
Luxury Homes for Rent in Osprey, FL (125 Rentals)
The most luxurious Homes in Osprey with high-end amenities, features, and finishes.


6 Bay Acres Ave, Unit 6 Bay Acres Ave

8 Bay Acres Ave, Unit 8 Bay Acres Ave

2068 Preymore St

4401 Conchfish Ln

52 Bishops Ct

534 Oak Bay Dr

246 Burney Rd

254 Burney Rd

919 Scherer Way
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.

14041 Bellagio Way, Unit 214

124 Turquoise Ln

152 Navigation Cir

956 Scherer Way

293 Hidden Bay Dr, Unit 203

6100 Jessie Harbor Dr

5100 Jessie Harbor Dr

Total Monthly Price
111 Tina Island Dr, Unit SI ID1591462P

14041 Bellagio Way

854 Macewen Dr
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.

3625 Square W Ln

12224 Marsh Pointe Rd

8625 Midnight Pass Rd, Unit B508

12232 Marsh Pointe Rd

4224 Central Sarasota Pkwy

1510 Pelican Point Dr, Unit BA168

1633 Boathouse Cir, Unit HA132

1611 Clower Creek Dr, Unit HA237

4178 Central Sarasota Pkwy, Unit 324

1520 Pelican Point Dr, Unit BA153
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.

8389 Wingate Dr

4118 Central Sarasota Pkwy

8750 Olde Hickory Ave

9470 High Gate Dr, Unit Stoneybrook Golf and Country Club

1601 Bayhouse Point Dr, Unit 206

8350 Wingate Dr

14812 Misty Pond Lp

9393 Midnight Pass Rd

5672 Woodland Sage Dr

15285 Shady Palms Ln
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.

12724 Lateral Root Dr

5533 Avellino Pl

5657 Soft Skies Dr

5848 Ferrara Dr

6083 Benevento Dr

8004 Camminare Dr

15013 Shady Palms Ln

5361 Eliseo St

9480 Forest Hills Cir

2420 Valentine St
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.
Osprey, FL Local Guide

How much does it cost to rent a home in Osprey?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Osprey 2 Bedroom Homes for Rent | $3,080 | $1,499 | $8,000 |
| Osprey 3 Bedroom Homes for Rent | $3,206 | $1,399 | $10,000+ |
| Osprey 4 Bedroom Homes for Rent | $7,307 | $2,800 | $10,000+ |
| Osprey 5 Bedroom Homes for Rent | $3,651 | $2,995 | $3,980 |
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Osprey, FL Local Guide
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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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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.
Remember the 3 Rules of Real Estate:Location, Location, Location!
Explore Osprey, FL Rentals by Map
See the most popular apartments and homes in Osprey, FL
Frequently Asked Questions about Osprey
What type of rentals are currently available in Osprey?
There are currently 41 Apartments for Rent in Osprey, FL with pricing that ranges from $1,475 to $12,032. There are also 233 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 $3,852.
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 $2,129 to $10,252, 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 $2,800 and Four Bedroom Apartments start at $7,500.
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

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.

Renters Insurance 101: What It Is, What It Covers, and Why You Need It
Written by: Robin Stewart
Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.

Apartment Occupancy Rates: Renter Attraction vs Renter Retention
Written by: Robin Stewart
There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.

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.