5577 Contento Dr

Siesta Key, FL 34242
(239) 322-0587
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5577 Contento Dr

5577 Contento Dr
Siesta Key, FL 34242
(239) 322-0587
5577 Contento Dr in Siesta Key, FL - Building Photo
2 Bedroom - Home for Rent
  • 2BR, 2BAHome
  • $5,000Price
  • 1,424Square Feet
  • Available NowAvailability

About 5577 Contento Dr

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 located in the South Sarasota Neighborhood and 34242 Zip code of Siesta Key, FL.

Property Contact Info

Contact: Beth Dilley

Features and Amenities

On-Site Services

  • Garden Style

Outdoor Features

  • Waterfront

Recreation and Fitness

  • Pool

Living Area Features

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5577 Contento Dr, Siesta Key, FL 34242

Frequently Asked Questions about 5577 Contento Dr

What type of rental is available at 5577 Contento Dr?

There is currently a 2 Bed 2 Bath Home for rent with 1,424 sq ft listed at 5577 Contento Dr. It is Available Now.

How much is the rent at 5577 Contento Dr?

The rental at 5577 Contento Dr is currently listed at $5,000.

What area of town is 5577 Contento Dr located in?

Located in the South Sarasota Neighborhood, 5577 Contento Dr is in the 34242 Zip Code of Siesta Key, FL.

Nearby Schools

Phillippi Shores Elementary School

Sarasota
4747 South Tamiami Trail
Public School - Grades PK-5 (731 Students)
8/10

Brookside Middle School

Sarasota
3636 South Shade Avenue
Public School - Grades 6-8 (745 Students)
7/10

Sarasota High School

Sarasota
2155 Bahia Vista Street
Public School - Grades 9-12 (2528 Students)
4/10
School data provided by GreatSchools.
details
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 scale of 1 (below average) and 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 needs as part of the school selection process.

About GreatSchools Data on ApartmentHomeLiving.com.

Points of Interest

Time and distance from 5577 Contento Dr.

Big Box and Retail

Publix
4840 S Tamiami Trl
4 minute drive / 1.45 miles away
Walgreens
1224 S Tamiami Trl
8 minute drive / 3.82 miles away
Jcpenney
8201 S Tamiami Trl
9 minute drive / 4.26 miles away

Colleges and Universities

2700 North Tamiami Trail
13 minute drive / 6.26 miles away
5800 Bay Shore Road
16 minute drive / 7.89 miles away
7131 Professional Parkway East
23 minute drive / 10.84 miles away

Groceries

Publix
4840 S Tamiami Trl
4 minute drive / 1.45 miles away
Trader Joe's
4101 S Tamiami Trl
4 minute drive / 2.11 miles away
Whole Foods
1451 1st St
10 minute drive / 4.71 miles away

Hospitals

Sarasota Memorial Hospital
1700 S Tamiami Trl
7 minute drive / 3.56 miles away
Doctors Hospital Of Sarasota
5731 Bee Ridge Rd
13 minute drive / 6.18 miles away
Lakewood Ranch Medical Center
8330 Lakewood Ranch Blvd
23 minute drive / 11.04 miles away

Parks and Recreation

2201 Ben Franklin Drive
5 minute drive / 2.34 miles away
701 N Tamiami Trail
10 minute drive / 4.98 miles away
5401 Bay Shore Rd.
16 minute drive / 7.74 miles away

5577 Contento Dr has 3 parks within 7.7 miles, including South Lido Beach Park, Sarasota Beaches, and The John and Mable Ringling Museum of Art.

Shopping Centers

5221-5239 Ocean Blvd
2 minute drive / 0.92 miles away
5110-5138 Ocean Blvd
3 minute drive / 1.04 miles away
5049-5133 Ocean Blvd
3 minute drive / 1.04 miles away

5577 Contento Dr has 5 shopping centers within 1.6 miles.

Nearby Neighborhoods

Studio to 4 Bedroom Apartments from $1,400
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Studio to 3 Bedroom Apartments from $1,000
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1 to 3 Bedroom Apartments from $1,000
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Rental Price Ranges in the Area

BedroomAverage RentCheapest RentHighest Rent
Siesta Key 1 Bedroom Apartments $1,529$1,000$1,815
Siesta Key 2 Bedroom Apartments $1,807$1,500$2,500
Siesta Key 3 Bedroom Apartments $2,495$2,495$2,495

Browse Top Apartments in Siesta Key

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Viewing: 5577 Contento Dr | Desktop Version | Listing Updated: 08/21/2025