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.
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.
Property Details
Price:
$4,995,000
MLS #:
A4687301
Status:
Active
Beds:
8
Baths:
8.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
SARASOTA BEACH
Neighborhood:
34242sarasotacrescentbeachsiestakey
Listed Date:
Mar 25, 2026
Finished Sq Ft:
3,811
Total Sq Ft:
6,086
Lot Size:
5,392 sqft / 0.12 acres (approx)
Year Built:
2019
See this Listing
Schools
Elementary School:
Phillippi Shores Elementary
Middle School:
Brookside Middle
High School:
Sarasota High
Interior
Appliances
Built-In Oven, Dishwasher, Disposal, Microwave, Refrigerator
Bathrooms
8 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Flooring
Other, Hardwood
Heating
Central, Electric
Interior Features
Built-in Features, Ceiling Fan(s), Elevator, Thermostat, Walk-In Closet(s), Wet Bar, Window Treatments
Laundry Features
Laundry Room
Levels
Three Or More
Exterior
Architectural Style
Coastal, Elevated, Florida
Attached Garage YN
1
Construction Materials
Stucco, Wood Siding
Covered Spaces
2
Direction Faces
North
Exterior Features
Balcony, Irrigation System, Lighting, Private Entrance, Sidewalk, Sliding Doors
Garage Spaces
2
Parking Features
Guest, Off Street
Roof
Metal
Spa Features
Heated, In Ground
Window Features
Blinds, Drapes
Financial
Tax Year
2024
Taxes
$25,684
Map
Community
- Address336 AVENIDA DE MAYO SARASOTA FL
- SubdivisionSARASOTA BEACH
- CitySARASOTA
- CountySarasota
- Zip Code34242
Market Summary
Current real estate data for Single Family in SARASOTA as of Aug 29, 2026
1,867
Single Family Listed
117
Avg DOM
471
Avg $ / SqFt
$1,428,013
Avg List Price
Property Summary
- Located in the SARASOTA BEACH subdivision, 336 AVENIDA DE MAYO SARASOTA FL is a Single Family for sale in SARASOTA, FL, 34242. It is listed for $4,995,000 and features 8 beds, 9 baths, and has approximately 3,811 square feet of living space, and was originally constructed in 2019. The current price per square foot is $1,311. The average price per square foot for Single Family listings in SARASOTA is $471. The average listing price for Single Family in SARASOTA is $1,428,013. To schedule a showing of MLS#a4687301 at 336 AVENIDA DE MAYO in SARASOTA, FL, contact your InvestPro Properties, Inc. agent at 561-203-7022.
Similar Listings Nearby
Courtesy of RE/MAX ALLIANCE GROUP. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than InvestPro Properties, Inc. include the name of the listing broker. Neither the listing company nor InvestPro Properties, Inc. shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved. 336 AVENIDA DE MAYO
SARASOTA, FL
