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Apartments With Pool

Apartments for Rent in Osprey, FL with Pools

120 rentals available

Start your Osprey search

How many bedrooms do you need?

City Guide for Osprey, FL

The laid back town of Osprey, Florida, the site of the irreplaceable outdoor museum Historic Spanish Point, is located at the same latitude -- 27 degrees -- as Dibrugarh, India.

Home to 6,100 people at the time of the 2010 Census, Osprey is a small town steeped in history and culture

View Osprey City Guide (opens in a new tab)

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120 Apartments with Pools in Osprey, FL

Listings

Alton Osprey Gallery 1

1 of 54

Alton Osprey (opens in new tab)

4000 Destination Drive, Osprey, FL 34229

$1,898+/moTotal price12-mo lease

113 units available

1 bed • 2 bed • 3 bed

Verified

160 NAVIGATION Circle Gallery 1

1 of 14

160 NAVIGATION Circle (opens in new tab)

160 Navigation Circle, Osprey, FL 34229

51 MACEWEN Drive Gallery 1

1 of 31

4296 EXPEDITION Way Gallery 1

1 of 17

4296 EXPEDITION Way (opens in new tab)

4219 FRONTIER Way Gallery 1

1 of 34

Seasonal/short term 3/2 updated condo in Osprey not far from the beach! Gallery 1

Amenities

Patio / balcony, Dishwasher, Gym, Pool, Air conditioning, Ceiling fan + more

$2,200/moFees may apply12-mo lease

1 unit available

2 bed

Amenities

Dishwasher, Dogs allowed, All utils included, Walk in closets, Gym, Pool + more

101 WOODLAND Place Gallery 1

1 of 39

101 WOODLAND Place (opens in new tab)

101 Woodland Place, Osprey, FL 34229

$5,500/moFees may apply12-mo lease

1 unit available

3 bed

Amenities

In unit laundry, Patio / balcony, Dishwasher, Carport, Pool, Tennis court + more

51 MACEWEN Drive (opens in new tab)

51 Macewen Drive, Osprey, FL 34229

$2,250/moFees may apply12-mo lease

1 unit available

1 bed

Amenities

In unit laundry, Recently renovated, Pool, Elevator, Tennis court, and Clubhouse

4296 Expedition Way, Osprey, FL 34229

$2,000/moFees may apply12-mo lease

1 unit available

2 bed

Amenities

In unit laundry, Dishwasher, Dogs allowed, Garage, Stainless steel, Walk in closets + more

4219 FRONTIER Way (opens in new tab)

4219 Frontier Lane, Osprey, FL 34229

$2,000/moFees may apply12-mo lease

1 unit available

2 bed

Amenities

Patio / balcony, Dishwasher, Garage, Walk in closets, Gym, Pool + more

1 of 27

Seasonal/short term 3/2 updated condo in Osprey not far from the beach! (opens in new tab)

152 Navigation Circle, Osprey, FL 34229

$4,500/moFees may apply12-mo lease

1 unit available

3 bed

Amenities

In unit laundry, Granite counters, Dishwasher, Recently renovated, Stainless steel, Walk in closets + more

260 Hidden Bay Dr Gallery 1

1 of 45

260 Hidden Bay Dr (opens in new tab)

260 Hidden Bay Drive, Osprey, FL 34229

$4,395/moFees may apply12-mo lease

1 unit available

3 bed

Amenities

On-site laundry, Pet friendly, Recently renovated, Gym, Pool, Dog park + more

Frequently Asked Questions (FAQs)

How much is rent for an apartment with a pool in Osprey, FL?
Rental prices for apartments with pools in Osprey, FL range from $1,550 to $5,500 per month.
How many apartments with pools are available for rent in Osprey, FL?
Currently, there are 120 apartments with pools available for rent in Osprey, FL.

More Rental Options

Amenities

Osprey Apartments with Washer-Dryers (5)
Osprey Pet Friendly Apartments (7)

Cities

Nokomis Apartments with Pools (108)
Venice Apartments with Pools (784)
Southgate Apartments with Pools (8)
Venice Gardens Apartments with Pools (5)
Sarasota Apartments with Pools (1,501)
The Meadows Apartments with Pools (26)
South Bradenton Apartments with Pools (57)
North Port Apartments with Pools (193)
Palmetto Apartments with Pools (481)
Ruskin Apartments with Pools (137)

Counties

Sarasota County Apartments (3,337)

Neighborhoods

Stoneybrook Golf And Country Club (19)
Sarabay Acres (118)

Colleges

University of South Florida-St Petersburg (407)
State College of Florida-Manatee-Sarasota (234)
Suncoast Technical College (186)
St Petersburg College (433)
University of South Florida-Sarasota-Manatee (65)
Eckerd College (197)

Best market deals

These units are the best deal in town.

Alton Osprey 4104

1 Bed • 1 Bath • 786 sqft

Total monthly rent

$1,757

Available

Now

4296 EXPEDITION Way 104

2 Beds • 2 Baths • 1135 sqft

Base monthly rent

$2,000+

Available

Now

4219 FRONTIER Way 105

2 Beds • 2 Baths • 1244 sqft

Base monthly rent

$2,000+

Available

Now

160 NAVIGATION Circle 106

2 Beds • 2 Baths • 1244 sqft

Base monthly rent

$2,200+

Available

Now

51 MACEWEN Drive 12

1 Bed • 1 Bath • 623 sqft

Base monthly rent

$2,250+

Available

Now

Home/
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Last updated November 7, 2026 at 8:41 PM PST