5577 CONTENTO DRIVE
SARASOTA, FL, 34242

Price$5,000
Beds2
Baths2
SqFt1,424

Status:Active
Property Type:Rental
School:
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.

Listing provided by: ASCENDIA REAL ESTATE, Beth Dilley

Source: Stellar MLS, MLS#: A4607468

Price $5,000
Bedrooms 2
Full Baths 2
Half Baths 0
Total Baths 2
Lot Size Area 11400
Lot Size Area Units Square Feet
Acres 0.26
Property Type Rental
Sub type Single Family Residence
MLS Sub type Single Family Residence
Features Ceiling Fan(s), Eating Space In Kitchen, Kitchen/Family Room Combo, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Thermostat, Walk-In Closet(s), Window Treatments
Year Built 1969
Subdivision SIESTA ISLES
View Water
Waterfront GRAND CANAL
Heating Central, Electric
Laundry Features In Garage
Pool features In Ground
Parking Description Driveway
Association Name N/A
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.
County Sarasota
Latitude 27.269234
Longitude -82.549819
Market Area 34242 – Sarasota/Crescent Beach/Siesta Key
Address 5577 CONTENTO DRIVE, SARASOTA, FL 34242
Postal Code 34242
City SARASOTA
State FL
Country United States
Listing Office ASCENDIA REAL ESTATE
Listing Office Phone 941-306-4242
Listing Agent Beth Dilley
Listing Agent Phone 941-400-1322
Days on market 512
MLS Status Active
Listing Date Apr 16, 2024
Listing Last Modified Sep 10, 2025
Tax ID 0082160017
MLS Area 34242 – Sarasota/Crescent Beach/Siesta Key
MLS # A4607468

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