Luxury Homes for Rent in the Cherokee Park Neighborhood of Sarasota, FL (128 Rentals)

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The most luxurious Homes in the Cherokee Park area of Sarasota with high-end amenities, features, and finishes.

property at 2374 Arlington St
$2,500

Total Monthly Price

Base Rent$2,500
Total Monthly Price$2,500
3 Bedroom, 2 Bath Home for Rent
Available Now
Affordability

2374 Arlington St

SarasotaFL34239
property at 835 S Osprey Ave
$3,500

Total Monthly Price

Base Rent$3,500
Total Monthly Price$3,500
2 Bedroom, 2 Bath Condo for Rent
Available Now
Furnished

835 S Osprey Ave, Unit 312

835 S Osprey Ave
SarasotaFL34236
property at 321 S Jefferson Ave
$3,700

Total Monthly Price

Base Rent$3,700
Total Monthly Price$3,700
3 Bedroom, 2 Bath Home for Rent
Available Oct 1
Furnished

321 S Jefferson Ave

SarasotaFL34237
property at 2223 Webber St
$3,800

Total Monthly Price

Base Rent$3,800
Total Monthly Price$3,800
4 Bedroom, 2 Bath Home for Rent
Available Now
Affordability

2223 Webber St

SarasotaFL34239
property at 2335 Waldemere St
$11,000

Total Monthly Price

Base Rent$11,000
Total Monthly Price$11,000
2 Bedroom, 2 Bath Home for Rent
Available Now
Furnished

2335 Waldemere St

SarasotaFL34239
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The Best Sarasota Neighborhoods for Renting: Culture, Beaches, and Affordable Apartments

Find your perfect Sarasota apartment! Explore diverse areas like Arlington Park, Cherokee Park, and Downtown. See housing options for singles, families, and retirees in beautiful SW Florida.

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Exploring Rental Options: Apartments, Townhomes, and Lofts—Oh My!

Looking for the perfect rental? From apartments and condos to lofts and single family rentals, explore the unique pros and cons of each rental type to help you land in your perfect new place.

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property at 850 S Tamiami Trl
$2,200 - $2,500
1 To 2 Bedroom Rentals
Available Now
Affordability

850 S Tamiami Trl

SarasotaFL34236

Renters Insurance 101: What It Is, What It Covers, and Why You Need It

From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.

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How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide

Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.

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Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting

Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.

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Showing Results 1-50, Page 1 of 3

Cherokee Park, Sarasota, FL Local Guide

Navigating the Rental Market: Tips for First-Time Renters

Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

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Real Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University

From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.

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Best Local Schools in
Cherokee Park, Sarasota, FL

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Frequently Asked Questions about Cherokee Park

What type of rentals are currently available in Cherokee Park?

There are currently 158 Apartments for Rent in Cherokee Park, FL with pricing that ranges from $1,295 to $27,026. There are also 167 Single Family Homes for rent, Condos, and Townhome rentals currently available in Cherokee Park ranging from $1,095 to $25,000.

What is the current price range for Rental Homes in Cherokee Park?

Today's rental pricing for Homes for Rent, Condos and Townhomes in Cherokee Park ranges from $1,095 to $25,000 with an average monthly rent of $5,713.

How much are larger Three and Four Bedroom Rentals in Cherokee Park?

For those who are looking for larger living arrangements, Three Bedroom Apartments in Cherokee Park range from $2,642 to $27,026, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,725 to $22,000. Four Bedroom Single-Family rentals are also available starting from $2,195 and Four Bedroom Apartments start at $5,150.

Expert Rental Resources

The rental experts at ApartmentHomeLiving.com provide you with top advice, tools, and tips for understanding the leasing process and finding the perfect rental. Here are a few helpful rental and leasing articles from our experts to guide you on your search.

Articles, How-To's, and Tips

decorative image for The Best Sarasota Neighborhoods for Renting: Culture, Beaches, and Affordable Apartments article

The Best Sarasota Neighborhoods for Renting: Culture, Beaches, and Affordable Apartments

Written by: J. Lang Wood

Hi, I’m Joyce, your ApartmentHomeLiving.com Expert for Sarasota, Florida. My husband and I moved to the Sarasota area more than 20 years ago, and since then, we’ve learned about the city’s many surprising and enjoyable features.

decorative image for Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My! article

Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My!

Written by: Robin Stewart

Where do you see yourself? When you think of home, sweet home, are you in a 3/2 apartment? Dreaming of a tall townhome? Maybe an industrial loft heavy on cool vibes is on your visioning board.

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Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags

Written by: Robin Stewart

Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.

decorative image for First Apartment Regrets: Real Renters Share What They'd Do Differently article

First Apartment Regrets: Real Renters Share What They'd Do Differently

Written by: Robin Stewart

Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.