5+ Days Ago
Highlights
- Spa-like bathrooms
- Pet-friendly
- Remodeled interior
Location
5577 Contento Drive, Sarasota, Florida 34242, United States
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Amenities for 5577 Contento Drive
Apartment Amenities
| Ceiling Fan | Central Air |
| Electric Heating | Walk-in Closet |
Appliances
| Dishwasher | In-Unit Laundry |
Grounds
| Swimming Pool |
Units, floor plans, amenities, dimensions, details, availability, and prices may be approximate and subject to change. Please contact a community representative for more information.
Policies and fees
Applicants
Applicants
One-time.
Contact Property
REQUIRED FEES
Security Deposit
One-time. Refundable.
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About 5577 Contento Drive
Property Status: Active 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. Office Phone: (941) 306-4242 Copyright © 2025 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
Property highlights
We compared every listing in the surrounding area to determine which amenities are most common. If a building lacks an amenity that most others in the area have, it is a con. If a building has an amenity most others in the area do not, it is a pro. Similarly, price, schools, and size are calculated relative to the size, price, and distance to schools of the other properties nearby.How 5577 Contento Drive compares to other nearby properties.
Positives
- Middle school nearby
- There is a middle school 3 miles away
- More space
- The 2-bedroom is 168 sqft larger than other listings nearby
- High school nearby
- There is a high school 2 miles away
- Images Available
- There are at least 10 photos of this address
- Walk-in closet
- More closet space on average
Considerations
- Grow a garden indoors
- A balcony, backyard, or shared outdoor space isn't available
Address details
| Zip code | 34242 |
|---|---|
| Type | House for rent |
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Rent trends in Sarasota
2-bedroom apartments at 5577 Contento Drive cost about 135% more than the average rent price for 2-bedroom apartments in Sarasota.
Median rents as of Dec 13 2025.
Sarasota
| Month | Median Rent |
|---|---|
| December 2023 | $2,531 |
| January 2024 | $2,602 |
| February 2024 | $2,500 |
| March 2024 | $2,500 |
| April 2024 | $2,498 |
| May 2024 | $2,500 |
| June 2024 | $2,500 |
| July 2024 | $2,400 |
| August 2024 | $2,400 |
| September 2024 | $2,410 |
| October 2024 | $2,426 |
| November 2024 | $2,482 |
| December 2024 | $2,474 |
| January 2025 | $2,462 |
| February 2025 | $2,499 |
| March 2025 | $2,440 |
| April 2025 | $2,278 |
| May 2025 | $2,217 |
| June 2025 | $2,200 |
| July 2025 | $2,144 |
| August 2025 | $2,175 |
| September 2025 | $2,177 |
| October 2025 | $2,165 |
| November 2025 | $2,167 |
| December 2025 | $2,151 |
Affordability calculator
Can I afford to live at 5577 Contento Drive?
Bedrooms
2 bedroomsRent-to-income ratio
30%
Slide to adjust the percentage of your monthly income you are willing to spend on rent.
The general rule of thumb is to spend around 30% or less of your income on rent.
Recommended income
$200,000/yr
With your selected rent-to-income ratio, you'd ideally want to make $200,000 annually to afford this 2-bedrooms monthly rent price of $5,000.
For more information on rent affordability, visit our rent calculator.
Rent history
The increase or decrease in monthly rent compared to the previous listing price.| 1 year ago | $5,000 |
Schools near 5577 Contento Drive
Sarasota Virtual School
1960 landings blvd
sarasota, FL, 34231
K-12Public
B-
Children First
1723 n orange ave
sarasota, FL, 34234
PKPublic
Oak Park School
7285 hand rd
sarasota, FL, 34241
K-12Public
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Internet available near 5577 Contento Drive
Getting around Sarasota near 5577 Contento Drive
Walking
3/10
Fewer daily needs are within walking distance (unless you’re up for a challenge).
Driving
9/10
Commuting is easy with multiple accessible routes and plenty of parking.
Cycling
6/10
Peddling isn’t a problem with cyclist-friendly streets and bikeable destinations.
Transit
0/10
FYI, there are little to no public transit options within walking distance.
Points of interest for 5577 Contento Drive, Sarasota
Groceries
2/10
No grocery stores within walking distance
Shopping
3/10
Some shops within walking distance
Cafes
2/10
Few or no cafés within walking distance
Restaurants
4/10
Some restaurants within walking distance
Primary schools
0/10
No elementary schools within a 30-minute walk
High schools
0/10
No high schools within a 30-minute walk
Parks
6/10
Moderate amount of park space nearby
Nightlife
2/10
Few or no bars within walking distance
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