Luxury Apartments for Rent in Osprey, FL (130 Rentals)

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The most luxurious Apartments in Osprey with high-end amenities, features, and finishes.

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, Unit 1

51 Macewen 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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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
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
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Alton Osprey
1 to 3 Bedroom Apartments

Alton Osprey

4000 Destination DrOsprey, FL 34229

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 9200 Midnight Pass Rd

$2,500

Total Monthly Price

Total Monthly Price

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

2 Bedroom, 2 Bath Condo for Rent

Available Now

9200 Midnight Pass Rd, Unit 10, Unit 10

9200 Midnight Pass Rd
SarasotaFL34242

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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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, Unit 215, Unit 215

1601 Pelican Point 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.

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property at 4017 Crockers Lake Blvd

$2,650

Total Monthly Price

Total Monthly Price

Base Rent
$2,650
Total Monthly Price
$2,650

3 Bedroom, 2 Bath Condo for Rent

Available Now

4017 Crockers Lake Blvd, Unit 21, Unit 21

4017 Crockers Lake Blvd
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, Unit 603, Unit 603

9397 Midnight Pass Rd
SarasotaFL34242
Showing Results 1-50, Page 1 of 3

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 is the current price range for One Bedroom Osprey Apartments for rent?

Today's rental pricing for One Bedroom Apartments in Osprey ranges from $1,000 to $1,960 with an average monthly rent of $1,736.

What does renting a Two Bedroom Apartment in Osprey cost?

The monthly rent prices of Two Bedroom Apartments currently available in Osprey range from $1,573 to $2,599. Today's average rental price for Two Bedrooms here is $2,002.

How expensive are Osprey Three Bedroom Apartments?

There are currently 13 Three Bedroom Apartments listings available in Osprey on ApartmentHomeLiving.com. The pricing ranges from $2,186 to $8,702 - averaging $2,986 for the location.

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.