$5,395,000
336 Avenida De Mayo
Sarasota, FL 34242
Listing updated: May 18, 2026 at 12:01 PM ET
Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Garage spaces
Flood zone
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.
Estimated monthly payment
Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.
Price & listing history54 days on market
- Status: ActiveMar 25, 2026
- Listed$5,695,000Mar 25, 2026
- Price reduced$5,395,000
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Active
- Days on market
- 54
- Subdivision
- Sarasota Beach
- County
- Sarasota
- Year built
- 2019
- Living area
- 3,811 sq ft
- Price/sq ft
- $1,416
- Building area
- 6,086 sq ft (Public Records)
- Lot size
- 5,392 sq ft
- Lot category
- 0 to less than 1/4
- Flood zone
- AE (12115C0139G)
- Garage
- 2 spaces
- Pool
- Private pool
- Annual taxes
- $25,684 (2024)
- Parcel #
- 0082040038
- Zoning
- RMF1
- MLS #
- A4687301
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Interior Details
- Bedrooms
- 8
- Full bathrooms
- 8
- Half bathrooms
- 1
- Flooring
- Other, Wood
- Appliances
- Built-In Oven, Dishwasher, Disposal, Microwave, Refrigerator
- Interior features
- Built-in Features, Ceiling Fans(s), Elevator, Thermostat, Walk-In Closet(s), Wet Bar, Window Treatments
- Laundry
- Laundry Room
- Stories / Levels
- Three Or More
- Direction faces
- North
Heating & Cooling
- Heating
- Central, Electric
- Cooling
- Central Air
Parking
- Garage spaces
- 2
- Attached garage
- Yes
- Parking features
- Guest, Off Street
HOA & Financial
- Total monthly fees
- $0/mo
- Total annual fees
- $0
- CDD
- No
- Min lease term
- 1-7 Days
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- Yes
- Additional lease restrictions
- See city for rental restrictions.
Exterior & Construction
- Exterior features
- Balcony, Lighting, Private Entrance, Sidewalk, Sliding Doors
- Construction materials
- Stucco, Wood Siding
- Roof
- Metal
- Foundation
- Slab
- Pool
- Private pool
- Road surface
- Paved
Utilities
- Sewer
- Public Sewer
- Water source
- Public
- Utilities
- Cable Connected, Electricity Connected, Phone Available, Sewer Connected, Water Connected
Schools
Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Primary Bedroom | Second | 14x16 |
| Living Room | Upper | 16x20 |
| Kitchen | Upper | 10x14 |
| Dining Room | Upper | 14x10 |
| Primary Bedroom | Second | 16x14 |
| Bedroom 2 | Upper | 12x9 |
| Bedroom 3 | Second | 12x11 |
| Bedroom 4 | Second | 11x10 |
| Bedroom 5 | Second | 11x9 |
| Additional Bedroom | Second | 11x9 |
| Additional Bedroom | Third | 15x10 |
| Additional Bedroom | Third | 11x10 |
Listing Details
- Listing date
- 2026-03-24
- On market date
- 2026-03-25
- Original list price
- $5,695,000
- Occupant type
- Tenant
- MLS area
- 34242 - Sarasota/Crescent Beach/Siesta Key
- Listing AOR
- Sarasota - Manatee
- Status changed
- 2026-03-25
- Tax legal description
- LOT 12, BLK 14, SARASOTA BEACH
Flood risk
FEMA Special Flood Hazard Area (1% annual-chance / “100-year” floodplain). Flood insurance is generally required by mortgage lenders.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
Directions
Cross the North Bridge to Siesta Key, stay on Siesta Drive as you go onto the island. Continue toward Higel Ave/Ocean Blvd. Stay on Ocean Blvd and take a left on Canal Road. Turn left on Avenida de Mayo and 336 will be on your left.
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Listings courtesy of Stellar MLS as distributed by MLS GRID
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Based on information submitted to the MLS GRID as of May 18, 2026 at 12:01 PM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
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