5577 Contento Drive, Sarasota, FL 34242 - Photo 1

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$5,000

For Rent
Active
Single Family
2 Beds
2 Full Baths
1,424 Sq. Ft.

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Property Description

This is a short term rental. Listing reflects off season rate. Available peak season month: January 3rd - 31st, 2026. Welcome to Bikini Tini Time! Your completely remodeled Siesta Key paradise awaits in this 2-bedroom, 2-bathroom saltwater pool home, perfectly situated on a peaceful canal. We're delighted to be dog-friendly, offering a fantastic space for everyone. Step inside to a meticulously designed interior with thoughtful updates throughout, from the brand-new kitchen to the spa-like bathrooms. You'll find a designated office space off the kitchen, perfect for remote work. The first bedroom features a king bed, and the second bedroom features a queen bed. Outside, soak up the Florida sunshine by the sparkling saltwater pool. With direct canal access, cast a line for some fishing, or launch a paddle board and explore the tranquil canals, where you're likely to spot local manatees and other fascinating wildlife. After exploring the canals, take a leisurely walk of just a few minutes to the world-famous Siesta Key Beach. Feel the soft, powdery quartz sand between your toes and bask in the beauty of the Gulf. Then, it's back to your private oasis where, as the sun begins its descent, it's 'tini time! Mix your favorite martini and savor it while watching the spectacular sunset paint the sky over the canal, beautifully highlighting silhouetted palm trees. It's truly an unforgettable end to a perfect day! Bikini Tini Time offers the perfect blend of tranquility and convenience, just moments from Siesta Key Village's vibrant shops and restaurants. Pet Policy: We're delighted to welcome your furry family members! This property is pet-friendly, and a non-refundable pet fee (per pet) will be applied after booking and must be paid prior to check-in. Please feel free to inquire about the specific pet policy applicable to your reservation.

Full Property Details

Full Property Details for 5577 Contento Dr

General

Rent: $5,000
Status: Active
Type: Single Family
Source: MidFloridaRegionalMLS
MLS ID: A4607468
Updated: 8/19/2025
Added to Site: 641 day(s) ago

Rental Information

Lease/Rent Term: Short Term Lease
Min. Lease: 1 Month

Interior

Interior Features: Ceiling Fan(s), Eating Space In Kitchen, Kitchen and Family Room Combination, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Thermostat, Walk-In Closet(s), Window Treatments
Appliances: Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer
Furnishings: Turnkey

Rooms

Bathrooms

Total Bathrooms: 2
Full Bathrooms: 2

Bedrooms

Total Bedrooms: 2

Other Rooms

Laundry: In Garage

Additional Information

Pool: Yes
Private Pool: Yes
Pool Description: In Ground

Parking

Parking Features: Driveway

Location

Area: 34242 - Sarasota/Crescent Beach/Siesta Key
County: Sarasota
Development Name: 34242 - Sarasota/Crescent Beach/Siesta Key
Subdivision: SIESTA ISLES
Driving Directions: From Siesta Dr, head south as it turns into Higel Ave, make a left on Midnight Pass Rd, turn right on Shadow Lawn Way and make your first left. From Shadow Lawn Way, turn right on Contento Dr and make your first left. 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: If pet is approved by owner, there is a $250.00 non-refundable pet fee (per pet)., / 25lbs.

Heating & Cooling

Cooling Type: Central Air
Heating Type: Central, Electric

Utilities

Water District: GRAND CANAL

Structural Information

Stories/Levels: One
Square Feet: 1,424
Sq. Ft. Source: Public Records
Year Built: 1969

Lot Features

Property View: Water
Lot Size (Acres): 0.26
Lot Size (Sq. Ft.): 11,400
Lot Size: 11400
Street/Road Desc.: Paved

Water Features

Water Front: Yes
Water View: Yes
Water Access: Yes
Water Access Desc: Canal - Saltwater, Gulf/Ocean to Bay
Water Extras: Yes
Water Front Name: GRAND CANAL
Water Front Desc.: Saltwater Canal

Financial Considerations

Lease Price: $5,000

Disclosures and Reports

APN: 82160017
Property ID: 82160017

Listed by Ascendia Real Estate

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— 5577 Contento Dr —

Ascendia Real Estate

Schools

Schools serving 5577 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	4.1 mi

Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price History for 5577 Contento Dr Get Price Alerts and Save Property

Date

Details

Price

Change

Source

7/05/2024

Price Reduced

$5,000

-23.08%

MLS

4/16/2024

Listed

$6,500

—

MLS

Get Price Alerts and Save Property

Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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5577 Contento Drive, Sarasota, FL 34242 (MLS# A4607468) is a Single Family property with 2 bedrooms and 2 full bathrooms. 5577 Contento Drive is currently listed for rent at $5,000 and was received on April 16, 2024. Want to learn more about 5577 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.

5577 Contento Dr Sarasota, FL 34242