234+ Private Villas and Holiday Rentals in Saint Anna |
Saint Anna Holiday Rentals
Cottage
10.0Exceptional
(190 Reviews)
1 Bedroom
1 Bath
4 Guests
500 ft²
Fireplace/Heating
Balcony/Terrace
Pet Friendly
Kitchen
CA $216/Night
7 Nights - CA $1,512
House
- Sheboygan
- ·
- Elkhart Lake
- 2.47 mi to center
10.0Exceptional
(2 Reviews)
5 Bedrooms
4 Baths
13 Guests
3003.13 ft²
Private Pool
Hot Tub- Fireplace/Heating
Pool
CA $2,168/Night
7 Nights - CA $15,178
RV Rental
7.8Very Good
(33 Reviews)
1 Bedroom
1 Bath
- Hot Tub
- Pool
- Balcony/Terrace
Parking
CA $206/Night
7 Nights - CA $1,443
Cottage
10.0Exceptional
(97 Reviews)
2 Bedrooms
1 Bath
4 Guests
1000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
CA $328/Night
7 Nights - CA $2,300
House
- Sheboygan
- ·
- Elkhart Lake
- 1.88 mi to center
10.0Exceptional
(2 Reviews)
3 Bedrooms
2 Baths
9 Guests
1097.92 ft²
Spa- Fireplace/Heating
- Parking
Internet
CA $532/Night
7 Nights - CA $3,722
House
- Sheboygan
- ·
- Elkhart Lake
- 1.85 mi to center
10.0Exceptional
(58 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Kitchen
- Parking
Air Conditioner
CA $375/Night
7 Nights - CA $2,626
House
10.0Exceptional
(35 Reviews)
2 Bedrooms
2 Baths
4 Guests
1620 ft²
- Fireplace/Heating
Ocean View- Balcony/Terrace
View
CA $755/Night
7 Nights - CA $5,283
Condo
- Sheboygan
- ·
- Elkhart Lake
- 2.52 mi to center
10.0Exceptional
(34 Reviews)
1 Bedroom
1 Bath
4 Guests
750 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
CA $272/Night
7 Nights - CA $1,905
Villa
- Sheboygan
- ·
- Elkhart Lake
- 2.42 mi to center
10.0Exceptional
(29 Reviews)
2 Bedrooms
2 Baths
4 Guests
1200 ft²
Oceanfront- Hot Tub
- Fireplace/Heating
- Ocean View
CA $620/Night
7 Nights - CA $4,344
Luxury Holiday Rentals in Saint Anna
Over 225+ Luxury Holiday Rentals in or Near Saint Anna
House
- Sheboygan
- ·
- Elkhart Lake
- 2.90 mi to center
6 Bedrooms
6 Baths
12 Guests
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
CA $3,844/Night
7 Nights - CA $26,906
House
- Wisconsin
- ·
- Forest Junction
- 19.31 mi to center
3 Bedrooms
3 Baths
12 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
Child Friendly
CA $3,723/Night
7 Nights - CA $26,058
House
10.0Exceptional
(14 Reviews)
4 Bedrooms
3 Baths
10 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
CA $3,702/Night
7 Nights - CA $25,912
House
- Sheboygan
- ·
- Glenbeulah
- 3.99 mi to center
10.0Exceptional
(2 Reviews)
5 Bedrooms
3 Baths
11 Guests
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Ocean View
CA $3,670/Night
7 Nights - CA $25,693
Cabin
- Sheboygan
- ·
- Elkhart Lake
- 3.32 mi to center
10.0Exceptional
(19 Reviews)
7 Bedrooms
3 Baths
18 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
CA $2,570/Night
7 Nights - CA $17,990
House
- Wisconsin
- ·
- Marshfield
- 0.96 mi to center
10.0Exceptional
(14 Reviews)
12 Bedrooms
13 Baths
26 Guests
10000 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
CA $2,215/Night
7 Nights - CA $15,507
House
- Sheboygan
- ·
- Elkhart Lake
- 2.36 mi to center
10.0Exceptional
(1 Review)
4 Bedrooms
3 Baths
8 Guests
4000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
CA $2,019/Night
7 Nights - CA $14,136
House
- Sheboygan
- ·
- Elkhart Lake
- 3.32 mi to center
7 Bedrooms
3 Baths
18 Guests
3229.17 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Pet Friendly
CA $1,935/Night
7 Nights - CA $13,545
House
10.0Exceptional
(4 Reviews)
5 Bedrooms
4 Baths
14 Guests
6810 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
CA $1,877/Night
7 Nights - CA $13,137
Top-Rated Holiday Rentals with a Pool in Saint Anna
Over 40+ The Best Private Villas and Holiday Rentals in Saint Anna with a Pool
Resort
- Sheboygan
- ·
- Elkhart Lake
- 1.94 mi to center
10.0Exceptional
(28 Reviews)
2 Baths
4 Guests
900 ft²
- Hot Tub
- Spa
- Fireplace/Heating
- Pool
CA $492/Night
7 Nights - CA $3,444
Condo
- Sheboygan
- ·
- Elkhart Lake
- 2.11 mi to center
10.0Exceptional
(13 Reviews)
1 Bedroom
1 Bath
2 Guests
405 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
CA $639/Night
7 Nights - CA $4,471
Villa
- Sheboygan
- ·
- Elkhart Lake
- 2.14 mi to center
10.0Exceptional
(4 Reviews)
2 Bedrooms
1 Bath
6 Guests
850 ft²
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
CA $1,093/Night
7 Nights - CA $7,651
Villa
- Sheboygan
- ·
- Elkhart Lake
- 2.06 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
3 Guests
425 ft²
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
CA $539/Night
7 Nights - CA $3,776
House
- Sheboygan
- ·
- Elkhart Lake
- 3.27 mi to center
10.0Exceptional
(1 Review)
5 Bedrooms
2 Baths
14 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
CA $1,498/Night
7 Nights - CA $10,484
House
9.8Exceptional
(37 Reviews)
5 Bedrooms
2 Baths
10 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
CA $1,083/Night
7 Nights - CA $7,579
Condo
- Sheboygan
- ·
- Elkhart Lake
- 2.14 mi to center
9.8Exceptional
(11 Reviews)
3 Bedrooms
3 Baths
9 Guests
1400 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
CA $842/Night
7 Nights - CA $5,892
House
- Sheboygan
- ·
- Elkhart Lake
- 1.92 mi to center
9.8Exceptional
(9 Reviews)
4 Bedrooms
1 Bath
6 Guests
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
CA $486/Night
7 Nights - CA $3,401
House
- Sheboygan
- ·
- Elkhart Lake
- 2.47 mi to center
9.6Exceptional
(13 Reviews)
5 Bedrooms
4 Baths
13 Guests
3000 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
CA $1,329/Night
7 Nights - CA $9,306
Pet-Friendly Holiday Rentals in Saint Anna
Over 62+ Pet-Friendly Holiday Rentals in or Near Saint Anna
House
- Sheboygan
- ·
- Elkhart Lake
- 2.00 mi to center
10.0Exceptional
(22 Reviews)
2 Bedrooms
1 Bath
5 Guests
1000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
CA $327/Night
7 Nights - CA $2,287
Apartment
- Sheboygan
- ·
- Elkhart Lake
- 2.00 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
5 Guests
1001.04 ft²
- Fireplace/Heating
- Pet Friendly
- Parking
- Internet
CA $317/Night
7 Nights - CA $2,221
Apartment
- Sheboygan
- ·
- Elkhart Lake
- 2.05 mi to center
8.8Fabulous
(3 Reviews)
1 Bedroom
1 Bath
3 Guests
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
CA $902/Night
7 Nights - CA $6,317
Apartment
- Sheboygan
- ·
- Elkhart Lake
- 1.90 mi to center
10.0Exceptional
(13 Reviews)
2 Bedrooms
1 Bath
6 Guests
695 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
CA $272/Night
7 Nights - CA $1,904
New
House
- Sheboygan
- ·
- Elkhart Lake
- 2.05 mi to center
9.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
6 Guests
796.53 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
CA $554/Night
7 Nights - CA $3,881
House
10.0Exceptional
(9 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
CA $454/Night
7 Nights - CA $3,176
House
9.8Exceptional
(25 Reviews)
1 Bedroom
1 Bath
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
CA $399/Night
7 Nights - CA $2,790
Villa
9.8Exceptional
(17 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
CA $663/Night
7 Nights - CA $4,641
Apartment
- Sheboygan
- ·
- Elkhart Lake
- 2.00 mi to center
9.6Exceptional
(23 Reviews)
2 Bedrooms
1 Bath
5 Guests
1000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
CA $304/Night
7 Nights - CA $2,125
Large Holiday Rentals and Private Villas in Saint Anna
Over 84+ Large Holiday Rentals and Private Villas in or Near Saint Anna
Villa
- Sheboygan
- ·
- Elkhart Lake
- 2.05 mi to center
9.6Exceptional
(4 Reviews)
1 Bedroom
1 Bath
4 Guests
425 ft²
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
CA $539/Night
7 Nights - CA $3,776
House
- Sheboygan
- ·
- Elkhart Lake
- 1.81 mi to center
5 Bedrooms
2 Baths
13 Guests
2497.23 ft²
- Spa
- Fireplace/Heating
- Balcony/Terrace
- View
CA $491/Night
7 Nights - CA $3,436
House
5 Bedrooms
2 Baths
12 Guests
2100 ft²
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
CA $758/Night
7 Nights - CA $5,304
House
- Wisconsin
- ·
- Marshfield
- 0.96 mi to center
12 Bedrooms
14 Baths
26 Guests
9999.67 ft²
- Fireplace/Heating
- Parking
- Internet
- Child Friendly
CA $1,802/Night
7 Nights - CA $12,611
House
10.0Exceptional
(82 Reviews)
4 Bedrooms
3 Baths
12 Guests
2800 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
CA $1,046/Night
7 Nights - CA $7,324
House
- Sheboygan
- ·
- Elkhart Lake
- 1.87 mi to center
10.0Exceptional
(81 Reviews)
4 Bedrooms
2 Baths
12 Guests
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
CA $815/Night
7 Nights - CA $5,702
House
- Sheboygan
- ·
- Elkhart Lake
- 1.98 mi to center
10.0Exceptional
(58 Reviews)
3 Bedrooms
3 Baths
10 Guests
2500 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
CA $645/Night
7 Nights - CA $4,514
House
- Sheboygan
- ·
- Elkhart Lake
- 2.36 mi to center
10.0Exceptional
(24 Reviews)
4 Bedrooms
4 Baths
12 Guests
3900 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
CA $1,635/Night
7 Nights - CA $11,442
House
10.0Exceptional
(20 Reviews)
4 Bedrooms
3 Baths
10 Guests
2500 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
CA $1,139/Night
7 Nights - CA $7,970
Wheelchair Accessible Holiday Homes in Saint Anna
Over 6+ Wheelchair Accessible Holiday Homes in or Near Saint Anna
Condo
- Sheboygan
- ·
- Elkhart Lake
- 1.99 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
6 Guests
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
CA $606/Night
7 Nights - CA $4,238
Resort
8.8Fabulous
(5 Reviews)
1 Bath
7 Guests
452.08 ft²
- Hot Tub
- Pool
- Parking
- Internet
CA $336/Night
7 Nights - CA $2,354
House
5.0Average
(4 Reviews)
5 Bedrooms
5 Baths
10 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
CA $721/Night
7 Nights - CA $5,046
Resort
8.5Fabulous
(16 Reviews)
1 Bath
6 Guests
204.51 ft²
- Hot Tub
- Pool
- Parking
- Internet
CA $112/Night
7 Nights - CA $785
Resort
8.0Excellent
(1 Review)
1 Bath
6 Guests
452.08 ft²
- Hot Tub
- Pool
- Parking
- Internet
CA $446/Night
7 Nights - CA $3,122
Resort
1.0Average
(1 Review)
1 Bath
6 Guests
452.08 ft²
- Hot Tub
- Pool
- Parking
- Internet
CA $196/Night
7 Nights - CA $1,375
Saint Anna Private Villas and Holiday Homes Under $200
Over 13+ Saint Anna Private Villas and Holiday Homes Under $200
Apartment
10.0Exceptional
(14 Reviews)
1 Bedroom
1 Bath
2 Guests
650 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
CA $223/Night
7 Nights - CA $1,558
Apartment
3 Bedrooms
2 Baths
8 Guests
801.91 ft²
- Fireplace/Heating
- Parking
- Air Conditioner
- Internet
CA $189/Night
7 Nights - CA $1,324
Hotel
- Sheboygan
- ·
- Elkhart Lake
- 2.09 mi to center
9.2Exceptional
(255 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
- View
CA $272/Night
7 Nights - CA $1,907
Cottage
9.0Exceptional
(12 Reviews)
2 Bedrooms
1 Bath
6 Guests
950 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Child Friendly
CA $229/Night
7 Nights - CA $1,605
Apartment
7.6Very Good
(4 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Kitchen
- Air Conditioner
- Internet
Laundry
CA $235/Night
7 Nights - CA $1,647
Villa
10.0Exceptional
(13 Reviews)
3 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
CA $211/Night
7 Nights - CA $1,476
RV Rental
1 Bedroom
1 Bath
3 Guests
- Kitchen
- Child Friendly
Designated Smoking Area
CA $82/Night
7 Nights - CA $573
Other
10.0Exceptional
(28 Reviews)
3 Bedrooms
1 Bath
6 Guests
1350 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
CA $201/Night
7 Nights - CA $1,407
Apartment
10.0Exceptional
(6 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
CA $173/Night
7 Nights - CA $1,211
Instantly Bookable Holiday Homes in Saint Anna
Over 98+ Instantly Bookable Holiday Homes in or Near Saint Anna
House
10.0Exceptional
(11 Reviews)
2 Bedrooms
2 Baths
8 Guests
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
CA $788/Night
7 Nights - CA $5,514
Cottage
10.0Exceptional
(7 Reviews)
2 Bedrooms
1 Bath
6 Guests
1200 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
CA $301/Night
7 Nights - CA $2,106
House
9.8Exceptional
(14 Reviews)
2 Bedrooms
2 Baths
7 Guests
1460 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
CA $409/Night
7 Nights - CA $2,860
House
- Sheboygan
- ·
- Elkhart Lake
- 1.71 mi to center
9.8Exceptional
(8 Reviews)
2 Bedrooms
1 Bath
4 Guests
1000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
CA $374/Night
7 Nights - CA $2,619
House
- Sheboygan
- ·
- Elkhart Lake
- 1.88 mi to center
9.6Exceptional
(27 Reviews)
2 Bedrooms
2 Baths
7 Guests
1000 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
CA $545/Night
7 Nights - CA $3,812
Condo
- Sheboygan
- ·
- Elkhart Lake
- 1.88 mi to center
9.4Exceptional
(20 Reviews)
1 Bedroom
1 Bath
5 Guests
1000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $508/Night
7 Nights - CA $3,558
Apartment
- Sheboygan
- ·
- Elkhart Lake
- 1.90 mi to center
9.4Exceptional
(10 Reviews)
2 Bedrooms
1 Bath
7 Guests
1000 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
CA $291/Night
7 Nights - CA $2,038
New
Condo
- Sheboygan
- ·
- Elkhart Lake
- 2.05 mi to center
2 Bedrooms
2 Baths
6 Guests
800 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Pet Friendly
CA $319/Night
7 Nights - CA $2,231
House
10.0Exceptional
(46 Reviews)
3 Bedrooms
2 Baths
8 Guests
2000 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
CA $674/Night
7 Nights - CA $4,717
Book a Last Minute Place to Stay in Saint Anna
About Casai's Private Villas and Holiday Rentals in Saint Anna
Discover more than 234 vacation rentals available in Saint Anna. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Saint Anna.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Saint Anna, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Saint Anna. On average, places to stay near Saint Anna offer 1291.16 ft², with nightly prices averaging CA $821.
With Casai, finding and comparing holiday rentals in Saint Anna is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
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Top Accommodation Types in Saint Anna
| Type | Count |
|---|---|
| Vacation Homes | 143 |
| Holiday Apartments | 21 |
| Villas | 17 |
| Cottages | 13 |
Use these Quick Filters to Find a Holiday Rental in Saint Anna
★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Saint Anna.
Weather in Saint Anna, WI
View the weather forecast for Saint Anna before booking your Saint Anna Vacation Rentals to confirm your best time to go.
December - February
High 60°F Low 26°F
March - May
High 77°F Low 40°F
June - August
High 91°F Low 64°F
September - November
High 84°F Low 38°F
Top Attractions Around Saint Anna, WI
Casai offers a large selection of top attractions around Saint Anna . Research things to do on your vacation before you visit Saint Anna.
Frequently Asked Questions About Saint Anna?
What are the top holiday rentals in Saint Anna?
With numerous options available in Saint Anna, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Saint Anna:
- Enjoy a relaxing vacation on a lake (1 Bedroom (sleeps 4))
- Cozy Cottage near Schwarz Supper Club, Road America, and Whistling Straights!
- A-frame on Horseshoe Lake
- From Schwarz Supper Club to Road America, Schwarz Guest House is in Between.
- Walk to Road America Races. Enjoy the lake frontage and fishing and kayaking.
- Perfect Rating DT Home! Walk to Beach, Eats and More! 5 Min. to Road America!
- Close to Road America and Beautiful Elkhart Lake and Great Golf Courses
- The Esker Ridge Chalet, Pristine Elkhart Solitude
- Family Fun on Crystal Lake Island - minutes to Road America, hiking, PGA Golf
- Lake Winnebago waterfront 3 bedroom Log home on a private lot with a great view!
How many holiday rentals have private pools in Saint Anna?
Discover a selection of holiday rentals with private pools near Saint Anna with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.
- Country living with a pool, fire pit & family-friendly!
- Victorian Inn Elkhart Lake
- Summit Road Estate - Top Luxury
- Lakeside Suites
Which holiday homes in Saint Anna are best for families?
If you're searching for a family-friendly holiday home in Saint Anna, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Saint Anna:
How many Casai.ca holiday rentals are available in Saint Anna?
As of 2026, Casai boasts over 234 properties listed in the Saint Anna area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Saint Anna.
People Also Ask
Finding the best prices in Saint Anna
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