Discover the best of island living at Bay Oaks on world-famous Siesta Key, where bayside tranquility meets unbeatable convenience. Just moments from the powdery white sands of Americas #1 Beach, this beautifully maintained first-floor 2-bedroom, 1-bath condo offers the ultimate blend of relaxation, location, and rare WEEKLY rental income potential. Perfect as a serene personal retreat, vacation escape, or high-demand investment, this residence embodies the laid-back luxury and everyday joy of the Siesta Key lifestyle. BRAND NEW A/C (Aug 2025) | WEEKLY rentals allowed | In-unit laundry | TURNKEY furnished | WALK to beach | HEATED pool | FREE island trolley pickup | Keep reading Nestled on the bayside of Siesta Key, Bay Oaks is just a short stroll to the beach and ideally positioned between Siesta Key Village and Crescent Beach Villageoffering easy access to restaurants, boutique shops, and entertainment. Surrounded by lush tropical landscaping, majestic live oaks, and swaying palms, the community provides direct access to Sarasota Bay for fishing, kayaking, or simply soaking in breathtaking sunrise views. The free Siesta Key trolley stops right outside, making car-free island living effortless. Resort-style amenities include a private fishing pier, heated pool with sundeck, waterfront picnic and BBQ areas, tennis and pickleball court, clubhouse with kitchen, pool table, and library, assigned covered parking, guest parking, covered bike storage, laundry facilities, onsite management, and 24-hour video surveillance. Low monthly fees make Bay Oaks an exceptional valueespecially for those seeking a short-term rental investment. Inside, the light-filled interior features a split bedroom layout for privacy, all-tile flooring for easy maintenance, and an open living area that flows onto a private covered balconyideal for morning coffee or evening cocktails. The open galley kitchen offers a cozy eat-in nook, while the primary suite features a shared vanity, private glass walk-in shower, and convenient in-unit washer/dryer combo. The guest bedroom enjoys natural light and separation from the primary suite for added privacy. Additional perks include an assigned covered carport (#59) conveniently located outside your door, a 2 x 5 storage closet for beach gear, and ceiling fans in every room. Sold TURNKEY furnished with linens, towels, kitchenware, and dcorready for Airbnb, VRBO, or seasonal rental use. With flexible weekly rentals, this property offers impressive cash flow potential and excellent ROI, particularly during Siesta Keys peak winter and spring seasons. Constructed of masonry stucco and concrete on an elevated gradient, this building has never experienced flooding or storm damage. Discover the best of Siesta Key livingclose to world-class beaches, vibrant island life, and the cultural attractions of downtown Sarasota. More than a home, this bayside condo is a lifestyle, an investment, and an invitation to live your best island life.
Property Features
Other Rooms
- Total Rooms: 9
- Primary Bathroom: 6 x 5
- Primary Bathroom Level: First
- Living Room Dimensions: 11 x 13
- Living Room Level: First
- Extra Room-1 Description: Inside Utility, Storage Rooms
Appliances
- Dishwasher
- Dryer
- Electric Water Heater
- Microwave
- Range
- Refrigerator
- Washer
- Laundry Features: Common Area, Inside, Laundry Closet
Bedrooms
- Bedrooms: 2
- Primary Bedroom Dimensions: 12 x 10
- Bedroom 2 Dimensions: 10 x 9
- Primary Bedroom Level: First
- Bedroom 2 Level: First
Bathrooms
- Total Bathrooms: 1
- Full Bathrooms: 1
- Bathroom 2 Dimensions: 10 x 8
- Bathroom 2 Level: First
Interior Features
- Ceiling Fans(s)
- Eat-in Kitchen
- Living Room/Dining Room Combo
- Primary Bedroom Main Floor
- Split Bedroom
- Thermostat
- Window Treatments
- Furnished Description: Turnkey
- Flooring: Ceramic Tile
- Window Features: Rods, Shades
Heating and Cooling
- Cooling Features: Central Air
- Heating Features: Central
Kitchen and Dining
- Dining Room Dimensions: 9 x 9
- Dining Room Level: First
- Kitchen Dimensions: 8 x 8
- Kitchen Level: First
Exterior and Lot Features
- Balcony
- Lighting
- Sidewalk
- Sliding Doors
- Storage
- Tennis Court(s)
- Fencing: Vinyl
- Other Structures: Storage, Tennis Court(s)
- Patio And Porch Features: Covered, Enclosed, Rear Porch, Screened
- Road Responsibility: Private Maintained Road
- Road Surface Type: Asphalt, Paved
- Porch Dimensions: 10 x 9
- Porch Level: First
Waterfront and Water Access
- Water Features: Bay/Harbor, Beach
- Bay/Harbor
- Boat Features: Dock - Open
Pool and Spa
- Pool Features: Deck, Gunite, Heated, In Ground, Lighting, Outside Bath Access
Garage and Parking
- Carport Spaces: 1
- Parking Features: Assigned, Covered, Deeded, Ground Level, Guest, Reserved
Land Info
- Lot Description: FloodZone, Greenbelt, In County, Landscaped, Near Marina, Near Public Transit, Private, Sidewalk, Street Dead-End, Paved
- Lot Size Acres: 4.26
- Vegetation: Mature Landscaping, Oak Trees, Trees/Landscaped, Wooded
- Lot Size Square Feet: 185659
Home Features
- View: Park/Greenbelt, Trees/Woods
School Information
- Elementary School: Phillippi Shores Elementary
- High School: Sarasota High
- Middle School: Brookside Middle
Homeowners Association
- Association Amenities: Cable TV, Clubhouse, Elevator(s), Laundry, Lobby Key Required, Maintenance, Pickleball Court(s), Pool, Recreation Facilities, Security, Tennis Court(s)
- Association Fee Includes: Pool, Escrow Reserves Fund, Insurance, Internet, Maintenance Structure, Maintenance Grounds, Management, Pest Control, Private Road, Recreational Facilities, Security, Sewer, Trash, Water
- Calculated Total Monthly Association Fees: 833
- Association Name: Megan Claffey
- Association Phone: 9413494433
- Pets Allowed: No
Condo Info
- Unit Floor In Building: 1
Rental Info
- Lease Term: Minimum Lease: 1 Week
Amenities and Community Features
- Community Features: Association Recreation - Owned, Buyer Approval Required, Clubhouse, Community Mailbox, Deed Restrictions, Pool, Tennis Court(s)
Other Property Info
- Community Association WaterFeatures: Bay/Harbor Front, Dock, Fishing, Intracoastal Waterway, Water Access, Waterfront
- Annual Tax Amount: 3634
- Tax Block: G
- Source Listing Status: Active
- County: Sarasota
- Directions: From Midnight Pass Rd going South of the public beach area, turn left (East) into Bay Oaks. Once in the community, turn right and park either at Visitor parking next to the Tennis/Pickleball court or at the unit's #59 carport opposite the unit's G-21 front door.
- Tax Year: 2024
- Ownership: Condominium
- Source Property Type: Residential
- Area: 34242 - Sarasota/Crescent Beach/Siesta Key
- Property Subtype: condo
- Source Neighborhood: BAY OAKS
- Parcel Number: 0106071095
- Postal Code Plus 4: 2238
- Public Survey Range: 18E
- Public Survey Section: 18
- Subdivision: BAY OAKS
- Township: 37S
- Zoning: RMF3
- Management Company: On Site Property Manager
- Property Features: Condo Fees: 2500 Quarterly
- Property Subtype: Condominium
- Source System Name: C2C
Building and Construction
- Total Square Feet Living: 690
- Year Built: 1974
- Building Area Source: Public Records
- Building Area Total: 788
- Building Name: BAY OAKS
- Construction Materials: Block, Cement Siding, Stucco
- Direction Faces: South
- Foundation Details: Slab
- Levels: One
- Living Area Source: Public Records
- Living Area Units: Square Feet
- Property Age: 51
- Roof: Shingle
- Levels or Stories: 1
- Building Total Stories: 1
- Structure Type: Corner Unit, End Unit, Mid Rise
- Elevator: Yes
- Architectural Style: Florida
Utilities
- Sewer: Public Sewer
- Cable Available
- Electricity Connected
- Public
- Water Connected
- Water Source: Public
