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336 AVENIDA DE MAYO, SARASOTA, FL - photo 1

$4,995,000

336 AVENIDA DE MAYO

SARASOTA, FL 34242

Estimated payment $29,970/month

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8Beds
9Baths
3,811Sq Ft
$1311Price/Sq Ft

Preferred partner

Kinsfolk Realty

Kinsfolk Signature Realty

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Highlights

No HOA
Private Pool
Garage
Built in 2019
5,392 sqft Lot

About This Home

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 Agent

Samantha Callaway

RE/MAX ALLIANCE GROUP

Brokerage Phone: 941-954-5454

Source: Stellar MLS · MLS #A4687301

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Facts & features

Bedrooms & bathrooms

  • Bedrooms:8
  • Bathrooms:9
  • Full bathrooms:0

Heating

  • Has Heating:Yes

Interior area

  • Total structure area:3,811 sqft
  • Total interior livable area:3,811 sqft

Parking

  • Parking features:N/A
  • Garage spaces:0
  • Has attached garage:No

Lot

  • Size:5,392 sqft

Details

  • Parcel number:N/A

Type & style

  • Home type:Single Family Residence
  • Property subtype:Residential

Materials

  • • N/A

Condition

  • Year built:2019

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Price history

DateEventPrice
2026-03-25T00:00:00.000ZListed for sale$4,995,000$1311/sqft

Data Powered by Home Junction, Inc.

Nearby

Schools

ESE SPECIAL PROGRAMS

Elementary · 1.9 mi

SARASOTA VIRTUAL INSTRUCTION PROGRAM

Elementary · 1.9 mi

SARASOTA VIRTUAL INSTRUCTION (COURSE OFFERINGS)

High · 1.9 mi

Supermarkets

Morton's Market - Siesta Key

0.1 mi

Siesta Dental

0.1 mi

Publix

1.9 mi

Dining

Casa Masa

0.1 mi

The Pita Shack

0.1 mi

Gilligan's Island Bar & Grill

0.1 mi

Parks

Glebe Park

0.8 mi

Boyd Park

0.9 mi

Siesta Beach Park

1.0 mi

Beaches

Public Beach Access 3

0.3 mi

Sarasota Beach

0.4 mi

Public Beach Access 2

0.4 mi

Nearby amenity locations include data © OpenStreetMap contributors.