San Jose Vacation Rentals & Ski-in/Ski-out Homes
Apartment
- Montevideo
- ·
- Punta Carretas
- 0.88 mi to center
10.0Exceptional
(4 Reviews)
1 Bedroom
1 Bath
2 Guests
237 ft²
Parking
Ocean View
Balcony/Terrace
View
US $178/Night
7 Nights - US $1,246
Apartment
10.0Exceptional
(57 Reviews)
1 Bedroom
1 Bath
2 Guests
Hot Tub- Parking
Pool- Balcony/Terrace
US $50/Night
7 Nights - US $350
Bed & Breakfast
- Uruguay
- ·
- Montevideo Department
- 3.14 mi to center
9.8Exceptional
(46 Reviews)
1 Bedroom
1 Bath
Breakfast- Parking
- Balcony/Terrace
Kitchen
US $52/Night
7 Nights - US $367
Apartment
- Montevideo
- ·
- Barrio Sur
- 0.37 mi to center
10.0Exceptional
(3 Reviews)
4 Bedrooms
1 Bath
12 Guests
1184 ft²
- Parking
- Kitchen
Air Conditioner
Internet
US $207/Night
7 Nights - US $1,449
House
- Montevideo
- ·
- Buceo
- 0.17 mi to center
10.0Exceptional
(20 Reviews)
1 Bedroom
1 Bath
2 Guests
161.46 ft²
- Kitchen
Pet Friendly
Designated Smoking Area
US $32/Night
7 Nights - US $224
Apartment
- Uruguay
- ·
- Montevideo
- 0.53 mi to center
10.0Exceptional
(3 Reviews)
2 Bedrooms
1 Bath
3 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $147/Night
7 Nights - US $1,030
Apartment
- Uruguay
- ·
- Montevideo
- 5.98 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
4 Guests
592 ft²
- Balcony/Terrace
- Kitchen
- Internet
Security/Safety
US $276/Night
7 Nights - US $1,932
Apartment
- Montevideo
- ·
- Centro
- 0.08 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
4 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $166/Night
7 Nights - US $1,159
Apartment
- Uruguay
- ·
- Montevideo
- 1.85 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
4 Guests
538 ft²
Oceanfront- Parking
- Ocean View
- Balcony/Terrace
US $98/Night
7 Nights - US $686
Luxury Places to Stay in San Jose
Over 820+ Luxury Places to Stay in or Near San Jose
New
Apartment
- Montevideo
- ·
- Punta Carretas
- 0.17 mi to center
1 Bedroom
1 Bath
2 Guests
- Air Conditioner
- Internet
Child Friendly
Laundry
Unlock the Best Price
Apartment
- Montevideo
- ·
- Punta Carretas
- 0.58 mi to center
1 Bedroom
1 Bath
2 Guests
645.83 ft²
- View
- Air Conditioner
- Internet
Accessibility
US $5,685/Night
7 Nights - US $39,797
RV Rental
- Montevideo
- ·
- Buceo
- 0.61 mi to center
2 Bedrooms
1 Bath
2 Guests
- Balcony/Terrace
- View
- Internet
TV
US $4,878/Night
7 Nights - US $34,144
Apartment
- Montevideo
- ·
- Union
- 0.55 mi to center
1 Bedroom
1 Bath
2 Guests
- Balcony/Terrace
- Air Conditioner
- Internet
- Pet Friendly
US $3,500/Night
7 Nights - US $24,500
House
- Colonia
- ·
- Playa Fomento
- 2.86 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
7 Guests
258.33 ft²
- Parking
- View
- Air Conditioner
- Pet Friendly
US $2,625/Night
7 Nights - US $18,375
House
- Montevideo
- ·
- Pocitos
- 0.62 mi to center
1 Bedroom
1 Bath
2 Guests
- Balcony/Terrace
- Internet
- Child Friendly
US $2,350/Night
7 Nights - US $16,450
House
- Colonia
- ·
- Playa Santa Ana
- 0.30 mi to center
1 Bedroom
1 Bath
4 Guests
- Parking
- Kitchen
- Air Conditioner
- Pet Friendly
US $2,034/Night
7 Nights - US $14,238
House
- Montevideo
- ·
- Carrasco
- 2.08 mi to center
4 Bedrooms
2 Baths
8 Guests
- Parking
- Ocean View
- View
- Kitchen
US $2,017/Night
7 Nights - US $14,119
New
Condo
- Montevideo
- ·
- Cordon
- 0.37 mi to center
1 Bedroom
1 Bath
4 Guests
- Air Conditioner
- Internet
- Child Friendly
- Laundry
US $1,969/Night
7 Nights - US $13,785
Top-Rated Vacation Rentals with a Pool in San Jose
Over 145+ Top-Rated Vacation Rentals with a Pool in or Near San Jose
House
- Colonia
- ·
- El Ensueno
- 0.07 mi to center
10.0Exceptional
(4 Reviews)
2 Bedrooms
1 Bath
4 Guests
688.89 ft²
- Parking
- Pool
- Kitchen
- Air Conditioner
US $150/Night
7 Nights - US $1,050
Apartment
- Uruguay
- ·
- Montevideo
- 4.74 mi to center
10.0Exceptional
(3 Reviews)
1 Bedroom
1 Bath
2 Guests
376.74 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $60/Night
7 Nights - US $420
Apartment
- Montevideo
- ·
- Carrasco
- 0.99 mi to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
1 Bath
4 Guests
129.17 ft²
- Oceanfront
- Breakfast
- Parking
- Pool
US $150/Night
7 Nights - US $1,050
Apartment
- Montevideo
- ·
- Punta Carretas
- 0.18 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
2 Guests
430.56 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $68/Night
7 Nights - US $476
Ski Chalet
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
3 Guests
258.33 ft²
Private Beach- Oceanfront
- Parking
- Pool
US $56/Night
7 Nights - US $394
House
- Uruguay
- ·
- Montevideo Department
- 15.45 mi to center
10.0Exceptional
(1 Review)
5 Bedrooms
4 Baths
13 Guests
215.28 ft²
- Pool
- Balcony/Terrace
- Air Conditioner
- Internet
US $300/Night
7 Nights - US $2,100
House
10.0Exceptional
(1 Review)
4 Bedrooms
2 Baths
10 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $270/Night
7 Nights - US $1,890
Apartment
- Montevideo
- ·
- Pocitos
- 0.53 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
- Pool
- Ocean View
- Balcony/Terrace
- View
US $189/Night
7 Nights - US $1,324
Other
- Uruguay
- ·
- Montevideo Department
- 10.99 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
4 Guests
- Pool
- Kitchen
- Air Conditioner
- Internet
US $84/Night
7 Nights - US $588
Pet-Friendly Vacation Rentals in San Jose
Over 261+ Pet-Friendly Vacation Rentals in or Near San Jose
Apartment
- Uruguay
- ·
- Montevideo
- 1.47 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
4 Guests
527 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $59/Night
7 Nights - US $411
Apartment
- Montevideo
- ·
- Carrasco
- 1.25 mi to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
1 Bath
5 Guests
1076.39 ft²
- Hot Tub
- Parking
- Balcony/Terrace
- View
US $200/Night
7 Nights - US $1,400
House
- Colonia
- ·
- Nueva Helvecia
- 0.43 mi to center
1 Bedroom
1 Bath
- Balcony/Terrace
- Internet
- Pet Friendly
- Child Friendly
US $130/Night
7 Nights - US $910
House
- Colonia
- ·
- Colonia del Sacramento
- 4.28 mi to center
10.0Exceptional
(1 Review)
4 Bedrooms
2 Baths
9 Guests
- Air Conditioner
- Internet
- Pet Friendly
Wellness Facilities
US $173/Night
7 Nights - US $1,208
New
Apartment
- Montevideo
- ·
- Pocitos
- 0.23 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
2 Baths
6 Guests
592.02 ft²
- Oceanfront
- Parking
- Ocean View
- View
US $72/Night
7 Nights - US $506
Apartment
- Uruguay
- ·
- Montevideo
- 0.18 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
2 Baths
6 Guests
- Hot Tub
- Kitchen
- Air Conditioner
- Internet
US $137/Night
7 Nights - US $959
Apartment
- Montevideo
- ·
- Pocitos
- 0.65 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
1 Bath
5 Guests
969 ft²
- Balcony/Terrace
- Kitchen
- Internet
- Pet Friendly
US $116/Night
7 Nights - US $815
Apartment
- Montevideo
- ·
- Tres Cruces
- 0.21 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $84/Night
7 Nights - US $588
Apartment
- Montevideo
- ·
- Pocitos
- 0.80 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
2 Baths
3 Guests
754 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $79/Night
7 Nights - US $552
Large Vacation Homes & Villas in San Jose
Over 45+ Large Vacation Homes & Villas in or Near San Jose
Apartment
- Montevideo
- ·
- Carrasco
- 1.28 mi to center
5 Bedrooms
3 Baths
11 Guests
- Oceanfront
- Hot Tub
- Parking
- Ocean View
US $629/Night
7 Nights - US $4,403
House
- Montevideo
- ·
- Ciudad Vieja
- 0.06 mi to center
9.5Exceptional
(114 Reviews)
8 Bedrooms
1 Bath
2 Guests
129.17 ft²
- Balcony/Terrace
- View
- Air Conditioner
- Internet
US $46/Night
7 Nights - US $322
Apartment
1 Bedroom
1 Bath
11 Guests
- Air Conditioner
- Internet
- Pet Friendly
- Child Friendly
US $125/Night
7 Nights - US $877
House
- Colonia
- ·
- Colonia del Sacramento
- 3.33 mi to center
9.5Exceptional
(13 Reviews)
3 Bedrooms
4 Baths
10 Guests
1506.95 ft²
- Parking
- View
- Air Conditioner
- Internet
US $208/Night
7 Nights - US $1,458
Villa
- Uruguay
- ·
- Montevideo Department
- 13.68 mi to center
4 Bedrooms
4 Baths
12 Guests
- Pool
Spa- Kitchen
- Air Conditioner
US $1,625/Night
7 Nights - US $11,378
Villa
- Uruguay
- ·
- Montevideo Department
- 13.64 mi to center
4 Bedrooms
5 Baths
5 Guests
3444 ft²
Private Pool- Pool
- Spa
- Ocean View
US $1,625/Night
7 Nights - US $11,378
House
- Montevideo
- ·
- Carrasco
- 1.84 mi to center
5 Bedrooms
7 Baths
8 Guests
- Private Pool
- Pool
- Kitchen
- Air Conditioner
US $378/Night
7 Nights - US $2,646
House
- Uruguay
- ·
- Montevideo
- 0.55 mi to center
4 Bedrooms
2 Baths
12 Guests
- Parking
- Kitchen
- Internet
- Laundry
US $180/Night
7 Nights - US $1,260
House
- Montevideo
- ·
- Centro
- 0.19 mi to center
6 Bedrooms
2 Baths
8 Guests
- Balcony/Terrace
- View
- Kitchen
- Internet
US $78/Night
7 Nights - US $548
Wheelchair Accessible Vacation Homes in San Jose
Over 167+ Wheelchair Accessible Vacation Homes in or Near San Jose
Apartment
- Uruguay
- ·
- Montevideo
- 5.64 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
2 Baths
6 Guests
- Ocean View
- Balcony/Terrace
- View
- Kitchen
US $156/Night
7 Nights - US $1,090
Apartment
- Montevideo
- ·
- Tres Cruces
- 0.16 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
9 Guests
559.72 ft²
- Parking
- Balcony/Terrace
- View
- Air Conditioner
US $104/Night
7 Nights - US $728
Hotel
- Montevideo
- ·
- Carrasco
- 1.58 mi to center
9.8Exceptional
(46 Reviews)
1 Bath
- Breakfast
- Pool
- Spa
- Balcony/Terrace
US $192/Night
7 Nights - US $1,344
Apartment
- Montevideo
- ·
- Punta Carretas
- 0.51 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
301 ft²
- Kitchen
- Air Conditioner
- Internet
Wheelchair Accessible
US $131/Night
7 Nights - US $917
Apartment
- Montevideo
- ·
- Tres Cruces
- 0.27 mi to center
9.9Exceptional
(21 Reviews)
1 Bedroom
1 Bath
2 Guests
365.97 ft²
- Breakfast
- Parking
- Balcony/Terrace
- View
US $69/Night
7 Nights - US $480
Apartment
- Montevideo
- ·
- Centro
- 0.31 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
4 Guests
441 ft²
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
US $102/Night
7 Nights - US $714
Apartment
- Montevideo
- ·
- Punta Carretas
- 0.51 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
269 ft²
- Oceanfront
- Parking
- Ocean View
- View
US $90/Night
7 Nights - US $627
Apartment
- Montevideo
- ·
- Cordon
- 0.18 mi to center
9.4Exceptional
(3 Reviews)
3 Bedrooms
1 Bath
3 Guests
840 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $343/Night
7 Nights - US $2,398
Apartment
- Uruguay
- ·
- Montevideo
- 4.96 mi to center
9.4Exceptional
(3 Reviews)
1 Bedroom
1 Bath
2 Guests
97 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $68/Night
7 Nights - US $474
San Jose Resorts and Airbnb Homes Under $200
Over 716+ San Jose Resorts and Airbnb Homes Under $200
Apartment
- Montevideo
- ·
- Pocitos
- 0.17 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
2 Guests
431 ft²
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
US $95/Night
7 Nights - US $663
Apartment
- Montevideo
- ·
- Punta Carretas
- 0.36 mi to center
10.0Exceptional
(9 Reviews)
2 Bedrooms
2 Baths
5 Guests
861.11 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $145/Night
7 Nights - US $1,014
Bed & Breakfast
1 Bedroom
1 Bath
- Breakfast
- Balcony/Terrace
- Kitchen
- Internet
US $69/Night
7 Nights - US $485
Apartment
- Montevideo
- ·
- Aguada
- 0.16 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
4 Guests
- Parking
- Child Friendly
- Designated Smoking Area
US $85/Night
7 Nights - US $595
Apartment
- Montevideo
- ·
- Pocitos
- 0.57 mi to center
10.0Exceptional
(8 Reviews)
1 Bedroom
1 Bath
2 Guests
322.92 ft²
- Breakfast
- Parking
- Balcony/Terrace
- Air Conditioner
US $95/Night
7 Nights - US $665
Apartment
- Montevideo
- ·
- Pocitos
- 0.73 mi to center
8.0Excellent
(1 Review)
2 Bedrooms
2 Baths
4 Guests
915 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $146/Night
7 Nights - US $1,020
Apartment
- Uruguay
- ·
- Montevideo
- 5.82 mi to center
8.0Excellent
(1 Review)
1 Bedroom
1 Bath
3 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $77/Night
7 Nights - US $538
Apartment
- Montevideo
- ·
- Aguada
- 0.28 mi to center
6.0Good
(1 Review)
2 Bedrooms
1 Bath
4 Guests
- Pool
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $99/Night
7 Nights - US $691
Apartment
- Montevideo
- ·
- Punta Carretas
- 0.68 mi to center
6.0Good
(1 Review)
1 Bedroom
1 Bath
2 Guests
377 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $85/Night
7 Nights - US $595
Instantly Bookable Vacation Homes in San Jose
Over 100+ Instantly Bookable Vacation Homes in or Near San Jose
Apartment
- Montevideo
- ·
- Carrasco
- 1.26 mi to center
2.0Average
(1 Review)
1 Bedroom
1 Bath
2 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $99/Night
7 Nights - US $693
House
- Ciudad de la Costa
- ·
- Lomas de Solymar
- 0.70 mi to center
3 Bedrooms
2 Baths
7 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $2,548/Night
7 Nights - US $17,836
Apartment
- Montevideo
- ·
- Pocitos
- 0.70 mi to center
4 Bedrooms
4 Baths
8 Guests
1830 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $342/Night
7 Nights - US $2,397
Cottage
- Uruguay
- ·
- Montevideo Department
- 7.59 mi to center
1 Bedroom
1 Bath
3 Guests
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
US $256/Night
7 Nights - US $1,792
New
Apartment
- Uruguay
- ·
- Montevideo
- 3.01 mi to center
1 Bedroom
1 Bath
4 Guests
- Internet
- Pet Friendly
- Child Friendly
- Laundry
US $235/Night
7 Nights - US $1,642
Apartment
- Montevideo
- ·
- Carrasco
- 1.28 mi to center
2 Bedrooms
1 Bath
5 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $229/Night
7 Nights - US $1,600
House
- Montevideo
- ·
- Carrasco
- 1.26 mi to center
2 Bedrooms
1 Bath
5 Guests
1292 ft²
- Oceanfront
- Hot Tub
- Parking
- Ocean View
US $217/Night
7 Nights - US $1,519
New
Apartment
- Montevideo
- ·
- Buceo
- 0.52 mi to center
2 Bedrooms
1 Bath
4 Guests
646 ft²
- Child Friendly
US $215/Night
7 Nights - US $1,505
Book a Last Minute Place to Stay in San Jose
About San Jose Vacation Rentals
Explore over 829 vacation rentals in San Jose with SunSki Resorts. These accommodations, comprising vacation homes, cottages, cabins, and condos, boast excellent amenities at great value, ensuring comfort and luxury. Enhance your stay with SunSki Resorts in San Jose for more space and value.
In search of last-minute deals or the best bargains on vacation rentals? With SunSki Resorts, you can conveniently compare various options and deals in San Jose. Discover rentals with desirable amenities like swimming pools, hot tubs, and pet-friendly options. Find the ideal vacation rental in San Jose tailored to your preferences. On average, these rentals offer 361.59 ft² of space, and are priced at an average of US $165 per night.
SunSki Resorts simplifies and secures the process of finding and comparing vacation rentals in San Jose at prices typically 30-40% lower than hotels. Discover your perfect vacation rental and book now.
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Top Types of Ski Accommodations in San Jose
| Type | Count |
|---|---|
| Holiday Apartments | 476 |
| Vacation Homes | 158 |
| B&B | 9 |
| Ski Chalet Rentals | 5 |
| Cabin Rentals | 4 |
| Villas | 4 |
| Cottages | 2 |
| Unique Vacation Rentals | 2 |
| Others | 1 |
Use these Quick Filters to Find a Vacation Rental in San Jose
★ Pro Tip: Discover Your Ideal Vacation Rental in San Jose with SunSki Resorts™. Compare a diverse array of properties, including RBO homes, vacation rentals, cottages, cabins, and more. Utilize our advanced filters to search by location, amenities, and price. Book with confidence and enjoy savings of up to 40-60% compared to a hotel stay. Create unforgettable memories with SunSki Resorts™.
Top Attractions Around San Jose, UY
Sunski offers a large selection of top attractions around San Jose . Research things to do on your vacation before you visit San Jose.
Other Places to Stay in San Jose, UY
Frequently Asked Questions About San Jose?
What are the top vacation rentals in San Jose?
When organizing your trip to San Jose, don't miss the chance to explore the top-rated vacation rentals in the vicinity. With a plethora of options available, you're bound to discover the ideal accommodation for your stay in San Jose. Peruse our collection of highly-rated properties and secure your reservation today.
- Hotel Richmond
- Casita La Palmita
- Puerto del Buceo, habitación en Apartamento Compartido
- Stylish Apartment with Balcony Cozy Stay in excellent Location
- Moderno en Punta Carretas con Vistas a la Ciudad - PK1004
- en el corazón del Barrio Sur
- Rambla Bliss Suites - Frente a Playa Pocitos 🌊✨
- La Raíz Piscina Climatizada
- Techos Amarillos aparthotel
- Acogedor Monoambiente Moderno
How many vacation rentals have private pools in San Jose?
Uncover 25 vacation rentals boasting private pools near San Jose. Explore top-rated RBO homes offering access to a swimming pool:
- Luxury Home in Carrasco Sur, Spectacular! 4 Bedrooms
- Edificio Lawa Calyptus
- Hermosa Casa Para Disfrutar con Amigos/familiares
- Casa Quinta en Montevideo, Melilla
Which vacation homes or resorts in San Jose are best for families?
Choose SunSki for a wide variety of vacation rentals, including family-friendly homes, ski cabins, cottages, and more in San Jose. Enjoy great views, locations and save money with SunSki Resorts.™
- Luxury Home in Carrasco Sur, Spectacular! 4 Bedrooms
- en el corazón del Barrio Sur
- Toscana Apartamentos
How many SunSkiResorts vacation rentals or resorts are available in San Jose?
Discover the ideal vacation rental in San Jose with SunSki Resorts™. We provide an extensive selection of over 829 properties, encompassing vacation homes, private villas, cottages, and more. Explore our listings to find the perfect place to stay for your upcoming trip to San Jose.
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