3446 ANGLIN DRIVE, Sarasota, FL 34242
- 4 beds |
- 3 baths |
- 3,064 sqft
Single-Family Home
Built in 1981
10,019sqft lot
2 car garage
$521/sqft
Listed 9 days ago
Property Description
A Rare Weekly Rental Opportunity on Siesta Key! Attention second homeowners and investors: opportunities like this are exceptionally rare on Siesta Key. Located in coveted Bay Isle, this private pool home is legally zoned for seven-day minimum rentals - a major advantage on an island where most properties require 30-day stays. The result? Strong income potential in one of America’s most in-demand vacation destinations, with average daily rental rates of $613 since 2022. Offered turnkey furnished, this three-story coastal retreat is ideal as a personal escape, income-producing vacation home, or a blend of both. Just a short golf cart ride to Siesta Key Village and the world-famous Siesta Key Beach—voted #1 in the U.S., the home is tucked behind lush, professionally landscaped tropical foliage, creating a true sense of privacy and serenity. A brick-paver driveway winds through the greenery to an oversized two-car garage, providing plenty of room for beach gear, bikes, and toys. Inside, the home is thoughtfully designed with bedrooms and bathrooms spread across three levels, offering exceptional privacy for guests and groups. The first floor addition (2011) includes a fourth bedroom, third bathroom, and sitting area—expanding the home’s capacity to comfortably accommodate up to 10 guests. The dining area flows seamlessly to a screened porch, perfect for alfresco meals surrounded by palms and tropical breezes. The entire third floor is dedicated to the owner’s suite, a private sanctuary featuring an en-suite bath and direct access to a secluded sun deck—ideal for morning coffee, sunbathing, or unwinding as the sun sets over Siesta Key. Outdoor living shines with recent upgrades, including a new putting green, expansive two-story deck with screened enclosure and paneled ceiling (2024), and a 2024 six-passenger street-legal golf cart—included. Additional improvements include a metal roof (2021), new 50-gallon water heater, and updated AC and heat pump. Whether you’re looking to generate immediate rental income, enjoy a personal island retreat, or both, this property delivers on every level. With its rare weekly rental eligibility, upscale amenities, private tropical setting, and prime Siesta Key location, this is a truly exceptional Gulf Coast opportunity.
- Listing Status:
- Active
- Date Added:
- February 5, 2026
- Data Last Updated:
- February 10, 2026 at 3:23PM
- Listing Office:
- HOUSE MATCH : 941-213-7028
- Listing Agent:
- Rachel Woodruff, PA : 941-705-8686
- MLS ID:
- A4680766

- General: Awning(s)French DoorsLightingOutdoor GrillPrivate MailboxSliding DoorsHeatedIn Ground
- Style: Key West
- Other Structures: DeckScreenedPatioSide PorchCovered
- Pool: GuniteIn GroundLighting
- Parking: Garage Door OpenerGarage Faces SideOff Street
- Roofing: Metal
- Windows: Skylight(s)
- General: Vinyl SidingFrameThree Or MoreSlab
- Road/Access: Paved
- Originating MLS: Stellar MLS
- County: Sarasota
- Zoning: RSF2THE NLY 78 FT OF LOT 10 & THE SLY 34 FT OF LOT 12 BLK A BAY ISLAND PARK2019100048
- View: PoolTrees/Woods
- Fencing: FencedWood
- Utilities: Cable ConnectedElectricity ConnectedPublicSewer ConnectedWater Connected
- Water: Public
- Sewer: Public Sewer
- Source: Stellar MLS
- Ownership: Fee Simple
This listing courtesy of Rachel Woodruff, PA , HOUSE MATCH
Monthly Payment
- Principal & Interest $
- Property Taxes $
- Home Insurance $
- VA Funding Fee $
Location
Schools Nearby
Phillippi Shores Elementary School
4747 S Tamiami Trl, Sarasota, FL, 34231
Grades PK-5
2.01 miles away
Brookside Middle School
3636 S Shade Ave, Sarasota, FL, 34239
Grades 6-8
1.75 miles away
Sarasota High School
2155 Bahia Vista St, Sarasota, FL, 34239
Grades 9-12
2.24 miles away






