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

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San Jose
58 properties
Escazu
27 properties
San Pedro
19 properties
Ciudad Colon
13 properties
Santa Ana
12 properties
San Rafael de Escazu
10 properties

San Jose Metro

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272 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

23

Santa Ana Vacation home rental

San Jose Metro / Santa Ana

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Child friendly
  • Private garden
Very charming and comfortable house, the 3 bedrooms have their own terraceds with spectacular views and a lot of flowers around, each room is different and the choise of drapes and furniture are choosen with a lot of attention. The house is totaly decorated by french in …see more

from $215 / night

$1,250 - $1,550 / week

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from $215 / night

6

Vacation camper van in Escazu

San Jose Metro / Escazu

1 5 3 nights min

  • 1 bedroom
  • Sleeps 5
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
The FJ Cruiser: this vehicle gives homage to the iconic 1960´s Toyota. With it´s superior off road capabilities and comfortable on road driving, plus adding on all of the adventure and 4x4 equipment that we have available such as camping/fishing/snorkeling and more... I …see more

from $150 / night

$1,050 / week

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from $150 / night

(1) Excellent 

30

Vacation home in Escazu

San Jose Metro / Escazu

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 65 mi
  • Child friendly
  • Private garden
We have a very unique and rustic beautiful home in Costa Rica where we lived for many years. It's a perfect space for big families or a group of friends with our 3 bedrooms (1 King Size Bed, 1 Queen Size and 2 individual beds) and two bathrooms. You will have diverse l …see more

from $100 / night

$620 - $1,091 / week

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from $100 / night

8

Vacation guest house in San Pedro

San Jose Metro / San Pedro

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 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 $75 / night

$525 / week

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Responds fast!
avg. 40 minutes

from $75 / night

9

Vacation log cabin with swimming pool in Aserri

San Jose Metro / Aserri

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Nearest beach 55 mi
  • Swimming pool
  • Child friendly
This Cabin has not only breathtaking views of surroundimg mountains, no, you'll be waking up with an incredible ocean view. The cabin has two floors, upstairs you will find the bedroom, bathroom and a private balcony .Downstairs you will find a small kitchen , a dinin …see more

from $140 / night

$980 / week

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avg. 3 hours 24 minutes

from $140 / night

(1) Excellent 

9

San Pedro Vacation guest house rental

San Jose Metro / San Pedro

1 6 1 night min

  • 1 bedroom
  • Sleeps 6
  • 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 $16 / night

$112 / week

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Responds fast!
avg. 40 minutes

from $16 / night

(1) Excellent 

20

Vacation guest house in Escazu

San Jose Metro / Escazu

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
A unique place in Escazú, full of energy. Welcome! In Casa de Piedra we have available for our guests different activities such as yoga classes, Tai Chi classes, therapeutic and relaxing massage, among others. We are located near the center of Escazu, wher …see more

from $55 / night

$350 / week

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from $55 / 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 $90 / night

$630 / week

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avg. 3 hours 24 minutes

from $90 / 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 $150 / night

$1,050 / week

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avg. 3 hours 24 minutes

from $150 / 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 $100 / night

$700 / week

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Responds fast!
avg. 3 hours 24 minutes

from $100 / 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 $16 / night

$112 / week

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Responds fast!
avg. 40 minutes

from $16 / night

10

Vacation guest house in San Pedro

San Jose Metro / San Pedro

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Child friendly
  • Car not necessary
  • 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 $60 / night

$420 / week

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avg. 40 minutes

from $60 / night

5

San Pedro Vacation private room rental

San Jose Metro / San Pedro

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Child friendly
  • Pet 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 $50 / night

$350 / week

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Responds fast!
avg. 40 minutes

from $50 / night

35

Vacation apartment in San Pedro

San Jose Metro / San Pedro

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
We have a new building with six apartments, each apartment has one large bedroom with full size bed, closet, fully equipped kitchen, couch, dining room with two seats table,32 inch TV with international cable television, Free WI-FI. Washer and dryer area free of charge. …see more

from $82 / night

$475 / week

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from $82 / night

10

San Pedro Vacation guest house rental

San Jose Metro / San Pedro

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Private garden
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 $50 / night

$350 / week

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Responds fast!
avg. 40 minutes

from $50 / night

5

Guest house accommodation in San Pedro

San Jose Metro / San Pedro

1 6 1 night min

  • 1 bedroom
  • Sleeps 6
  • 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 $100 / night

$700 / week

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Responds fast!
avg. 40 minutes

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 $390 / night

$2,100 - $2,730 / week

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avg. 40 minutes

from $390 / night

14

Vacation apartment with shared pool in Santa Ana

San Jose Metro / Santa Ana

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Suitable for children age 5+
  • Air conditioning
This spacious, fully furnished and beautiful apartment is located in the heart of Santa Ana just 20 minutes from San Jose's airport. Located on the top floor, with incredible views of the mountains and the river below. The unit has two balconies one off the living room …see more

from $95 / night

$600 / week

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from $95 / 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

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Responds fast!
avg. 2 hours 59 minutes

from $95 / 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

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avg. 2 hours 59 minutes

from $57 / night

7

Vacation guest house accommodation

San Jose Metro / San Rafael de Escazu

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Child friendly
  • Pet friendly
  • Private garden
Host&Guest invest Costa Rica, we can provide housing, investment advise, home renting, events, and relocation. We have this beautifull home just 5 minutes from Escazu commercial area, the golden mile, inside a gathed community complete of nature, birds and river. We h …see more

from $85 / night

$400 / week

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from $85 / night

(1) Excellent 

20

Vacation b&b in Ciudad Colon

San Jose Metro / Ciudad Colon

2 2 2 nights min

  • 2 bedrooms
  • Sleeps 2
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool
We would be happy to welcome you in our hosts' small house called "La Casita" during your visit in the South of Costa Rica. Surrounded with fruit trees and with flowers in the magic scents, " La Casita " is located between sea and mountain over Ojochal. It is a retrea …see more

from $55 / night

$385 / week

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from $55 / night

(1) Very Good 

25

Vacation apartment in San Rafael de Escazu

San Jose Metro / San Rafael de Escazu

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Ask about pets
  • Private garden
Comfortable apartment, located in the mountains of San Antonio de Escazu, near the Centre of town, less than 10' minutes with spectacular views of the Central Valley. The apartment consists of living room, kitchen, large bedroom, keep clothes, bathroom with shower, Jacu …see more

from $75 / night

$350 / week

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Responds fast!
avg. 2 hours 3 minutes

from $75 / night

(1) Excellent 

46

Vacation apartment in Escazu

San Jose Metro / Escazu

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Child friendly
  • Pet friendly
A stunning, brand new, and fully equipped apartment in the heart of one of the most breathtaking neighborhoods in Escazu! 24x7 security and cleaning service included. Just 5 min. from everywhere! Perfect for business travelers and medical tourists. Including high speed …see more

from $62 / night

$361 / week

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avg. 48 minutes

from $62 / night

11

Vacation b&b in Escazu

San Jose Metro / Escazu

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Ask about children
  • Ask about pets
I'll welcome you into my cozy, friendly home, where you'll enjoy your own spacious bedroom and bathroom with jacuzzi. Experience Costa Rican warmth and our style of living. Breakfast has healthy choices including many of Costa Rica´s exotic fruits, eggs, pancakes, tr …see more

from $60 / night

$420 / week

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from $60 / night

29

Escazu Vacation home rental

San Jose Metro / Escazu

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 96 mi
  • Child friendly
  • Car not necessary
Romantic getaway Brand New vacation house, Stunning views, 3 person Private Jacuzzi with jets on the balcony , modern with Brazilian Black granite, state of the art Kitchen with dish washer. Secluded yet 5 minutes from everything, 5 supermarkets, over 30 restaurants, Ci …see more

from $89 / night

$624 - $764 / week

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from $89 / 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

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from $79 / 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 $75 / night

$525 / week

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Responds fast!
avg. 25 minutes

from $75 / night

(1)  

22

Vacation apartment with golf nearby in Escazu

San Jose Metro / Escazu

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 97 mi
  • Ask about children
Great private suite, great view and private gardens. New and modern design flat, it;s perfect fit for couples or short families, ideal for executives too. You will have the confort of two soft orthopedic twin beds, pillows antiallergic, cotton bedspread and comforter. …see more

from $39 / night

$249 / week

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from $39 / 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

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from $55 / night

25

Santa Ana Vacation apartment rental

San Jose Metro / Santa Ana

1 2 5 nights min

  • 1 bedroom
  • Sleeps 2
  • 5 nights min
  • Nearest beach 67 mi
  • Swimming pool
  • Child friendly
Conveniently located in Santa Ana, San Jose of Costa Rica.Amazing location within walking distance to all services. It's just minutes from all office centers and all services. You don't have to walk too far to enjoy a bite to eat. The new City Place Mall is just acros …see more

from $79 / night

$550 / week

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from $79 / night

5

Vacation hotel apartment in Escazu

San Jose Metro / Escazu

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Swimming pool
  • Child friendly
  • Pet friendly
SoapBerry House Resort and SPA intertwines green and urban scenery with fine accommodation. The private resort is located on the Jaboncillos hill, a luxury neighborhood in Escazu, 5-minute drive from Escazu Centro, Hospital CIMA and Multiplaza Mall, approximately a 20-m …see more

from $88 / night

$500 / week

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Responds fast!
avg. 48 minutes

from $88 / night

(1) Excellent 

29

Vacation apartment with shared pool in Curridabat

San Jose Metro / Curridabat

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Swimming pool
Descripción del propietario ENGLISH Located in a peaceful urban forest full of peace, where fresh mountain air is breathed. Located in an exclusive residential near schools and universities. The building is modern, with opulent touches and an atmosphere that encourages …see more

from $71 / night

$497 / week

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from $71 / night

18

Vacation home with swimming pool in Santa Ana

San Jose Metro / Santa Ana

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Private garden
A beautiful gated property located in Montes Del Valle gated community up on a mountain side near Santa Anna. This is a relaxing secluded location to get away from your busy life. A short 30 minute ride to San Jose airport and San Jose center. Come enjoy the peacefu …see more

from $399 / night

$2,400 / week

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Responds fast!
avg. 3 hours 25 minutes

from $399 / night

(3) Excellent 

12

Vacation b&b in Escazu

San Jose Metro / Escazu

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Suitable for children age 5+
  • Car not necessary
  • Ask about pets
Cozy little room with private bathroom and balcony with hammock overlooking the garden. It has a queen size bed, includes wireless internet access and cable TV. The room is on the second floor of an artist's home, it is quiet, clean and tastefully decorated. It s …see more

from $50 / night

$250 / week

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Responds fast!
avg. 3 hours 43 minutes

from $50 / 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

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Responds fast!
avg. 1 hour 19 minutes

from $75 / 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

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from $143 / night

59

Condo rental in Escazu

San Jose Metro / Escazu

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Private garden
The ideal Town House with amazing views from a beautiful terrace overlooking Escazu. Great BBQ´s by night! Located in exclusive Barrio Escazu Trejos Montealegre, within walking distance to Avenida Escazu. Mediteranian Colonial Style home with Costa Rican artwork. Super …see more

from $99 / night

$693 / week

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Responds fast!
avg. 46 minutes

from $99 / night

(16) Excellent 

47

San Pedro Vacation apartment rental

San Jose Metro / San Pedro

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
Coming to San Jose? Why stay in a Hotel if you can rent this brand new, modern apartment fully furnished and equipped. We have a new building with 6 apartments. Each apartment with a large bedroom with full size bed, fully equipped kitchen, living, dining room 32 inch …see more

from $55 / night

$325 / week

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Responds fast!
avg. 2 hours 21 minutes

from $55 / night