Photo by Alejandro Ferrari

San Jose Holiday Rentals

  • Plan, book, stay with confidence
  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Top Holiday Rentals Destinations in San Jose

Farm house with private beach between Colonia and Montevideo.
The price is NZ$374
includes taxes & fees
24 Nov - 25 Nov
Farm house with private beach between Colonia and Montevideo.
Gema Luxury Suites
3.5 star property
8.2 out of 10, Very good, (291)
"Los empleados fueron súper amables, nos ayudaron con la estadía y nuestras necesidades. La habitación súper linda y cómoda. Re bien ubicado y súper seguro!! Muchas gracias! Volveremos pronto! María G "
The price is NZ$118
includes taxes & fees
25 Nov - 26 Nov
Gema Luxury Suites
Historic District Hidden Gem. The Best Location.
10.0 out of 10, Exceptional, (23)
"This is a charming apartment two blocks from the ferry port and a great value. It is 1/2 block from the Puerto Mercado, and lots of restaurants. The street is lively during the evenings and weekend with lots of people, bars, and music. Convenient grocery stores, pharmacy, bus stops, and tour pick up points all nearby. Constitution Plaza is about a 10 minute walk away. Kitchen is well equipped, good AC, lovely balcony, and comfortable bed. Note, this is a two flight walk up with about 40...
Historic District Hidden Gem. The Best Location.
Hermosa Casona Central
Hermosa Casona Central
Beautiful apartment in the historic center and overlooking the river
10.0 out of 10, Exceptional, (4)
"Very nice apartment overlooking Teatro Solís. Great location. Convenient to transportation. Excellent hosts. "
Beautiful apartment in the historic center and overlooking the river
Modern, cosy and practical place
Modern, cosy and practical place
Modern apartment 2 blocks from the beach
Modern apartment 2 blocks from the beach
Rambla Bliss Suites - Frente a Playa Pocitos 🌊✨
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...
Rambla Bliss Suites - Frente a Playa Pocitos 🌊✨
Casa Quinta en Montevideo, Melilla
The price is NZ$480
includes taxes & fees
23 Nov - 24 Nov
Casa Quinta en Montevideo, Melilla
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
Santa Virginia
3.0 star property
Santa Virginia
Design studio with City Skyline views in the heart of Punta Carretas
Design studio with City Skyline views in the heart of Punta Carretas
Apartment, Studio type in front of the MAM
10.0 out of 10, Exceptional, (1)
"Good"
Apartment, Studio type in front of the MAM
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
Complejo Turístico Los Piamonteses
2.0 star property
Complejo Turístico Los Piamonteses
Habitacion en Carrasco, Cerca del Aeropuerto
2.0 out of 10, (1)
"Excelente "
Habitacion en Carrasco, Cerca del Aeropuerto
Nice house near the airport, up to 5 guests!
Nice house near the airport, up to 5 guests!
Spacious, bright and excellent condition in the Center
Spacious, bright and excellent condition in the Center
Montevideo, Centro Edificio El Pais
Montevideo, Centro Edificio El Pais
Panoramic Park Views at Punta Carretas
Panoramic Park Views at Punta Carretas
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.
Don't see what you're looking for?
See all available properties in San Jose
Save an average of 15% on thousands of hotels when you're signed in
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.