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

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63 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

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from $110 / night

24

Apartment rental in San Jose with shared pool

San Jose Metro / San Jose

1 5 7 nights min

  • 1 bedroom
  • Sleeps 5
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
Oasis Premium is a safe and fabulous floor to ceiling glass views option in the heart of Costa Rica's bustling metropolitan area (full of museums, street markets and great places to eat, drink and club); a high end designed micro-penthouse styled condo where you will en …see more

from $143 / night

$995 - $1275 / week

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from $143 / night

(3) Very Good 

6

Vacation apartment with shared pool in San Jose

San Jose Metro / San Jose

2 7 3 nights min

  • 2 bedrooms
  • Sleeps 7
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
If you are looking for a comfortable and realaxing place, you've found it!!! Enjoy your stay on Costa Rica relaxing on your beautiful terrace overlooking a gorgeous pool. Surrounded by natural parklands, our condo is completely furnished and equipped with all …see more

from $49 / night

$343 - $553 / week

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from $49 / night

(2) Excellent 

61

Vacation villa in San Jose

San Jose Metro / San Jose

6 12 1 night min

  • 6 bedrooms
  • Sleeps 12
  • 1 night min
  • Child friendly
  • Ask about pets
This Palace, the past Costa Rican Presidential Mansion/ British embassy, is 13,000sq. with 6 suits, 9 bathrooms , 2 private bars, servants quarters, deluxe chefs kitchen, Jacuzzi, private parking, 24 hours live in security/concierge. Luxury Parties. Ready to have the t …see more

from $699 / night

$4893 / week

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from $699 / night

8

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 $80 / night

$560 / week

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from $80 / 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

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from $100 / night

5

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 $70 / night

$490 / week

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from $70 / 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

$2100 - $2730 / week

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from $390 / night

5

Apartment rental in San Jose

San Jose Metro / San Jose

1 2 6 nights min

  • 1 bedroom
  • Sleeps 2
  • 6 nights min
  • Child friendly
  • Pet friendly
My place is close to restaurants and dining, art and culture, clinics, US Embassy, Supermarkets, Parks, Cinemas, Gyms, Bus stops, Taxi stops, Train stops, . You’ll love my place because of the coziness, the views at sunset, the birds in the morning, nearby to downtown. …see more

from $50 / night

$315 / week

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from $50 / night

(3) Very Good 

25

Home rental in San Jose

San Jose Metro / San Jose

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Ask about pets
  • Private garden
Welcome to your Costa Rican mountain escape :) Our home is situated on 12+ acres of stunning view property in one of the most beautiful valleys in the entire country. Ask the neighbors: the energy around here is infectious! Upon entering the private gate, you'll prob …see more

from $60 / night

$300 / week

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from $60 / night

27

Vacation apartment in San Jose

San Jose Metro / San Jose

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • 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 $82 / night

$574 / week

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from $82 / night

19

Vacation apartment in San Jose

San Jose Metro / San Jose

1 3 5 nights min

  • 1 bedroom
  • Sleeps 3
  • 5 nights min
  • Child friendly
New complex in Santa Ana, builted in 2016 “San Nicolas de Bari” in an upgrade neighborhood with natural surroundings, plenty of green and a beautiful river. One bedroom with A/C, a private bathroom and walking closet with safe box. Very spacious and comfortable living …see more

from $55 / night

$385 / week

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from $55 / night

12

Vacation b&b in San Jose

San Jose Metro / San Jose

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary
We are a retired couple and we have 3 rooms on the second floor of our home that we have available for guests. Also, in the condominium where our house is located we have two swimming pools, a Jacuzzi, a tennis court, a basketball court & beautiful walking paths. We ar …see more

from $28 / night

$190 - $470 / week

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from $28 / 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
  • Ask about children
  • 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 $20 / night

$135 / week

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from $20 / 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

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from $120 / night

(4) Excellent 

12

Vacation apartment in San Jose

San Jose Metro / San Jose

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 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

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from $75 / 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

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from $60 / night

(3) 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 $20 / night

$135 / week

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from $20 / night

(1) Excellent 

73

Vacation guest house rental

San Jose Metro / San Jose

12 20 1 night min

  • 12 bedrooms
  • Sleeps 20
  • 1 night min
  • Child friendly
  • Ask about pets
Guest House, specializing in the rental of furnished rooms with furnished apartments, counting with all kinds of service to make more pleasant your stay. With a strategic location to the East of the city of san jose in the District of San pedro, between the two universi …see more

from $29 / night

$175 - $1505 / week

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from $29 / 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

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from $60 / night

(9) 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

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from $75 / night

(6) 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 $75 / night

$495 - $831 / week

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from $75 / night

(4) Excellent 

27

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
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

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from $100 / night

(1) Excellent 

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

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from $79 / 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

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from $100 / night

12

Vacation apartment rental

San Jose Metro / San Jose

1 2 6 nights min

  • 1 bedroom
  • Sleeps 2
  • 6 nights min
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

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from $70 / night

(5) Excellent 

19

Vacation apartment in San Jose

San Jose Metro / San Jose

1 6 5 nights min

  • 1 bedroom
  • Sleeps 6
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary
Master bedroom with AC! + one semi-private sleeping area, 2 full bathrooms, pools & gym Oasis Premium is a fabulously safe and authentically upscale option in the heart of Costa Rica's bustling metropolitan area, where you will enjoy amazing views of Escazu's Mountains …see more

from $139 / night

$895 - $1420 / week

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from $139 / night

(1) 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 $50 / night

$350 / week

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from $50 / 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 $85 / night

$520 - $730 / week

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from $85 / night

(9) Excellent 

90

San Jose Vacation home rental

San Jose Metro / San Jose

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Nearest beach 24 mi
  • Swimming pool
  • Car not necessary
2 bedrooms, kitchen, dinning area,living room, with excellent view of the Central valley Mountains,walking trails,horseback riding available, small natural creek nature walk,bike area, close to bus line,restaurants,close to Escazu which is home to a beautiful 3 story m …see more

from $48 / night

$330 - $680 / week

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from $48 / 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

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from $15 / night

(1) Excellent 

27

Vacation apartment with shared pool in San Jose

San Jose Metro / San Jose

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
Torres Paseo Colon is located in the heart of San Jose in a privileged and unbeatable area. Apartment is new, fully furnished and is on the 21st floor with an amazing view to the mountains and La Sabana Metropolitan Park.In heart of the city with excellent access to int …see more

from $83 / night

$581 / week

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from $83 / night

(40) Excellent 

40

San Jose Vacation apartment rental

San Jose Metro / San Jose

2 8 3 nights min

  • 2 bedrooms
  • Sleeps 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
Five beautiful premium condos in the Central Valley of Costa Rica accommodating 2, 4, 6, or 8 people in each. Message us for more info! Alegro Premium Vacation Condo is perfect for your Costa Rican stay. It can a single vacation base, or just one of the locations you …see more

from $79 / night

$553 / week

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from $79 / night

25

Apartment rental in San Jose

San Jose Metro / San Jose

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Child friendly
Very spacious 80 mts2 apartment with two bedrooms, 2 bathrooms, living room with cable TV, full equipped kitchen, laundry room and a private terrace perfect to enjoy the sights and relax with the sound of the river. It is located in a super modern, new building, in Roh …see more

from $95 / night

$550 - $760 / week

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from $95 / 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

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from $17 / 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

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from $110 / night

4

Vacation home in San Jose

San Jose Metro / San Jose

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
If you are traveling to Costa Rica for business or pleasure and are looking for clean ,secure and affordable place to stay " PURA VIDA ROOMS 4 RENT" IS THE SOLUTION. Since colonial times, Costa Rica's Central Valley houses a major share of the population in less than a …see more

from $50 / night

$280 / week

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from $50 / night

11

San Jose Vacation apartment rental

San Jose Metro / San Jose

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Child friendly
  • Pet friendly
Wide apartament in a safe area. The bus is 5 minutes away as is the train station. Near supermarket, bars, restaurants and universities. It would be a pleasure to have you in my place and EXPERIENCE the best trip ever. We want you to experience the birds singing in the …see more

from $120 / night

$714 - $994 / week

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from $120 / 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

$1400 / week

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from $200 / night

11

Home rental in San Jose

San Jose Metro / San Jose

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Private garden
A space of peace in SJ. Cozy house with a great garden in a calm neighborhood. We live right next door where we teach Living Foods: sprouts, Kombucha, sourdough, gluten free bread, and fermented foods. We even do Thai massage! and all of this could be part of your trip …see more

from $60 / night

$350 / week

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from $60 / night

1