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Entire home

The Windward House 3 Bedroom Home by RedAwning

Vacation home convenient to Siesta Key Beach

Choose dates to view prices

Fri, Jan 23
Sun, Jan 25
January 2026
12
February 2026
At this vacation home, you'll be within a 10-minute drive of Siesta Key Beach and Sarasota Memorial Hospital. There's also a garden, and homes offer Smart TVs and refrigerators.

Entire home

3 bedrooms3 bathroomsSleeps 6

Popular amenities

  • Pet friendly
  • Free WiFi
  • Non-smoking
  • Refrigerator

Main amenities (2)

  • Near the beach
  • Garden

Feel at home (5)

  • Children stay free
  • 3 bedrooms
  • Refrigerator
  • Garden
  • Coffee/tea maker

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About the area

Map
5022 Windward Avenue, Siesta Key, FL, 34242

What's nearby

  • Siesta Key Farmers Market - 11 min walk - 0.9 km
  • Siesta Key Beach - 14 min walk - 1.2 km
  • Irma Beach - 16 min walk - 1.4 km
  • Shell Beach - 3 min drive - 2.5 km
  • Siesta Key Beach Playground - 4 min drive - 2.4 km

Getting around

  • Sarasota-Bradenton Intl. Airport (SRQ) - 30 min drive

Restaurants

  • ‪Circle K - ‬3 min drive
  • ‪Gilligan's Island Bar & Grill - ‬4 min drive
  • ‪Siesta Key Oyster Bar - ‬4 min drive
  • ‪The Big Tiki Lounge - ‬4 min drive
  • ‪Sun Garden Cafe - ‬3 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

The Windward House 3 Bedroom Home by RedAwning

At this vacation home, you'll be within a 10-minute drive of Siesta Key Beach and Sarasota Memorial Hospital. There's also a garden, and homes offer Smart TVs and refrigerators.

At a glance

Property size

    • Private vacation home

Arriving/Leaving

    • Check-in time starts at 4:00 PM
    • Minimum check-in age: 25
    • Check-out time is 10:00 AM

Special check-in instructions

    • Guests will receive an email within 5 days before arrival with check-in information
    • Information provided by the property may be translated using automated translation tools

Required at check-in

    • Credit card, debit card, or cash deposit required for incidental charges
    • Government-issued photo ID may be required
    • Minimum check-in age is 25

Children

    • Children stay free when occupying the parent or guardian's room, using existing bedding
    • No cribs (infant beds)

Pets

    • Pets allowed*
    • Service animals welcome

Internet

    • Free WiFi in rooms (speed: 25+ Mbps)

Other information

    • Smoke-free property

Property amenities

Beach

  • Near the beach

Pool/Spa

  • Shared/communal pool

Internet

  • Free WiFi, with speed of 25+ Mbps

Family friendly

  • Children stay free (see details)

Food and drink

  • Refrigerator
  • Oven
  • Coffee/tea maker
  • Toaster

Bedrooms

  • 3 bedrooms

Bathrooms

  • 2.5 bathrooms
  • Towels provided
  • Shampoo

Entertainment

  • Smart TV

Outdoor areas

  • Yard
  • Garden

Work spaces

  • Laptop workspace

Comfort

  • Ceiling fan
  • Heating

Pets

  • Service animals exempt from fees
  • Pet friendly
  • USD 332 per accommodation per stay

Suitability/Accessibility

  • No elevators
  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • Next to a golf course

Things to do

  • Horse riding nearby
  • Sailing nearby
  • Cycling nearby

Safety features

  • Carbon monoxide detector installed (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector installed (host has indicated there is a smoke detector on the property)
  • Fire extinguisher

Fees & policies

Pets

  • Service animals exempt from fees
  • Pets are allowed for an extra charge of USD 332 per accommodation, per stay

Policies

This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room.
This property does not have elevators.
Host has indicated there is a carbon monoxide detector on the property.
Host has indicated there is a smoke detector on the property.
Guests can rest easy knowing there's a fire extinguisher on site.
This property accepts credit/debit cards.
Credit cards accepted: Visa, Mastercard, American Express, Discover, Diners Club, JCB International
Cashless transactions are available.

Also known as

The Windward House 3 Bedroom Home
The Windward House 3 Bedroom Home by RedAwning Siesta Key

Frequently asked questions

Does The Windward House 3 Bedroom Home by RedAwning offer free cancellation for a full refund?

Yes, The Windward House 3 Bedroom Home by RedAwning does have fully refundable room rates available to book on our site. If you’ve booked a fully refundable room rate, this can be cancelled up to a few days before check-in depending on the property's cancellation policy. Just make sure to check this property's cancellation policy for the exact terms and conditions.

Are pets allowed at this vacation home?

Yes, pets are welcome. There's a charge of USD 332 per accommodation, per stay. Service animals are exempt from fees.

What are the check-in and check-out times at this vacation home?

You can check in starting at 4:00 PM. Check-out time is 10:00 AM.

What is there to do at The Windward House 3 Bedroom Home by RedAwning and nearby?

Have fun with nearby activities like cycling, horseback riding, and sailing. The Windward House 3 Bedroom Home by RedAwning also has a garden.

Does The Windward House 3 Bedroom Home by RedAwning have any outdoor private spaces?

Yes, this property features a yard.

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