
Apartments for Rent in Osprey, FL with Swimming Pool (95 Rentals)


1279 Thornapple Dr

464 Yacht Harbor Dr

854 Macewen Dr

14041 Bellagio Way, Unit 214

293 Hidden Bay Dr, Unit 203

1847-1851 Highland Rd

Blackburn Harbor Residence North Tower

Bay Street Village

Edgewater at Hidden Bay
The Best Sarasota Neighborhoods for Renting: Culture, Beaches, and Affordable Apartments
Find your perfect Sarasota apartment! Explore diverse areas like Arlington Park, Cherokee Park, and Downtown. See housing options for singles, families, and retirees in beautiful SW Florida.

RENDER Legacy Trail by Crescent Communities

Sage on Palmer Ranch

Reserve at Palmer Ranch

Total Monthly Price
310 Degas Dr, Unit furnished bedroom in hous

5792 Haven Ter

4240 Central Sarasota Pky, Unit 624

12667 Night View Dr

9397 Midnight Pass Rd, Unit 903S

4216 Central Sarasota Pky, Unit 1325

56XX Cantucci St
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5805 Biscotti St

14389 Eagle Branch Dr

5756 Haven Ter

15097 Cuzcorro Ct

441 E Rubens Dr

5792 Haven Ter

15360 Isla Palma Ln

3708 Sandspur Ln

3534 Casey Key Rd

421 Waterside Ln
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.

3434 Casey Key Rd

4220 Central Sarasota Pkwy

1677 Brookhouse Cir

1707 Pelican Cove Rd

8544 Park Shore Ln

8770 Midnight Pass Rd

8784 Pebble Creek Ln

9397 Midnight Pass Rd

2908 Captiva Dr

8455 Woodbriar Dr
Apartment Common Area Rules: What Renters Need to Know
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8918 Olde Hickory Ave

9477 Cedar Ridge Ln

1145 Horizon View Dr

1257 Tree Bay Ln

5668 Cantucci St

5725 Haven Ter

12294 Myrtle Bay Ct

1709 Clower Creek Dr, Unit BR104

1687 Brookhouse Cir, Unit BR221

4045 Crockers Lake Blvd, Unit 11
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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.
Osprey, FL Local Guide

How much does it cost to rent an apartment in Osprey?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Osprey 1 Bedroom Apartments | $1,705 | $1,000 | $1,960 |
| Osprey 2 Bedroom Apartments | $2,296 | $1,500 | $7,817 |
| Osprey 3 Bedroom Apartments | $3,774 | $1,700 | $10,000+ |
| Osprey 4 Bedroom Apartments | $9,966 | $4,990 | $10,000+ |
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Osprey, FL Local Guide
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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.
Read ArticleReal Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University
From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.
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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.
Remember the 3 Rules of Real Estate:Location, Location, Location!
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See the most popular apartments and homes in Osprey, FL
Frequently Asked Questions about Osprey Apartments with Swimming Pool
How much is the average rent for Osprey Apartments with Swimming Pool?
The average rent for a Apartment in Osprey with Swimming Pool is $1,956.
What is the largest Osprey Apartment for rent with Swimming Pool?
Today's Apartment with Swimming Pool and the most square footage in Osprey is a 1,376 square feet unit starting from $1,534 at RENDER Legacy Trail by Crescent Communities.
What is the average size for Osprey Apartments for rent with Swimming Pool?
The average size for a rental with Swimming Pool in Osprey is currently at 606 sq ft.
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.