Best Vacation Homes in San Jose
Apartment
10.0(4 Reviews)
1 Bedroom
1 Bath
2 Guests
237 ft²
Parking
Ocean View
Balcony/Terrace
View
US $178/Night
7 Nights - US $1,246
Apartment
10.0(57 Reviews)
1 Bedroom
1 Bath
2 Guests
Hot Tub- Parking
Pool- Balcony/Terrace
US $50/Night
7 Nights - US $350
Apartment
10.0(4 Reviews)
1 Bedroom
1 Bath
4 Guests
366 ft²
- Pool
Kitchen
Air Conditioner
Internet
US $64/Night
7 Nights - US $445
House
10.0(20 Reviews)
1 Bedroom
1 Bath
2 Guests
161.46 ft²
- Kitchen
Pet Friendly
Designated Smoking Area
US $32/Night
7 Nights - US $224
Apartment
10.0(3 Reviews)
4 Bedrooms
1 Bath
12 Guests
1184 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $226/Night
7 Nights - US $1,582
Apartment
10.0(2 Reviews)
1 Bedroom
1 Bath
4 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $167/Night
7 Nights - US $1,166
Apartment
10.0(2 Reviews)
3 Bedrooms
1 Bath
5 Guests
840 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $148/Night
7 Nights - US $1,033
San Jose Luxury Rentals
New
Apartment
1 Bedroom
1 Bath
2 Guests
645.83 ft²
- View
- Air Conditioner
- Internet
Accessibility
US $5,685/Night
7 Nights - US $39,797
RV Rental
2 Bedrooms
1 Bath
2 Guests
- Ocean View
- Balcony/Terrace
- View
- Internet
US $4,747/Night
7 Nights - US $33,229
Apartment
1 Bedroom
1 Bath
2 Guests
- Balcony/Terrace
- Air Conditioner
- Internet
- Pet Friendly
US $3,500/Night
7 Nights - US $24,500
House
10.0(1 Review)
2 Bedrooms
1 Bath
7 Guests
258.33 ft²
- Parking
- View
- Air Conditioner
- Pet Friendly
US $2,625/Night
7 Nights - US $18,375
House
3 Bedrooms
2 Baths
7 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $2,488/Night
7 Nights - US $17,416
US $2,350/Night
7 Nights - US $16,450
House
4 Bedrooms
2 Baths
8 Guests
- Parking
- Ocean View
- View
- Kitchen
US $2,016/Night
7 Nights - US $14,112
Apartment
9.2(13 Reviews)
1 Bedroom
1 Bath
2 Guests
322.92 ft²
- Parking
- Air Conditioner
- Internet
Child Friendly
US $1,848/Night
7 Nights - US $12,936
San Jose Pet Friendly Vacation Rentals
Apartment
10.0(2 Reviews)
1 Bedroom
1 Bath
4 Guests
538 ft²
Oceanfront- Parking
- Ocean View
- Balcony/Terrace
US $89/Night
7 Nights - US $620
Apartment
10.0(5 Reviews)
1 Bedroom
1 Bath
2 Guests
301.39 ft²
- Parking
- View
- Air Conditioner
- Internet
US $43/Night
7 Nights - US $301
Apartment
10.0(1 Review)
1 Bedroom
1 Bath
2 Guests
- Pool
- Ocean View
- Balcony/Terrace
- View
US $191/Night
7 Nights - US $1,334
House
10.0(4 Reviews)
2 Bedrooms
1 Bath
4 Guests
688.89 ft²
- Parking
- Pool
- Kitchen
- Air Conditioner
US $150/Night
7 Nights - US $1,050
House
10.0(1 Review)
4 Bedrooms
2 Baths
9 Guests
- Air Conditioner
- Internet
- Pet Friendly
- Child Friendly
US $173/Night
7 Nights - US $1,208
Apartment
10.0(1 Review)
3 Bedrooms
2 Baths
6 Guests
- Hot Tub
- Kitchen
- Air Conditioner
- Internet
US $137/Night
7 Nights - US $959
Apartment
10.0(1 Review)
3 Bedrooms
1 Bath
5 Guests
969 ft²
- Balcony/Terrace
- Kitchen
- Internet
- Pet Friendly
US $99/Night
7 Nights - US $696
San Jose Large Vacation Homes
Apartment
5 Bedrooms
3 Baths
11 Guests
- Oceanfront
- Hot Tub
- Parking
- Ocean View
US $630/Night
7 Nights - US $4,407
House
10.0(1 Review)
5 Bedrooms
4 Baths
13 Guests
215.28 ft²
- Pool
- Balcony/Terrace
- Air Conditioner
- Internet
US $300/Night
7 Nights - US $2,100
New
Apartment
1 Bedroom
1 Bath
11 Guests
- Air Conditioner
- Internet
- Pet Friendly
- Child Friendly
US $126/Night
7 Nights - US $881
House
10.0(1 Review)
4 Bedrooms
2 Baths
10 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $270/Night
7 Nights - US $1,890
Villa
4 Bedrooms
4 Baths
12 Guests
- Pool
Spa- Kitchen
- Air Conditioner
US $1,625/Night
7 Nights - US $11,378
Villa
4 Bedrooms
5 Baths
5 Guests
3444 ft²
Private Pool- Pool
- Spa
- Ocean View
US $1,625/Night
7 Nights - US $11,378
House
5 Bedrooms
7 Baths
8 Guests
- Private Pool
- Pool
- Kitchen
- Air Conditioner
US $378/Night
7 Nights - US $2,646
US $180/Night
7 Nights - US $1,260
Why Choose Rent By Owner for your San Jose Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit San Jose
When should you plan your Vacation Rentals stay?
Choosing the right time to visit here can enhance your experience, as the best seasons for exploring San Jose’s vibrant atmosphere and enjoying comfortable weather typically align with the region’s mild climate and seasonal shifts.
Peak Season Highlights
December to February
During the southern summer peak, you can enjoy warm weather and lively local festivities, making it an ideal time to explore here.
Average Temperature Daytime: 25°C to 30°C - Nighttime: 15°C to 20°C
Late March to May
The early autumn period offers pleasant temperatures and a vibrant atmosphere, perfect for immersing yourself in local culture and enjoying the region’s scenic beauty.
Average Temperature Daytime: 20°C to 25°C - Nighttime: 10°C to 15°C
Off-Season Highlights
June to August
This winter season brings cooler temperatures, providing a peaceful escape with fewer tourists and ideal conditions for exploring at a relaxed pace.
Average Temperature Daytime: 12°C to 18°C - Nighttime: 5°C to 10°C
September to November
Springtime here features mild weather and blooming landscapes, offering a quieter period for those looking to enjoy the local scenery without the crowds.
Average Temperature Daytime: 17°C to 22°C - Nighttime: 8°C to 13°C
Weekly Weather Forecast for San Jose
How to Book Your San Jose Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in San Jose
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy outdoor seating areas perfect for relaxing and dining al fresco amidst the region’s pleasant climate.
- Take advantage of well-maintained swimming pools that provide a refreshing escape in the outdoor spaces of your rental.
- Benefit from expansive gardens or landscaped yards that offer space for outdoor activities or simply unwinding in nature.
- Make use of barbecue facilities to host outdoor cookouts, ideal for gatherings under the clear skies.
- Explore nearby walking trails or pathways accessible directly from the property for scenic excursions around the area.
- Utilize outdoor sports amenities such as tennis courts or volleyball areas commonly available at properties here.
- Relish private patios or verandas that allow you to enjoy the region’s tranquil outdoors in comfort and privacy.
Top Attractions Around San Jose
What attractions are nearby?
In this charming destination, you can enjoy a variety of local activities nearby that showcase the region's rich culture and natural beauty, making it an ideal spot to explore during your stay in San Jose, Uruguay.
Family Activities
- Visit the Museum of Art History and Anthropology: Engage your family with the region's rich cultural heritage through interactive exhibits that bring history to life.
- Explore the Central Park: Enjoy relaxing picnics, leisurely strolls, and outdoor activities in this scenic green space perfect for family outings.
- Discover local cuisine at nearby markets: Experience the flavors of the area by sampling fresh produce and traditional dishes in vibrant market settings suitable for all ages.
- Take a guided city tour: Learn about the area's history and sights with family-friendly tours that make exploring here both fun and educational.
Adult Activities
- Visit the Museo Histórico Nacional: Dive into the region's rich history and culture at this prominent museum, perfect for enriching your stay.
- Explore Plaza Independencia: Stroll around the main square where you can enjoy vibrant local life and discover historic landmarks in this central area.
- Enjoy a wine tasting tour: Experience the region’s renowned wineries and sample exquisite local wines just a short drive from your accommodations.
- Relax at nearby beaches: Unwind on pristine sands and soak up the sun at some of the area's top beaches, ideal for a tranquil day out.
Other Places to Stay in San Jose
San Jose de Mayo
Bartolome Maccio Theater
San Jose Department
Ciudad del Plata
Ituzaingo
Mal Abrigo
Juan Soler
San Jose Travel Tips
How Can You Make the Most of Your Stay?
- Explore local markets: Visiting nearby markets allows you to experience authentic regional flavors and crafts, enriching your stay in this destination.
- Plan day trips: Take advantage of the area's scenic surroundings by organizing day trips to nearby attractions, ensuring you make the most of your time here.
- Engage with the community: Connecting with locals can provide unique insights into the region's culture and hidden gems, enhancing your overall experience.
- Choose well-located rentals: Selecting accommodations that are centrally located ensures easy access to key sites and local amenities in the area.
Transportation Options
- Private Car Services: You can conveniently hire a private car to explore the region and access your vacation rental with ease.
- Local Buses: Affordable and frequent bus routes connect key areas around here, making public transportation a practical choice for getting around.
- Taxis and Rideshare Options: Taxis and ridesharing apps offer quick transportation, providing reliable service directly to your vacation rental in this destination.
- Rental Cars: Renting a car gives you the flexibility to explore at your own pace and reach more remote parts of the region comfortably.
Local Customs Options
- Traditional Asado Grilling: Participating in local barbecue traditions, you’ll experience how families here celebrate gatherings with authentic asado, a cornerstone of social life in this destination.
- Mate Sharing Rituals: Engaging in the daily custom of sharing mate, a traditional herbal drink, allows you to connect with locals and immerse yourself in the communal spirit of this area.
- Respect for Punctuality in Social Visits: Understanding the region’s approach to timeliness will help you build meaningful connections during visits and social events in town.
- Festive Celebrations and Folk Music: Participating in or witnessing local festivities and folk music performances offers a genuine glimpse into the cultural heart of this destination.
San Jose Vacation Rental Frequently Asked Questions
1. What are the top vacation rentals in San Jose?
There are a lot of options in San Jose. If you plan on staying in the San Jose area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in San Jose:
- Hotel Richmond
- FAUNA Montevideo
- Casita La Palmita
- Puerto del Buceo, habitación en Apartamento Compartido
- Stylish Apartment with Balcony Cozy Stay in excellent Location
- en el corazón del Barrio Sur
- Montevideo al oeste, algo distinto.
- Rambla Bliss Suites - Frente a Playa Pocitos 🌊✨
- La Raíz Piscina Climatizada
- Techos Amarillos aparthotel
2. How many vacation rentals have private pools in San Jose?
There are 25 vacation rentals with private pools near San Jose. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in San Jose are best for families?
If you are looking for a family-friendly vacation home in San Jose, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in San Jose:
4. How many Rentbyowner vacation rentals are available in San Jose?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 832 in the San Jose area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in San Jose.
5. What is the cancellation policy for vacation rentals in this area?
Cancellation policies vary by listing, so you should review the specific terms and conditions provided on the property details. For detailed information, contact the property owner directly to ensure you understand the cancellation timeframe and any applicable fees.
6. How can I ensure my booking is confirmed and secure in this region?
To guarantee your reservation, complete all required steps as guided during the booking process, including payment and verification if necessary. Confirm with the property owner that your booking has been accepted to avoid any misunderstandings.
7. Are there any additional fees or charges I should be aware of when booking here?
Additional fees such as cleaning, service charges, or taxes are typically outlined in the listing details. Make sure to review these before confirming your reservation by contacting the owner for clarification if needed.
8. What amenities can I expect in the vacation rentals around here?
Amenities vary between properties, so check each listing carefully. For specific needs or questions about features like Wi-Fi, parking, or air conditioning, reach out directly to the host prior to booking.
9. Is there a long-term stay discount available for stays in this destination?
Long-term discounts are often offered for extended bookings. Contact the property owner directly to inquire about special rates or discounts for longer stays in this popular region.
San Jose Top Rated Vacation Rentals
Apartment
10.0(3 Reviews)
1 Bedroom
1 Bath
2 Guests
376.74 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $60/Night
7 Nights - US $420
Apartment
10.0(2 Reviews)
2 Bedrooms
1 Bath
4 Guests
129.17 ft²
- Oceanfront
Breakfast- Parking
- Pool
US $150/Night
7 Nights - US $1,050
Apartment
10.0(2 Reviews)
1 Bedroom
1 Bath
2 Guests
430.56 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $68/Night
7 Nights - US $476
Ski Chalet
10.0(2 Reviews)
1 Bedroom
1 Bath
3 Guests
258.33 ft²
Private Beach- Oceanfront
- Parking
- Pool
US $56/Night
7 Nights - US $394
House
10.0(1 Review)
2 Bedrooms
1 Bath
4 Guests
- Pool
- Kitchen
- Air Conditioner
- Internet
US $84/Night
7 Nights - US $588
Apartment
10.0(1 Review)
1 Bedroom
1 Bath
2 Guests
322.92 ft²
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $49/Night
7 Nights - US $343
Apartment
9.9(62 Reviews)
1 Bedroom
2 Baths
3 Guests
968.75 ft²
- Oceanfront
- Breakfast
- Parking
- Pool
US $68/Night
7 Nights - US $476
US $177/Night
7 Nights - US $1,239
