Holiday houses in Guadalupe

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Top-rated holiday rentals in Guadalupe

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Guest favourite

Apartment in Escalante

4.91 out of 5 average rating, 509 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

Superhost

Home in Guadalupe

4.85 out of 5 average rating, 164 reviews

Cozy Tropical Loft, strategically located.

Tropical loft, an oasis within the city. Two storey, open plan house, surrounded by gardens. Close to San Jose city center and its main amenities. Public transport and Walmart located within 200 meters. Strategic location to access universities, Escalante's Bars and Rest. and main roads leading to national parks and beaches. Safe neighborhood, with lots of green space within the property. Hammocks, decks, balconies and a roof terrace make this contemporary house, the perfect place for your stay.

Guest favourite

Home in Guadalupe

4.95 out of 5 average rating, 109 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. The Casa,nestled in a cool (78F during the day), peaceful mountainous area, is perfect for families, retreats, or groups of friends. Enjoy the chimney, fire pit, BBQ grill and horses in neigboring lot. - 20 min from downtown San Jose - 50 min drive to Int'l airport - 1h 45m from beach - 5 min drive to restaurants, stores

Top Guest favourite

Condo in Escalante

4.96 out of 5 average rating, 380 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

Loft in Escalante

4.87 out of 5 average rating, 307 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.

Top Guest favourite

Home in Escazu

4.99 out of 5 average rating, 210 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

Apartment in Aran Juez

4.8 out of 5 average rating, 314 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.

Guest favourite

Apartment in San José

4.87 out of 5 average rating, 224 reviews

Cosy & Modern MiniHouse in Private Residential

Este es un espacio nuevo que ofrece todas las comodidades, muy bien iluminado, moderno y acogedor. Totalmente equipado y privado. Además está en un residencial tranquilo, con muchas zonas verdes, privado y seguro, parqueo bajo techo, con 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.

Guest favourite

Apartment in Escalante

4.92 out of 5 average rating, 145 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.

Guest favourite

Apartment in San Pedro

4.85 out of 5 average rating, 136 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.

Guest favourite

Loft in Curridabat

4.88 out of 5 average rating, 224 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

Loft in Curridabat

4.89 out of 5 average rating, 197 reviews

San José Apt, Strawberries/Pool/Electronic Parking

This beautiful independent apartment located in Torre en el Este de San José, has all the amenities you need to have the best and most pleasant stay in the city. Just a few minutes walk away you can find the best restaurants, cafes, supermarkets and shopping centers. The Tower has a swimming pool, gym, laundry, co-working, cinema, game room, music room, and art room. The apartment is fully furnished and ready to live in!

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Popular amenities for Guadalupe holiday rentals

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Wi-Fi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Guadalupe

Superhost

Condo in San José

4.85 out of 5 average rating, 20 reviews

Apart Tot Equip 1HAB 2BA Cond Lujoso Piscina+Gym

YeseniaRating, 5 stars2 weeks ago

It is an excellent place to stay. It has everything you need and more. The pool, gym and play and rest areas give it a plus. I felt calm and safe with my child. Jennifer is a great host

Loft in Escalante

5 out of 5 average rating, 4 reviews

Apartment in Escalante Olive Loft 14th

María FernandaRating, 5 stars1 week ago

Beautiful apartment, very tidy and clean. As seen in photos with that soft and comfortable bed, that's it! Excellent communication from the host!

Guest favourite

Apartment in Amón

4.9 out of 5 average rating, 20 reviews

Tropical & cozy apartment in historic Barrio Otoya

EvaRating, 5 stars2 months ago

I had a great stay at Dominique’s AirBnB in Barrio Otoya. I was in San Jose for a week to explore some of Costa Rica’s capital and to do some day trips to tourist spots outside the city. The AirBnB was in a great location both for visiting museums and the National Theatre in downtown San Jose as well as for checking out coffee shops and restaurants in nearby Barrio Escalante. Dominique was a responsive host for check in and check out and also offered good local recommendations for activities (I arrived the weekend of the Transitarte festival which was a fab rec!) and places to eat (Cafe Otoya is a must!). The AirBnB has two stages to entry so feels very safe and secure (plus security camera!) on a quieter street, but is close to a pick up point for guided tours (across from the La Linea Bar). Overall, I would happily return here if ever back in San Jose! A note for light sleepers/late risers: heed the note re. the trains, especially in the morning (didn’t bother me though!😁)

Guest favourite