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

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56 Vacation rentals

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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

(9) Very Good 

31

San Jose Metro / San Jose

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 64 mi
  • Child friendly
  • Car not necessary

 …see more

from $75 / night

$526 - $551 / week

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from $75 / night

61

Vacation villa in San Jose

San Jose Metro / San Jose

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • 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 $899 / night

$5501 - $6061 / week

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from $899 / night

(2) 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 wit  …see more

from $50 / night

$344 - $553 / week

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from $50 / night

5

Central and South America Vacation finca rental

San Jose Metro / San Jose

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Nearest beach 40 mi
  • Ask about children
  • Ask about pets
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

$561 / week

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from $80 / 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

$996 - $1275 / week

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from $143 / 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
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

$631 / week

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from $90 / night

15

San Jose Metro / San Jose

1 2 5 nights min

  • 1 bedroom
  • Sleeps 2
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from $50 / night

$350 / week

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from $50 / night

(1) Excellent 

30

San Jose Metro / San Jose

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Child friendly

 …see more

from $85 / night

$501 - $710 / week

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from $85 / 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
  • Ask about children
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 $120 / night

$850 / week

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from $120 / night

(3) Good 

10

San Jose Metro / San Jose

3 4 4 nights min

  • 3 bedrooms
  • Sleeps 4
  • 4 nights min
  • Car not necessary
  • Air conditioning

 …see more

from $150 / night

$800 / week

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from $150 / night

(4) Excellent 

27

San Jose Metro / San Jose

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from $100 / night

$650 - $860 / week

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from $100 / 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 $391 / night

$2100 - $2730 / week

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from $391 / night

5

San Jose Metro / San Jose

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Ask about children
  • Ask about pets

 …see more

from $60 / night

$351 - $421 / week

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from $60 / night

(4) Excellent 

12

San Jose Metro / San Jose

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Private garden

 …see more

from $75 / night

$525 / week

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from $75 / night

6

San Jose Metro / San Jose

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Ask about pets

 …see more

from $60 / night

$351 / week

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from $60 / night

(1) Excellent 

7

San Jose Metro / San Jose

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 89 mi
  • Suitable for children age 5+
  • Car not necessary

 …see more

from $60 / night

$426 / week

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from $60 / night

22

San Jose Metro / San Jose

3 5 5 nights min

  • 3 bedrooms
  • Sleeps 5
  • 5 nights min
  • Swimming pool

 …see more

from $120 / night

$700 - $1121 / week

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from $120 / night

(2) Excellent 

6

San Jose Metro / San Jose

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies

 …see more

from $60 / night

$426 / week

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from $60 / night

12

San Jose Metro / San Jose

1 2 6 nights min

  • 1 bedroom
  • Sleeps 2
  • 6 nights min

 …see more

from $70 / night

$501 / week

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from $70 / night

(1) Excellent 

7

San Jose Metro / San Jose

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Suitable for children age 5+

 …see more

from $60 / night

$401 / week

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from $60 / night

22

San Jose Metro / San Jose

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Swimming pool
  • Child friendly

 …see more

from $100 / night

$650 - $860 / week

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from $100 / night

11

San Jose Metro / San Jose

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Pet friendly

 …see more

from $18 / night

$115 - $178 / week

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from $18 / night

19

San Jose Metro / San Jose

1 3 5 nights min

  • 1 bedroom
  • Sleeps 3
  • 5 nights min
  • Child friendly

 …see more

from $65 / night

$455 / week

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from $65 / night

25

San Jose Metro / San Jose

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Child friendly

 …see more

from $95 / night

$551 - $760 / week

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from $95 / night

(3) Good 

12

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

 …see more

from $16 / night

$107 / week

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from $16 / night

28

San Jose Metro / San Jose

3 7 2 nights min

  • 3 bedrooms
  • Sleeps 7
  • 2 nights min
  • Child friendly

 …see more

from $80 / night

$516 - $655 / week

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from $80 / night

(3) Very Good 

25

San Jose Metro / San Jose

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Ask about pets
  • Private garden

 …see more

from $60 / night

$300 / week

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from $60 / night

(1) Excellent 

6

San Jose Metro / San Jose

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Suitable for children age 5+

 …see more

from $60 / night

$401 / week

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from $60 / night

28

San Jose Metro / San Jose

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly

 …see more

from $110 / night

$770 - $800 / week

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from $110 / night

(1) Excellent 

7

San Jose Metro / San Jose

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 89 mi
  • Suitable for children age 5+

 …see more

from $65 / night

$426 / week

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from $65 / night

(1) Excellent 

66

San Jose Metro / San Jose

12 20 1 night min

  • 12 bedrooms
  • Sleeps 20
  • 1 night min
  • Child friendly
  • Ask about pets

 …see more

from $30 / night

$175 - $1505 / week

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from $30 / night

(8) Excellent 

87

San Jose Metro / San Jose

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Nearest beach 24 mi
  • Swimming pool
  • Child friendly

 …see more

from $35 / night

$401 - $541 / week

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from $35 / night

27

San Jose Metro / San Jose

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly

 …see more

from $90 / night

$630 / week

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from $90 / night

(25) Very Good 

33

San Jose Metro / San Jose

2 7 3 nights min

  • 2 bedrooms
  • Sleeps 7
  • 3 nights min
  • Nearest beach 64 mi
  • Swimming pool
  • Child friendly

 …see more

from $60 / night

$414 / week

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from $60 / night

12

San Jose Metro / San Jose

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary

 …see more

from $28 / night

$190 - $471 / week

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from $28 / night

27

San Jose Metro / San Jose

2 7 3 nights min

  • 2 bedrooms
  • Sleeps 7
  • 3 nights min
  • Nearest beach 64 mi
  • Swimming pool
  • Child friendly

 …see more

from $60 / night

$414 / week

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from $60 / night

27

San Jose Metro / San Jose

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Air conditioning

 …see more

from $83 / night

$575 / week

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from $83 / night

11

San Jose Metro / San Jose

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Child friendly
  • Pet friendly

 …see more

from $120 / night

$715 - $994 / week

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from $120 / night

20

San Jose Metro / San Jose

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Air conditioning

 …see more

from $200 / night

$1400 / week

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from $200 / night