Homes for Rent in Osprey, FL with Swimming Pool (84 Rentals)

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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, Unit 203

293 Hidden Bay Dr
OspreyFL34229

Apartment Common Area Rules: What Renters Need to Know

From the lounge to the laundry room, understand your rights and responsibilities in shared apartment spaces. Get tips on pet rules, noise, and security.

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property at 2121 Burgos Dr

$2,450

Total Monthly Price

Total Monthly Price

Base Rent
$2,450
Total Monthly Price
$2,450

3 Bedroom, 2 Bath Townhome for Rent

Available Now

2121 Burgos Dr

SarasotaFL34238
property at 5531 Native Henna Ct

$5,600

Total Monthly Price

Total Monthly Price

Base Rent
$5,600
Total Monthly Price
$5,600

4 Bedroom, 3.5 Bath Home for Rent

Available May 18

5531 Native Henna Ct

SarasotaFL34238

It's time to soak up some sun!

One of the easiest and more obvious ways of enjoying the summer sun is to lounge out by your community pool. Learn a Few Rules to Keep in Mind while at the pool.

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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 5725 Haven Ter

$2,000

Total Monthly Price

Total Monthly Price

Base Rent
$2,000
Total Monthly Price
$2,000

3 Bedroom, 3 Bath Townhome for Rent

Available Now

5725 Haven Ter

NokomisFL34275

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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property at 1617 Bayhouse Ct

$1,800

Total Monthly Price

Total Monthly Price

Base Rent
$1,800
Total Monthly Price
$1,800

1 Bedroom, 2 Bath Condo for Rent

Available Now

1617 Bayhouse Ct, Unit BA221, Unit BA221

1617 Bayhouse Ct
SarasotaFL34231
property at 5715 Archipelago St

$2,400

Total Monthly Price

Total Monthly Price

Base Rent
$2,400
Total Monthly Price
$2,400

3 Bedroom, 3 Bath Townhome for Rent

Available Now

5715 Archipelago St

NokomisFL34275
property at 15032 Cuzcorro Ct

$2,400

Total Monthly Price

Total Monthly Price

Base Rent
$2,400
Total Monthly Price
$2,400

3 Bedroom, 3 Bath Townhome for Rent

Available Now

15032 Cuzcorro Ct

NokomisFL34275

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 2

Osprey, FL Local Guide

10 Hidden Costs of Renting You Should Budget for Before Signing a Lease

Avoid financial stress when renting. Learn about the 10 most common hidden costs—from pet fees to utilities—you must budget for before you sign a lease.

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Don't Settle: How to Negotiate Your Apartment Lease and Save Money

Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.

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The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro

Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.

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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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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 42 Apartments for Rent in Osprey, FL with pricing that ranges from $1,000 to $8,702. There are also 210 Single Family Homes for rent, Condos, and Townhome rentals currently available in Osprey ranging from $1,199 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 $1,199 to $16,000 with an average monthly rent of $5,963.

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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What Does “Rent Burdened” Mean? How Much Rent Is Too Much

Written by: Lauren Harrington

This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.

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Maximizing Your Refund: Essential Tax Tips for Renters

Written by: Christine Leonard, Esq.

Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.

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

Written by: Lauren Harrington

Renting your next home can feel thrilling and overwhelming at the same time.