Homes for Rent in Osprey, FL (221 Rentals)

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property at 188 Explorer Dr

$1,995

Total Monthly Price

Total Monthly Price

Base Rent
$1,995
Total Monthly Price
$1,995

2 Bedroom, 2 Bath Condo for Rent

Available Now

188 Explorer Dr, Unit 188

188 Explorer Dr
OspreyFL34229

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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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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property at 341 Bayshore Dr

$3,150

Total Monthly Price

Total Monthly Price

Base Rent
$3,150
Total Monthly Price
$3,150

3 Bedroom, 2 Bath Home for Rent

Available Now

341 Bayshore Dr

OspreyFL34229
property at 51 Macewen Dr

$2,500

Total Monthly Price

Total Monthly Price

Base Rent
$2,500
Total Monthly Price
$2,500

1 Bedroom, 1 Bath Condo for Rent

Available Now

51 Macewen Dr, Unit 1

51 Macewen Dr
OspreyFL34229
property at 557 Crane Prairie Way

$5,500

Total Monthly Price

Total Monthly Price

Base Rent
$5,500
Total Monthly Price
$5,500

3 Bedroom, 2 Bath Home for Rent

Available Now

557 Crane Prairie Way

OspreyFL34229
property at 293 Hidden Bay Dr

$5,000

Total Monthly Price

Total Monthly Price

Base Rent
$5,000
Total Monthly Price
$5,000

2 Bedroom, 2 Bath Condo for Rent

Available Now

293 Hidden Bay Dr, Unit 203

293 Hidden Bay Dr
OspreyFL34229

Neighborhood & Market Insights: How to Choose the Right Area to Rent

Master your search for the perfect apartment. Location is everything. Discover how to leverage community insights, public data, and personal visits to make a fully informed decision about where to rent.

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property at 210 Lake Shore Dr

$2,600

Total Monthly Price

Total Monthly Price

Base Rent
$2,600
Total Monthly Price
$2,600

3 Bedroom, 2 Bath Home for Rent

Available Jul 1

210 Lake Shore Dr

NokomisFL34275
property at 4140 Central Sarasota Pky

$1,899

Total Monthly Price

Total Monthly Price

Base Rent
$1,899
Total Monthly Price
$1,899

1 Bedroom, 1 Bath Condo for Rent

Available Now

4140 Central Sarasota Pky, Unit 1233

4140 Central Sarasota Pky
SarasotaFL34238
property at 4202 Central Sarasota Pky

$1,900

Total Monthly Price

Total Monthly Price

Base Rent
$1,900
Total Monthly Price
$1,900

3 Bedroom, 2 Bath Condo for Rent

Available Now

4202 Central Sarasota Pky, Unit 1211

4202 Central Sarasota Pky
SarasotaFL34238
property at 1730 Livingstone St

$2,850

Total Monthly Price

Total Monthly Price

Base Rent
$2,850
Total Monthly Price
$2,850

2 Bedroom, 2 Bath Home for Rent

Available Now

1730 Livingstone St

SarasotaFL34231
property at 7779 Holiday Dr N

$4,500

Total Monthly Price

Total Monthly Price

Base Rent
$4,500
Total Monthly Price
$4,500

4 Bedroom, 3 Bath Home for Rent

Available Now

7779 Holiday Dr N

SarasotaFL34231

The Art of the Rental Viewing: What to look for during a property tour

Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.

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Smart Renter's Guide: Calculating Affordable Rent & Housing Costs

Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

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Showing Results 1-50, Page 1 of 5

Osprey, FL Local Guide

A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back

Learn the property manager's true secrets to a zero-deduction move-out. Use this step-by-step guide on documentation, cleaning, and lease-reading to reclaim your security deposit.

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18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property

Tour smarter and choose with confidence. Get the essential 18 questions that reveal the truth about a rental property's maintenance, utilities, and safety.

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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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Quick Rent Budget Calculator

How much rent can you afford?

The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.

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Remember the 3 Rules of Real Estate:
Location, Location, Location!

Explore Osprey, FL Rentals by Map

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See the most popular apartments and homes in Osprey, FL

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Frequently Asked Questions about Osprey

What type of rentals are currently available in Osprey?

There are currently 44 Apartments for Rent in Osprey, FL with pricing that ranges from $1,000 to $8,793. There are also 221 Single Family Homes for rent, Condos, and Townhome rentals currently available in Osprey ranging from $775 to $16,000.

What is the current price range for Rental Homes in Osprey?

Today's rental pricing for Homes for Rent, Condos and Townhomes in Osprey ranges from $775 to $16,000 with an average monthly rent of $4,026.

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.

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

Written by: Robin Stewart

Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.

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Pet-Friendly Renting: Everything You Need to Know Before You Move

Written by: Christine Leonard, Esq.

For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.

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Creative Ways Developers Reimagine Retail Spaces as Residential Units

Written by: Robin Stewart

Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.