
Homes for Rent in Osprey, FL with Swimming Pool (55 Rentals)


236 Woodland Dr

574 Crane Prairie Way

591 Oak Bay Dr

534 Oak Bay Dr

260 Hidden Bay Dr

1438 Landview Ln

956 Scherer Way

543 Pine Ranch East Rd

129 Woodland Pl
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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.

14021 Bellagio Way

8897 Midnight Pass Rd, Unit 8897

5868 Biscotti St

1687 Brookhouse Cir, Unit 221

1709 Pelican Cove Rd, Unit GL449

4053 Crockers Lake Blvd, Unit 2418

1709 Pelican Cove Rd, Unit GL348

4045 Crockers Lake Blvd, Unit 2215

9200 Midnight Pass Rd, Unit 10

12648 Night View Dr
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.

15028 Cuzcorro Ct

5833 Semolino St

1440 Pearl St

399 Giovanni Dr

3534 Casey Key Rd

421 Waterside Ln

2910 Casey Key Rd

3434 Casey Key Rd

4126 Central Sarasota Pkwy

4061 Crockers Lake Blvd
Know Your Rights - How Discrimination Laws Impact Landlords and Tenants
Read our practical guide to landlord and tenant rights. Understand protected classes, reasonable accommodations, and legal exceptions to prevent housing discrimination.

1526 Pelican Point Dr

1625 Treehouse Cir

4240 Central Sarasota Pkwy

9300 Clubside Cir

12410 Osorio Ct

1709 Pelican Cove Rd

2130 Pinehurst St

4353 Indian Point Trail

8110 Nice Way

8784 Pebble Creek Ln

2140 Pinehurst St

4105 Hearthstone Dr

7860 Holiday Dr

8770 Midnight Pass Rd

4146 Westbourne Cir

2908 Captiva Dr

9492 Forest Hills Cir

9011 Wildlife Loop

8765 Merion Ave

1102 Horizon View Dr
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 | $3,298 | $1,750 | $10,000+ |
Osprey 3 Bedroom Homes for Rent | $5,026 | $1,800 | $10,000+ |
Osprey 4 Bedroom Homes for Rent | $6,230 | $2,995 | $10,000+ |
Osprey 5 Bedroom Homes for Rent | $3,750 | $3,600 | $3,900 |
Browse Top Homes for Rent in Osprey
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Osprey, FL Local Guide
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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.
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 $1,200 to $2,995. There are also 198 Single Family Homes for rent, Condos, and Townhome rentals currently available in Osprey ranging from $1,600 to $37,000.
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 $1,600 to $37,000 with an average monthly rent of $4,125.
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 Freedom of Short-Term Leases: Exploring the Advantages for Renters
Written by: Bobbi Jackson
If you’re looking to relocate right now, a popular solution that may best fit your current rental needs is a short-term lease.

Navigating the Rental Market: Tips for First-Time Renters
Written by: Sandy Baker
Making the decision to rent is exciting and terrifying at the same time. For many people, there are a lot of unknowns.

Rise of Digital Nomads: Remote Work Tips for Apartment Renters
Written by: Brandie Parton
As a digital nomad, you no longer call a set address or office building your home for eight hours of the day or more.

Know Your Rights - How Discrimination Laws Impact Landlords and Tenants
Written by: Christine Leonard, Esq.
Everyone needs a place to live and to call home. For decades, the federal government has established protections to ensure that individuals and families can find housing free from discriminatory barriers.