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
(43 Reviews)
1 Bedroom
1 Bath
Breakfast- Parking
- Balcony/Terrace
Kitchen
US $54/Night
7 Nights - US $376
Apartment
- Montevideo
- ·
- Pocitos
- 0.70 mi to center
10.0Exceptional
(4 Reviews)
1 Bedroom
1 Bath
4 Guests
366 ft²
- Pool
- Kitchen
Air Conditioner
Internet
US $64/Night
7 Nights - US $445
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
- Montevideo
- ·
- Barrio Sur
- 0.37 mi to center
10.0Exceptional
(2 Reviews)
4 Bedrooms
1 Bath
12 Guests
1184 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $167/Night
7 Nights - US $1,167
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
- Montevideo
- ·
- Cordon
- 0.18 mi to center
10.0Exceptional
(2 Reviews)
3 Bedrooms
1 Bath
5 Guests
840 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $148/Night
7 Nights - US $1,033
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 $103/Night
7 Nights - US $719
Luxury Places to Stay in San Jose
Over 820+ Luxury Places to Stay in or Near San Jose
New
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
- Ocean View
- Balcony/Terrace
- View
- Internet
US $4,747/Night
7 Nights - US $33,229
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
- Ciudad de la Costa
- ·
- Lomas de Solymar
- 0.70 mi to center
3 Bedrooms
2 Baths
7 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $2,488/Night
7 Nights - US $17,416
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
- Montevideo
- ·
- Carrasco
- 2.08 mi to center
4 Bedrooms
2 Baths
8 Guests
- Parking
- Ocean View
- View
- Kitchen
US $2,016/Night
7 Nights - US $14,112
Apartment
- Montevideo
- ·
- Pocitos
- 0.58 mi to center
9.2Exceptional
(13 Reviews)
1 Bedroom
1 Bath
2 Guests
322.92 ft²
- Parking
- Air Conditioner
- Internet
- Child Friendly
US $1,848/Night
7 Nights - US $12,936
House
- Colonia
- ·
- Playa Santa Ana
- 0.30 mi to center
1 Bedroom
1 Bath
4 Guests
- Parking
- Kitchen
- Air Conditioner
- Pet Friendly
US $1,830/Night
7 Nights - US $12,810
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 $191/Night
7 Nights - US $1,334
House
- 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 263+ Pet-Friendly Vacation Rentals in or Near San Jose
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 $89/Night
7 Nights - US $620
Apartment
- Uruguay
- ·
- Montevideo Department
- 2.48 mi to center
10.0Exceptional
(5 Reviews)
1 Bedroom
1 Bath
2 Guests
301.39 ft²
- Parking
- View
- Air Conditioner
- Internet
US $43/Night
7 Nights - US $301
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
- Child Friendly
US $173/Night
7 Nights - US $1,208
New
Apartment
- Montevideo
- ·
- Punta Carretas
- 0.66 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
4 Guests
322.92 ft²
- Oceanfront
- Ocean View
- View
- Internet
US $70/Night
7 Nights - US $490
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 $99/Night
7 Nights - US $696
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 $550
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 $140/Night
7 Nights - US $981
Large Vacation Homes & Villas in San Jose
Over 47+ 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 $630/Night
7 Nights - US $4,407
Apartment
- Montevideo
- ·
- Punta Carretas
- 0.68 mi to center
9.8Exceptional
(236 Reviews)
4 Bedrooms
4 Baths
16 Guests
618.92 ft²
- Parking
- Balcony/Terrace
- Air Conditioner
- Internet
US $76/Night
7 Nights - US $532
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
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
- 13.64 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
Apartment
- Montevideo
- ·
- Ciudad Vieja
- 0.33 mi to center
9.4Exceptional
(1016 Reviews)
12 Bedrooms
1 Bath
3 Guests
279.86 ft²
- Parking
- Pool
- Balcony/Terrace
- Air Conditioner
US $67/Night
7 Nights - US $466
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
- Child Friendly
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 $147/Night
7 Nights - US $1,032
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
(45 Reviews)
1 Bath
- Breakfast
- Pool
- Spa
- Balcony/Terrace
US $177/Night
7 Nights - US $1,239
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 $81/Night
7 Nights - US $565
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 $65/Night
7 Nights - US $455
Apartment
- Montevideo
- ·
- Buceo
- 0.96 mi to center
8.0Excellent
(1 Review)
3 Bedrooms
3 Baths
6 Guests
2583 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $324/Night
7 Nights - US $2,266
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 $67/Night
7 Nights - US $469
Apartment
- Montevideo
- ·
- Centro
- 0.28 mi to center
2 Bedrooms
1 Bath
3 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $132/Night
7 Nights - US $921
Apartment
- Montevideo
- ·
- Parque Rodo
- 0.49 mi to center
2 Bedrooms
2 Baths
4 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $126/Night
7 Nights - US $879
San Jose Resorts and Airbnb Homes Under $200
Over 737+ San Jose Resorts and Airbnb Homes Under $200
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 $89/Night
7 Nights - US $625
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
Apartment
- Canelones
- ·
- Las Piedras
- 1.45 mi to center
1 Bedroom
1 Bath
2 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $44/Night
7 Nights - US $309
Apartment
- Montevideo
- ·
- Punta Carretas
- 0.13 mi to center
9.0Exceptional
(4 Reviews)
1 Bedroom
1 Bath
2 Guests
344 ft²
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
US $68/Night
7 Nights - US $476
House
- Montevideo
- ·
- Barrio Sur
- 0.20 mi to center
10.0Exceptional
(6 Reviews)
1 Bedroom
1 Bath
2 Guests
172.22 ft²
- Parking
- Balcony/Terrace
- View
- Kitchen
US $70/Night
7 Nights - US $490
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 $63/Night
7 Nights - US $442
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 $693
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 $100/Night
7 Nights - US $698
Apartment
- Montevideo
- ·
- Pocitos
- 0.35 mi to center
2.0Average
(1 Review)
2 Bedrooms
2 Baths
2 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $94/Night
7 Nights - US $660
Instantly Bookable Vacation Homes in San Jose
Over 98+ Instantly Bookable Vacation Homes in or Near San Jose
Apartment
- Uruguay
- ·
- Montevideo
- 5.98 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
4 Guests
592 ft²
- Balcony/Terrace
- Kitchen
- Internet
Security/Safety
US $229/Night
7 Nights - US $1,603
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
- ·
- Carrasco
- 1.62 mi to center
1 Bedroom
1 Bath
2 Guests
- Air Conditioner
- Internet
Laundry
Bedding/Linens
US $710/Night
7 Nights - US $4,970
House
- Montevideo
- ·
- Carrasco
- 1.36 mi to center
4 Bedrooms
5 Baths
8 Guests
2691 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $543/Night
7 Nights - US $3,803
Apartment
- Montevideo
- ·
- Pocitos
- 0.70 mi to center
4 Bedrooms
4 Baths
8 Guests
1830 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $376/Night
7 Nights - US $2,635
House
- Uruguay
- ·
- Montevideo Department
- 7.83 mi to center
2 Bedrooms
1 Bath
3 Guests
- Private Pool
- Parking
- Pool
- Kitchen
US $341/Night
7 Nights - US $2,387
New
Cottage
- Uruguay
- ·
- Montevideo Department
- 7.59 mi to center
1 Bedroom
1 Bath
3 Guests
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
US $255/Night
7 Nights - US $1,785
Apartment
- Montevideo
- ·
- Carrasco
- 1.28 mi to center
2 Bedrooms
1 Bath
4 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $229/Night
7 Nights - US $1,600
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 352.32 ft² of space, and are priced at an average of US $135 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 | 472 |
| Vacation Homes | 163 |
| B&B | 9 |
| Ski Chalet Rentals | 5 |
| Cabin Rentals | 4 |
| Villas | 4 |
| Cottages | 2 |
| Unique Vacation Rentals | 2 |
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
- FAUNA Montevideo
- Casita La Palmita
- Puerto del Buceo, habitación en Apartamento Compartido
- Stylish Apartment with Balcony Cozy Stay in excellent Location
- en el corazón del Barrio Sur
- Montevideo al oeste, algo distinto.
- Rambla Bliss Suites - Frente a Playa Pocitos 🌊✨
- La Raíz Piscina Climatizada
- Techos Amarillos aparthotel
How many vacation rentals have private pools in San Jose?
Uncover 23 vacation rentals boasting private pools near San Jose. Explore top-rated RBO homes offering access to a swimming pool:
- Hermosa Casa Para Disfrutar con Amigos/familiares
- Edificio Lawa Calyptus
- Bungalow with garden, swimming pool, barbecue, pool, in an excellent location!
- Exclusiva Casa de Estilo en Barrio Tradicional de Montevideo, Jardin con Piscina
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.™
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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