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San Jose Holiday Rentals

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Top Holiday Rentals Destinations in San Jose

Property grounds
Historic District Hidden Gem. The Best Location.
10.0 out of 10, Exceptional, (21)
"Lovely stay. The place is as it looks in the pictures. My husband and I enjoyed sitting on the deck with a bottle of wine. The bed was comfortable We had several great lunches at the market at Don Garcia. Enjoyed the street stalls and the quaint shops. The grocery store is close as well. Would stay again"
Historic District Hidden Gem. The Best Location.
Exterior
Beautiful apartment in the historic center and overlooking the river
10.0 out of 10, Exceptional, (2)
"This was a convenient and central place to stay with a beautiful view of the bay/ocean and the ships going in and out of port. It was easy walking distance to historic sites and amenities. There was a bit of construction in the building on the day I got there, but I hope that will be resolved soon. The doorman was always very helpful and friendly."
Beautiful apartment in the historic center and overlooking the river
Fridge, microwave, oven, coffee/tea maker
Spacious illuminated and unique apartment
10.0 out of 10, Exceptional, (6)
"Diego was such an amazing host and did everything he could to make sure we had the best stay possible!!! The location was also super accessible and the bus stop is right outside the door. There’s a 24/7 convenient store a few feet away as well so you will always be able to get what you need. Highly recommend!!!"
Spacious illuminated and unique apartment
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View from property
Design with Park and Ocean views in Punta Carretas
10.0 out of 10, Exceptional, (1)
"Beautiful, clean place to stay in a great area Check-in and check-out were very easy"
Design with Park and Ocean views in Punta Carretas
Interior
Pocitos beachfront 🏖️ - Sunrise views 🌞
10.0 out of 10, Exceptional, (2)
"I'm so glad I found this property, it was perfect for my vacation. The host was fast to email back with answers to my questions. The apartment was clean and situated in a well kept friendly building; and although small, contained everything I needed. The location was perfect, right on the Rambla, and within walking distance of three grocery stores and many coffee shops. Three shopping centres were a short bus ride away with the bus stops close by. The view is fantastic and it was fun to watch...
Pocitos beachfront 🏖️ - Sunrise views 🌞
Smart TV, stereo
Apartment in Cordón SOHO neighborhood in the city center.
10.0 out of 10, Exceptional, (1)
"Clean, nice and very convenient location. Communication with owner could not be better. Great value too."
Apartment in Cordón SOHO neighborhood in the city center.
View from property
Gema Luxury Suites
3.5 star property
8.2 out of 10, Very good, (274)
"Excelente atencion , en yna habitación espaciosa y confortable. Hotel muy bien ubicado en zona de negocios y restaurantes "
The price is AU$145
includes taxes & fees
2 May - 3 May
Gema Luxury Suites
Fridge, microwave, oven, stovetop
Cozy Apartment A Few Steps From Pocitos Beach
4.0 out of 10, (3)
"We didn’t like the house it is was cold and there was no heaters and the alarm system wasn’t working and they said that we broke it so they cut the money from the deposit "
Cozy Apartment A Few Steps From Pocitos Beach
Outdoor dining
Habitacion en Carrasco, Cerca del Aeropuerto
2.0 out of 10, (1)
"Excelente "
Habitacion en Carrasco, Cerca del Aeropuerto
Smart TV
Hermosa Casona Central
Hermosa Casona Central
Exterior
Casa Quinta en Montevideo, Melilla
The price is AU$186
includes taxes & fees
4 May - 5 May
Casa Quinta en Montevideo, Melilla
1 bedroom, iron/ironing board, WiFi, bed sheets
Design studio with City Skyline views in the heart of Punta Carretas
Design studio with City Skyline views in the heart of Punta Carretas
Lobby
Apartment, Studio type in front of the MAM
Apartment, Studio type in front of the MAM
2 outdoor pools, sun loungers
Complejo Turístico Los Piamonteses
2.0 star property
Complejo Turístico Los Piamonteses
1 bedroom, WiFi, bed sheets
Bungalow in our garden
Bungalow in our garden
Montevideo, Centro Edificio El Pais
Montevideo, Centro Edificio El Pais
Iron/ironing board, WiFi, bed sheets
Exclusive Studio in Punta Carretas
Exclusive Studio in Punta Carretas
Cottage | Living area
Santa Virginia
3.0 star property
The price is AU$838
includes taxes & fees
9 May - 10 May
Santa Virginia
Microwave, cookware/dishes/utensils
Modern apartment 2 blocks from the beach
Modern apartment 2 blocks from the beach
Private kitchen
Cozy 1-bedroom apartment in enchanting Montevideo with WiFi, AC
Cozy 1-bedroom apartment in enchanting Montevideo with WiFi, AC
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Everything you need to know about San Jose holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the San Jose holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect San Jose holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

San Jose holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in San Jose. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A San Jose holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in. The selection of San Jose holiday rentals we have chosen for you start as low as AU$145 per night. Entering your travel dates in the search wizard you might find even better deals.

How to find incredible deals on San Jose rentals

At Expedia, we put the best San Jose holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top San Jose rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream San Jose holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around San Jose. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

San Jose Holiday Home Travel Info

Recent reviews in San Jose
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