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 wooden deck with a table and chairs, overlooking a beach with palm trees and the ocean. - The Original Beach House: A Timeless Gulf-Front Retreat on Siesta Key Beach (Sarasota)
Two red Adirondack chairs facing a sunset over the ocean. - The Original Beach House: A Timeless Gulf-Front Retreat on Siesta Key Beach (Sarasota)
A kitchen with white cabinets, a tiled backsplash, a sink, and a decorative sign. - The Original Beach House: A Timeless Gulf-Front Retreat on Siesta Key Beach (Sarasota)
A wooden two-story building with a covered patio area and outdoor seating. - The Original Beach House: A Timeless Gulf-Front Retreat on Siesta Key Beach (Sarasota)
A living room with a fireplace, a television, and a ceiling fan. - The Original Beach House: A Timeless Gulf-Front Retreat on Siesta Key Beach (Sarasota)
Close to Crescent Beach, The Original Beach House: A Timeless Gulf-Front Retreat on Siesta Key Beach provides amenities such as laundry facilities. Guests can connect to in-room WiFi.

Entire home

5 bedrooms4 bathrooms

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Air-conditioning
  • Beach view

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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.

Property amenities

Beach

  • On the beach

Internet

  • Available in the house: WiFi

Bedrooms

  • 5 bedrooms
  • Bedsheets provided

Bathroom

  • 4 bathrooms
  • Bathtub or shower
  • Bidet
  • Hair dryer
  • Jetted bathtub
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Living room

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near a health/beauty spa
  • Near a hospital
  • Near the marina
  • Near the ocean
  • On the waterfront

Things to do

  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Scuba diving nearby
  • Snorkelling nearby
  • Water tubing nearby
  • Windsurfing nearby

Safety features

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

Similar properties

Policies

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Children and extra beds

Children are welcome

Important information

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.

About the area

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. Visit our Siesta Key travel guide
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Map
Sarasota, FL

What's nearby

  • A sunset over the ocean with silhouettes of people and tall grasses.
    Crescent Beach
    3 min walk - 0.3 km
  • A marina with boats docked, a clear sky, and a palm tree.
    Safe Harbor Siesta Key
    17 min walk - 1.4 km
  • A lifeguard tower with an American flag, a green flag, and a signboard on a beach with people sunbathing and umbrellas.
    Siesta Key Beach
    2 min drive - 1.8 km
  • A sandy beach with people sunbathing and umbrellas, clear blue sky, and calm sea.
    Turtle Beach
    4 min drive - 3.8 km
  • A beach with lifeguard towers, clear turquoise water, and people sunbathing.
    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
  • Five Guys
    4 min drive
  • Captain Curt's Crab & Oyster Bar
    12 min walk
  • Culver's
    5 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).

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