IDX

Listed by Samantha Callaway · Courtesy of RE/MAX ALLIANCE GROUP· Agent MLS ID# MFR377503477 · Deemed reliable but not guaranteed. · Data last updated: Aug 6, 2026 · 5:47 PM

336 AVENIDA DE MAYO

Sarasota, Sarasota, FL, 34242

Active

$4,995,000

$1311/sqft

8Beds
9Baths
3,811Sq Ft
2019Built
134Days on Market

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.

Facts & Features

MFRA4687301
$4,995,000
Active
8
9
8
1
3,811 sqft
0.1200
2019
Residential
Single Family Residence
Florida, Coastal, Elevated

Community Information

336 AVENIDA DE MAYO
Sarasota Beach
Sarasota
Sarasota
FL
34242
No

Amenities

N/A
N/A
No
No
Yes

Interior

Ceiling Fans(s), Walk-In Closet(s), Thermostat, Elevator, Window Treatments, Built-in Features, Wet Bar
Central, Electric
Central Air
Wood, Other
N/A
N/A
Built-In Oven, Dishwasher, Disposal, Microwave, Refrigerator

Exterior

Sliding Doors, Lighting, Sidewalk, Balcony, Private Entrance
Stucco, Wood Siding
Slab
Metal
N/A
N/A

School Information

Phillippi Shores Elementary
Brookside Middle
Sarasota High

Additional Information

March 25, 2026
134
RMF1
North
No

Mortgage Calculator

This calculator provides estimates for informational purposes only and is not a loan offer, pre-approval, or commitment to lend. Actual rates, payments, and loan terms vary by lender and are subject to credit approval, income/asset verification, and market conditions. Property tax and homeowners insurance shown are estimates and may differ. PMI applies when the down payment is under 20%. For an official Loan Estimate, contact a licensed mortgage lender. RE/MAX ALLIANCE GROUP is a licensed real estate brokerage, not a mortgage lender. Equal Housing Opportunity.

134 days on market

Listing updated: Aug 6, 2026 · 5:47 PM

Listed by: Samantha Callaway · 630-865-3189RE/MAX ALLIANCE GROUP · 941-954-5454

Updated from Real Estate Market Data

Location

BR
brokerage

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