Entire home

The Original Beach House: A Timeless Gulf-Front Retreat on Siesta Key Beach

Photo gallery for The Original Beach House: A Timeless Gulf-Front Retreat on Siesta Key Beach

A beach with two red Adirondack chairs, a wooden house, and a white picket fence.
A coastal property with multiple buildings, a beach, and palm trees.
A bedroom with a bed, two chairs, a dresser, and a ceiling fan.
A sunlit room with a ceiling fan, a round woven coffee table, a wicker chair, a sofa, and a view of a garden through large windows.
A pathway leading to a beach with palm trees and a clear blue sky.

Highlights

  • On the beach

    A rare beachfront property in the area - enjoy direct access to the sand and sea.
  • Discover nearby landmarks

    Near Safe Harbor Siesta Key
5 bedrooms4 bathrooms

Popular amenities

  • On beach
  • Air-conditioning
  • Washing machine
  • Internet
  • Dryer

Explore the area

View map
Sarasota, FL
  • Place, Crescent Beach
    ‪3 min walk‬
  • Place, Safe Harbor Siesta Key
    ‪17 min walk‬
  • Place, Siesta Key Beach
    ‪2 min drive‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪30 min drive‬

Where you'll sleep

5 bedrooms

1st Floor In-Law Suite

1 King Bed

Guest House (Above Garage)

1 Queen Bed

Living Room 1

1 Queen Sofa Bed

Twin Room

2 Single Beds

Upstairs Den

1 Queen Sofa Bed

Upstairs Primary

1 Queen Bed

4 bathrooms

1st Floor Bath

Towels provided · Shower only · Hair dryer

Guest House Bath

Towels provided · Shower only · Hair dryer

Upstairs Bathroom

Towels provided · Shower only · Hair dryer

Upstairs Primary Bath

Towels provided · Bathtub or shower · Bidet · Jetted bathtub · Hair dryer

Spaces

Number of living rooms

About this property

The Original Beach House: A Timeless Gulf-Front Retreat on Siesta Key Beach

There are beach houses, and then there are places that become part of your family's story.

Welcome to The Original Beach House, a timeless Gulf-front retreat nestled directly on Siesta Key's legendary Point of Rocks. Built in 1940, this charming Old Florida beach home is full of history, character, and warmth—offering the perfect blend of relaxed coastal living and unforgettable family memories.

One of only four beachfront homes located on Point of Rocks, this private estate features a detached guest cottage, panoramic Gulf views, direct beach access, and room for up to 12 guests. Whether you're planning a multi-generational family vacation, celebrating a milestone, hosting a holiday gathering, or simply escaping to the beach, this home was made for slowing down and spending time together.

Unlike newer homes, The Original Beach House embraces its history. Original wood floors, breezy porches, mature tropical landscaping, and thoughtfully collected furnishings create a feeling that's difficult to find—a home that has been loved for generations.

Here, mornings begin with coffee overlooking the Gulf, afternoons are spent snorkeling crystal-clear waters, and evenings end watching another spectacular Siesta Key sunset.

The Home

• Sleeps up to 12 guests
• 5 Bedrooms
• 4 Bathrooms
• Detached Guest Cottage
• Gulf-front location
• Private beach access
• Multiple outdoor living spaces
• Historic 1940 beach home
• Free parking
• High-speed Wi-Fi

Why Guests Love It

• One of only four beachfront homes on Point of Rocks
• Direct access to one of Florida's best snorkeling locations
• Detached guest cottage offers extra privacy for grandparents, couples, or friends
• Walk to restaurants, coffee shops, bars, and shopping
• Panoramic Gulf views throughout the property
• Quiet south end of Siesta Key
• Close to the free Siesta Key Trolley
• Family-friendly layout with plenty of gathering space
• Historic charm you simply can't recreate

Sleeping Arrangements

Main House

Bedroom 1 – First Floor
• King Bed
• TV
• Adjacent full bathroom with walk-in shower

Bedroom 2 – Second Floor
• Two Twin Beds
• TV
• Hall bathroom with walk-in shower

Primary Suite – Second Floor
• Queen Bed
• Sitting area
• Private balcony overlooking the Gulf
• TV
• Ensuite bathroom with jetted tub, walk-in shower, bidet, private water closet, and double vanity

Bedroom 4 / Den – Second Floor
• Queen Sleeper Sofa
• Adjacent hall bathroom

First Floor Den
• Queen Sleeper Sofa

Detached Guest Cottage

Bedroom 5
• Queen Bed
• Full bathroom
• Kitchenette
• Dining table for two
• TV

The detached guest house is ideal for grandparents, adult children, couples, or anyone wanting a little extra privacy while staying close to the rest of the family.

Add dates for prices

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Important information

You need to know

Property # 5394593vb
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property

About the area

Siesta Key

Located in Siesta Key, this holiday home is on the beach. St. Armands Circle and Mall at University Town Center are worth checking out if shopping is on the agenda, while those wishing to experience the area's natural beauty can explore Siesta Key Beach and Crescent Beach. Ready for a night out? Consider Sarasota Fairgrounds & Robarts Arena and Sarasota Fairgrounds. Looking to get your feet wet? Jet skiing, kayaking and scuba diving adventures can be found near the property.
Map
Sarasota, FL

What's nearby

  • Crescent Beach - 3 min walk - 0.3 km
  • Safe Harbor Siesta Key - 17 min walk - 1.4 km
  • Siesta Key Beach - 2 min drive - 1.8 km
  • Turtle Beach - 4 min drive - 3.8 km
  • Lido Beach - 26 min drive - 17.8 km

Getting around

  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 35 min drive

Restaurants

  • ‪McDonald's - ‬3 min drive
  • ‪Panera Bread - ‬4 min drive
  • ‪Captain Curt's Crab & Oyster Bar - ‬12 min walk
  • ‪Five Guys - ‬4 min drive
  • ‪Hooters - ‬4 min drive

Frequently asked questions

Where is The Original Beach House: A Timeless Gulf-Front Retreat on Siesta Key Beach located?

Nestled on the beach, this Siesta Key holiday home is within 1 mi (2 km) of Crescent Beach and Siesta Key Beach. Safe Harbor Siesta Key and Point of Rocks are also within 1 mile (2 km).

About the host

Hosted by Sara

Host profile image

Tell us how we can improve our siteShare feedback