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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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Stretch out on bold red chaises as soft sea breezes drift across the lawn — just beyond, the Gulf shimmers, beckoning you for a barefoot walk in the sand.
From above, the home sits tucked into tropical green, steps from the sea — the kind of rare beachfront you dream about.
From above, the historic cedar home peeks through tropical canopy, just steps from the Gulf — a secluded slice of Old Florida, perfectly positioned between greenery and sea.
The upstairs balcony offers front-row seats to golden sunsets and salt-scented air — a sanctuary in the sky.
As twilight settles over the coast, the house glows warmly against the fading sky — red loungers wait on the quiet lawn, and the promise of a cozy night welcomes you inside.
5 bedrooms4 bathroomsSleeps 12338.4 sq m

Popular amenities

  • Parking available
  • Beach view
  • Air conditioning
  • Dryer
  • Pet-friendly
  • Washer

Explore the area

View map
Siesta Key, FL
  • Place, Crescent Beach
    ‪3 min walk‬
  • Place, Siesta Key Beach
    ‪17 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*

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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
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed
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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.
Map
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

  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 38 min drive

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

Is Gulf-Front Charm, Guest House Suite + Direct Beach Access on Siesta Key, Pet Friendly pet-friendly?

Yes, pets are allowed at this property.

What time is check-in at Gulf-Front Charm, Guest House Suite + Direct Beach Access on Siesta Key, Pet Friendly?

Check-in begins at 4:00 PM.

What time is check-out at Gulf-Front Charm, Guest House Suite + Direct Beach Access on Siesta Key, Pet Friendly?

Checkout is at 10:00 AM.

Where is Gulf-Front Charm, Guest House Suite + Direct Beach Access on Siesta Key, Pet Friendly 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).

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About the host

Hosted by The Compass Collection

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