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Pet Friendly Holiday Rentals in San Jose

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    Travellers to San Jose are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    26 Matching Rentals in San JoseView all 84 rentals
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    Cariari Lapa Condo (+ Free Airport Welcome & Paid Tours, buses, Restaurants)1 / 29
    (7)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Beautiful Top Floor Condo / Santa Ana - La Guacima (+ Free Airport Welcome*)1 / 27
    (8)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    12 Bedrooms, 12 Bathrooms, Sleeps 50 Quick View
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    • Private Garden
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    SoapBerry House SoapBerry House Resort and SPA intertwines green and urban scenery with fine accommodation. The private resort is located on the Jaboncillos hill, a luxury neighborhood in Escazu, 5-minute drive from Escazu Centro, Hospital CIMA and Multiplaza Mall, approximately a 20-minute drive...
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    San Jose, San Jose Metro 99999
    Condo/Apartment - 12 Bedrooms, 12 Bathrooms, Sleeps 50
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    1 Bedroom, 1 Bathroom, Sleeps 9 Quick View
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    • Secure Parking
    • Wi-Fi
    • Private Garden
    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Carlotta - Petunias Stunning, brand new, and fully equipped apartments in the heart of one of the most breathtaking neighborhoods in Escazu! 24x7 security, Internet, Cable TV and cleaning service included. Just 5 min. from everywhere! Perfect for business travelers, medical tourists and...
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    San Jose, San Jose Metro 99999
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 9
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Cable/satellite TV
    • Private Garden
    • Secure Parking
    • Shared Outdoor Pool (Unheated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Carlotta - Petunias Stunning, brand new, and fully equipped apartments in the heart of one of the most breathtaking neighborhoods in Escazu! 24x7 security, Internet, Cable TV and cleaning service included. Just 5 min. from everywhere! Perfect for business travelers, medical tourists and...
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    San Jose, San Jose Metro 99999
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Private Garden
    • Wi-Fi
    • Cable/satellite TV
    • Secure Parking
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    SoapBerry House SoapBerry House Resort and SPA intertwines green and urban scenery with fine accommodation. The private resort is located on the Jaboncillos hill, a luxury neighborhood in Escazu, 5-minute drive from Escazu Centro, Hospital CIMA and Multiplaza Mall, approximately a 20-minute drive...
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    San Jose, San Jose Metro 99999
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Secure Parking
    • Private Garden
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Carlotta - Petunias Stunning, brand new, and fully equipped apartments in the heart of one of the most breathtaking neighborhoods in Escazu! 24x7 security, Internet, Cable TV and cleaning service included. Just 5 min. from everywhere! Perfect for business travelers, medical tourists and...
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    San Jose, San Jose Metro 99999
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 5
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    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    • Private Garden
    • Secure Parking
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stunning, brand new, and fully equipped apartments in the heart of one of the most breathtaking neighborhoods in Escazu! 24x7 security, Internet, Cable TV and cleaning service included. Just 5 min. from everywhere! Perfect for business travelers, medical tourists and Backpackers. Why book with us?...
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    San Jose, San Jose Metro 99999
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 5
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Secure Parking
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    SoapBerry House SoapBerry House Resort and SPA intertwines green and urban scenery with fine accommodation. The private resort is located on the Jaboncillos hill, a luxury neighborhood in Escazu, 5-minute drive from Escazu Centro, Hospital CIMA and Multiplaza Mall, approximately a 20-minute drive...
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    Location Information
    San Jose, San Jose Metro 99999
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Secure Parking
    • Cable/satellite TV
    • Private Garden
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    SoapBerry House SoapBerry House Resort and SPA intertwines green and urban scenery with fine accommodation. The private resort is located on the Jaboncillos hill, a luxury neighborhood in Escazu, 5-minute drive from Escazu Centro, Hospital CIMA and Multiplaza Mall, approximately a 20-minute drive...
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    Location Information
    San Jose, San Jose Metro 99999
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Private Garden
    • Secure Parking
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Carlotta - Petunias Stunning, brand new, and fully equipped apartments in the heart of one of the most breathtaking neighborhoods in Escazu! 24x7 security, Internet, Cable TV and cleaning service included. Just 5 min. from everywhere! Perfect for business travelers, medical tourists and...
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    San Jose, San Jose Metro 99999
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Wi-Fi
    • Secure Parking
    • Private Garden
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Carlotta - Petunias Stunning, brand new, and fully equipped apartments in the heart of one of the most breathtaking neighborhoods in Escazu! 24x7 security, Internet, Cable TV and cleaning service included. Just 5 min. from everywhere! Perfect for business travelers, medical tourists and...
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    Location Information
    San Jose, San Jose Metro 99999
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Private Garden
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Carlotta - Petunias Stunning, brand new, and fully equipped apartments in the heart of one of the most breathtaking neighborhoods in Escazu! 24x7 security, Internet, Cable TV and cleaning service included. Just 5 min. from everywhere! Perfect for business travelers, medical tourists and...
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    Location Information
    San Jose, San Jose Metro 99999
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Secure Parking
    • Cable/satellite TV
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Carlotta Stunning, brand new, and fully equipped apartments in the heart of one of the most breathtaking neighborhoods in Escazu! 24x7 security, Internet, Cable TV and cleaning service included. Just 5 min. from everywhere! Perfect for business travelers, medical tourists and Backpackers. >>...
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    Location Information
    San Jose, San Jose Metro 99999
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 5
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    Cariari Boutique Condo (+ Free Airport Welcome & Paid Tours, buses, Restaurants)1 / 22
    (8)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Housekeeping Included
    • Washer
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Mountain Views
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 June 2018
    This condo was beautiful with nice details, fully functional kitchen, comfortable beds, hot water, and three bedrooms. A great place for a family to stay and to enjoy the sights...
    Reviewed 26 December 2017
    Great convenient location, clean, modern and comfortable.Perfect family condo for visiting the Central Valley, close to amenities and centrally located near downtown and...
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    About this property
    3 BR, 1.5 BA / walking distance to Restaurants, Supermarket & Stores, taxi & bus This boutique styled vacation condo is perfect for a couple or for a larger family and offers you private space in two bedrooms and a third small and cozy bedroom or room to store the empty suitcases. The condos...
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    Location Information
    San Jose, San Jose Metro 40104
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Alegro Family Condo / Santa Ana - La Guacima (+ Free Airport Welcome)1 / 17
    (40)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • DVD Player
    • Wi-Fi
    • Mountain Views
    • Housekeeping Included
    • Washer
    • Cable/satellite TV
    • Children's Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 June 2015
    I stayed at Allegro for a week in March and honestly I didnt want to leave. Two bedrooms, 3 tv's and a well equipped kitchen make this vacation rental special. The big eating...
    Reviewed 31 January 2015
    We recently stayed in the Toucan condo and found it to be a great home base - clean and modern, well appointed, with a convenient kitchen and super comfy bed. After a full day...
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    About this property
    Six beautiful condos in the Central Valley of Costa Rica accommodating 2, 4, 6, or 8 people in each. Message us for more info! Alegro Vacation Condo is perfect for your Costa Rican stay. It can a single vacation base, or just one of the locations you stay in. The owners are full time travel...
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    Location Information
    San Jose, San Jose Metro 10001
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    20 Bedrooms, 20 Bathrooms, Sleeps 50 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Secure Parking
    • Air Conditioning
    • Outdoor Dining Area
    • Patio
    • Shared Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    'Un pequeño paraiso' is what we often hear from our guests... 'A small-paradise.' Casa Lima Apartments is nestled in one of Costa Rica's unique and privileged neighborhoods, Rohrmoser. Located only 20 minutes from the airport (Juan Santamaria International Airport), 10 minutes from downtown San...
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    Location Information
    San Jose, San Jose Metro 00000
    Private Room - 20 Bedrooms, 20 Bathrooms, Sleeps 50
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    1 Bedroom, 3 Bathrooms, Sleeps 2 Quick View
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    • Grill
    • Sauna
    • Cable/satellite TV
    • Patio
    • Private Indoor Pool
    • Wi-Fi
    • Mountain Views
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Living on the the edge of a cloud forest, being one with nature, with the luxury and safety you want and not destroying but preserving, must be the ultimate goal. Enjoy this villa, only accsessed by stairs down into a revine. Enjoy the privacy, en-suite dininig or our patio restaurant. A visit to...
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    Location Information
    San Jose, San Jose Metro 11205
    Holiday Rental House - 1 Bedroom, 3 Bathrooms, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Secure Parking
    • Terrace
    • Mountain Views
    • Wi-Fi
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    All our houses and rooms are different, from rustic to luxurious, all with breathtaking views. Oasis of tranquility. Our organic farm provides produce for our guests served in our patio restaurant or in the privacy of your home. Within a private reserve and organic farm. Very secluded, peaceful...
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    San Jose, San Jose Metro 11205
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Balcony
    • Terrace
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    Pet friendly
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    About this property
    Wide apartament in a safe area. The bus is 5 minutes away as is the train station. Near supermarket, bars, restaurants and universities. It would be a pleasure to have you in my place and EXPERIENCE the best trip ever. We want you to experience the birds singing in the morning in this beautiful...
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    San Jose, San Jose Metro 10102
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A new and nice apartment in the city, 15minutes away from the airport, and 10 minutes from San Jose city, we offer wifi, Netflix, kitchen with amenities, ready to cook! one hour from Puntarenas beaches! Whether you come alone or with 7 people, this place is the best for you! Nueva casa en la...
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    San Jose, San Jose Metro 10107
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    1 Bedroom, 6 Bathrooms, Sleeps 8 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our guests love us! We have many loyal, repeated guests and are one of the top-rated hostels in all of San Jose . Guests arrive as strangers and leave as friends! We offer exceptional personalized service. To us, serving our guests is our passion. You won’t find a more dedicated, and helpful team...
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    Location Information
    San Jose, San Jose Metro 11501
    Holiday Rental House - 1 Bedroom, 6 Bathrooms, Sleeps 8
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    2 Spacious Private Rooms1 / 9
    (1)Terrible
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Smoking allowed
    About this property
    Furnished with big closets, nice tropical exotic wooden floors & fancy cozy details, includes tropical breakfast, Lunch & Dniner at extra cost. Old fashion architecture building style allows to enjoy very pleasant & elegant common areas. Situated on a shady street just off Paseo Colon, San Jose's...
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    San Jose, San Jose Metro 10103
    Private Room - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Secure Parking
    • Cable/satellite TV
    • Balcony
    • Outdoor Dining Area
    • Wi-Fi
    • Housekeeping Included
    • Mountain Views
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    All our houses and rooms are different, from rustic to luxurious, all with breathtaking views. Oasis of tranquility. Our organic farm provides produce for our guests served in our patio restaurant or in the privacy of your home. Within a private reserve and organic farm. Very secluded, peaceful...
    View all property information
    Location Information
    San Jose, San Jose Metro 11205
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Mountain Views
    • Housekeeping Included
    • Terrace
    • Patio
    • Grill
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful chalet for rent. It is located up in the Santa Ana's Mountain (7 km or 4.3 miles from Santa Ana Downtown, 15 minutes driving) very close to the Wind Energy project (less than a mile away) with breathtaking views of the Santa Ana, Alajuela and Heredia. This is a 2 story house. 1st floor...
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    San Jose, San Jose Metro 10902
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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