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

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San Jose
63 properties
Escazu
34 properties
San Pedro
19 properties
Ciudad Colon
13 properties
San Rafael de Escazu
11 properties
Santa Ana
10 properties

San Jose Metro

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287 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

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. 1 hour 27 minutes

from $75 / 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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avg. 3 hours 37 minutes

from $100 / 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

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 $100 / night

$700 / week

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Responds fast!
avg. 3 hours 37 minutes

from $100 / night

(1) Excellent 

30

Vacation home in Escazu

San Jose Metro / Escazu

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • 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 $99 / night

$614 - $909 / week

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from $99 / 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

(2) 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

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

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avg. 3 hours 37 minutes

from $90 / night

18

Escazu Vacation apartment rental

San Jose Metro / Escazu

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Swimming pool
  • Child friendly
  • Pet friendly
Modern, tastefully designed and decorated apartment, located in the exclusive town of Escazu, in the San Antonio area. Offers you a quiet atmosphere and a touch of the nature . With view over the central valley and in proximity to breathtaking views.(Pico Blanco) Perfe …see more

from $75 / night

$500 / week

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from $75 / 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 $20 / night

$140 / week

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Responds fast!
avg. 1 hour 27 minutes

from $20 / 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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Responds fast!
avg. 1 hour 27 minutes

from $60 / 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

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Responds fast!
avg. 1 hour 27 minutes

from $20 / 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

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Responds fast!
avg. 3 hours 37 minutes

from $80 / 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

15

Escazu Vacation apartment rental

San Jose Metro / Escazu

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Child friendly
  • Private garden
Casa Elina was completely renovated between 2017 and 2018. If guests like a modern atmosphere, combined with a stunning 180-degree-view over San-Jose and the Central Valley, this is the right place to stay! You can be in 8 minutes with the car in Escazu. There is also …see more

from $70 / night

$490 / week

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from $70 / night

(1) Excellent 

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. 1 hour 27 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. 1 hour 27 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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Responds fast!
avg. 1 hour 27 minutes

from $390 / 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. 1 hour 27 minutes

from $50 / night

18

Vacation home rental

Province of San Jose / San Jose Metro

2 4 14 nights min

  • 2 bedrooms
  • Sleeps 4
  • 14 nights min
  • Nearest beach 90 mi
  • Swimming pool
  • Child friendly
The house has two large bedrooms with closet, two bathrooms, living room with breakfast area, kitchen with granite furniture, refrigerator, microwave, cofeemaker, Television ,hot water ,laundry area with washer and dryer, covered terrace, enclosed courtyard for privacy …see more

from $120 / night

$840 - $1,365 / week

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from $120 / night

15

Ciudad Colon Vacation apartment rental

San Jose Metro / Ciudad Colon

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Child friendly
This Villas Catalinas Townhome #15, part of a gated community with security guards, is located near Playa Flamingo and within walking distance to the secluded Playa Prieta, Playa Penca, Sugar Beach, and Playa Potrero beaches, as well as several restaurants, bars, and lo …see more

from $200 / night

$1,200 / week

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from $200 / 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

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from $17 / night

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

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 

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

(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

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Responds fast!
avg. 2 hours 53 minutes

from $100 / night

9

Vacation apartment rental

San Jose Metro / San Rafael de Escazu

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
Located right next to Av. Escazu and CIMA hospital in the prestigious “Trejos Montealegre” neighborhood. Perfect location minutes away from downtown, main highway 27 (beach) and the rest of SJ. Perfect match for medical purposes. 100 meters to CIMA Hospital. Great dinin …see more

from $79 / night

$550 / week

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from $79 / night

19

Home accommodation in Escazu

San Jose Metro / Escazu

4 10 2 nights min

  • 4 bedrooms
  • Sleeps 10
  • 2 nights min
  • Child friendly
  • Pet friendly
Experience what it's like to live in a tropical paradise, in a real STUNNER property. Private security gated home thats all for you & your guests. The city is so close yet you feel as if it's miles away, since your so close to the mountains. Your vacation house is 3 l …see more

from $125 / night

$875 / week

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from $125 / 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

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

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from $15 / night

(10) Excellent 

42

Vacation apartment in Escazu

San Jose Metro / Escazu

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Nearest beach 80 mi
  • Ask about children
Are you seeking quiet rural beauty just a short drive from San José? This gorgeous two bedroom apartment offers both luxury and close proximity to the capital city. Nestled in the mountains of Escazu, we’re only 10 minutes from the local town center; 20 minutes from C …see more

from $130 / night

$945 / week

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from $130 / 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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Responds fast!
avg. 2 hours 53 minutes

from $57 / night

35

Vacation apartment in San Pedro

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. 1 hour 44 minutes

from $55 / night

14

Vacation apartment rental

San Jose Metro / Ciudad Colon

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Child friendly
This luxury condo has three bedrooms all with private bathrooms. The Beds and linens are of highest quality and the unit is decorated with hand painted murals and over $50,000 in art and furniture upgrades. High Speed Internet, WiFi, cable TV. State of the art 65 inch f …see more

from $425 / night

$2,800 / week

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from $425 / 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 25 minutes

from $75 / night

27

San Rafael de Escazu Vacation home rental

San Jose Metro / San Rafael de Escazu

12 19 1 night min

  • 12 bedrooms
  • Sleeps 19
  • 1 night min
  • Nearest beach 90 mi
  • Child friendly
  • Car not necessary
WE ARE LOCATED IN ESCAZU CENTRO PERFECT WEATHER INCREDIBLE VIEWS NEXT TO BUS STOPS TOUR INFO AIRPORT PICK UP AND DROP OFF CLOSE TO EVERYTHING SHOPS STORES RESTAURANTS BANKS RIGHT DOWN THE STREET CORNER STORE IN FROM OF HOME /BUS STOP 100 FEET FROM HOME AMERICAN OWNER …see more

from $33 / night

$200 / week

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from $33 / night

18

Apartment rental in Santa Ana

San Jose Metro / Santa Ana

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
Ocean and golf course views. Located in the Westin Playa Conchal resort on the Pacific coast. Two miles of white sandy beach. Full access to the private beach club with pools, spa, restaurant, gym. Three bedrooms, 2 full baths, large fully equipped kitchen opens to …see more

from $285 / night

$1,995 / week

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from $285 / 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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Responds fast!
avg. 2 hours 53 minutes

from $100 / night

28

Escazu Vacation apartment rental

San Jose Metro / Escazu

1 8 1 night min

  • 1 bedroom
  • Sleeps 8
  • 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 Jaboncillo hill, a luxury neighborhood in Escazu, 5-minute drive from Escazu Centro, Hospital CIMA and Multiplaza Mall, approximately a 20-mi …see more

from $85 / night

$500 / week

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Responds fast!
avg. 3 hours 27 minutes

from $85 / night