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Holiday rentals in Guadalupe

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Guadalupe

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

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Guest favourite
Apartment in San José
4.95 out of 5 average rating, 498 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, 128 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 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, 123 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
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
4.99 out of 5 average rating, 308 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
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, 598 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
Flat in Tibás
4.95 out of 5 average rating, 120 reviews

Safe and comfortable downtown apartment

Aparta Jardines de Tibás, is located in the Anselmo Llorente district, a very attractive area of ​​Tibás, San José. The apartment is just steps away from main shops: AmPm, Vindi, Super Compro, Pali, Automercado, Hospital UNIBE, El Lagar, Quiznos, Farmacias and more places that allow you a pleasant stay, with all your needs covered within a short distance. Additionally, you will have independent access for you and your car, where it will be safe for as long as you need.

Top guest favourite
Flat in San José
4.91 out of 5 average rating, 103 reviews

Lucy's Studio - Escalante Neighborhood

Located in one of San José's most vibrant areas, this elegant studio combines comfort and style in a cozy space. Its excellent location allows you to enjoy the best gastronomic and cultural offerings, with a wide variety of restaurants, cafes and bars within walking distance. The studio has quality finishes and an ideal atmosphere to relax. Perfect for those looking to be in the middle of the urban movement without sacrificing the tranquility of a private space.

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, 118 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, 259 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.

Top guest favourite
A cozy living room features two cushioned sofas, one adorned with decorative pillows. A fireplace is situated against a stone wall, radiating warmth. Natural light filters through large windows framed in wood, creating a bright and inviting space. A coffee table rests on a patterned rug.
Home in Cartago
4.95 out of 5 average rating, 341 reviews

Country house, Cozy Fireplace and an amazing view

Enjoy a stay near the Irazú Volcano in this country house with an incredible view to the city. Located in a large property which is shared with another house we have on Airbnb as well but with enough space from each other so there is enough privacy for our guests, with gardens and surrounded by trees, the perfect place to rest. We have 24-hour surveillance for the safety of our guests. Enjoy this beautiful place and feel at home!

Top guest favourite
The house, featuring a sleek black facade, is set against a backdrop of rolling hills and a colorful sky at dusk. Soft lighting emanates from the windows, enhancing the evening ambiance, while the surrounding landscape displays a misty valley below, offering a serene atmosphere.
Farm stay in San José
4.96 out of 5 average rating, 192 reviews

Magical Mountain Retreat with Farm Experience

Escape to our modern farm sanctuary in Costa Rica! This architectural gem blends seamlessly with nature, offering panoramic jungle views. Enjoy a unique farm-to-table experience with friendly animals, a veggie garden, and a fire pit. Perfect for families or couples seeking a tranquil retreat to reconnect with nature. The space is a fusion of modern design and local craftsmanship, creating a cozy, unforgettable escape.

Guest favourite
The living area features a cozy couch with decorative cushions beside a wooden table. A modern floor lamp provides soft lighting. The kitchen area includes essential appliances, such as a stove and microwave, with storage space below. A potted plant adds greenery to the room.
Flat in San Pedro
4.89 out of 5 average rating, 167 reviews

Spacious Apartment in Great Location

Fully equipped apartment with everything you’ll need. Conveniently located in a quiet neighborhood in San Pedro, just a 5 minute walk from the main road, where you can find supermarkets, shopping malls, cinemas, restaurants, bars... 15 minute bus ride to downtown San José. Also perfect for longer stays. Included: -Fast wifi (w/LAN option) -50" TV -Fully equipped kitchen. -Working Space.

Popular amenities for Guadalupe holiday rentals

When is the best time to visit Guadalupe?

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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 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 condo rentals in Guadalupe have air conditioning?

    Absolutely! We offer over 20 condo 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 condo rentals in Guadalupe have wifi?

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

  • Do apartment rentals in Guadalupe have free parking?

    Absolutely! We offer over 40 apartment rentals with free parking in Guadalupe. Enjoy a tailored experience with all the comforts you desire.

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

    Enhance your stay in our Guesthouse Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with a kitchen, 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