
Homes for Rent in Osprey, FL with Swimming Pool (98 Rentals)


236 Woodland Dr

1308 Thornapple Dr

716 Sarabay Rd

600 Eagle Watch Ln

854 Macewen Dr

557 Crane Prairie Way

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.

4212 Central Sarasota Pky, Unit 1521

1636 Brookhouse Dr, Unit BR233

4220 Central Sarasota Pky, Unit 1216

4202 Central Sarasota Pky, Unit 1211

9470 High Gate Dr, Unit Stoneybrook Gold and Coun

8951 Veranda Way, Unit #615

6212 Dry Tortugas Dr

2130 Pinehurst St

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

4057 Crockers Lake Blvd

4228 Central Sarasota Pkwy

1526 Pelican Point Dr

1625 Treehouse Cir

7884 Farina Ct

5711 Ferrara Dr

5282 Far Oak Cir
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.

9397 Midnight Pass Rd

5994 Demarco Ct

8770 Midnight Pass Rd

7860 Holiday Dr

8784 Pebble Creek Ln

2140 Pinehurst St

4146 Westbourne Cir

5620 Soft Skies Dr

2908 Captiva Dr

3705 Torrey Pines Blvd
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.

8870 Huntington Pointe Dr

1899 Vamo Way

1102 Horizon View Dr

8918 Olde Hickory Ave

9477 Cedar Ridge Ln

1145 Horizon View Dr

8735 Olde Hickory Ave

5400 Manchini St

5715 Archipelago St, Unit B228

15032 Cuzcorro Ct
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.
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 | $3,245 | $1,199 | $9,200 |
| Osprey 3 Bedroom Homes for Rent | $3,868 | $1,599 | $10,000+ |
| Osprey 4 Bedroom Homes for Rent | $6,565 | $2,600 | $10,000+ |
| Osprey 5 Bedroom Homes for Rent | $5,700 | $3,250 | $10,000+ |
Browse Top Homes for Rent in Osprey
Explore Osprey
Osprey, FL Local Guide
- Nearby Cities
- ZIP codes
- Local Counties
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 ArticleCash 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 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 39 Apartments for Rent in Osprey, FL with pricing that ranges from $1,399 to $3,450. There are also 290 Single Family Homes for rent, Condos, and Townhome rentals currently available in Osprey ranging from $1,199 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 $1,199 to $16,000 with an average monthly rent of $4,358.
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.

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 Make Your Apartment Holiday-Ready: Renter-Friendly Tips
Written by: Justin Habersaat
Getting your apartment ready for the holidays can be exciting but sometimes challenging in a smaller space. Here are some modern tips to keep things festive, safe, and inviting this season.

Renting with Roommates: Realistic Expectations for Shared Lease
Written by: Christine Leonard, Esq.
Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.