Discover Your Perfect San Jose Vacation Homes

Best Vacation Homes in San Jose

House
Map-icon
like-icon10.0
Exceptional
(177 Reviews)
3 Bedrooms 3 Baths 7 Guests 3500 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $315/Night 7 Nights - US $2,202
star-icons-4
House
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like-icon10.0
Exceptional
(41 Reviews)
4 Bedrooms 2 Baths 10 Guests 3013.89 ft²
  • Oceanfront
    Oceanfront
  • Breakfast
    Breakfast
More amenities
US $144/Night 7 Nights - US $1,007
Cabin
Map-icon
like-icon10.0
Exceptional
(12 Reviews)
1 Bedroom 1 Bath
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $197/Night 7 Nights - US $1,376
House
Map-icon
like-icon10.0
Exceptional
(113 Reviews)
3 Bedrooms 2 Baths 6 Guests 2500 ft²
  • Breakfast
    Breakfast
  • Parking
    Parking
More amenities
US $249/Night 7 Nights - US $1,743
House
Map-icon
like-icon10.0
Exceptional
(17 Reviews)
3 Bedrooms 2 Baths 7 Guests 1722.23 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $126/Night 7 Nights - US $882
House
Map-icon
like-icon10.0
Exceptional
(89 Reviews)
3 Bedrooms 2 Baths 8 Guests 2400 ft²
  • Private Pool
    Private Pool
  • Parking
    Parking
More amenities
US $183/Night 7 Nights - US $1,283
House
Map-icon
like-icon10.0
Exceptional
(79 Reviews)
4 Bedrooms 3 Baths 16 Guests 5995 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
US $453/Night 7 Nights - US $3,169
Villa
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like-icon10.0
Exceptional
(71 Reviews)
4 Bedrooms 3 Baths 12 Guests 4350 ft²
  • Private Pool
    Private Pool
  • Parking
    Parking
More amenities
US $278/Night 7 Nights - US $1,948

San Jose Luxury Rentals

House
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1 Bedroom 1 Bath 2 Guests
  • Parking
    Parking
  • Pool
    Pool
More amenities
Unlock the Best Price
Villa
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3 Bedrooms 2 Baths 9 Guests
  • Parking
    Parking
  • Kitchen
    Kitchen
More amenities
US $2,797/Night 7 Nights - US $19,576
House
Map-icon
1 Bedroom 1 Bath 24 Guests
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
US $2,584/Night 7 Nights - US $18,088
Apartment
Map-icon
1 Bedroom 1 Bath 2 Guests
  • Internet
    Internet
  • Child Friendly
    Child Friendly
US $2,500/Night 7 Nights - US $17,500
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
13 Bedrooms 11 Baths 30 Guests
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
US $1,370/Night 7 Nights - US $9,590
Villa
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8 Bedrooms 10 Baths 12 Guests 22 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
US $1,361/Night 7 Nights - US $9,529
House
Map-icon
3 Bedrooms 1 Bath 6 Guests
  • Air Conditioner
    Air Conditioner
  • Pet Friendly
    Pet Friendly
More amenities
US $1,298/Night 7 Nights - US $9,085
Apartment
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3 Bedrooms 3 Baths 8 Guests
  • Internet
    Internet
  • Child Friendly
    Child Friendly
More amenities
US $1,241/Night 7 Nights - US $8,687

San Jose Pet Friendly Vacation Rentals

Apartment
Map-icon
like-icon10.0
Exceptional
(12 Reviews)
2 Bedrooms 2 Baths 6 Guests
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
US $162/Night 7 Nights - US $1,132
Apartment
Map-icon
like-icon10.0
Exceptional
(11 Reviews)
1 Bedroom 1 Bath 2 Guests 96.88 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $74/Night 7 Nights - US $521
star-icons-4
Apartment
Map-icon
like-icon9.6
Exceptional
(93 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Breakfast
    Breakfast
  • Parking
    Parking
More amenities
US $197/Night 7 Nights - US $1,379
Apartment
Map-icon
like-icon10.0
Exceptional
(10 Reviews)
2 Bedrooms 2 Baths 4 Guests 861 ft²
  • Parking
    Parking
  • Pool
    Pool
More amenities
US $166/Night 7 Nights - US $1,162
House
Map-icon
like-icon10.0
Exceptional
(9 Reviews)
2 Bedrooms 1 Bath 7 Guests 516.67 ft²
  • Private Pool
    Private Pool
  • Parking
    Parking
More amenities
US $50/Night 7 Nights - US $350
Apartment
Map-icon
like-icon10.0
Exceptional
(9 Reviews)
2 Bedrooms 2 Baths 4 Guests
  • Parking
    Parking
  • Pool
    Pool
More amenities
US $162/Night 7 Nights - US $1,132
House
Map-icon
like-icon10.0
Exceptional
(8 Reviews)
6 Bedrooms 7 Baths 16 Guests
  • Hot Tub
    Hot Tub
  • Pool
    Pool
More amenities
US $405/Night 7 Nights - US $2,835
House
Map-icon
like-icon10.0
Exceptional
(7 Reviews)
4 Bedrooms 3 Baths 12 Guests 2519 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $169/Night 7 Nights - US $1,181

San Jose Large Vacation Homes

Villa
Map-icon
like-icon10.0
Exceptional
(55 Reviews)
3 Bedrooms 3 Baths 6 Guests
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
US $315/Night 7 Nights - US $2,203
star-icons-4
Villa
Map-icon
like-icon10.0
Exceptional
(5 Reviews)
4 Bedrooms 4 Baths 9 Guests 6458.35 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $74/Night 7 Nights - US $518
star-icons-3
Villa
Map-icon
like-icon6.0
Good
(2 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Breakfast
    Breakfast
  • Parking
    Parking
More amenities
US $356/Night 7 Nights - US $2,492
House
Map-icon
like-icon10.0
Exceptional
(51 Reviews)
8 Bedrooms 4 Baths 20 Guests 5705 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
US $519/Night 7 Nights - US $3,631
star-icons-3
Villa
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
2 Bedrooms 1 Bath 5 Guests 1022.57 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $61/Night 7 Nights - US $425
House
Map-icon
like-icon10.0
Exceptional
(30 Reviews)
6 Bedrooms 6 Baths 12 Guests 4500 ft²
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
US $756/Night 7 Nights - US $5,292
Villa
Map-icon
like-icon10.0
Exceptional
(12 Reviews)
3 Bedrooms 2 Baths 6 Guests
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
US $181/Night 7 Nights - US $1,268
House
Map-icon
like-icon10.0
Exceptional
(7 Reviews)
5 Bedrooms 5 Baths 14 Guests 861 ft²
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
US $145/Night 7 Nights - US $1,018

Why Choose Rent By Owner for your San Jose Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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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 ensures you enjoy the region’s best weather and experiences, making your search for ideal vacation rentals as seamless and rewarding as possible.

Peak Season Highlights

spring
December to April

During this peak period, you'll find the area bustling with visitors seeking warm weather and dry conditions, ideal for exploring and outdoor activities.

Average Temperature Daytime: around 28°C - Nighttime: around 20°C
spring
July to August

These months mark the second peak, attracting travelers looking to enjoy the region's vibrant culture and lush landscapes during the dry season.

Average Temperature Daytime: approximately 27°C - Nighttime: roughly 19°C

Off-Season Highlights

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May to June

The early summer months bring a quieter atmosphere, offering a more relaxed experience for those seeking peaceful stays and lower rates.

Average Temperature Daytime: about 26°C - Nighttime: around 18°C
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September to November

During these months, expect fewer crowds as the region experiences increased rainfall, making it perfect for visitors who prefer a tranquil environment.

Average Temperature Daytime: close to 25°C - Nighttime: approximately 17°C

Weekly Weather Forecast for San Jose

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.

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 swimming or relaxing by a private or shared outdoor pool, perfect for unwinding after exploring the city.
  • Take advantage of lush garden or courtyard areas to enjoy peaceful outdoor moments during your stay.
  • Make use of furnished terraces or patios ideal for outdoor dining and socializing in the fresh air.
  • Benefit from secure, accessible outdoor parking facilities suited for your travel needs.
  • Explore well-maintained walking paths or trails that allow you to experience the scenic surroundings.
  • Utilize outdoor barbecue grills for making the most of your culinary adventures here.
  • Relax in outdoor lounging areas equipped with comfortable seating, offering a perfect spot to unwind under the sun.
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Family Activities

  • Children's Museum Costa Rica: Engage your family in interactive exhibits and educational fun at this popular museum, perfect for kids exploring the region.
  • La Sabana Metropolitan Park: Enjoy outdoor activities such as picnicking, biking, or simply relaxing amidst lush greenery at this expansive urban park in the area.
  • Pre-Columbian Gold Museum: Discover Costa Rican history with your family through fascinating artifacts and guided tours in the heart of the city.
  • Jade Museum: Immerse yourselves in the region’s rich cultural heritage by exploring ancient jade artifacts and engaging displays that captivate all ages.
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Adult Activities

  • Visit the National Theatre: Experience a guided tour or catch a live performance at this iconic cultural landmark in the heart of the city, showcasing Costa Rican artistry and architecture.
  • Explore the Central Market: Dive into local flavors and crafts by browsing through vibrant stalls that highlight the region’s culinary and artisanal traditions.
  • Discover the Jade Museum: Delve into the region’s rich history by exploring an extensive collection of pre-Columbian jade artifacts housed within this renowned museum.
  • Enjoy a stroll through La Sabana Park: Relax and unwind among lush greenery and scenic views in the largest park in the area, perfect for outdoor activities and leisure.

Other Places to Stay in San Jose

San Jose Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Cuisine: Take the opportunity to enjoy authentic Costa Rican dishes at local eateries, immersing yourself in the region's vibrant culinary culture during your stay.
  • Visit Cultural Highlights: Make time to discover the area's cultural landmarks and museums, offering insight into the rich history and traditions that define this destination.
  • Plan Day Trips: Use your central location to embark on day trips to nearby natural attractions and scenic spots, maximizing your experience here without long commutes.
  • Choose Prime Accommodation: Selecting vacation rentals in convenient neighborhoods ensures easy access to transportation and popular sites, enhancing your overall visit to this region.

Transportation Options

  • Public Buses: The regional bus system offers a cost-effective way to explore the area and reach key points of interest from your vacation rental.
  • Taxis and Ride-Sharing Services: Convenient for quick trips around the city, taxis and ride-sharing options provide reliable transportation directly from your lodging here.
  • Car Rentals: Renting a car gives you the flexibility to discover the region at your own pace, with many rental agencies available near the city center.
  • Airport Transfers: Pre-arranged shuttle services or private transfers offer seamless connections between the airport and your vacation rental in this destination.

Local Customs Options

  • Respectful Greetings: When entering local shops or restaurants, greeting with a warm "Pura Vida" is customary and appreciated as a sign of friendliness.
  • Traditional Dress: During cultural events and festivals, wearing modest, colorful attire shows respect for the region's vibrant heritage.
  • Local Dining Etiquette: It’s common to share meals and engage in lively conversations, embracing the communal spirit of this destination.
  • Environmental Respect: Proper disposal of waste and conservation efforts are highly valued here, reflecting the area's commitment to sustainability.

San Jose Vacation Rental Frequently Asked Questions

2. How many vacation rentals have private pools in San Jose?

There are 118 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 2650 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 San Jose, Costa Rica?

Cancellation policies vary by property, so it’s important to review the specific listing details. You can find this information on the rental page or contact the owner directly to understand any fees or restrictions.

6. How do I securely book a vacation rental in San Jose through this platform?

Bookings are secured through the platform's trusted payment system, ensuring your personal and financial information is protected. For additional peace of mind, verify the property's reviews and communicate with the owner before finalizing your reservation.

7. Are there specific check-in and check-out times I should be aware of when staying here?

Check-in and check-out times are set by each host and can be found on the individual listing. It’s recommended to confirm these details during the booking process or by contacting the owner directly to ensure a smooth arrival and departure.

8. What amenities are typically available in vacation rentals in this area?

Amenities vary depending on the property, but most offer essentials like Wi-Fi, air conditioning, and kitchen facilities. To see what’s included, review the property description and amenities list on the listing.

9. How can I get assistance if I encounter issues during my stay in this destination?

If you experience problems during your stay, reach out to the property owner or the customer support team associated with the platform. They are available to assist you and ensure your visit remains enjoyable.

San Jose Top Rated Vacation Rentals

House
Map-icon
like-icon10.0
Exceptional
(47 Reviews)
4 Bedrooms 2 Baths 9 Guests 1830 ft²
  • Private Pool
    Private Pool
  • Parking
    Parking
More amenities
US $242/Night 7 Nights - US $1,696
Apartment
Map-icon
like-icon10.0
Exceptional
(33 Reviews)
1 Bedroom 1 Bath 3 Guests
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
US $105/Night 7 Nights - US $732
Condo
Map-icon
like-icon10.0
Exceptional
(16 Reviews)
2 Bedrooms 2 Baths 4 Guests 818 ft²
  • Parking
    Parking
  • Pool
    Pool
More amenities
US $104/Night 7 Nights - US $729
Apartment
Map-icon
like-icon10.0
Exceptional
(14 Reviews)
1 Bedroom 1 Bath 3 Guests
  • Parking
    Parking
  • Pool
    Pool
More amenities
US $93/Night 7 Nights - US $651
Condo
Map-icon
like-icon10.0
Exceptional
(13 Reviews)
1 Bedroom 2 Baths 2 Guests 1023 ft²
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
US $114/Night 7 Nights - US $798
Apartment
Map-icon
like-icon10.0
Exceptional
(12 Reviews)
2 Bedrooms 1 Bath 4 Guests 538 ft²
  • Private Pool
    Private Pool
  • Parking
    Parking
More amenities
US $142/Night 7 Nights - US $992
Apartment
Map-icon
like-icon10.0
Exceptional
(8 Reviews)
2 Bedrooms 2 Baths 4 Guests
  • Parking
    Parking
  • Pool
    Pool
More amenities
US $90/Night 7 Nights - US $627
Apartment
Map-icon
like-icon10.0
Exceptional
(7 Reviews)
1 Bedroom 1 Bath 2 Guests 431 ft²
  • Private Pool
    Private Pool
  • Parking
    Parking
More amenities
US $104/Night 7 Nights - US $729