$5,695,000

336 AVENIDA DE MAYO, Sarasota, FL 34242

  • 8 beds |
  • 9 baths |
  • 3,811 sqft
  • Property Icon Single-Family Home
  • Property Year Built Icon Built in 2019
  • Property Lot Size Icon5,227sqft lot
  • Property Parking Icon 2 car garage
  • Property Price Per Square Feet Icon $1,494/sqft
  • Property List Date Icon Listed 4 days ago

Property Description

Experience refined seaside luxury in this extraordinary 8-bedroom, 8.5-bathroom residence just moments from Siesta Key Beach and Siesta Key Village. Currently operating as a successful vacation rental property, this home is thoughtfully designed to maximize both guest experience and income potential. Its expansive layout, high-end finishes, and prime location make it highly desirable for short-term rentals, with ample space to comfortably host large groups. Spanning four levels and serviced by a private elevator, the home is purpose-built for hosting. The layout includes two bedrooms on the second level, five well-appointed guest suites on the third floor—many with private baths and balconies—and a top-floor bedroom offering additional privacy. Two bunk-style rooms with a shared Jack-and-Jill bath further enhance its ability to accommodate larger parties. The primary suite provides a luxurious retreat with its own balcony and spa-inspired bathroom. The open-concept main living area serves as the heart of the home, featuring a designer kitchen with premium appliances, a large gathering island, and a dedicated bar area—ideal for entertaining. Multiple dining areas, both inside and out, create flexibility for group stays, while an upper-level flex room adds value as a game room, media space, or additional lounge area. Outdoors, guests can enjoy a private resort-style setting complete with a heated pool, sun shelf, built-in spa, and covered patio designed for comfort and entertainment. Multiple balconies and a rooftop deck offer additional gathering spaces, with sweeping Gulf views and unforgettable sunsets that consistently maximize the Florida experience. With its proven rental appeal, generous accommodations, and unbeatable location, this property presents a rare opportunity to own a **turnkey, income-producing investment** or a luxurious personal getaway in one of Florida’s most sought-after beach destinations.

Listing Status:
Active
Date Added:
March 25, 2026
Data Last Updated:
March 29, 2026 at 3:23AM
Listing Office:
RE/MAX ALLIANCE GROUP : 941-954-5454
Listing Agent:
Samantha Callaway : 630-865-3189
MLS ID:
A4687301
  • General: Built-in FeaturesCeiling Fans(s)ElevatorThermostatWalk-In Closet(s)Wet BarWindow Treatments
  • Appliances: Built-In OvenDishwasherDisposalMicrowaveRefrigerator
  • Laundry: Laundry Room
  • Flooring: OtherWood
  • A/C: Central Air
  • Heating: CentralElectric
  • General: BalconyLightingPrivate EntranceSidewalkSliding DoorsHeatedIn Ground
  • Style: CoastalElevatedFlorida
  • Pool: GuniteHeatedIn GroundTile
  • Parking: GuestOff Street
  • Roofing: Metal
  • Windows: BlindsDrapes
  • General: StuccoWood SidingThree Or MoreSlab
  • Road/Access: Paved
  • Originating MLS: Stellar MLS
  • County: Sarasota
  • Zoning: RMF1LOT 12BLK 14SARASOTA BEACH0082040038
  • Utilities: Cable ConnectedElectricity ConnectedPhone AvailableSewer ConnectedWater Connected
  • Water: Public
  • Sewer: Public Sewer
  • Source: Stellar MLS
  • Ownership: Fee Simple

This listing courtesy of Samantha Callaway , RE/MAX ALLIANCE GROUP

Monthly Payment

$Est. Payment
  • Principal & Interest $
  • Property Taxes $
  • Home Insurance $
  • VA Funding Fee $

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Location

Schools Nearby

P

Phillippi Shores Elementary School

4747 S Tamiami Trl, Sarasota, FL, 34231

Grades PK-5

2.24 miles away

B

Brookside Middle School

3636 S Shade Ave, Sarasota, FL, 34239

Grades 6-8

2.87 miles away

S

Sarasota Virtual Instruction (Course Offerings)

1960 Landings Blvd, Sarasota, FL, 34231

Grades 9-12

1.92 miles away

Disclaimer: School and School District information courtesy of the National Center for Education Statistics (NCES). School boundaries may change. Proximity to listed schools does not guarantee enrollment eligibility. Contact the school district for more information and exact boundaries.

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