Stayifyoudare - Vacation Rentals in South Beach

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From US $488

         

10.0 (89 Reviews)

Cabin

Rare Find! Huge Beach & Luxe Woodsy Cabin

• Air Conditioner
• Parking
• TV

• Wisconsin
• Oostburg

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From US $288

         

10.0 (1 Review)

Apartment

Be Still & Know, Fireplace, Firetable, Walk to Port

• Air Conditioner
• Parking
• Pet Friendly

• Milwaukee
• Port Washington

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From US $180

         

9.4 (118 Reviews)

Hotel

The Port Hotel

• Air Conditioner
• Parking
• TV

• Milwaukee
• Port Washington

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From US $246

         

10.0 (100 Reviews)

House

Country beauty on 5 acres

• Air Conditioner
• Parking
• Pet Friendly

• Wisconsin
• Hingham

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From US $213

         

New

Apartment

Grace Adventure House, Walk to Port, Shops, Beach

• Air Conditioner
• Parking
• Pet Friendly

• Milwaukee
• Port Washington

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From US $150

         

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9.2 (563 Reviews)

Hotel

The Harborview on Lake Michigan, Ascend Hotel Collection

• Air Conditioner
• Parking
• Pool

• Milwaukee
• Port Washington

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From US $1,020

         

10.0 (46 Reviews)

Cabin

Gather Your Group at the Bunkhouse!

• Air Conditioner
• Parking
• Pool

• Sheboygan
• Belgium

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From US $142

         

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9.0 (85 Reviews)

Hotel

The Port Hotel

• Air Conditioner
• Parking
• TV

• Milwaukee
• Port Washington

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From US $116

         

8.6 (1005 Reviews)

Hotel

Holiday Inn Express & Suites Port Washington by IHG

• Air Conditioner
• Parking
• Pool

• Milwaukee
• Port Washington

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From US $317

         

9.6 (213 Reviews)

House

Large Unique & Artistic Lake Michigan Beach House/Awesome Game Room

• Air Conditioner
• Parking
• Pet Friendly

• Wisconsin
• Oostburg

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From US $350

         

10.0 (144 Reviews)

House

Welcome to the "Lake Cottage" where lake Michigan waves are calling

• Air Conditioner
• Parking
• TV

• Wisconsin
• Hingham

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From US $320

         

10.0 (138 Reviews)

Cottage

Eat, Drink and be Cozy at Beachdaze this winter!

• Air Conditioner
• Parking
• Pet Friendly

• Wisconsin
• Oostburg

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From US $158

         

10.0 (114 Reviews)

House

Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.

• Air Conditioner
• Parking
• TV

• Wisconsin
• Oostburg

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From US $296

         

10.0 (113 Reviews)

Cottage

Winter's a good time to stay in & cuddle at Surfdaze

• Air Conditioner
• Parking
• Pet Friendly

• Wisconsin
• Hingham

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From US $545

         

10.0 (79 Reviews)

House

Beautiful country home (3800 sq ft) on 4 acres with river frontage - 10 beds!

• Air Conditioner
• Parking
• TV

• Wisconsin
• Oostburg

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From US $576

         

10.0 (41 Reviews)

Cabin

HOT TUB w/Beach Access near Kohler-Andrae

• Air Conditioner
• Parking
• TV

• Wisconsin
• Oostburg

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From US $171

         

10.0 (33 Reviews)

Apartment

⭐️New | Beautifully Remodeled | Walk to the Lake ⚓️

• Air Conditioner
• TV
• Security/Safety

• Milwaukee
• Port Washington

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From US $251

         

10.0 (31 Reviews)

Apartment

Be Still & Know, Walk to Port and Beach

• Air Conditioner
• Parking
• Pet Friendly

• Milwaukee
• Port Washington

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From US $289

         

10.0 (27 Reviews)

House

Experience Lake Michigan views from your cozy 3-bedroom retreat

• Parking
• Pool
• TV

• Wisconsin
• Oostburg

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From US $254

         

10.0 (26 Reviews)

Apartment

Grace Adventure House, walk to Port, Lake Michigan

• Air Conditioner
• Parking
• Pet Friendly

• Milwaukee
• Port Washington

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From US $414

         

10.0 (22 Reviews)

House

Stunning and Completely Remodeled Ranch Home! Walk to Downtown & Marina!

• Air Conditioner
• Parking
• TV

• Milwaukee
• Port Washington

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From US $351

         

10.0 (22 Reviews)

Cottage

Pristine Beach Access, Arcade near Kohler-Andrae

• Air Conditioner
• TV
• View

• Wisconsin
• Oostburg

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From US $173

         

10.0 (20 Reviews)

Apartment

NEW Unique Design Fully Loaded Kitchen

• Air Conditioner
• TV
• Security/Safety

• Milwaukee
• Port Washington

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From US $1,304

         

10.0 (17 Reviews)

House

Lake House w/6-BR's, Sauna - Kohler-Andrae

• Air Conditioner
• Parking
• TV

• Wisconsin
• Hingham

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★ Pro Tip: Stayifyoudare makes it easy to compare the best listings on Stayifyoudare homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Stayifyoudare homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in South Beach.