$5,000
/ Month
5577 Contento Dr
Siesta Key, FL 34242
Today
Favorites
239-322-0587
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Bedrooms
2
-
Bathrooms
2
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Square Feet
1,424 sq ft
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Available
Available Now
Highlights
- Water access To Gulf or Ocean To Bay
- In Ground Pool
- Open Floorplan
- Canal View
- Main Floor Primary Bedroom
- Solid Surface Countertops
5577 Contento Dr
Favorites
About This Home
Available Now
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.
5577 Contento Dr is a house located in Sarasota County and the 34242 ZIP Code. This area is served by the Sarasota attendance zone.
* Price shown is base rent and may not include non-optional fees and utilities. Price, availability, fees, and any applicable rent special are subject to change without notice.
* Square footage definitions vary. Displayed square footage is approximate.
Home Details
Home Type
Single Family Detached Home
Year Built
Built in 1969
Bedrooms and Bathrooms
Primary Bedroom on Main
Walk-In Closet
2 Full Bathrooms
2 Bedrooms
Home Design
Turnkey
Interior Spaces
Open Floorplan
Family Room Off Kitchen
Ceiling Fan
1,424 Sq Ft Home
Window Treatments
Kitchen
Solid Surface Countertops
Eat-In Kitchen
Solid Wood Cabinet
Range
Microwave
Dishwasher
Laundry
Dryer
Laundry in Garage
Washer
Listing and Financial Details
Property Available on 8/26/25
Application Fee: 0
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
Lot Details
0.26 Acre Lot
Property fronts a saltwater canal
Outdoor Features
Water access To Gulf or Ocean To Bay
Access to Saltwater Canal
Seawall
Parking
Driveway
Pool
In Ground Pool
Utilities
Thermostat
Central Heating and Cooling System
Views
Canal Views
Community Details
Overview
No Home Owners Association
Siesta Isles Community
Siesta Isles Subdivision
Pet Policy
Breed Restrictions
Pets up to 25 lbs
Pet Size Limit
1 Pet Allowed
$250 Pet Fee
Fees and Policies
The fees below are based on community-supplied data and may exclude additional fees and utilities.
- Dogs Allowed
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Fees not specified
-
Restrictions:If pet is approved by owner,there is a $250.00 non-refundable pet fee (per pet).
- Cats Allowed
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Fees not specified
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Restrictions:If pet is approved by owner,there is a $250.00 non-refundable pet fee (per pet).
Contact
- Listed by Beth Dilley | ASCENDIA REAL ESTATE
- Phone Number
- Contact
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Source
Stellar MLS
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.
Location
Get Directions
Amenities
- Views
- Waterfront
- Pool
The island neighbor to Sarasota, the city of Siesta Key is a lively suburb and tourist destination filled with seafood joints, bars, cafes, and upscale rentals with oceanfront views. Though the cost of living is a little higher in Siesta Key, it’s easy to see why. This coastal oasis blends a family-friendly atmosphere with a happening nightlife scene, offering something for every type of renter. From Captain Curt’s Crab & Oyster Bar to the Siesta Key Oyster Bar, seafood restaurants are this city’s specialty.
Locals enjoy visiting the Daiquiri Decks in both Siesta Key Village and South Siesta Key. Though the city’s restaurants and bars keep tourists and residents happy, Siesta Key Beach is the main event. The white sand, clear waters, and welcoming community make Siesta Key the family-friendly tourist destination that it is. But this city is more than just a summer vacation getaway.
Learn more about living in Siesta Key
Education
| Colleges & Universities | Distance | ||
|---|---|---|---|
| Colleges & Universities | Distance | ||
| Drive: | 19 min | 8.7 mi | |
| Drive: | 23 min | 10.4 mi | |
| Drive: | 32 min | 15.5 mi | |
| Drive: | 31 min | 18.2 mi |
5577 Contento Dr is within 19 minutes or 8.7 miles from Ringling Coll. of Art & Design. It is also near New College of Florida and SCF, Sarasota, Bradentown.
Schools
Public Elementary, Middle & High School
Grades PK-12
7 Students
Nearby
Public Elementary School
Grades PK-5
731 Students
Attendance Zone
Public Middle School
Grades 6-8
745 Students
Attendance Zone
Public High School
Grades 9-12
2,528 Students
Attendance Zone
Private Elementary, Middle & High School
Grades PK-12
742 Students
Nearby
School data provided by
The GreatSchools Rating helps parents compare schools within a state based on a variety of school quality indicators and provides a helpful picture of how effectively each school serves all of its students. Ratings are on a scale of 1 (below average) to 10 (above average) and can include test scores, college readiness, academic progress, advanced courses, equity, discipline and attendance data. We also advise parents to visit schools, consider other information on school performance and programs, and consider family needs as part of the school selection process.
View GreatSchools Rating Methodology
Data provided by GreatSchools.org © 2025. All rights reserved.
The GreatSchools Rating helps parents compare schools within a state based on a variety of school quality indicators and provides a helpful picture of how effectively each school serves all of its students. Ratings are on a scale of 1 (below average) to 10 (above average) and can include test scores, college readiness, academic progress, advanced courses, equity, discipline and attendance data. We also advise parents to visit schools, consider other information on school performance and programs, and consider family needs as part of the school selection process.
View GreatSchools Rating Methodology
Data provided by GreatSchools.org © 2025. All rights reserved.
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What Are Walk Score®, Transit Score®, and Bike Score® Ratings?
Walk Score® measures the walkability of any address. Transit Score® measures access to public transit. Bike Score® measures the bikeability of any address.
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A Sound Score Rating aggregates noise caused by vehicle traffic, airplane traffic and local sources
5577 Contento Dr
Siesta Key, FL 34242