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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 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, 521 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.

Guest favourite
An aerial view showcases a charming house surrounded by lush greenery and rolling hills. The property features a curved pathway leading to the home, set against a backdrop of dramatic clouds and distant mountain views, highlighting the tranquil privacy of the location.
Home in Guadalupe
4.95 out of 5 average rating, 130 reviews

Amazing view of San Jose (20 min)- Casa los Cielos

Casa Los Cielos is elegant but rustic, with beautiful Costa Rican woodwork throughout. Rooms all have stunning views including the San Jose valley and surrounding mountains. It is nestled in a cool (78F), peaceful mountainous area, is perfect for families, retreats, or groups of friends. Enjoy the chimney, fire pit, BBQ grill and horses in neigboring lot.Pets are welcome! - 20 min from downtown San Jose - 50 min drive to Int'l airport - 1h 45m from beach - 5 min drive to restaurants, stores

Guest favourite
A spacious studio features a cozy sleeping area with a full bed, complemented by modern built-in shelving. A small dining table with four chairs sits near a large window, offering stunning city views, while a comfortable couch completes the inviting layout.
Loft in Escalante
4.87 out of 5 average rating, 403 reviews

Brand new 1 bed loft with spectacular city view

Keep it simple at this peaceful and centrally-located place. Experience the exclusivity of this modern studio in Barrio Escalante, with an unbeatable location just minutes from downtown San Jose, 30 minutes from Tobias Bolaños airport. Enjoy your stay surrounded by smart amenities and beautiful views of the city, complete with Wi-Fi connection, a full-size bed, private bathroom, kitchen and access to superior conveniences, such as a rooftop with jacuzzi and deck, lounge room, gym and BBQ area.

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, 269 reviews

Cosy & 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.

Top Guest favourite
Apartment in Escalante
4.94 out of 5 average rating, 35 reviews

SECRT Escalante · 19th Floor · View + Parking

Modern apartment in the heart of Barrio Escalante, a top dining area in San José. Apartment 1907 on the 19th floor offers city views, 1 bedroom with queen bed and AC plus sofa bed in living room, 1 bathroom and . Building with 20+ amenities: pool, gym, coworking and social areas. Private parking inside the building included. Ideal for couples, business travelers and tourists. Due to the central location, occasional city noise may be heard. Fast 300 Mbps WiFi, self check-in and 24/7 security.

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, 331 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.

Guest favourite
A spacious bedroom features a wooden bed against a backdrop of large windows, providing a panoramic view of the urban landscape below. The room is equipped with light-colored bed linens and a nearby white cabinet, enhancing the minimalist design.
Loft in Curridabat
4.91 out of 5 average rating, 411 reviews

Studio con hermosa vista/ Amazing View Studio

Ubicado en el piso 23 de torre iFreses en Curridabat, cuenta con vista a la zona Sur de San José. Dentro del estudio encontrá todo lo necesario para su estadía, podrá hacer uso de las amenidades del condominio como la piscina y iwork. Located on the 23rd floor of iFreses tower in Curridabat, with great view of the south of San José city. Inside, you will have all that you need. You could use some of the amenities of the condo like pool and iwork. Check-in 3:00pm and Check-out 11:00am.

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, 609 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.

Guest favourite
A spacious bedroom features a queen size bed with a light patterned coverlet. Two bedside tables hold modern lamps. Soft, natural light pours through a large window, illuminating the smooth tiled floor and creating a calm atmosphere.
Apartment in Guadalupe
4.94 out of 5 average rating, 49 reviews

Modern and Comfortable Apartment in Guadalupe

Spacious, comfortable and very clean apartment. Lots of natural light and ventilation. Located only 10 minutes from downtown San Jose. We invite digital nomads, local and foreign visitors, to check out the details or our accommodations. If your visit to San Jose is short stay or long term stay, for work, medical tourism or vacation, our place offers you the comfort of home away from home. We provide an attentive and respectful service and a pleasant atmosphere to our guests.

Superhost
A bedroom features a spacious bed with a patterned quilt, flanked by a nightstand and a lamp. A piece of wall art depicting a serene landscape hangs above the bed. Natural light filters in through a window, contributing to the cozy ambiance.
Apartment in San José
4.78 out of 5 average rating, 114 reviews

Casa Flamboyán - Cómoda, segura y céntrica.

Cómodo apartamento para 4 personas con una habitación y un área social con sofá cama matrimonial en un lugar seguro, céntrico y con fácil acceso a los servicios públicos. Totalmente equipado con cocina completa, lavadora y secadora de ropa; con baño completo, agua caliente, TV por cable, WiFi gratis y 1 estacionamiento. Ubicación en zona segura, cerca de atracciones turísticas, hospitales, farmacia, supermercados y bancos.

Guest favourite
Tiny home in Escalante
5 out of 5 average rating, 7 reviews

Secret Garden Privé

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.

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.

Popular amenities for Guadalupe holiday rentals

When is the best time to visit Guadalupe?

MonthJanFebMarAprMayJuneJulyAugSeptOctNovDec
Avg. price$73 AUD$73 AUD$74 AUD$64 AUD$64 AUD$67 AUD$67 AUD$67 AUD$67 AUD$69 AUD$70 AUD$77 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 loft rentals in Guadalupe?

    Experience the best of Guadalupe with our loft rentals, starting at about $20 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 apartment rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 50 apartment rentals with pools in Guadalupe, available on Airbnb. Make a splash and soak up the sun in style!

  • Do apartment rentals in Guadalupe have air conditioning?

    Absolutely! We offer over 40 apartment 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 apartment rentals in Guadalupe have wifi?

    Absolutely! We offer over 90 apartment 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 House Rentals in Guadalupe?

    Enhance your stay in our House Rentals with the most popular amenities: over 30 homes with a kitchen, over 40 homes with wifi, over 20 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.