336 Avenida De Mayo, SARASOTA, FL 34242-3369

 -  $4,995,000

MLS® # A4687301

  • 8 Bedrooms
  • 9 Bathrooms
  • 3,811 SQ. Feet
  • 2019 Year Built

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.

Please provide a valid email address.

Price Change History for 336 Avenida De Mayo, SARASOTA, FL (MLS® #A4687301)

Date Details Change
Price Reduced from $5,195,000 to $4,995,000 $200,000 (3.85%)
Price Reduced from $5,395,000 to $5,195,000 $200,000 (3.71%)
Price Reduced from $5,595,000 to $5,395,000 $200,000 (3.57%)
Price Reduced from $5,695,000 to $5,595,000 $100,000 (1.76%)

Property

Location

  • NeighborhoodPalm Island
  • Address336 Avenida De Mayo
  • CitySARASOTA
  • StateFL

Size And Restrictions

  • Acres0.12

Improvements

  • FenceNo
  • SprinklerNo

Market

Interior

Bedrooms And Bathrooms

  • Bedrooms8
  • Bathrooms9.00

Heating And Cooling

  • HeatingCentral, Electric
  • Air ConditioningCentral Air

Interior Features

  • AppliancesBuilt-In Oven, Dishwasher, Disposal, Microwave, Refrigerator
  • FeaturesBuilt-in Features, Ceiling Fan(s), Elevator, Thermostat, Walk-In Closet(s), Wet Bar, Window Treatments

Building

Building Information

  • Year Built2019
  • RoofMetal

Property Features

  • Exterior FeaturesBalcony, Irrigation System, Lighting, Private Entrance, Sidewalk, Sliding Doors

Garage And Parking

  • GarageGuest, Off Street

Community

Schools

  • ElementaryPhillippi Shores Elementary
  • MiddleBrookside Middle
  • HighSarasota High

Info

  • OfficeRE/MAX ALLIANCE GROUP

Map & Directions

All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified.

Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Listing data comes from My Florida Regional MLS DBA Stellar MLS.

Listing information last updated on August 14th, 2026 at 6:53pm EDT.

Serving Sarasota Since 1981

"For over 35 years, Allen Real Estate Services, Inc. has been serving Sarasota Florida and the surrounding barrier islands. Today, our commitment remains focused on serving the unique needs of our clients. Read More
~ John Allen, Broker/Owner

Testimonials

Over the years, I have heard nothing but words like integrity, dedicated and honesty associated with Allen Real Estate Services. From the day you listed my home, it was clear you were dedicated to…

M. Bruce

View All

Contact Us

Allen Real Estate Services, Inc.
7131 Curtiss Ave. Suite 1
Sarasota, Florida 34231
Tel: (941) 923-7777
Google Map