
5577 Contento Dr, Siesta Key, FL 34242
What This House Offers
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.
Unit
- $5,000 / month
- 2 Beds
- 2 Baths
- 1,424 sq. ft.
- Available Now
Home Features
- Views
Community Features
- Pool
- Waterfront
5577 Contento Dr House is located in Siesta Key, Florida in the 34242 zip code.
Rental Fees and Pet Policies
The fees below are based on community-supplied data and may exclude additional fees and utilities.
Cats Allowed
- Fee Not Specified
Restrictions
If pet is approved by owner,there is a $250.00 non-refundable pet fee (per pet).
Dogs Allowed
- Fee Not Specified
Restrictions
If pet is approved by owner,there is a $250.00 non-refundable pet fee (per pet).
Home Details
Views
- Canal Views
Home Design
- Built in 1969
- Turnkey
- Single Family Detached Home
Interior Spaces
- Open Floorplan
- Family Room Off Kitchen
- Ceiling Fan
- 1424 Sq Ft Home
- Window Treatments
Kitchen
- Solid Surface Countertops
- Eat-In Kitchen
- Solid Wood Cabinet
- Range
- Microwave
- Dishwasher
Bedrooms and Bathrooms
- Primary Bedroom on Main
- Walk-In Closet
- 2 Full Bathrooms
- 2 Bedrooms | 2 Bathrooms
- 2 Bedrooms
Laundry
- Dryer
- Laundry in Garage
- Washer
Parking
- Driveway
Pool
- In Ground Pool
Outdoor Features
- Water access To Gulf or Ocean To Bay
- Access to Saltwater Canal
- Seawall
Lot Details
- 0.26 Acre Lot
- Property fronts a saltwater canal
Utilities
- Thermostat
- Central Heating and Cooling System
Listing and Financial Details
- Property Available on 2025-08-26
- Application Fee
- Assessor Parcel Number 0082160017
- Tenant pays for cleaning fee
- The owner pays for electricity, grounds care, internet, pest control, pool maintenance, sewer, trash collection, water
- 1-Month Minimum Lease Term
- Residential Lease
Community Details
Overview
- No Home Owners Association
- Siesta Isles Community
- Siesta Isles Subdivision
- Total HOA Annual Fees
- Total HOA Monthly Fees
Pet Policy
- Breed Restrictions
- Pets up to 25 lbs
- Pet Size Limit
- 1 Pet Allowed
- $250 Pet Fee
Explore Commute Options
- Drive Time--
- Walk Time--
- Bike Ride Time--
- Public Transit--
Get In Touch
Siesta Key, FL 34242

Information is provided by My Florida Regional MLS DBA Stellar MLS. Information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Listing(s) 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. Copyright © 2025 My Florida Regional MLS DBA Stellar MLS. All rights reserved.
Neighborhood Scores
Walk Score ®
Car-Dependent11 / 100
Bike Score ®
Bikeable54 / 100
Travel and Transit

Local Education
Primary and Secondary Schools
Phillippi Shores Elementary School
Grades PK-5
Public
Brookside Middle School
Grades 6-8
Public
Sarasota High School
Grades 9-12
Public
Out-Of-Door Academy
Grades PK-12
Private
Ese Special Programs
Grades PK-12
Public
Data provided by GreatSchools.org 2024 © 2024. All rights reserved.

Colleges and Universities
School
Commute Time (Distance)
Ringling Coll. of Art & Design
Drive: 19 min (8.7 mi)
New College of Florida
Drive: 23 min (10.4 mi)
Discover South Sarasota, Siesta Key, FL
Shopping Centers
Shoppers will appreciate 5577 Contento Dr House proximity to Siesta Beach Plaza and Siesta Village Plaza. Siesta Beach Plaza is 1.6 miles away, and Siesta Village Plaza is within a 31 minute walk.
Parks and Recreation
Recreational activities near 5577 Contento Dr House are plentiful. Discover 1 park within 4 miles, including Phillippi Estate Park.
Airports
Living in South Sarasota provides easy access to Sarasota/Bradenton International, located just 25 minutes from 5577 Contento Dr House.
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