Lots of amenities, including Gym, Yoga, pool deck, Sauna & Steam Room, etc. Private 2x parking lots with private entrance. Security Surveillance. Walking distance to La Sabana Park and lots of access to anywhere in the Country. 18 mins to Juan Santamaria Int. Airport. 10 minutes to Multiplaza Mall in Escazu minutes to Barrio Escalante, San Pedro. 1.5 hrs to Jaco Beach.

Guest favourite
A corner seating area features a light-colored sofa with a matching ottoman, positioned near a large window. Lush greenery is visible outside, complemented by gentle textures in the room, including a woven rug and a stylish floor lamp.
Flat in Uruca Centro
4.92 out of 5 average rating, 169 reviews

Best View, Luxury, Full Amenities, Nearby Airport

Welcome to our stunning retreat in Sabana, the heart of San José! Enjoy a breathtaking NATURE VIEW from our cozy apartment, just 20 minutes from the airport. There are 8 international RESTAURANTS IN THE BUILDING, including a coffee shop! This tranquil sanctuary offers convenience and serenity. Relax on the balcony, take a refreshing dip in the POOL, stay active at the GYM, work in the dedicated space, or stroll through the beautiful GARDENS. Enjoy the wonders of San José. Book now!

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 Escalante
4.9 out of 5 average rating, 179 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
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 modern bedroom features a plush bed with decorative pillows, complemented by stylish bedside lamps. A wall-mounted television is positioned opposite the bed, and large windows provide expansive views of the cityscape. Warm wood paneling adds a touch of elegance to the space.
Flat in Curridabat
4.87 out of 5 average rating, 126 reviews

Insta-worthy Apartment in a Beautiful Neighborhood

Welcome to your stylish and centrally located home away from home in San José, Costa Rica! Your custom apartment boasts a fully equipped kitchen. Relax in the comfort of the queen bed and enjoy the smart TV and FAST (200 mbps) internet. Amenities include a rooftop pool, gym, coworking area and 24/7 security for your peace of mind. Experience the best of the city with easy access to all the sights and sounds that San Jose has to offer.

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.

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 Francisco Peralta
4.88 out of 5 average rating, 189 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!

Superhost
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 Yoses Sur
4.72 out of 5 average rating, 296 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?

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Avg. price$55 SGD$56 SGD$60 SGD$59 SGD$58 SGD$60 SGD$61 SGD$60 SGD$60 SGD$63 SGD$64 SGD$70 SGD
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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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