Entire home
Gulf-Front Charm, Guest House Suite + Direct Beach Access on Siesta Key, Pet Friendly
Beachfront holiday home for sun and fun
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5 bedrooms 4 bathrooms Sleeps 12 338.4 sq m
Popular amenities
Explore the area

Siesta Key, FL
- Place, Crescent Beach3 min walk
- Place, Siesta Key Beach17 min walk
- Place, Point of Rocks
- Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)21 min drive
Rooms & beds
5 bedrooms (sleeps 12)
Bedroom 1
1 King Bed
Bedroom 2
1 Queen Bed
Bedroom 3
2 Single Beds
Bedroom 4
1 Queen Bed
Bedroom 5
1 Double Sofa Bed
Common Space
1 Double Sofa Bed
4 bathrooms
Bathroom 1
Toilet · Shower only
Bathroom 2
Bidet · Toilet · Shower only · Jetted bathtub
Bathroom 3
Toilet · Shower only
Bathroom 4
Toilet · Shower only
Spaces
Deck or patio
Kitchen
Office
Balcony
Separate dining area
Outdoor play area
Garden
Dining area
About this property
Gulf-Front Charm, Guest House Suite + Direct Beach Access on Siesta Key, Pet Friendly
🌴 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. 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*
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. 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
Amenities
Kitchen
Washing machine
Dryer
Pet-friendly
Free WiFi
Air conditioning
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House Rules
Check in after 4:00 PM
Minimum age to rent: 26
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
Pets allowed
Smoking
Smoking is not permitted
Important information
You need to know
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
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. Jim Neville Marine Preserve and Coconuts Family Entertainment Center are also worth visiting. Make sure you get close to the area's animals with activities such as game walks and birdwatching.

Siesta Key, FL
What's nearby
- Crescent Beach - 3 min walk - 0.3 km
- Siesta Key Marina - 9 min walk - 0.8 km
- Siesta Key Beach - 17 min walk - 1.5 km
- Turtle Beach - 5 min drive - 3.8 km
- Lido Beach - 22 min drive - 20.5 km
Getting around
Restaurants
- McDonald's - 3 min drive
- Captain Curt's Crab & Oyster Bar - 12 min walk
- Lenny’z Pizza - 10 min walk
- Gecko’s - 4 min drive
- LongHorn Steakhouse - 4 min drive
Frequently asked questions
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About the host
Hosted by The Compass Collection

Premier Host
They consistently provide great experiences for their guests
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