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Vacation rentals in Guadalupe

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Top-rated vacation rentals in Guadalupe

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

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Rental unit in Escalante

4.92 out of 5 average rating, 455 reviews

Coffee-Inspired Studio with Sky Bar & City Views

New and exclusive Golden Coffee Studio, inspired by the history of Costa Rican coffee this apartment brings the best views of San Jose city. Walkable of the beaten heart of trendy gastronomic area Barrio Escalante, surrounded by the local vibes this place is on the best spot downtown for you to get ready and discover Costa Rica. One master room and a unique queen wallbed make this place an inviting and fun place for couples, friends and families. Spectacular amenities 100MBps Fiber optic Wifi

Condo in Escalante

4.95 out of 5 average rating, 275 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.

Rental unit in Escalante

4.82 out of 5 average rating, 687 reviews

Luxury Studio 1212 and Urbn Escalante

Soak up the charm and flair of this finely furnished studio apartment equipped with style and design. Located in the trendiest building in San José, with the best amenities (Fitness Center, Pool, Yoga Room, Coworking and more). Located in the coolest, cultural, gastronomic and fashionable neighborhood. Close to downtown San Jose. Surrounded by the best restaurants, bars, cultural and night activities that San José can offer you. Easy access to the public service and with a privileged view.

Home in Escazu

4.99 out of 5 average rating, 151 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.

Farm stay in San José

4.98 out of 5 average rating, 134 reviews

Family Farm Stay: Nature, activities & Wellness

Staying in our farm property offers a unique experience of being surrounded by nature. Our vegetable plot and numerous fruit trees native to Costa Rica further enhance the farm atmosphere. The house itself is nestled in stunning surroundings, providing breathtaking views of the surrounding landscape. Guests can enjoy collecting fresh chicken eggs and indulging in the delicious organic produce grown in our garden. Walking through our small coffee plantation is also an incredible experience.

Rental unit in Escalante

4.92 out of 5 average rating, 154 reviews

Upscale apartment at URBN Escalante

This 26th-floor condo (2614) is fully furnished. Has a dining room, laundry area with washer and dryer, kitchen equipped with refrigerator, microwave oven, stove with digital oven, coffee maker, two bedrooms with queen and double beds, 2 full bathrooms, HD Smart TVs in the dorms as well in the living room. The building’s amenities include a 24/7 lobby, tempered pool, gym, and more. URBN Escalante is an unbeatable urban point with services, entertainment, and restaurants just a step away.

Rental unit in Aran Juez

4.79 out of 5 average rating, 268 reviews

La Vecindá - The Studio - Unbeatable Location

A small apartment in the heart of San José, in a traditional "Vecindad" type complex: several apartments around common internal patios, due to this there’s a high Humidity in this space. No Parking available in the property. Street Parking is available. The best location: in the middle of the most culturally active neighborhoods of San José (Amón, Otoya, Escalante, San Jose, La California), with the main theaters, museums, galleries, plazas, gastronomy, nightlife, shows and much more.

Condo in Freses

4.88 out of 5 average rating, 139 reviews

NEST Suite 22nd floor

We offer you a 2-bedroom 2 full bathroom with an open balcony so you can spend a quality and relaxing time with the best view of San Jose. The apartment is in a secure building with security and concierge 24/7, several amenities that you can take advantage of like spa, gym, lounge etc. Within walking distance, you have 2 shopping centers with supermarkets, pharmacies, and several restaurant options You will also find underground secure parking. Make sure to read house rules closely.

Rental unit in Escalante

4.91 out of 5 average rating, 113 reviews

Nota Escalante Great Views W/ AC

Nota Escalante is a modern tower in barrio escalante. The apartment is a very stylish and minimalistic studio with some special touches to make you feel great at a unique cozy spot just 200m from the best restaurants of Costa Rica and some fantastic night life. Barrio Escalante is a very special neighborhood in Costa Rica known for its amazing restaurants. The apartment features a electrically reclining bed and electric shades for maximum comfort.

Condo in Rohrmoser

4.96 out of 5 average rating, 402 reviews

Architect's Apartment, 21st Floor, Amazing View

Increíble apartamento rediseñado por el Arquitecto Andrés Brenes, único en su tipo. Perfecto para compartir una copa de vino y/o coctel. Ubicado en el piso 21 con muebles de lujo y asombrosas vistas . Amplio espacio de sala, cocina y habitación. Viva la ciudad como nunca antes. Cerca de parques, centros comerciales y restaurantes. ** Blackout en todo el apartamento. Aeropuerto: 25min Parque metropolitano La Sabana: 1km Parqueo Privado

Rental unit in San José

4.92 out of 5 average rating, 134 reviews

Gorgeous sunsets at charming apartment in downtown

We welcome you to your new and luxurious apartment in the center of the city, located in one of the most iconic residential buildings in the country, with a variety of amenities and just a 5-minute walk away from the most famous gastronomic area of San José. The neighborhood is safe, and has different areas according to your preference (whether it's a night out, or a quiet afternoon in the park). A/C, WiFi, and parking included.

Loft in Curridabat

4.93 out of 5 average rating, 235 reviews

Relaxing loft in the heart of AC/Wifi City

Enjoy the tranquility of this elegant and central accommodation overlooking the Irazú volcano! Ideal for relaxing. It has all the amenities needed to make your stay the most pleasant. Its location is favorable as it is close to restaurants, shopping centers and supermarkets and supermarkets. It's just 15 min from San Jose's central hull. It has a lot of amenities such as temperate pool, cinema, study room, gym and coworking area.

Vacation rentals for every style

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Popular amenities for Guadalupe vacation rentals

Free parking on premises

Air conditioning

Stay near Guadalupe's top sights

Barrio Escalante190 locals recommend

Jade Museum272 locals recommend

National Museum Of Costa Rica186 locals recommend

Pre-Columbian Gold Museum133 locals recommend

National Theater of Costa Rica127 locals recommend

Hospital La Católica12 locals recommend

Other great vacation rentals in Guadalupe

Guesthouse in Mata de Plátano

4.83 out of 5 average rating, 6 reviews

Casita de Yadi – Apt #2

Condo in San José

4.98 out of 5 average rating, 42 reviews

Brand new Studio perfect location, great amenities

Rental unit in San José

5 out of 5 average rating, 21 reviews

Brand-new, luxurious, modern apt w/ scenic views!

Rental unit in La Uruca

5 out of 5 average rating, 69 reviews

Bright & calm Morpho apt.Downtown F16th/AC+parking

Serviced apartment in San José

4.93 out of 5 average rating, 84 reviews

Penthouse in San Pedro View of Gods. Luxury, A/C.

Rental unit in San José

5 out of 5 average rating, 20 reviews

New Apartment Navigator's Dream

Rental unit in San José

5 out of 5 average rating, 9 reviews

NUEVO Espacioso Apartamento cerca UCR 26

Rental unit in San Pedro

4.95 out of 5 average rating, 78 reviews

Exclusive Apartment in Downtown Costa Rica

Quick stats about vacation rentals in Guadalupe

Total rentals
210 properties
Nightly prices starting at
$10 before taxes and fees
Total number of reviews
4.7K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
50 properties allow pets
Rentals with dedicated workspaces
110 properties have a dedicated workspace

Frequently Asked Questions

How much does it cost to stay in condo rentals in Guadalupe?
Experience the best of Guadalupe with our condo 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.
Do apartment rentals in Guadalupe have a kitchen?
Absolutely! We offer over 60 apartment rentals with a kitchen in Guadalupe. Enjoy a tailored experience with all the comforts you desire.
Are there vacation rentals with a dedicated workspace in Guadalupe?
Yes! Work meets play with ease at over 110 vacation rentals in Guadalupe featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do apartment rentals in Guadalupe have air conditioning?
Absolutely! We offer over 10 apartment rentals with air conditioning 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 40 homes with a kitchen, over 60 homes with wifi, over 30 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.
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.
Do condo rentals in Guadalupe have wifi?
Absolutely! We offer over 10 condo rentals with wifi in Guadalupe. Enjoy a tailored experience with all the comforts you desire.
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.

Destinations to explore