Historic Gulf-Front Charm, Gulf Views, House Suite + Direct Beach Access on Siesta Key
🌴 The Original Beach House | Beachfront Home on Siesta Key with Gulf Views + In-Law Suite
Why You'll Love This Home Step into the charm of Old Florida with this private 5 Bedroom/4 Bath 3642 square foot beachfront home nestled directly on Siesta Key's legendary Point of Rocks, a diver/snorkeling paradise & marine life habitat on the world-famous Siesta Key Beach. Surrounded by tropical landscaping and panoramic Gulf views, this vintage 1940s beach retreat evokes warmth, nostalgia, and pure coastal serenity.
Perfect For Ideal for extended families, friend groups, or multi-generational stays seeking space, privacy, and direct beachfront access just 50 steps from the Gulf.
Where You'll Sleep Main House • Bedroom 1 (First Floor): 1 King Bed, Main Floor Full Bath (shower stall), TV • Bedroom 2 (Second Floor): 2 Twin Beds, Hall Full Bath (shower stall), TV • Bedroom 3 - Primary Suite (Second Floor): 1 Queen Bed, Sitting Area, Balcony with Gulf Views, Ensuite Bath (Jetted Tub, Shower Stall, Private Commode, Bidet), TV • Bedroom 4/Den off of Primary Suite (Second Floor): 1 Queen Sofa Bed, Hall Full Bath, Adjacent to Bedrooms • Den (First Floor): 1 Queen Sofa
Detached Guest House Suite (Above Garage – Stair Access Required) • Bedroom 5: 1 Queen Bed, Private Full Bath (Shower Stall), Full Kitchenette, 2-seat Table, TV
Explore the Area • Direct Private Beachfront Location on Siesta Key's Famed Point of Rocks • Just 3 Blocks to South Siesta Key Village Grocery, Shopping, Restaurants, Cafes, Live Music and Tiki Bars • 2.5 Miles to Siesta Key Village – Local Shops, Live Music, and Coastal Cuisine • 2.7 Miles to Turtle Beach and Kayak Launches • 7 Miles to Downtown Sarasota's Galleries, Museums, and Gardens
It has a 100% walkability score for everything you need for a perfect vacation! If you want to explore further, without the hassle of driving, you'll find multiple stops nearby for the free trolley that provides transportation service to the entirety of Siesta Key. You're also just a quick drive or Uber/Lyft (10-15 minutes) to downtown Sarasota for access to the amazing Sarasota Performing Arts scene, and numerous fantastic restaurants, shops, marinas, bars, entertainment, and more. Day trips to iconic Lido Key are only 20 minutes away. Be sure to check out Anna Maria Island, 40 minutes away, as well as the amazing theme parks of Tampa and Orlando that are all just 1-2 hours away!
Don't wait—homes on Point of Rocks rarely become available, let alone on the beach, as there are only 4 of them in this private enclave of Siesta Key Beach. Experience historic coastal charm with modern comforts in one of Siesta's most exclusive beachfront locations.
📝 Need to Know: Starter packs of kitchen and toiletry essentials provided for a seamless first couple of nights. Free High-Speed WiFi. This unit has stairs and is handicap accessible. If any guest has difficulty with stairs, please contact us for alternative accommodations.
*Don't forget to check out our Matterport 3D Tour for this home*
Add dates for prices
Have a question?
AI iconBetaBeta
Get instant answers with AI powered search of property information and reviews.
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
On-site parties or group events are strictly prohibited
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
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
Frequently asked questions
Is Historic Gulf-Front Charm, Gulf Views, House Suite + Direct Beach Access on Siesta Key pet-friendly?
No, only service animals are welcome at the property.
How much does it cost to stay at Historic Gulf-Front Charm, Gulf Views, House Suite + Direct Beach Access on Siesta Key?
As of 9 Apr, 2026, prices found for a 1-night stay for 2 adults at Historic Gulf-Front Charm, Gulf Views, House Suite + Direct Beach Access on Siesta Key on 18 May, 2026 start from S$2,315, 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.
How much is parking at Historic Gulf-Front Charm, Gulf Views, House Suite + Direct Beach Access on Siesta Key?
On-site parking is available at the property.
What time is check-in at Historic Gulf-Front Charm, Gulf Views, House Suite + Direct Beach Access on Siesta Key?
Check-in begins at 4:00 PM.
What time is check-out at Historic Gulf-Front Charm, Gulf Views, House Suite + Direct Beach Access on Siesta Key?
Checkout is at 10:00 AM.
Where is Historic Gulf-Front Charm, Gulf Views, House Suite + Direct Beach Access on Siesta Key located?
Nestled on the beach, this Siesta Key holiday home is within 1 mi (2 km) of Crescent Beach and Siesta Key Beach. Siesta Key Marina and Point of Rocks are also within 1 mile (2 km).
About the host
Hosted by The Compass Collection
Premier Host
They consistently provide great experiences for their guests