Gated Apartments for Rent in Osprey, FL (46 Rentals)

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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
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133 W Bay St
4 Bedroom Apartments

133 W Bay St

133 W Bay StOsprey, FL 34229

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.

property at 14558 Mossy Pine Ct

$2,600

Total Monthly Price

Total Monthly Price

Base Rent
$2,600

Total Monthly Price
$2,600

2 Bedroom, 2 Bath Home for Rent

Available Now

14558 Mossy Pine Ct

NokomisFL34275
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
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
property at 12537 Night View Dr

$3,500

Total Monthly Price

Total Monthly Price

Base Rent
$3,500

Total Monthly Price
$3,500

5 Bedroom, 3 Bath Home for Rent

Available Now

12537 Night View Dr

SarasotaFL34238
property at 8750 Olde Hickory Ave

$2,000

Total Monthly Price

Total Monthly Price

Base Rent
$2,000

Total Monthly Price
$2,000

2 Bedroom, 2 Bath Condo for Rent

Available Now

8750 Olde Hickory Ave

SarasotaFL34238
property at 1633 Boathouse Cir

$2,300

Total Monthly Price

Total Monthly Price

Base Rent
$2,300

Total Monthly Price
$2,300

3 Bedroom, 3 Bath Condo for Rent

Available Now

1633 Boathouse Cir

SarasotaFL34231
property at 8735 Olde Hickory Ave

$4,500

Total Monthly Price

Total Monthly Price

Base Rent
$4,500

Total Monthly Price
$4,500

2 Bedroom, 2 Bath Condo for Rent

Available Now

8735 Olde Hickory Ave

SarasotaFL34238

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.

property at 1625 Treehouse Cir

$2,200

Total Monthly Price

Total Monthly Price

Base Rent
$2,200

Total Monthly Price
$2,200

3 Bedroom, 3 Bath Condo for Rent

Available Now

1625 Treehouse Cir, Unit TR111

1625 Treehouse Cir
SarasotaFL34231
property at 1720 Glenhouse Dr

$2,200

Total Monthly Price

Total Monthly Price

Base Rent
$2,200

Total Monthly Price
$2,200

2 Bedroom, 2 Bath Condo for Rent

Available Now

1720 Glenhouse Dr

SarasotaFL34231
property at 1620 Boathouse Cir

$2,000

Total Monthly Price

Total Monthly Price

Base Rent
$2,000

Total Monthly Price
$2,000

2 Bedroom, 2 Bath Condo for Rent

Available Now

1620 Boathouse Cir

SarasotaFL34231
property at 1637 Brookhouse Ct

$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

1637 Brookhouse Ct, Unit BR243

1637 Brookhouse Ct
SarasotaFL34231
property at 1526 Pelican Point Dr

$2,400

Total Monthly Price

Total Monthly Price

Base Rent
$2,400

Total Monthly Price
$2,400

2 Bedroom, 2 Bath Condo for Rent

Available Now

1526 Pelican Point Dr

SarasotaFL34231
property at 1601 Bayhouse Point Dr

$2,100

Total Monthly Price

Total Monthly Price

Base Rent
$2,100

Total Monthly Price
$2,100

2 Bedroom, 2 Bath Condo for Rent

Available Now

1601 Bayhouse Point Dr

SarasotaFL34231
property at 1512 Pelican Point Dr

$2,000

Total Monthly Price

Total Monthly Price

Base Rent
$2,000

Total Monthly Price
$2,000

2 Bedroom, 3 Bath Condo for Rent

Available Now

1512 Pelican Point Dr, Unit BA264

1512 Pelican Point Dr
SarasotaFL34231
property at 1508 Pelican Cove Rd

$2,000

Total Monthly Price

Total Monthly Price

Base Rent
$2,000

Total Monthly Price
$2,000

2 Bedroom, 2 Bath Condo for Rent

Available Now

1508 Pelican Cove Rd

SarasotaFL34231
property at 1716 Glenhouse Dr

$3,800

Total Monthly Price

Total Monthly Price

Base Rent
$3,800

Total Monthly Price
$3,800

1 Bedroom, 1 Bath Condo for Rent

Available Now

1716 Glenhouse Dr

SarasotaFL34231
property at 1523 Clower Creek Dr

$1,999

Total Monthly Price

Total Monthly Price

Base Rent
$1,999

Total Monthly Price
$1,999

2 Bedroom, 2 Bath Condo for Rent

Available Now

1523 Clower Creek Dr, Unit HA246

1523 Clower Creek Dr
SarasotaFL34231

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.

property at 1716 Glenhouse Dr

$3,500

Total Monthly Price

Total Monthly Price

Base Rent
$3,500

Total Monthly Price
$3,500

1 Bedroom, 1 Bath Condo for Rent

Available Now

1716 Glenhouse Dr

SarasotaFL34231
property at 1508 Pelican Cove Rd

$2,400

Total Monthly Price

Total Monthly Price

Base Rent
$2,400

Total Monthly Price
$2,400

2 Bedroom, 2 Bath Condo for Rent

Available Now

1508 Pelican Cove Rd

SarasotaFL34231
property at 1720 Glenhouse Dr

$1,750

Total Monthly Price

Total Monthly Price

Base Rent
$1,750

Total Monthly Price
$1,750

1 Bedroom, 1 Bath Condo for Rent

Available Now

1720 Glenhouse Dr

SarasotaFL34231
property at 1709 Pelican Cove Rd

$1,800

Total Monthly Price

Total Monthly Price

Base Rent
$1,800

Total Monthly Price
$1,800

1 Bedroom, 1 Bath Condo for Rent

Available Now

1709 Pelican Cove Rd, Unit GL349

1709 Pelican Cove Rd
SarasotaFL34231
property at 1712 Glenhouse Dr

$2,000

Total Monthly Price

Total Monthly Price

Base Rent
$2,000

Total Monthly Price
$2,000

2 Bedroom, 2 Bath Condo for Rent

Available Now

1712 Glenhouse Dr, Unit GL418

1712 Glenhouse Dr
SarasotaFL34231
property at 1677 Brookhouse Cir

$1,775

Total Monthly Price

Total Monthly Price

Base Rent
$1,775

Total Monthly Price
$1,775

2 Bedroom, 2 Bath Condo for Rent

Available Now

1677 Brookhouse Cir

SarasotaFL34231
property at 1633 Boathouse Cir

$2,200

Total Monthly Price

Total Monthly Price

Base Rent
$2,200

Total Monthly Price
$2,200

1 Bedroom, 2 Bath Condo for Rent

Available Now

1633 Boathouse Cir

SarasotaFL34231
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

1617 Bayhouse Ct
SarasotaFL34231
property at 1601 Pelican Point Dr

$2,500

Total Monthly Price

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

3 Bedroom, 2 Bath Condo for Rent

Available Now

1601 Pelican Point Dr

SarasotaFL34231
property at 1716 Glenhouse Dr

$2,200

Total Monthly Price

Total Monthly Price

Base Rent
$2,200

Total Monthly Price
$2,200

2 Bedroom, 2 Bath Condo for Rent

Available Now

1716 Glenhouse Dr

SarasotaFL34231

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.

property at 1716 Glenhouse Dr

$2,200

Total Monthly Price

Total Monthly Price

Base Rent
$2,200

Total Monthly Price
$2,200

1 Bedroom, 1 Bath Condo for Rent

Available Now

1716 Glenhouse Dr

SarasotaFL34231
property at 1620 Boathouse Cir

$2,400

Total Monthly Price

Total Monthly Price

Base Rent
$2,400

Total Monthly Price
$2,400

3 Bedroom, 2 Bath Condo for Rent

Available Now

1620 Boathouse Cir

SarasotaFL34231
property at 5361 Eliseo St

$4,000

Total Monthly Price

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000

3 Bedroom, 3 Bath Townhome for Rent

Available Now

5361 Eliseo St

SarasotaFL34238
property at 9397 Midnight Pass Rd

$2,795

Total Monthly Price

Total Monthly Price

Base Rent
$2,795

Total Monthly Price
$2,795

1 Bedroom, 1 Bath Condo for Rent

Available Now

9397 Midnight Pass Rd

SarasotaFL34242
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Island Reef
Studio Apartments

Island Reef

8764-8779 Midnight Pass RdSarasota, FL 34242

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.

Read Article
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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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Osprey, FL Apartments Map
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Frequently Asked Questions about Gated Osprey Apartments

How much is the average rent for a Gated Osprey Apartment?

The average rent for a Gated Apartment in Osprey is $2,735.

What is the largest Gated Osprey Apartment for rent?

Today's Gated apartment with the most square footage in Osprey is a 1,528 square feet unit starting from $3,495 at 127 Explorer Dr, Unit 127 Explorer Dr.

What is the average size for Osprey Gated Apartments for rent?

The average size for a Gated rental in Osprey is currently at 1,083 sq ft.

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 Maximizing Your Refund: Essential Tax Tips for Renters article

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.

decorative image for 18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property article

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.

decorative image for A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment article

A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment

Written by: Bob Mallory

Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.