Date
Details
Price
Change
Source
7/02/2026
Listed
$5,800
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/38
$5,800 Just Listed
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/38
Property Description
Experience Siesta Key living at 5585 Contento Dr; a furnished 4 bedroom 3 bath pool home that is available immediately for rent. This home sits at the end of a quiet cult de sac in the front and offers beautiful canal views, a wooden boat dock, and heated pool in the back. This split floor plan home boasts 1,921 square feet under air and a two car garage that includes a full sized washer and dryer. The open floor plan features a newly renovated gourmet kitchen with a large island, beautiful backsplash, granite countertops and top of the line appliances. The primary suite features a private sliding glass door to the pool area, huge walk-in closet, quartz countertops, dual vanities, and etched glass-walled shower. The other three bedrooms also feature queen sized beds, lots of closet space and tile flooring throughout. The exclusive location of this Siesta Key property allows for vibrant dining and shopping of Siesta Key Village, providing the perfect balance of island living and a leisure lifestyle.
Full Property Details
Full Property Details for 5585 Contento Dr
General
- Rent: $5,800
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: A4698865
- Updated: 7/2/2026
- Added to Site: 2 day(s) ago
Rental Information
- Lease/Rent Term: 12 Months
- Min. Lease: 1-2 Years
Interior
- Number of Rooms: 4
- Interior Features: Ceiling Fan(s), Chair Rail, Crown Molding, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Split Bedroom, Stone Counters, Thermostat
- Appliances: Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer
- Furnishings: Furnished
- Flooring: Ceramic Tile
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 3
Bedrooms
- Total Bedrooms: 4
Other Rooms
- Laundry: In Garage
Additional Information
- Pool: Yes
- Private Pool: Yes
- Pool Description: Heated
- Spa Description: In Ground
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Covered Spaces: 2
Location
- Area: 34242 - Sarasota/Crescent Beach/Siesta Key
- County: Sarasota
- Development Name: 34242 - Sarasota/Crescent Beach/Siesta Key
- Subdivision: SIESTA ISLES
- Driving Directions: Midnight Pass Road South, turn right onto Shadow Lawn Way, turn left onto Shadow Lawn Dr, turn right onto Contento, turn left to stay on Contento, home is at the end of the cul-de-sac.
Community
- Community Name: 34242 - Sarasota/Crescent Beach/Siesta Key
- Number of Pets: 1
- Pet Restrictions: 25lbs.
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Electric
Structural Information
- Stories/Levels: One
- Square Feet: 1,798
- Year Built: 1972
Lot Features
- Lot Size (Acres): 0.34
- Lot Size (Sq. Ft.): 14,900
- Lot Size: 14900
- Street/Road Desc.: Paved
Water Features
- Water Access: Yes
- Water Access Desc: Canal - Saltwater
- Water Extras: Yes
Financial Considerations
- Lease Price: $5,800
- Assoc Fee Desc.: None
- Application Fee: $100
- Security Deposit: $5,800
- Pet Deposit: $500
Disclosures and Reports
- APN: 82160018
- Property ID: 82160018
Listed by Premier Sotheby's International Realty
Schools
Schools serving 5585 Contento Dr
School District:Sarasota County School District
| Name | Grades | Distance |
|---|---|---|
Phillippi Shores Elementary School 4747 South Tamiami Trail, Sarasota, FL 34231 | PK-5 | 1.8 mi |
Brookside Middle School 3636 South Shade Avenue, Sarasota, FL 34239 | 6-8 | 2.7 mi |
Sarasota High School 2155 Bahia Vista Street, Sarasota, FL 34239 | 9-12 | 4 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price History for 5585 Contento Dr
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
- Single Family
- Active
- 4Beds
- 3Total Baths
- 2,288Sq. Ft.
Listed by M&M Property Management Group
- Single Family
- Active
- Updated 1 day ago
- 4Beds
- 3Total Baths
- 2,131Sq. Ft.
Listed by Ryan Adamson (941) 713-9234
- Single Family
- Active
- 4Beds
- 3Total Baths
- 2,656Sq. Ft.
Listed by John Harding Realty
- Single Family
- Active
- 4Beds
- 3Total Baths
- 2,999Sq. Ft.
Listed by Rossi & Company Inc
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
- Single Family
- Active
- Updated 2 days ago
- 4Beds
- 3Total Baths
- 2,045Sq. Ft.
Listed by The Sarmiento Team (941) 812-7581
- Condo
- Active
- Updated 5 days ago
- 2Beds
- 2Total Baths
- 1,297Sq. Ft.
Listed by Latitudes The Real Estate Boutique Llc
- Single Family
- Active
- Updated 2 days ago
- 4Beds
- 2Total Baths
- 1,708Sq. Ft.
Listed by Gulf Coast Realty & Management
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
- Condo
- Active
- Updated 5 days ago
- 2Beds
- 2Total Baths
- 1,235Sq. Ft.
Listed by Wagner Realty
- Single Family
- Active
- Updated 2 days ago
- 3Beds
- 2Total Baths
- 2,091Sq. Ft.
Listed by Wagner Realty
- Single Family
- Active
- Updated 4 days ago
- 3Beds
- 3Total Baths
- 2,158Sq. Ft.
Listed by Fine Properties
- Condo
- Active
- Updated 4 days ago
- 3Beds
- 4Total Baths
- 2,940Sq. Ft.
Listed by Michael Saunders & Company
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
- Single Family
- Closed
- 3Beds
- 2Total Baths
- 2,295Sq. Ft.
Listed and Sold by Jennette Properties, Inc.
- Single Family
- Closed
- 4Beds
- 3Total Baths
- 2,742Sq. Ft.
Listed and Sold by Wagner Realty
- Condo
- Closed
- 3Beds
- 2Total Baths
- 2,232Sq. Ft.
Listed and Sold by Debbie Huffman
- Condo
- Closed
- 3Beds
- 2Total Baths
- 1,207Sq. Ft.
Listed and Sold by Stringer Management Inc
5585 Contento Drive, Sarasota, FL 34242 (MLS# A4698865) is a Single Family property with 4 bedrooms and 3 full bathrooms. 5585 Contento Drive is currently listed for rent at $5,800 and was received on July 02, 2026. Want to learn more about 5585 Contento Drive? Do you have questions about finding other real estate for sale or rent in Sarasota? You can browse all Sarasota rentals or contact a Coldwell Banker agent to request more information.