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Holiday houses in Guadalupe

Find and book unique accommodation on Airbnb

Quick stats about holiday rentals in Guadalupe

  • Total holiday rentals

    Explore 250 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 7,990 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 50 rentals that welcome pets

  • Holiday rentals with a pool

    80 properties feature pools

  • Rentals with dedicated workspaces

    140 properties have a dedicated workspace

  • Wi-Fi availability

    250 of Guadalupe holiday rentals include Wi-Fi 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 holiday rentals in Guadalupe

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
A softly lit bedroom features a single bed with white bedding and decorative pillows. Nightstands with lamps are placed on either side, and a minimalist clothing rack is positioned against the wall. A framed black-and-white photograph hangs above the bed.
Apartment in Tibás
4.91 out of 5 average rating, 110 reviews

Cozy Apartment, near everything

Welcome to our cozy apartment, perfect for your Airbnb stay! As you step inside, you'll be greeted by an open-concept living area that combines a cozy living room, a dining area, and a fully equipped kitchenette. A sofa and a table firepit perfect to unwind after a long day. The bedroom is furnished with a comfortable bed adorned with soft linens and fluffy pillows. Adjacent to the bedroom, you'll find a modern bathroom with a walk-in shower and all the necessary amenities. Book with us today

ValueLocationNearby

Guest favourite
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.
Condo in Escalante
4.95 out of 5 average rating, 526 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.

LocationValueAccess

Guest favourite
A cozy bedroom features a spacious bed with soft blue linens and decorative textured throw. Flanking the bed are two nightstands, each topped with a simple, modern lamp. A deep blue wall creates a calming backdrop, enhancing the overall tranquility of the space.
Apartment in Guadalupe
4.94 out of 5 average rating, 69 reviews

Guadalupe Apartment near Hospital La Catolica

Experience a spacious, comfortable, and impeccably clean apartment with abundant natural light and excellent ventilation. Whether you’re here for a short stay or a long-term visit, for work, medical tourism, or vacation, our accommodations offer the comfort of home away from home. We warmly welcome nomad workers, retired couples, and individuals to explore the details of our offerings. Enjoy attentive and respectful service in a pleasant atmosphere, ensuring a delightful stay for all our guests.

ValueLocationLaundry

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.
Apartment in San José
4.88 out of 5 average rating, 271 reviews

Cozy & Modern MiniHouse • Cerca UCR • Seguro

Este es un espacio moderno que ofrece todas las comodidades, muy bien iluminado y acogedor. Totalmente equipado y privado. Además está en un residencial tranquilo, con muchas zonas verdes, privado y seguro, parqueo bajo techo. Traslado rápido a comercios, 5 minutos de la Universidad de Costa Rica, 15 minutos del centro de San Jose y restaurantes. Muchas zonas verdes alrededor. Cocina equipada, buena señal WiFi, suficiente para teletrabajo. Agua caliente, Smart TV con Netflix, YouTube y otros.

LocationValueKitchen

Top Guest favourite
A spacious living area features a plush blue sofa with yellow accent pillows. Large sliding glass doors provide a panoramic view of the valley below, leading to a furnished terrace. Natural light enhances the modern design, complemented by indoor plants and wooden accents.
Home in Escazu
4.98 out of 5 average rating, 344 reviews

KING BED, deluxe stay, @HillView, green areas, A/C

Enjoy this king-bed deluxe apartment, you will find everything needed for an enjoyable stay. It is situated in a prime location yet you will feel away from the city. Close to malls, restaurants, tours, etc. You will be impressed by every beautiful detail handcrafted by Giulio, a passionate architect who loves to create harmonious and inviting spaces. The apartment is bright and cozy, with large windows that let in natural light and offer a breathtaking view of the city and the countryside.

LocationValueLong stay

Superhost
The unique architecture of the loft is showcased with an angled facade and large glass windows that reflect the surrounding greenery. A small deck area features modern outdoor seating, inviting relaxation amidst the natural landscape.
Villa in San Roque
4.86 out of 5 average rating, 614 reviews

Nebulae Loft · Design Stay with Jacuzzi & Firepit

Nebulae Loft is a contemporary architecture and design experience, created for guests who want to stay in a space that feels different, comfortable, and full of character @ 20m from SJO airport. Surrounded by trees, the loft offers two BDs, two BRs, a living room, and a fully equipped kitchen. Outside, it features two balconies, a terrace with a firepit, a jacuzzi, and a BBQ area, ideal for enjoying and sharing. Events allowed with prior authorization. Special events at Nebulae/Laureal.

FamilyLocationBackyard

Guest favourite
A dome-shaped structure sits nestled in a lush, green landscape. Rolling hills are visible in the background, covered in dense vegetation. The surrounding area is open and inviting, creating a serene natural setting.
Dome in Piedades de Santa Ana
4.9 out of 5 average rating, 183 reviews

“Magical dome in the heights”

Discover a unique experience in the mountains of the Sun, in our exclusive dome, just minutes from San José, Costa Rica. Surrounded by nature and with a panoramic view of the Central Valley, this luxurious retreat is the perfect place to disconnect and relax. Perfect for those looking for a getaway with all the amenities, without sacrificing luxury and proximity to the city. Come and experience a magical stay in the heights of the mountains. It's just 30 minutes from the airport.

LocationValueIndoor spaces

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.
Apartment in San Pedro
4.82 out of 5 average rating, 221 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.

FamilyValueGetting around

Top Guest favourite
The sleeping area features a spacious bed covered with a light-colored quilt. A wall-mounted TV is positioned across from the bed, with a window providing ventilation and a glimpse to the outside. Neutral tones create a calming environment.
Apartment in San Pedro
4.91 out of 5 average rating, 144 reviews

Cozy Private Apartment 5 Min Walk to UCR

Your home away from home in San Pedro, a 5-min walk to UCR. Cozy private apartment for up to 2 guests, with full bed, private bathroom with hot shower, kitchenette, fast WiFi, and fresh linens and towels. Shared main entrance to the property, quiet inside. No on-site parking; easy access on foot, by bus, or rideshare. Surrounded by cafés, restaurants, and supermarkets, with quick transport to San José.

LocationValueAccess

Guest favourite
Tiny home in Escalante
5 out of 5 average rating, 11 reviews

Secret Garden Private

Secret Garden Prive is a tiny house with a private terrace and garden, creating a peaceful jungle-like retreat in the city. Located within walking distance of Barrio Escalante, known for its top restaurants and nightlife. Unlike most stays in the area, this is not a high-rise tower, offering more privacy, greenery, and a relaxed atmosphere. Nature, comfort, and location in one place.

LocationViewCheckout

Guest favourite
A modern dining area features a glass table surrounded by four white chairs. The wall is adorned with decorative mirrors and art pieces, while a sleek candlestick holder with lit candles adds a touch of warmth. Natural light streams through large windows.
Condo in Guadalupe
4.92 out of 5 average rating, 12 reviews

Mercury

Disfruta de una estadía cómoda y acogedora en este apartamento ubicado en un condominio privado, ideal tanto para viajes cortos como estancias largas. Perfecto para descansar, trabajar o explorar San José y sus alrededores. 🔒 El condominio es seguro, con acceso controlado y ambiente familiar. 🛒 A pocos pasos encontrarás supermercados, farmacias y otros servicios esenciales.

ValueSleep qualityLong stay

Guest favourite
A well-lit studio features a spacious bed and a modern sofa positioned in front of large sliding glass doors. These doors open to a balcony with views of greenery outside. A flat-screen television is mounted on the wall opposite the bed.
Apartment in San José
4.89 out of 5 average rating, 323 reviews

Trunk C - Climbing 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. Experience modern living with a natural touch in this apartment, where the city and tranquility are in perfect harmony. Book your stay at Bonsai and experience San José like never before!

ValueLocationCleanliness

Popular amenities for Guadalupe holiday rentals

When is the best time to visit Guadalupe?

MonthJanFebMarAprMayJuneJulyAugSeptOctNovDec
Avg. price$72 AUD$72 AUD$73 AUD$76 AUD$72 AUD$72 AUD$66 AUD$66 AUD$66 AUD$67 AUD$69 AUD$76 AUD
Avg. temp22°C23°C24°C24°C24°C24°C24°C23°C23°C23°C23°C23°C

Frequently Asked Questions

  • Are there family-friendly vacation rentals in Guadalupe?

    Guadalupe has more than 50 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in guesthouse rentals in Guadalupe?

    Experience the best of Guadalupe with our guesthouse rentals, starting at about $10 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Guadalupe?

    Four-legged friends are welcome in Guadalupe. Choose from more than 50 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Guadalupe?

    Yes! Work meets play with ease at over 140 vacation rentals in Guadalupe featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Guadalupe condo rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 condo rentals with pools in Guadalupe, available on Airbnb. Make a splash and soak up the sun in style!

  • Do condo rentals in Guadalupe have air conditioning?

    Absolutely! We offer over 10 condo rentals with air conditioning in Guadalupe. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Guadalupe have a kitchen?

    Absolutely! We offer over 30 house rentals with a kitchen in Guadalupe. Enjoy a tailored experience with all the comforts you desire.

  • Do loft rentals in Guadalupe have wifi?

    Absolutely! We offer over 10 loft rentals with wifi in Guadalupe. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Guadalupe have free parking?

    Absolutely! We offer over 20 house rentals with free parking in Guadalupe. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Condo Rentals in Guadalupe?

    Enhance your stay in our Condo Rentals with the most popular amenities: over 30 homes with wifi, over 10 homes with air conditioning, over 20 homes with a kitchen, over 10 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.