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Holiday rentals in Guadalupe

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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.
Apartment in Escalante
4.95 out of 5 average rating, 503 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.

Top guest favourite
A spacious rooftop terrace features a wooden deck with views of the surrounding cityscape. Two jacuzzis are situated on one side, surrounded by greenery. Sky and mountains create a dramatic backdrop under a cloudy sky, enhancing the inviting atmosphere of this outdoor space.
Flat in Escalante
4.98 out of 5 average rating, 134 reviews

Spacious studio with balcony

Welcome to this cozy boho apartment, designed to inspire and offer a relaxing stay. This is the perfect retreat for those seeking both style and serenity. Step out onto your private balcony and enjoy stunning city views. Located in a vibrant gastronomic district, this apartment offers a culinary adventure right at your doorstep. Plus, it's within walking distance of most of the city’s highlights, restaurants and shops. While the city buzzes outside, the apartment remains a peaceful sanctuary.

Guest favourite
A private rooftop jacuzzi is showcased, surrounded by greenery and offering views of the city. The water's surface shimmers under natural light, and the urban landscape is visible beyond the jacuzzi's edge.
Loft in Escalante
4.86 out of 5 average rating, 397 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 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, 317 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
An outdoor swimming pool is seen illuminated under night lighting, featuring calming blue tiles and a reflective surface. Surrounding areas include seating and an expansive view of the city skyline, showcasing distant lights.
Loft in Curridabat
4.9 out of 5 average rating, 401 reviews

Studio with a beautiful view/ Amazing View Studio

Located on the 23rd floor of Torre iFreses in Curridabat, it overlooks the South area of 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.

Guest favourite
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
4.87 out of 5 average rating, 604 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.

Top 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, 479 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
Cottage in concepcion San rafael
4.99 out of 5 average rating, 104 reviews

The Coffee Loft

The perfect get away just outside of San José on the hills of San Rafael de Heredia surrounded by coffee fields. The Coffee house is a fully equipped loft with the best views of San José from the top of the mountain while drinking local hand-picked and grown coffee. Brand new and fully renovated has a full kithcen and a beautiful handmade dining room table that sits in front of a rock covered fireplace. This location is in very secure and private area.

Top guest favourite
A modern room is viewed through a glass sliding door, featuring a spacious bed and wooden seating area. Shelves with plants are attached to the walls, while warm lighting complements the neutral tones of the concrete. A garden with vibrant plants is situated outside.
Flat in Belén
4.98 out of 5 average rating, 126 reviews

Colibrí Apartment. Belén. Rest or work.

Charming, modern and surrounded by nature. Located in a central but quiet area, a center of movement towards the most important provinces, ideal for those seeking tranquility without leaving the city; close to business parks, corporate areas, Pedregal and minutes from the airport, which makes it perfect for business travelers. With fast, stable Wi-Fi and a garden full of life, where you can see hummingbirds, bees and butterflies feeding on flowers.

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, 261 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
Loft in San Bosco
4.94 out of 5 average rating, 698 reviews

Lovely one bedroom loft with a nice comfy patio.

Super cool one bedroom apartment located in downtown San José. Recently renovated, great patio, very stylish and comfortable. Seven blocks away from La Sabana Metropolitan Park and six blocks away from San Jose's Mercado Central. The place is located near the city's main attractions, bus stops, restaurants and bars. The apartment is fully equipped and has a very nice patio with a Hammock, great for chilling in sunny afternoons.

Superhost
Flat in San Pedro
4.82 out of 5 average rating, 202 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.

Popular amenities for Guadalupe holiday rentals

When is the best time to visit Guadalupe?

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Avg. price£38£38£39£33£33£35£35£35£35£36£36£40
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 serviced apartment rentals in Guadalupe?

    Experience the best of Guadalupe with our serviced apartment rentals, starting at about $30 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 60 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 vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 80 vacation homes 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 apartment rentals in Guadalupe have a kitchen?

    Absolutely! We offer over 90 apartment 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 condo rentals in Guadalupe have free parking?

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

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

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 90 homes with a kitchen, over 110 homes with wifi, over 40 homes with air conditioning, over 40 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

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 £7 per night before taxes and fees

  • Verified guest reviews

    Over 8,060 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 60 rentals that welcome pets

  • Holiday rentals with a pool

    80 properties feature pools

  • Rentals with dedicated workspaces

    140 properties have a dedicated workspace

  • Wifi availability

    250 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