
Luxury Homes for Rent in Osprey, FL (85 Rentals) Page 2 of 2
The most luxurious Homes in Osprey with high-end amenities, features, and finishes.


5424 Cicerone St, Unit SI ID1624239P

5274 Far Oak Cir

1709 Clower Creek Dr, Unit BR104

7860 Holiday Dr

6288 Winding Pne Dr

8750 Olde Hickory Ave

617 Indiana Ave

8625 Midnight Pass Rd

9300 Clubside Cir, Unit 1306
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.

8710 Midnight Pass Rd, Unit 405B

8710 Midnight Pass Rd

8911 Veranda Way

9397 Midnight Pass Rd

9641 Castle Point Dr

Total Monthly Price
1667 Brookhouse Cir, Unit SI FL1-ID1590871P

9480 High Gate Dr

9630 Club S Cir

9320 Clubside Cir

9330 Clubside Cir
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.

8735 Olde Hickory Ave

9393 Midnight Pass Rd

4639 Chapel Hill Dr

9611 Castle Point Dr

Total Monthly Price
5312 Greenbrook Dr, Unit SI FL1-ID1590864P

8455 Woodbriar Dr

Total Monthly Price
5417 Lampiasi St, Unit SI FL1-ID1590861P

Total Monthly Price
8750 Midnight Pass Rd, Unit SI ID1591500P

8918 Olde Hickory Ave

Total Monthly Price
8234 Midnight Pass Rd, Unit SI ID1620595P

421 Waterside Ln

3708 Sandspur Ln

Total Monthly Price
1200 Tree Bay Ln, Unit SI ID1578364P

3434 Casey Key Rd

Total Monthly Price
7760 Holiday Dr, Unit SI FL3-ID1590870P
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 | $3,069 | $1,499 | $8,000 |
| Osprey 3 Bedroom Homes for Rent | $3,281 | $1,399 | $10,000+ |
| Osprey 4 Bedroom Homes for Rent | $8,417 | $2,595 | $10,000+ |
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Frequently Asked Questions about Osprey
What type of rentals are currently available in Osprey?
There are currently 43 Apartments for Rent in Osprey, FL with pricing that ranges from $1,000 to $17,651. There are also 225 Single Family Homes for rent, Condos, and Townhome rentals currently available in Osprey ranging from $775 to $20,000.
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 $20,000 with an average monthly rent of $3,473.
How much are larger Three and Four Bedroom Rentals in Osprey?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Osprey range from $1,740 to $11,036, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,399 to $16,000. Four Bedroom Single-Family rentals are also available starting from $2,595 and Four Bedroom Apartments start at $4,990.
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.

Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My!
Written by: Robin Stewart
Where do you see yourself? When you think of home, sweet home, are you in a 3/2 apartment? Dreaming of a tall townhome? Maybe an industrial loft heavy on cool vibes is on your visioning board.

Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags
Written by: Robin Stewart
Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.

First Apartment Regrets: Real Renters Share What They'd Do Differently
Written by: Robin Stewart
Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.