Luxury Homes for Rent in Osprey, FL (85 Rentals) Page 2 of 2

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The most luxurious Homes in Osprey with high-end amenities, features, and finishes.

property at 5274 Far Oak Cir
$4,500

Total Monthly Price

Base Rent$4,500

Total Monthly Price$4,500
4 Bedroom, 3 Bath Home for Rent
Available Now
Luxury

5274 Far Oak Cir

SarasotaFL34238
property at 1709 Clower Creek Dr
$4,500

Total Monthly Price

Base Rent$4,500

Total Monthly Price$4,500
3 Bedroom, 2 Bath Condo for Rent
Available Now
Furnished

1709 Clower Creek Dr, Unit BR104

1709 Clower Creek Dr
SarasotaFL34231
property at 7860 Holiday Dr
$4,500

Total Monthly Price

Base Rent$4,500

Total Monthly Price$4,500
3 Bedroom, 3 Bath Home for Rent
Available Now
Furnished

7860 Holiday Dr

SarasotaFL34231
property at 617 Indiana Ave
$4,650

Total Monthly Price

Base Rent$4,650

Total Monthly Price$4,650
2 Bedroom, 2 Bath Home for Rent
Available Now
Furnished

617 Indiana Ave

NokomisFL34275
property at 9300 Clubside Cir
$4,750

Total Monthly Price

Base Rent$4,750

Total Monthly Price$4,750
2 Bedroom, 2 Bath Condo for Rent
Available Now

9300 Clubside Cir, Unit 1306

9300 Clubside Cir
SarasotaFL34238

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.

property at 8710 Midnight Pass Rd
$4,750

Total Monthly Price

Base Rent$4,750

Total Monthly Price$4,750
2 Bedroom, 2 Bath Condo for Rent
Available Now

8710 Midnight Pass Rd, Unit 405B

8710 Midnight Pass Rd
SarasotaFL34242

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.

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

decorative image for The Best Sarasota Neighborhoods for Renting: Culture, Beaches, and Affordable Apartments article

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.

decorative image for Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My! article

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.

decorative image for Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags   article

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.

decorative image for First Apartment Regrets: Real Renters Share What They'd Do Differently article

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.