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Start your Osprey, FL search

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Apartments With Pool

Apartments for Rent in Osprey, FL with Pools

8 rentals available

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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)

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 $13,000 per month.
How many apartments with pools are available for rent in Osprey, FL?
Currently, there are 8 apartments with pools available for rent in Osprey, FL.

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Apartments With Pool

Last updated September 12, 2026 at 5:45 PM PDT

Top 8 Apartments for Rent with Pools for Rent in Osprey, FL (with pics!)

Listings

Alton Osprey Gallery 1

1 of 54

Alton Osprey (opens in new tab)

4000 Destination Drive, Osprey, FL 34229

$1,948+/moTotal price12-mo lease

112 units available

1 bed • 2 bed • 3 bed

Verified

Amenities

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

51 Macewen Dr Gallery 1

1 of 14

51 Macewen Dr (opens in new tab)

51 Macewen Drive, Osprey, FL 34229

$1,600/moFees may apply12-mo lease

1 unit available

1 bed

Amenities

In unit laundry, Granite counters, Dishwasher, Stainless steel, Pool, and Air conditioning

4219 FRONTIER Way Gallery 1

1 of 34

4219 FRONTIER Way (opens in new tab)

4219 Frontier Lane, Osprey, FL 34229

$2,100/moFees may apply12-mo lease

1 unit available

2 bed

Amenities

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

184 EXPLORER Drive Gallery 1

1 of 21

184 EXPLORER Drive (opens in new tab)

184 Explorer Drive, Osprey, FL 34229

$2,150/moFees may apply12-mo lease

1 unit available

2 bed

Amenities

In unit laundry, Patio / balcony, Granite counters, Dishwasher, Garage, Stainless steel + more

293 HIDDEN BAY Drive Gallery 1

1 of 47

293 HIDDEN BAY Drive (opens in new tab)

293 Hidden Bay Drive, Osprey, FL 34229

$5,000/moFees may apply12-mo lease

1 unit available

2 bed

Amenities

In unit laundry, Granite counters, Dishwasher, Pet friendly, Garage, Recently renovated + 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

101 WOODLAND Place Gallery 1

1 of 39

101 WOODLAND Place (opens in new tab)

101 Woodland Place, Osprey, FL 34229

$6,950/moFees may apply12-mo lease

1 unit available

3 bed

Amenities

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

854 Macewen Dr Gallery 1

1 of 48

854 Macewen Dr (opens in new tab)

854 Macewen Drive, Osprey, FL 34229

$13,000/moFees may apply12-mo lease

1 unit available

4 bed

Amenities

Patio / balcony, Dishwasher, Garage, Gym, Pool, and Air conditioning

Best market deals

These units are the best deal in town.

Alton Osprey 2313

1 Bed • 1 Bath • 740 sqft

Total monthly rent

$1,757

Available

Now

51 Macewen Dr 8

1 Bed • 1 Bath • 595 sqft

Base monthly rent

$1,600+

Available

Now

4219 FRONTIER Way 105

2 Beds • 2 Baths • 1244 sqft

Base monthly rent

$2,100+

Available

Now

184 EXPLORER Drive 2 Bed

2 Beds • 2 Baths • 1135 sqft

Base monthly rent

$2,150+

Available

Now

4401 CONCHFISH Lane 4 Bed

4 Beds • 3 Baths • 2370 sqft

Base monthly rent

$3,295+

Available

Now

More Rental Options

Amenities

Osprey Apartments with Washer-Dryers (5)
Osprey Pet Friendly Apartments (6)

Cities

Nokomis Apartments with Pools (10)
Venice Apartments with Pools (107)
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Sarasota Apartments with Pools (109)
The Meadows Apartments with Pools (32)
South Bradenton Apartments with Pools (31)
North Port Apartments with Pools (106)
Palmetto Apartments with Pools (14)
Ruskin Apartments with Pools (21)
Wimauma Apartments with Pools (29)

Counties

Sarasota County Apartments (1294)

Neighborhoods

Stoneybrook Golf And Country Club (19)
Sarabay Acres (5)

Colleges

University of South Florida-St Petersburg (184)
State College of Florida-Manatee-Sarasota (139)
St Petersburg College (48)
Ringling College of Art and Design (93)
Suncoast Technical College (109)
University of South Florida-Sarasota-Manatee (35)