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

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San Jose
65 properties
Escazu
26 properties
Ciudad Colon
15 properties
Santa Ana
9 properties
San Rafael de Escazu
6 properties

San Jose Metro

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123 Vacation rentals

10

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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from $100 / 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

$1050 / week

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from $150 / night

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

(1) Excellent 

5

Home rental in San Rafael de Escazu with indoor pool

San Jose Metro / San Rafael de Escazu

8 21 2 nights min

  • 8 bedrooms
  • Sleeps 21
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
This luxurious estate is located in Escazu, the Beverly Hills of Costa Rica. Tucked away in its own private sanctuary of relaxation and overlooking the most magnificent view of the volcanoes, mountains and San Jose Valley. Just minutes from the best shopping, restaura …see more

from $1040 / night

$5850 / week

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from $1040 / 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

(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

(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

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

(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

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

$1250 - $1551 / week

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from $215 / night

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 1 individual bed) and two bathrooms. Optionally there is also …see more

from $90 / night

$561 - $718 / week

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from $90 / 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

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

Vacation home in Curridabat

San Jose Metro / Curridabat

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Child friendly
  • Pet friendly
  • Private garden
What I Can Share with Guests You can cook your own food. Supermarket is 5 minutes walk away. Sheets/blankets, towels and essentials are available. TV, Wi-Fi Public Transportation Access Buses are 0.3 miles away from my house , ride to center is less than US$1 Addition …see more

from $12 / night

$84 / week

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from $12 / 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

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 $96 / night

$600 / week

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from $96 / 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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from $50 / night

4

Vacation log cabin rental

San Jose Metro / Ciudad Colon

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool
This is two bedroom Condo ,locate in the main strip of Jaco, walking distance to the beach , shops, markets, basically every thing you need. the condo has 3 A/C ,2 flat screen TVs , full kitchen ,internet, very secure !!!!!! gated and guards. i can help with transporta …see more

from $96 / night

$600 / week

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from $96 / 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

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

(7) 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

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 $65 / night

$455 / week

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from $65 / 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 

20

Vacation b&b in Ciudad Colon

San Jose Metro / Ciudad Colon

2 2 Min stay varies

  • 2 bedrooms
  • Sleeps 2
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Air conditioning
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

17

Escazu Vacation home rental

San Jose Metro / Escazu

3 5 3 nights min

  • 3 bedrooms
  • Sleeps 5
  • 3 nights min
  • Child friendly
This completely furnished house has a beautiful view of the mountains of Escazu and overlooks the San Jose valley. There are porches on three sides where you can sit and enjoy the well-kept gardens filled with tropical plants, butterflies, and birds. Newly renovated wi …see more

from $96 / night

$575 / week

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from $96 / 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

(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

(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

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

18

Vacation apartment with shared pool in Escazu

San Jose Metro / Escazu

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Swimming pool
  • Child friendly
My place is next to Avenida Escazú one of the most prestigious areas in San José, full of great and exclusive shops, bars and restaurants. It is also a 14-minute walk from the shops and restaurants at Plaza Itskazú. The apartment is located close to one of the most imp …see more

from $100 / night

$560 / week

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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

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from $15 / 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

8

Vacation villa rental

San Jose Metro / Ciudad Colon

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Ask about children
  • Car not necessary
  • Ask about pets
Private 250 acre development with 2 miles of shore line, beaches, marina. 4 bed room, 2 1/2 bath, master bed rm. suite. Swimming Pool, full kitchen, laundry room, garage, tv. Ocean views, Monkeys, 24 hr. Security …see more

from $225 / night

$1750 / week

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from $225 / night

19

Vacation b&b in Ciudad Colon

San Jose Metro / Ciudad Colon

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
About the Lodge Paradise Lodge is a bed and breakfast that offers a unique blend of relaxation, privacy and adventure located on 2.5 acres in Costa Rica’s lush rain forest border. It is centrally located to the most popular tour sites of Costa Rica. We are 12 miles f …see more

from $179 / night

$1253 / week

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from $179 / 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

10

Vacation home in Santa Ana

San Jose Metro / Santa Ana

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach/lakeside relaxation
  • Child friendly
  • Ask about pets
Casa Aimilia is slightly off the beaten path. Rest and relax in our 2 bedroom casita with screened porch. We are a 5 minute drive from Playa San Miguel, a lovely 2 km sandy beach as well as Playa Bejuco. This is the perfect setting for a relaxed, memorable vacation i …see more

from $45 / night

$275 / week

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from $45 / 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

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

1