
Luxury Homes for Rent in Osprey, FL (126 Rentals)
The most luxurious Homes in Osprey with high-end amenities, features, and finishes.


5100 Jessie Harbor Dr

7302 Jessie Harbor Dr

956 Scherer Way

1438 Landview Ln

152 Navigation Cir

14041 Bellagio Way

260 Hidden Bay Dr

76 Bishopscourt Rd
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.

534 Oak Bay Dr

60 Bishopscourt Rd

4209 Expedition Wy

51 Macewen Dr

574 Crane Prairie Way

1216 Flying Bridge Ln

14021 Bellagio Way, Unit 401

8897 Midnight Pass Rd, Unit 8897
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.

12648 Night View Dr

9200 Midnight Pass Rd, Unit 10

1906 Casey Key Rd

3434 Casey Key Rd

2910 Casey Key Rd

9008 Midnight Pass Rd

2709 Casey Key Rd

421 Waterside Ln

3708 Sandspur Ln

3501 Casey Key Rd

1145 Horizon View Dr

3534 Casey Key Rd

1102 Horizon 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.

8630 Midnight Pass Rd

9122 Midnight Pass Rd

9058 Midnight Pass Rd

9062 Midnight Pass Rd

8735 Midnight Pass Rd

9011 Wildlife Loop

9397 Midnight Pass Rd

9492 Forest Hills Cir

8974 Grey Oaks Ave

9480 Forest Hills Cir

8901 Veranda Way

9393 Midnight Pass Rd

4105 Hearthstone Dr

2908 Captiva Dr

1498 Ernesto Dr

9226 Midnight Pass Rd

8773 Midnight Pass Rd

7860 Holiday Dr

11605 Garessio Ln

8765 Merion Ave
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 | $3,384 | $1,750 | $10,000+ |
Osprey 3 Bedroom Homes for Rent | $4,907 | $1,800 | $10,000+ |
Osprey 4 Bedroom Homes for Rent | $5,907 | $2,900 | $10,000+ |
Osprey 5 Bedroom Homes for Rent | $8,133 | $3,900 | $10,000+ |
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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 43 Apartments for Rent in Osprey, FL with pricing that ranges from $1,100 to $3,880. There are also 204 Single Family Homes for rent, Condos, and Townhome rentals currently available in Osprey ranging from $1,595 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 $1,595 to $37,000 with an average monthly rent of $4,904.
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 Art of the Rental Viewing: What to look for during a property tour
Written by: Marie Brown
You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.

Know Your Budget: Calculating What You Can Realistically Afford When Renting
Written by: Lauren Harrington
Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.

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.