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

Guest house in San Antonio

4.98 out of 5 average rating, 152 reviews

Amazing City Views/Guest house Escazú (2 Guests+2)

Welcome to Arcadia! Explore upscale Escazú at our unique property offering a stay at the adjacent guest house 'Casa Iduna,' featuring serene views of a freshwater pond, volcanoes, and the San José skyline. Lush gardens, exotic fruit trees, a swimming pool, and a cozy rancho surround the guest house, ensuring a relaxing stay. IMPORTANT: Booking includes two guests; extra guest charges apply. No special events are permitted, and only one pet per booking is allowed. Uber Eats delivery available.

Guest favourite

Flat in Escalante

4.95 out of 5 average rating, 221 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.

Guest favourite

Flat in Santa Ana

4.91 out of 5 average rating, 35 reviews

Tranquil Oasis: 1BR Retreat

Experience tranquility in our one-bedroom retreat, where modern elegance meets comfort. Dive into the refreshing pool, savor outdoor delights with our barbecue, and stay fit in the on-site gym. Your cozy haven features super-fast WiFi, cable TV, full kitchen, and laundry stack. Ideal for business travelers, couples, solo adventurers, and families alike, this meticulously designed apartment offers contemporary charm and thoughtful amenities. Book at Tranquil Oasis now for your ultimate escape.

Guest favourite

Apartment in Mata Redonda

4.97 out of 5 average rating, 70 reviews

Concrete Jungle Experience 25th Floor Secrt Sabana

Welcome to the Concrete Jungle Experience! Nestled in Secrt Sabana, one of the most beautiful condos in San Jose, Costa Rica, our full apartment offers a unique stay. Located just 200 meters from La Sabana Park and a short drive from Downtown and Juan Santamaria Airport, our place combines urban convenience with tropical charm. Enjoy top-notch amenities like a pool, cinema, gym, and photo-worthy spots. Experience the essence of Costa Rica's tropical forests right in the heart of the city!

Guest favourite

Flat in San Rafael de Escazú

4.88 out of 5 average rating, 17 reviews

Upscale comfy in top-rated area

Treat yourself to the perfect fusion of style, comfort & nature bliss. Stay in: Take a relaxing sunbath on the rooftop and unwind at the jacuzzi while enjoying the view of lush scenery. Work from home at the mezzanine: Spacious, high-speed Wi-Fi + A/C. Re-energize by going for a stroll in the free-of-traffic neighborhood. Explore: Wander around many restaurants, shops, cafes, health centers, and embassies within a 5–15-minute drive/walk while your home feels safe, peaceful, and secluded.

Guest favourite

Villa in Pilas, Alajuela Province,

4.93 out of 5 average rating, 178 reviews

Private Spacious Villa w/ Pool & Views near SJO

Villa Cielo Grande is our main house and the crown jewel among our four villas. Here’s what makes it truly exceptional: - A private villa spacious enough for families or groups. (3 BR, 3 BA. 11 guests). -Enjoy exclusive access to your own private pool and BBQ area. - Access to patios, beautiful gardens, and a charming gazebo. - Proximity to SJO airport, grocery stores, restaurants, and the City Mall. - Perfect temperatures, creating an ideal retreat for relaxation and exploration.

Superhost

Apartment in Sabana

4.86 out of 5 average rating, 14 reviews

Wanderlust Wonderland: Work & Relax in Costa Rica

Welcome to Wanderlust Wonderland! A unique and stay in San Jose, Costa Rica. Step into the magical world of Alice in Wonderland in our one-bedroom apartment in an avant-garde San Jose tower. This is not just a place to stay; it’s an experience. With 15 unique amenities and theme rooms inspired by the classic tale, your stay will be nothing short of magical. Experience the magic of Wonderland in the heart of San Jose. Book your stay today!

Guest favourite

Apartment in Rohrmoser

4.94 out of 5 average rating, 127 reviews

Luxury, comfort and strategic location San José

Experimenta el lujo en este apartamento en el piso 10, con 2 habitaciones, 2 baños, cocina, sala y lavandería. Disfruta de las impresionantes vistas al Parque del Café y la ciudad desde tu ventana. Este refugio urbano de lujo también te brinda acceso a más de 10 comodidades en el edificio, incluyendo una piscina y un gimnasio. Además, cuenta con 1 espacio de estacionamiento para tu comodidad. ¡Una experiencia única te espera!

Superhost

Cabin in San Isidro

4.85 out of 5 average rating, 390 reviews

Mountain View Cabin Cabin

The cabin is surrounded by mountains, private, near a river and waterfall with crystal clear water. The place is very quiet and safe. If you want to clear your mind, get out of the routine, do yoga, read a book or enjoy the peacefulness. This is the perfect place to enjoy a horseback riding tour through the faults of the Park, and so you can enjoy the landscapes that surround it. The street is newly paved, for ease of entry.

Guest favourite

Loft in Curridabat

4.85 out of 5 average rating, 190 reviews

BeST RANkED SuPERHOST * 18th Floor * KInG sIZE BeD

Studio Apartment on the 18th floor. Peaceful and centrally-located place. KING SIZE BED GREAT VIEW of the mountains. The apartment is close to supermarkets, shopping malls, restaurants, and cafeterias. Located in a beautiful and fancy neighborhood. Close to bus stops and San Jose Metro-Area Fast Uber rides. *** This building is smoke free, therefore is not allowed to smoke in any location nor in the apartment ***

Guest favourite

Home in Curridabat

4.95 out of 5 average rating, 190 reviews

Stylish and comfortable home in the capital

High-value area. Good lighting. Closets with large spaces. Modern decor. Close to Momentum, Ciudad del Este and shopping malls near San Pedro, Curridabat. Strategic point near universities. Easy to access. Close to theatres, the best restaurants and walking points to enjoy as a family. Strategic point for business. Very safe. Parks for outdoor exercise.

Guest favourite

Serviced apartment in Escalante

4.92 out of 5 average rating, 186 reviews

Amazing Private Terrace Flat A/C+Pool+Gym+100MB

Our Terrace apartment is located in an exotic, Unique, Hip, Cool, and Relaxing High Rise 5 stars Resort Style Condo centrally located in the Gastronomic district of San Jose Costa Rica. the Resort Style Condo has it all! Pool, Gym, Co-working areas, 29th Story Terrace, Private Meeting Rooms, Theater Room, Laundry.