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.
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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.
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).