
Homes for Rent in Osprey, FL with Swimming Pool (95 Rentals)


304 Pine Run Dr

451 N Shore Dr

1308 Thornapple Dr

716 Sarabay Rd

600 Eagle Watch Ln

854 Macewen Dr

293 Hidden Bay Dr, Unit 203

5100 Jessie Harbor Dr

4240 Central Sarasota Pky, Unit 627
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.

9470 High Gate Dr, Unit Stoneybrook Gold and Coun

1709 Pelican Cove Rd, Unit GL449

4212 Central Sarasota Pky, Unit 1521

4240 Central Sarasota Pky, Unit 623

4220 Central Sarasota Pky, Unit 1216

4176 Hearthstone Dr

2130 Pinehurst St

441 Rubens Dr

470 Leger Dr

421 Waterside 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.

3534 Casey Key Rd

3708 Sandspur Ln

3434 Casey Key Rd

1626 Brookhouse Dr

1526 Pelican Point Dr

8355 Glen Rose Way

4057 Crockers Lake Blvd

7884 Farina Ct

4176 Hearthstone Dr

9397 Midnight Pass Rd
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.

8770 Midnight Pass Rd

5274 Far Oak Cir

7860 Holiday Dr

8784 Pebble Creek Ln

2140 Pinehurst St

4146 Westbourne Cir

2908 Captiva Dr

3705 Torrey Pines Blvd

1899 Vamo Way

5620 Soft Skies Dr
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.

8870 Huntington Pointe Dr

8918 Olde Hickory Ave

1102 Horizon View Dr

9477 Cedar Ridge Ln

1145 Horizon View Dr

5715 Archipelago St

15032 Cuzcorro Ct

4178 Central Sarasota Pkwy

8630 Midnight Pass Rd

5943 Benevento Dr
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 | $3,285 | $1,199 | $10,000+ |
| Osprey 3 Bedroom Homes for Rent | $4,291 | $1,599 | $10,000+ |
| Osprey 4 Bedroom Homes for Rent | $7,130 | $2,900 | $10,000+ |
| Osprey 5 Bedroom Homes for Rent | $5,578 | $3,200 | $10,000+ |
Browse Top Homes for Rent in Osprey
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Osprey, FL Local Guide
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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.
Read ArticleThe 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.
Read ArticleQuick 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.
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 40 Apartments for Rent in Osprey, FL with pricing that ranges from $1,399 to $9,757. There are also 277 Single Family Homes for rent, Condos, and Townhome rentals currently available in Osprey ranging from $1,199 to $28,000.
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 $28,000 with an average monthly rent of $4,480.
Expert Rental Resources
Helpful Apartment Articles, How-To's and Tips
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.

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.

Apartment Common Area Rules: What Renters Need to Know
Written by: Christine Leonard, Esq.
Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.

How to Negotiate Your Apartment Lease and Save Money
Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!

The Rental Move-In Inspection Checklist: A Guide for Renters
Written by: Trey Huguley
The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.