336 Avenida De Mayo, Sarasota, FL 34242
For Sale $5,695,000
Save Property
View Virtual Tour
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.
Built-in Features
Ceiling Fans(s)
Elevator
Thermostat
Walk-In Closet(s)
Wet Bar
Window Treatments
Taxes: $25,684.00
Tax Year: 2024
Balcony
Lighting
Private Entrance
Sidewalk
Sliding Doors
Built-In Oven
Dishwasher
Disposal
Microwave
Refrigerator
Elementary School: Phillippi Shores Elementary
Middle School: Brookside Middle
Junior High: Brookside Middle
High School: Sarasota High
Building Description: Coastal, Elevated, Florida
MLS Area: 34242 - Sarasota/Crescent Beach/Siesta Key
Total Square Footage: 6,086
Price per Square Feet: $1,494.36
Water: Public
Construction: Stucco, Wood Siding
Date Listed: 2026-03-25 00:00:00
Pool: Y
Pool Description: Gunite, Heated, In Ground, Tile
Private Spa: Y
Furnished: Turnkey
Windows: Blinds, Drapes
Parking: Guest, Off Street
Garage Description: Y
Garage Spaces: 2
Flooring: Other, Wood
Roof: Metal
Heating: Central, Electric
Cooling: Central Air
Sewer: Public Sewer
Listing Courtesy Of: Re/Max Alliance Group
samantha.e.callaway@gmail.com
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.
Property Details
Price: $5,695,000
Sq Ft: 3,811
($1,494 per
sqft)
Bedrooms: 8
Bathrooms: 8
Partial Baths: 1
City: Sarasota
County: Sarasota
Type: Single Family
Development: Sarasota Beach
Acres: 0.1200
Virtual Tour/Floorplan: View
Year Built: 2019
Listing Number: A4687301
Status Code: A-Active
Taxes: $25,684.00
Tax Year: 2024
Garage:
2
/
Y
Furnishings: Turnkey
Interior Features:
Built-in Features
Ceiling Fans(s)
Elevator
Thermostat
Walk-In Closet(s)
Wet Bar
Window Treatments
Financial Information:
Taxes: $25,684.00
Tax Year: 2024
Exterior Features:
Balcony
Lighting
Private Entrance
Sidewalk
Sliding Doors
Equipment:
Built-In Oven
Dishwasher
Disposal
Microwave
Refrigerator
School Information:
Elementary School: Phillippi Shores Elementary
Middle School: Brookside Middle
Junior High: Brookside Middle
High School: Sarasota High
Additional Information:
Building Description: Coastal, Elevated, Florida
MLS Area: 34242 - Sarasota/Crescent Beach/Siesta Key
Total Square Footage: 6,086
Price per Square Feet: $1,494.36
Water: Public
Construction: Stucco, Wood Siding
Date Listed: 2026-03-25 00:00:00
Pool: Y
Pool Description: Gunite, Heated, In Ground, Tile
Private Spa: Y
Furnished: Turnkey
Windows: Blinds, Drapes
Parking: Guest, Off Street
Garage Description: Y
Garage Spaces: 2
Flooring: Other, Wood
Roof: Metal
Heating: Central, Electric
Cooling: Central Air
Sewer: Public Sewer
Map of 336 Avenida De Mayo, Sarasota, FL 34242
Listing Courtesy Of: Re/Max Alliance Group
samantha.e.callaway@gmail.com