Windswept Beach

Photo gallery for Windswept Beach

A covered outdoor area with seating, a pool, and a view of the ocean.
A modern kitchen with white cabinetry, a built-in oven, a microwave, and a ceiling fan.
A bedroom with a white four-poster bed, two bedside tables, a ceiling fan, and a large window with sheer curtains.
A wooden pier extending into calm water with clear skies and a distant horizon.
A bright, modern interior with a staircase, a dining area with white furniture, and a large sliding glass door leading to an outdoor seating area.

Highlights

  • On the beach
    A rare beachfront property in the area - enjoy direct access to the beach and sea.
  • Discover nearby landmarks
    Close to Florida Keys Beaches

Popular amenities

  • On beach
  • Balcony
  • Dog-friendly
  • Air conditioning
  • Refrigerator
  • Washer

Explore the area

View in a map
Summerland Key, FL
  • Place, Florida Keys Beaches
    ‪1 min walk‬
  • Place, Upper Sugarloaf Key
    ‪11 min drive‬
  • Place, Duval Street
    ‪48 min drive‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪42 min drive‬

Rooms & beds

3 bedrooms (sleeps 8)

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

Bedroom 3

1 Queen Bed

Office 1

1 Double Bed

3 bathrooms

Bathroom 1

Bathroom 2

Bathroom 3

Spaces

Deck or patio
Kitchen
Balcony

Add dates for prices

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About the neighborhood

Summerland Key

Located in Summerland Key, this vacation home is on the beach. The area's natural beauty can be seen at Florida Keys Beaches and Bahia Honda State Park. Blue Hole and Big Munson Island are also worth visiting.
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Map
Summerland Key, FL

What's nearby

  • Florida Keys Beaches - 1 min walk - 0.0 km
  • Upper Sugarloaf Key - 11 min drive - 12.2 km
  • Sombrero Beach - 44 min drive - 55.6 km
  • Duval Street - 48 min drive - 50.0 km
  • Mallory Square - 49 min drive - 50.6 km

Getting around

  • Key West Intl. Airport (EYW) - 32 min drive

Restaurants

  • ‪Morning Joint - ‬5 min drive
  • ‪Kiki's Sandbar - ‬8 min drive
  • ‪Boondock's Grille & Drafthouse - ‬5 min drive
  • ‪Tonio's Seafood Shack & Tiki Bar - ‬2 min drive
  • ‪Square Grouper Bar and Grill - ‬6 min drive

Frequently asked questions

Is Windswept Beach pet-friendly?

Yes, this property allows dogs (limit 2 total) with a maximum weight of up to 20 lbs per pet.

How much does it cost to stay at Windswept Beach?

As of Nov 8, 2026, prices found for a 1-night stay for 2 adults at Windswept Beach on Nov 13, 2026 start from $525, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

What time is check-in at Windswept Beach?

Check-in begins at 4:00 PM.

What time is check-out at Windswept Beach?

Check-out is at 10:00 AM.

Where is Windswept Beach located?

Situated on the beach, this vacation home is within 1 mi (2 km) of Crab Key and Florida Keys Beaches. Pye Key and Boondocks Grille & Draft House are also within 3 mi (5 km).

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