50 Best Vacation Rentals in San Jose - Holiday Lettings - Cabins

Close

San Jose

No dates Enter dates for accurate prices -

Adults, Children

Enter dates for more accurate prices

Payment Protection
To book this vacation rental you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

279 Vacation rentals

9

San Jose Vacation b&b rental

San Jose Metro / San Jose

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Suitable for children age 5+
  • Pet friendly
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 …see more

from $110 / night

$770 / week

Book View

from $110 / night

8

San Jose Vacation guest house rental

San Jose Metro / San Jose

1 8 1 night min

  • 1 bedroom
  • Sleeps 8
  • 1 night min
  • Pet friendly
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 …see more

from $20 / night

$140 / week

Book View

Responds fast!
avg. 1 hour 27 minutes

from $20 / night

10

Vacation finca in San Jose

San Jose Metro / San Jose

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Nearest beach 40 mi
  • Child friendly
  • Pet friendly
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 far …see more

from $90 / night

$630 / week

Book View

Responds fast!
avg. 3 hours 37 minutes

from $90 / night

6

San Jose Vacation finca rental

San Jose Metro / San Jose

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Nearest beach 40 mi
  • Child friendly
  • Pet friendly
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 far …see more

from $80 / night

$560 / week

Book View

Responds fast!
avg. 3 hours 37 minutes

from $80 / night

9

Vacation home in San Jose

San Jose Metro / San Jose

5 24 2 nights min

  • 5 bedrooms
  • Sleeps 24
  • 2 nights min
  • Child friendly
  • Private garden
Located in the quiet and beautiful neighborhood of Barrio Dent, just a few minutes away from most of San Jose city highlights, this recently renovated house offers both comfort and a list of many things to do around the area. This bright and stylish house consists of fi …see more

from $390 / night

$2,100 - $2,730 / week

Book View

Responds fast!
avg. 1 hour 27 minutes

from $390 / night

12

San Jose Vacation villa rental

San Jose Metro / San Jose

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Nearest beach 40 mi
  • Swimming pool
  • Child friendly
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 p …see more

from $100 / night

$700 / week

Book View

Responds fast!
avg. 3 hours 37 minutes

from $100 / night

(3) Excellent 

15

Vacation apartment in San Jose

San Jose Metro / San Jose

1 2 4 nights min

  • 1 bedroom
  • Sleeps 2
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Great studio - apartment in a very quiet place. Located in Rohrmoser, a safe place near the USA Embassy, shopping centers and places to eat. Sabana park, one of the most beautiful parks in San Jose is at 5 minutes by car. 50mts2 apartment with air conditioner, 1 bathroo …see more

from $57 / night

$399 / week

Book View

Responds fast!
avg. 2 hours 53 minutes

from $57 / night

22

Vacation apartment rental

San Jose Metro / San Jose

3 5 5 nights min

  • 3 bedrooms
  • Sleeps 5
  • 5 nights min
  • Swimming pool
Very spacious 105mts2,3 bedrooms,2 bathrooms, great living room and dining room surrounded by nature and fresh air. The apartment has a private terrace perfect to enjoy the sights of the Escazu mountains and relax. Also counts with full kitchen amenities and laundry. T …see more

from $120 / night

$700 - $910 / week

Book View

Responds fast!
avg. 2 hours 53 minutes

from $120 / night

22

Vacation apartment in San Jose

San Jose Metro / San Jose

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Swimming pool
  • Child friendly
Modern building, brand new apartment with river view. Located in Rohrmoser, a safe place near the USA Embassy, shopping centers and places to eat. Sabana park, one of the most beautiful parks in San Jose is at 5 minutes by car. Private gym & pool. Very spacious 100 mts2 …see more

from $100 / night

$650 - $860 / week

Book View

Responds fast!
avg. 2 hours 53 minutes

from $100 / night

(1) Excellent 

30

San Jose Vacation apartment rental

San Jose Metro / San Jose

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Child friendly
Spacious 80 mts2 with two bedrooms and 2 bathrooms. A living room and dining room surrounded by nature, river and fresh air. The apartment has a private terrace perfect to enjoy the sights and relax while eating or reading. Full equipped kitchen, fans in the rooms with …see more

from $95 / night

$520 - $660 / week

Book View

Responds fast!
avg. 2 hours 53 minutes

from $95 / night

42

Vacation apartment in San Jose

San Jose Metro / San Jose

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Child friendly
Our apartments are located in the heart of the city of San Jose, with access to museums, the main theaters of the country, the famous central market and the cathedral, plus a variety of bars, restaurants and sodas, shops for all tastes and close to most of city and inte …see more

from $55 / night

$350 / week

Book View

from $55 / night

5

B&b rental in San Jose

San Jose Metro / San Jose

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Ask about children
  • Ask about pets
Located in Escazú, the best quarter of San José, Tierra Magica is a new and quaint B&B. It offers beautiful and independent rooms with the choice of a king size or two queen size beds with wireless internet and cable TV. A delicious and complete breakfast can b …see more

from $60 / night

$350 - $420 / week

Book View

Responds fast!
avg. 3 hours 50 minutes

from $60 / night

(7) Excellent 

29

Apartment rental in San Jose with shared pool

San Jose Metro / San Jose

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Nearest beach 75 mi
  • Swimming pool
  • Child friendly
Inside the lovely Cariari Lapa Premium Vacation Condo, you will find two bedrooms, queen & full/double. Luxuriate in the main suite with the incredible queen bed bed, and have others enjoy the cozy second bedroom with equally excellent bedding. Revel in the wonderfull …see more

from $65 / night

$495 - $915 / week

Book View

Responds fast!
avg. 16 minutes

from $65 / night

17

San Jose Vacation apartment rental

San Jose Metro / San Jose

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Nearest beach 113 mi
  • Child friendly
  • Car not necessary
The neighboarhood very friendly and calm. Near bus stop that ride to downtown. Rounded by mountains. We are located 2 miles away from museums and downtown places in San Jose. You can find supermarkets less tan one block away, malls les one mile away and find walking par …see more

from $15 / night

$105 - $175 / week

Book View

from $15 / night

12

Vacation apartment rental

San Jose Metro / San Jose

1 2 6 nights min

  • 1 bedroom
  • Sleeps 2
  • 6 nights min
  • Nearest beach 70 mi
  • Car not necessary
Costa Rica Furnished Apartment Studio Suites for rent consists of a single room plus a full bathroom with its private internal patio for ventilation and natural illumination. The rental flat has a loft like floor plan, that turns to be an excellent accommodation soluti …see more

from $70 / night

$500 / week

Book View

from $70 / night

(5) Very Good 

27

San Jose Vacation apartment rental

San Jose Metro / San Jose

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
105 mts2 new apartment with 2 rooms and 2 bathrooms. It has a great spacious dining and living room with a spectacular view to the river and green areas. You can see the sunrise from your balcony. If has a full equipped kitchen, with washer machine, microwave and all th …see more

from $100 / night

$650 - $860 / week

Book View

Responds fast!
avg. 2 hours 53 minutes

from $100 / night

72

Vacation home rental

San Jose Metro / San Jose

1 1 1 night min

  • 1 bedroom
  • Sleeps 1
  • 1 night min
  • Child friendly
San Jose Metropolitan Area (Spanish: Gran Area Metropolitana de San José) is the largest urban agglomeration in Costa Rica, comprising areas of high population density surrounding the capital, San José. The most proper definition corresponds to INEC's urban districts of …see more

from $15 / night

$105 / week

Book View

from $15 / night

(4) Excellent 

12

Vacation apartment in San Jose

San Jose Metro / San Jose

2 4 60 nights min

  • 2 bedrooms
  • Sleeps 4
  • 60 nights min
  • Swimming pool
  • Child friendly
  • Private garden
apartment appliances, located in san jose, with excellent view to the main street of San José "Paseo colon´´, building the country higher plant number 19, boasts proximity to all public services, airport is 15 kms, private parking, swimming pool, jacuzzi, gym, private A …see more

from $75 / night

$525 / week

Book View

Responds fast!
avg. 1 hour 25 minutes

from $75 / night

(4) Good 

12

San Jose Vacation apartment rental

San Jose Metro / San Jose

1 2 4 nights min

  • 1 bedroom
  • Sleeps 2
  • 4 nights min
  • Nearest beach 129 mi
  • Child friendly
  • Car not necessary
The neighboarhood very friendly and calm. Near bus stop that ride to downtown. Rounded by mountains. We are located 2 miles away from museums and downtown places in San Jose. You can find supermarkets less tan one block away, malls les one mile away and find walking par …see more

from $17 / night

$115 / week

Book View

from $17 / night

(8) Excellent 

Certificate of Excellence

27

San Jose Vacation apartment rental

San Jose Metro / San Jose

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 70 mi
  • Swimming pool
  • Child friendly
Top Vacation Rental and 7 other modern premium condos in the Central Valley of Costa Rica accommodating 2, 4, 6, or 9 people in each. Message us for more info! This Vacation Condo is perfect for your Costa Rican stay. It can a single vacation base, or just one of the …see more

Certificate of Excellence

from $79 / night

$553 / week

Book View

Responds fast!
avg. 16 minutes

from $79 / night

4

San Jose Vacation hotel apartment rental

San Jose Metro / San Jose

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
Wonderful studio located near San José Downtown (10 minutes away from the Central Avenue). This full equpiped studio is on the fourth floor of the Aranjuez Apartaments building. It has an excellent view of the mountains that surrounds the Central Valley. From here, you …see more

from $95 / night

$665 / week

Book View

from $95 / night

19

Apartment rental in San Jose

San Jose Metro / San Jose

1 2 4 nights min

  • 1 bedroom
  • Sleeps 2
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Beautiful one bedroom with view to city and mountains. It has A/C, blackout curtains, queen bed, 1 bathroom, cable TV, full equipped kitchen, washer and dryer machine, 1 private parking. It is in a beautiful new building with a semi Olympic pool, modern gym and playgrou …see more

from $70 / night

$680 / week

Book View

Responds fast!
avg. 2 hours 53 minutes

from $70 / night

11

Vacation b&b in San Jose

San Jose Metro / San Jose

5 14 2 nights min

  • 5 bedrooms
  • Sleeps 14
  • 2 nights min
  • Nearest beach 99 mi
  • Child friendly
  • Car not necessary
Dental Housing 3 minutes walk to the Cavallini International Dental Clinic. Short Walking Distance From Dr. Arnoldo Anglada's Dental Office. 15 minutes Walk To Central San Jose, 4 Blocks to Sabana Park, Costa Rican Art Museum, Close To Restaurants, groceries stores, ban …see more

from $38 / night

$266 - $1,631 / week

Book View

from $38 / night

(7) Excellent 

22

Vacation apartment with shared pool in San Jose

San Jose Metro / San Jose

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary
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 empt …see more

from $79 / night

$645 - $1,149 / week

Book View

Responds fast!
avg. 16 minutes

from $79 / night

(10) Very Good 

31

Apartment rental in San Jose

San Jose Metro / San Jose

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Nearest beach 64 mi
  • Child friendly
  • Car not necessary
Coming to San Jose? Why stay in a Hotel, rent this tastefully decorated, modern apartment fully furnished and equipped. Make the most of everyday of your Costa Rica vacation! More practical option than a hotel room. Bedroom have a queen size bed. Kitchen fully equipped …see more

from $75 / night

$525 / week

Book View

Responds fast!
avg. 2 hours 45 minutes

from $75 / night

(2) Very Good 

28

Vacation home in San Jose

San Jose Metro / San Jose

3 7 2 nights min

  • 3 bedrooms
  • Sleeps 7
  • 2 nights min
  • Child friendly
Modern 2 story house, newly equipped and decorated. It has 1 main bedroom with a queen size bed, walking closet, private bathroom, working station (desk) and TV with cable. Second room with a full size bed and a pull out single bed. Third room with a single bed and a pu …see more

from $79 / night

$515 - $655 / week

Book View

from $79 / night

72

Vacation home in San Jose

San Jose Metro / San Jose

1 1 1 night min

  • 1 bedroom
  • Sleeps 1
  • 1 night min
  • Child friendly
Since colonial times, Costa Rica's Central Valley houses a major share of the population in less than a tenth of the country's total area. On this plateau lies four of the seven provincial seats, including the capital, San José. Throughout the years a strong immigration …see more

from $15 / night

$105 / week

Book View

from $15 / night

(1) Good 

4

San Jose Vacation apartment rental

San Jose Metro / San Jose

2 2 nights min

  • Sleeps 2
  • 2 nights min
  • Nearest beach 48 mi
  • Car not necessary
In the absolutely best neighborhood in San José, our studios are close to every interesting site. Close to bus, train, taxi and bus stops, convenience stores, great restaurants and just steps away from Parque Metropolitano La Sabana. Totally furnished and equipped id …see more

from $100 / night

$600 / week

Book View

from $100 / night

17

Vacation apartment in San Jose

San Jose Metro / San Jose

1 3 7 nights min

  • 1 bedroom
  • Sleeps 3
  • 7 nights min
  • Child friendly
Private apartment on the first floor of two story building. Big and airy, fully equipped kitchen plus all amenities with its own beautiful patio. This apartment will make you feel like at home. Free Wi Fi, TV, Washer/Dryer for you available. Large and comfortable. …see more

from $40 / night

$280 / week

Book View

Responds fast!
avg. 2 hours 45 minutes

from $40 / night

11

San Jose Vacation private room rental

San Jose Metro / San Jose

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Pet friendly
Hi! Safe and quiet neighborhood, gated community with security. Easy to navigate. Walking distance from universities, restaurants, markets, banks, bars & several bus stops. 15min bus ride to downtown San Jose. Spacious home with patio. LGBTQ Friendly. This is a great ar …see more

from $17 / night

$115 - $178 / week

Book View

Responds fast!
avg. 35 minutes

from $17 / night

7

Vacation apartment in San Jose

San Jose Metro / San Jose

1 5 1 night min

  • 1 bedroom
  • Sleeps 5
  • 1 night min
  • Nearest beach 97 mi
  • Child friendly
  • Air conditioning
JUNIOR SUITE elegant, spacious and bright rooms of 50 m2 furnished (tables/chairs). The Junior Suites have a living room and kitchenette and are exquisitely decorated with furniture kitchen, refrigerator, Television with the facilities and services you need to make your …see more

from $143 / night

$622 / week

Book View

from $143 / night

72

Vacation home in San Jose

San Jose Metro / San Jose

1 1 1 night min

  • 1 bedroom
  • Sleeps 1
  • 1 night min
  • Child friendly
Since colonial times, Costa Rica's Central Valley houses a major share of the population in less than a tenth of the country's total area. On this plateau lies four of the seven provincial seats, including the capital, San José. Throughout the years a strong immigration …see more

from $15 / night

$105 / week

Book View

from $15 / night

6

San Jose Vacation b&b rental

San Jose Metro / San Jose

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Ask about pets
Located in Escazú, the best quarter of San José, Tierra Magica is a new and quaint B&B.; It offers beautiful and independent rooms with the choice of a king size or two queen size beds with wireless internet and cable TV. A delicious and complete breakfast can …see more

from $60 / night

$350 / week

Book View

Responds fast!
avg. 3 hours 50 minutes

from $60 / night

(40) Excellent 

19

San Jose Vacation apartment rental

San Jose Metro / San Jose

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 70 mi
  • Swimming pool
  • Child friendly
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 own …see more

from $69 / night

$483 / week

Book View

Responds fast!
avg. 16 minutes

from $69 / night

(2) Very Good 

12

San Jose Vacation b&b rental

San Jose Metro / San Jose

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Nearest beach 89 mi
  • Suitable for children age 5+
  • Car not necessary
"Mi Casa guesthouse" is a brand new, 5-bedrooms, 6-bathrooms house in the heart of San Jose, conveniently located just two blocks from Paseo Colon Street. You will notice high end finishes and personal touches and individual attention to details that are important …see more

from $60 / night

$420 / week

Book View

Responds fast!
avg. 2 hours 45 minutes

from $60 / night

28

Vacation apartment in San Jose

San Jose Metro / San Jose

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
Coming to San Jose? Make the most of everyday of your Costa Rica vacation! Why stay in a Hotel, more practical option than a hotel room. Rent this tastefully decorated 2 bedrooms 2 bathrooms modern apartment fully furnished and equipped. Main bedroom have a queen size …see more

from $110 / night

$770 / week

Book View

Responds fast!
avg. 2 hours 45 minutes

from $110 / night

20

San Jose Vacation apartment rental

San Jose Metro / San Jose

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Air conditioning
The apartment is situated in a first class neat condominium building on the southern edge of La Sabana. The main entrance is on the ground floor with 24/7 security that helps you feel safe and secure at all times and a Concierge. Elevator to the 7th floor where is si …see more

from $200 / night

$1,400 / week

Book View

from $200 / night

8

San Jose Vacation condo rental

San Jose Metro / San Jose

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Nearest beach 75 mi
  • Swimming pool
  • Car not necessary
Welcome to my home, this condo has a great location, close to downtown San José and only 30min away from Juan Santamaria Airport. Great views of La Sabana Metropolitan Park, central valley and surrounding mountains. Short drive to some of the best restaurants and shopp …see more

from $84 / night

$588 / week

Book View

from $84 / night

19

San Jose Vacation apartment rental

San Jose Metro / San Jose

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Beautiful two bedroom apartment with view to city. It has a balcony to enjoy the view of the sunset every afternoon. Two bedrooms with King and queen bed, Air Conditioner in the living room, full equipped kitchen, washer and dryer machine, 2 complete bathrooms and super …see more

from $80 / night

$550 - $690 / week

Book View

Responds fast!
avg. 2 hours 53 minutes

from $80 / night

6

Vacation b&b in San Jose

San Jose Metro / San Jose

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • Ask about pets
This cozy little room has a desk overlooking garden. It has a queen size bed and private bathroom. It is on the second floor of the main house and shares a desk space and living area with the Sol Room. It has wifi and access to an old mac computer. Our prices inc …see more

from $40 / night

$200 / week

Book View

Responds fast!
avg. 3 hours 50 minutes

from $40 / night