
Homes for Rent in Osprey, FL with Swimming Pool (85 Rentals)


188 Explorer Dr, Unit 188, Unit 188

260 Hidden Bay Dr, Unit 204

236 Woodland Dr

956 Scherer Way

124 Turquoise Ln

854 Macewen Dr

557 Crane Prairie Way

293 Hidden Bay Dr, Unit 203, Unit 203

4142 Central Sarasota Pky, Unit 1424, Unit 1424
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.

4106 Central Sarasota Pky, Unit 1034, Unit 1034

8750 Olde Hickory Ave, Unit 9109, Unit 9109

4240 Central Sarasota Pky, Unit 624, Unit 624

4212 Central Sarasota Pky, Unit 1521, Unit 1521

4140 Central Sarasota Pky, Unit 1233, Unit 1233

4202 Central Sarasota Pky, Unit 1211, Unit 1211

4220 Central Sarasota Pky, Unit 1216, Unit 1216

4001 Crockers Lake Blvd, Unit 1017, Unit 1017

4216 Central Sarasota Pky, Unit 1325, Unit 1325

8951 Veranda Way, Unit #615, Unit #615
Understanding Amenity Fees: Know Where You Might Be Able to Save Money
What are amenity fees and are they optional? This guide breaks down everything you need to know about apartment amenity fees, including when you can opt out and how you might be able to lower your rent.

5825 Biscotti St

3534 Casey Key Rd

421 Waterside Ln

3708 Sandspur Ln

3434 Casey Key Rd

1720 Colleen St

2926 Captiva Dr

5800 Willow Marsh Ct

8784 Pebble Creek Ln

8501 Park Shore Ln
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.

9397 Midnight Pass Rd

2908 Captiva Dr

8770 Midnight Pass Rd

8918 Olde Hickory Ave

1257 Tree Bay Ln

9477 Cedar Ridge Ln

1145 Horizon View Dr

1503 Clower Creek Dr, Unit HA262, Unit HA262

8735 Olde Hickory Ave, Unit 8306, Unit 8306

5725 Haven Ter
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.

8004 Camminare Dr

9300 Clubside Cir, Unit 1306, Unit 1306

1703 Pelican Cove Rd, Unit GL356, Unit GL356

15032 Cuzcorro Ct

1601 Pelican Point Dr, Unit HA212, Unit HA212

1680 Brookhouse Cir, Unit BR209, Unit BR209

1620 Boathouse Cir, Unit GR103, Unit GR103

1720 Glenhouse Dr, Unit GL427, Unit GL427

1633 Boathouse Cir, Unit HA231, Unit HA231

1716 Glenhouse Dr, Unit GL323, Unit GL323
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 | $2,875 | $1,199 | $8,000 |
| Osprey 3 Bedroom Homes for Rent | $3,705 | $1,499 | $10,000+ |
| Osprey 4 Bedroom Homes for Rent | $7,792 | $3,350 | $10,000+ |
| Osprey 5 Bedroom Homes for Rent | $4,500 | $4,500 | $4,500 |
Browse Top Homes for Rent in Osprey
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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 $1,000 to $8,499. There are also 206 Single Family Homes for rent, Condos, and Townhome rentals currently available in Osprey ranging from $775 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 $775 to $16,000 with an average monthly rent of $4,233.
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.

A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back
Written by: Lauren Harrington
I’m going to talk with you as a seasoned property manager and friend. So, let’s start with your security deposit. I want you to think about this guide as insider information. You deserve your deposit back.

Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts
Written by: Lauren Harrington
This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.

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.