5+ Days Ago
Highlights
- Spa-like bathrooms
- Pet-friendly
- Remodeled interior
Location
5577 Contento Dr, Sarasota, FL 34242, USA
Tour 5577 Contento Dr
Contact
Nearby rentals
Renter hub
Property management
Apartments for rent TampaApartments for rent RiverviewApartments for rent St. PetersburgApartments for rent Port CharlotteApartments for rent SarasotaApartments for rent North PortApartments for rent ClearwaterApartments for rent BrandonApartments for rent BradentonApartments for rent MarinerApartments for rent RuskinApartments for rent BartowApartments for rent Punta GordaApartments for rent LargoApartments for rent VeniceApartments Near Me
Houses for rent SarasotaHouses for rent ClearwaterHouses for rent Port CharlotteHouses for rent St. PetersburgHouses for rent BradentonHouses for rent VeniceHouses for rent Punta GordaHouses for rent Sun City CenterHouses for rent Kings Point CondominiumsHouses for rent Coquina KeyHouses for rent North PortHouses for rent Central CocoanutHouses for rent Siesta KeyHouses for rent Gran ParadisoHouses for rent TampaHouses for rent near me
Amenities for 5577 Contento Dr
Features
| 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.
Contact Property
Advertisement
About 5577 Contento Dr
Property Status: Active This is a short term rental. Listing reflects off season rate. 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 © 2026 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 Dr compares to other nearby properties.
Positives
- More space
- The 2-bedroom is 302 sqft larger than other listings nearby
- Elementary school nearby
- There is an elementary school 2 miles away
- Middle school nearby
- There is a middle school 3 miles away
- Less expensive
- The 2-bedrooms are cheaper than other similar listings nearby
- 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 |
Get the latest listings anytime, anywhere
Receive similar listings in the area, download our app, and more.
Rent trends in Sarasota
2-bedroom apartments at 5577 Contento Dr cost about 100% more than the average rent price for 2-bedroom apartments in Sarasota.
Median rents as of May 9 2026.
Sarasota
| Month | Median Rent |
|---|---|
| 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 | $2,175 |
| January 2026 | $2,265 |
| February 2026 | $2,492 |
| March 2026 | $2,500 |
| April 2026 | $2,512 |
| May 2026 | $2,500 |
Affordability calculator
Can I afford to live at 5577 Contento Dr?
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 Dr
Sarasota Virtual School
1960 landings blvd
sarasota, FL, 34231
K-12Public
B-
Sarasota Virtual Academy
4748 beneva rd
sarasota, FL, 34233
K-12Public
Children First
1723 n orange ave
sarasota, FL, 34234
PKPublic
Oak Park School
7285 hand rd
sarasota, FL, 34241
K-12Public
School of Academic & Behavioral Learning Excellence
6423 9th st e
bradenton, FL, 34203
PK, K-8Public
B
Advertisement
Internet available near 5577 Contento Dr
Getting around Sarasota near 5577 Contento Dr
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 Dr, 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
Explore the area around 5577 Contento Dr
Morton's Siesta Market
205 Canal Rd
Lula's Brownies
4660 Pine Harrier Dr
Publix
4840 S Tamiami Trl
Gordon Food Service Store
6307 S Tamiami Trl
The Honey Baked Ham Company
4601 S Tamiami Trl
Foxy Lady
209 Beach Rd
Boulevard Beach Wear
5239 Ocean Blvd
Siesta Tee's
5239 Ocean Blvd
Califlorida Surf & Skate Shop
5221 Ocean Blvd
Sandal Factory of Siesta Key
5232 Ocean Blvd
Lelu Coffee Lounge
5251 Ocean Blvd
Meaney's Mini Donuts
201 Canal Rd
Local Bean
5138 Ocean Blvd
Simon's Coffee House
5900 S Tamiami Trl
Merci Cafe
6112 S Tamiami Trl
Gilligans Island Bar & Grill
5253 Ocean Blvd
Lelu Coffee Lounge
5251 Ocean Blvd
the Lobster Pot
5157 Ocean Blvd
Beach Club
5151 Ocean Blvd
My Village Pub
5200 Ocean Blvd
Siesta Farmers Market LLC
209 Beach Rd
Bake Like A Mutha LLC
4864 Peregrine Point Cir N
3Natives
4942 S Tamiami Trl
Pura Vida Miami
4994 S Tamiami Trl
Siesta Fish Market LLC
1200 Old Stickney Point Rd
Siesta Beach
Glebe Park
Siesta Key Beach Access 11
Siesta Key Beach Access 10
Siesta Key Beach Access 9
Blase Cafe
5263 Ocean Blvd
Gilligans Island Bar & Grill
5253 Ocean Blvd
Flavio's
5239 Ocean Blvd
Lelu Coffee Lounge
5251 Ocean Blvd
Flavio's Brick Oven and Bar
5221 Ocean Blvd
S TAMIAMI TRL @ CONSTITUTION BLVD
Sarasota/US-41/Venice
S TAMIAMI TRL @ CONSTITUTION BLVD
Sarasota/US-41/Venice
S TAMIAMI TRL @ PHILLIPPI IS
Sarasota/US-41/Venice
S TAMIAMI TRL @ MONTE CARLO DR
Sarasota/US-41/Venice
S TAMIAMI TRL @ MONTE CARLO DR
Sarasota/US-41/Venice
Compare similar properties nearby
- dogs ok
- in-unit laundry
- swimming pool
Botanic Waterside at Lakewood Ranch
Our team has verified this companyLakewood Ranch • 1450 Pine Warbler Pl
1–3 Beds
$1,768–$5,664
- dogs ok
- in-unit laundry
- swimming pool
- dogs ok
- in-unit laundry
- swimming pool
- dogs ok
- in-unit laundry
- swimming pool
- dogs ok
- in-unit laundry
- swimming pool
- dogs ok
- in-unit laundry
- swimming pool
- dogs ok
- in-unit laundry
- swimming pool
7829 Birdie Bend Way #NA, Sarasota-Bradenton, FL, 34241
Our team has verified this companyBent Tree Village • 7829 Birdie Bend Way #NA
3 Beds
$3,500
- dogs ok
- in-unit laundry
- swimming pool
- dogs ok
- in-unit laundry
- swimming pool
Botanic Waterside at Lakewood Ranch
Our team has verified this companyLakewood Ranch • 1450 Pine Warbler Pl
1–3 Beds
$1,768–$5,664
- dogs ok
- in-unit laundry
- swimming pool
- dogs ok
- in-unit laundry
- swimming pool
- dogs ok
- in-unit laundry
- swimming pool
- dogs ok
- in-unit laundry
- swimming pool
- dogs ok
- in-unit laundry
- swimming pool
- dogs ok
- in-unit laundry
- swimming pool
7829 Birdie Bend Way #NA, Sarasota-Bradenton, FL, 34241
Our team has verified this companyBent Tree Village • 7829 Birdie Bend Way #NA
3 Beds
$3,500
- dogs ok
- in-unit laundry
- swimming pool
Check availability
Advertisement