
Luxury Homes for Rent in Osprey, FL (119 Rentals) Page 3 of 3
The most luxurious Homes in Osprey with high-end amenities, features, and finishes.


9397 Midnight Pass Rd

4639 Chapel Hill Dr

8735 Olde Hickory Ave

1498 Ernesto Dr

9611 Castle Point Dr

2908 Captiva Dr

8974 Grey Oaks Ave

8770 Midnight Pass Rd

8918 Olde Hickory Ave

421 Waterside Ln

3534 Casey Key Rd

1257 Tree Bay Ln

9477 Cedar Ridge Ln

3708 Sandspur Ln

Total Monthly Price
1200 Tree Bay Ln, Unit SI ID1578364P

2709 Casey Key Rd

1145 Horizon View Dr

3434 Casey Key Rd
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 | $3,072 | $1,499 | $8,000 |
| Osprey 3 Bedroom Homes for Rent | $3,182 | $1,499 | $10,000+ |
| Osprey 4 Bedroom Homes for Rent | $6,835 | $2,800 | $10,000+ |
| Osprey 5 Bedroom Homes for Rent | $3,651 | $2,995 | $3,980 |
Browse Top Homes for Rent in Osprey
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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 $19,873. There are also 227 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 $3,753.
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.