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Ad #7470836
MLS #A4687301
Listing photo

Experience refined seaside luxury in this extraordinary

336 AVENIDA DE MAYO, Sarasota, FL 34242
$4,995,000
8Beds
9Baths
3,811Sqft
0.12Acres

About this property

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 Features

8 Beds
9 Baths
3,811 Sqft
Built in 2019
0.12 Acres
3 Stories
Guest, Off Street
Siding: Stucco, Wood Siding
Metal Roof
Has Swimming Pool
Central, Electric (Heating)
$25,684 / yr property tax
Sarasota County
SARASOTA BEACH Community

Additional Photos

Additional listing photo 1
Additional listing photo 2
Additional listing photo 3
Additional listing photo 4

Contact Information

Samantha Callaway

RE/MAX Alliance Group

630-865-3189

Location

Map
Listing Agent: Samantha Callaway 630-865-3189
Broker: RE/MAX Alliance Group 941-954-5454 Listing Site
Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
BarrierFreeHome.com
Printed Aug 13, 2026

Photo Gallery

Experience refined seaside luxury in this extraordinary - photo 1
Experience refined seaside luxury in this extraordinary - photo 2
Experience refined seaside luxury in this extraordinary - photo 3
Experience refined seaside luxury in this extraordinary - photo 4
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Experience refined seaside luxury in this extraordinary - photo 49
Experience refined seaside luxury in this extraordinary - photo 50

$4,995,000

8
Beds
9
Baths
3,811
Sqft

336 AVENIDA DE MAYO, Sarasota, FL 34242

By contacting this agent you agree to these Terms and Conditions.
Home Florida Sarasota
Experience refined seaside luxury in this extraordinary - photo 1
Experience refined seaside luxury in this extraordinary - photo 2
Experience refined seaside luxury in this extraordinary - photo 3
Experience refined seaside luxury in this extraordinary - photo 4
Experience refined seaside luxury in this extraordinary - photo 5
MLS# A4687301
Home For Sale

Experience refined seaside luxury in this extraordinary

$4,995,000

336 AVENIDA DE MAYO, Sarasota, FL 34242

8
Beds
9
Baths
3,811
Sqft
0.12
Acres
$4,995,000
336 AVENIDA DE MAYO, Sarasota, FL 34242
8 Beds
9 Baths
3,811 Sqft
0.12 Acres

Accessibility Features

Accessible Elevator Installed
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.
140 days
on BarrierFreeHome.com
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Property Details

HOME DETAILS

8 Beds
9 Baths
3,811 Sqft
Built in 2019
0.12 Acres
3 Stories

EXTERIOR

Guest, Off Street
Siding: Stucco, Wood Siding
Metal Roof
Has Swimming Pool

INTERIOR

Central, Electric (Heating)

FINANCIAL & COMMUNITY

$25,684 / yr property tax
Sarasota County
SARASOTA BEACH Community
See More Details

Location

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Ad Statistics

Ad Number
7470836
Viewed
35 times
Listing Status
Active
Added
Mar 25, 2026
Last Refreshed
Aug 13, 2026 09:42:13 AM

Listing Information

Data Source
Stellar MLS
Source Property ID
A4687301
Listing Agent: Samantha Callaway 630-865-3189
Broker: RE/MAX Alliance Group 941-954-5454 Listing Site
Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

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Alabama Alaska Arizona Arkansas California Colorado Connecticut Delaware Florida Georgia Hawaii Idaho Illinois Indiana Iowa Kansas Kentucky Louisiana Maine Maryland Massachusetts Michigan Minnesota Mississippi Missouri Montana Nebraska Nevada New Hampshire New Jersey New Mexico New York North Carolina North Dakota Ohio Oklahoma Oregon Pennsylvania Rhode Island South Carolina South Dakota Tennessee Texas Utah Vermont Virginia Washington West Virginia Wisconsin Wyoming
SERVICES
Buy Buy Advertise
COMPANY
Testimonials About Us Office Locations
SUPPORT
Help Contact Us
ADDITIONAL MARKETS
LakeHouse.com MountainHomes.com BeachHouse.com GolfHomes.com
SUBSCRIBE
Receive notifications for new listings
Subscribe
Facebook YouTube

Dream Home Network Inc.

is committed to ensuring digital accessibility and property listings for individuals with disabilities. All information provided is deemed reliable but is not guaranteed and should be independently verified. We are continuously working to improve the accessibility of our web experience for everyone, and we welcome feedback and accommodation requests. If you wish to report an issue or seek an accommodation, please let us know.

Dream Home Network Inc. Sells leads to DHN Realty Inc. who holds real estate brokerage licenses in Alabama. Listing agents will be sent notification copy of leads on their listings where Dream Home Network Inc. is provided listings via our Feed Provider as required.

© 1997 - 2026 Wheelchair-accessible Housing & Universal Design Homes at Barrier Free Home
Part of Dream Home Network, Inc.
Last updated on 2026.08.13
Terms & Policy