Homes for Rent in Osprey, FL (227 Rentals)

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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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property at 14041 Bellagio Way
$6,000

Total Monthly Price

Base Rent$6,000
Total Monthly Price$6,000
3 Bedroom, 2 Bath Condo for Rent
Available Now

14041 Bellagio Way, Unit 214

14041 Bellagio Way
OspreyFL34229
property at 51 Macewen Dr
$2,500

Total Monthly Price

Base Rent$2,500
Total Monthly Price$2,500
1 Bedroom, 1 Bath Condo for Rent
Available Now
Furnished

51 Macewen Dr, Unit 1

51 Macewen Dr
OspreyFL34229
property at 293 Hidden Bay Dr
$5,000

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

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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property at 9397 Midnight Pass Rd
$2,750

Total Monthly Price

Base Rent$2,750
Total Monthly Price$2,750
1 Bedroom, 1 Bath Condo for Rent
Available Dec 1
Furnished

9397 Midnight Pass Rd, Unit 903S

9397 Midnight Pass Rd
SarasotaFL34242
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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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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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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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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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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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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 46 Apartments for Rent in Osprey, FL with pricing that ranges from $1,000 to $17,651. There are also 115 Single Family Homes for rent, Condos, and Townhome rentals currently available in Osprey ranging from $775 to $20,000.

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 $20,000 with an average monthly rent of $3,436.

How much are larger Three and Four Bedroom Rentals in Osprey?

For those who are looking for larger living arrangements, Three Bedroom Apartments in Osprey range from $1,740 to $11,036, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,399 to $16,000. Four Bedroom Single-Family rentals are also available starting from $2,595 and Four Bedroom Apartments start at $4,990.

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

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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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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.

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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.