Apartments for Rent in Osprey, FL with Pools

15 rentals available

4256 EXPEDITION WAY
$2,250
4256 Expedition Way, Osprey, FL 34229
(941) 552-6036
1 unit available
3 bed
Amenities
In unit laundry, Dishwasher, Garage, Stainless steel, Walk in closets, Gym + more
Recently updated units
140 SEA ANCHOR DRIVE
$4,900
140 Sea Anchor Drive, Osprey, FL 34229
(941) 497-6060
1 unit available
3 bed
Amenities
In unit laundry, Dishwasher, Garage, Recently renovated, Walk in closets, Gym + more
Recently updated units
304 Pine Run Drive - 1
$2,000
304 Pine Run Drive, Osprey, FL 34229
(941) 909-6915
1 unit available
2 bed
Amenities
In unit laundry, Dishwasher, Pet friendly, Parking, Gym, Pool + more
Recently updated units
852 MACEWEN DRIVE
$7,500
852 Macewen Drive, Osprey, FL 34229
(941) 275-9399
1 unit available
3 bed
Amenities
In unit laundry, Granite counters, Hardwood floors, Dishwasher, Garage, Stainless steel + more
Recently updated units
Best market deals
These units are the best deal in town.
570 BLACKBURN POINT ROAD 25
Studio • 1 Bath
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Alton Osprey 2212
1 Bed • 1 Bath • 740 sqft
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184 EXPLORER DRIVE 2 Bed
2 Beds • 2 Baths • 1135 sqft
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304 Pine Run Drive - 1 2 Bed
2 Beds • 2 Baths • 1729 sqft
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234 PATTERSON AVENUE 3 Bed
3 Beds • 2 Baths • 1173 sqft
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BACK ON THE MARKET-Seasonal/short term 3/2 updated condo in Osprey not far from the beach!
$4,500
152 Navigation Circle, Osprey, FL 34229
(941) 328-8999
1 unit available
3 bed
Amenities
In unit laundry, Granite counters, Dishwasher, Recently renovated, Stainless steel, Walk in closets + more
Beach Proximity
Charming condo near beautiful beaches and vibrant Sarasota.
This updated 3/2 condo in Osprey offers a spacious open floor plan with abundant natural light, perfect for entertaining. Residents enjoy the community's resort-style amenities including a heated pool, fitness center, and BBQ grills. Just a short drive away, you'll find yourself at stunning beaches, as well as shopping and dining options in Sarasota and Venice.
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650 CRANE PRAIRIE WAY
$3,750
650 Crane Prairie Way, Osprey, FL 34229
(941) 729-7400
1 unit available
4 bed
Amenities
In unit laundry, Dishwasher, Garage, Walk in closets, Gym, Pool + more
Recently updated units
101 WOODLAND PLACE
$7,200
101 Woodland Place, Osprey, FL 34229
(941) 955-1500
1 unit available
3 bed
Amenities
In unit laundry, Patio / balcony, Dishwasher, Carport, Pool, Tennis court + more
Tropical Oasis
Serenity in Osprey with Luxurious Features
Experience tranquility and luxury at Pine Run Condominiums in Osprey, FL. Nestled amidst lush natural beauty, this fully remodeled, furnished townhouse features a cathedral ceiling living space and custom kitchen. Enjoy access to two heated pools, tennis and pickleball courts, scenic walking trails, and a cozy fire pit, all cherished by residents.
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Annual UNfurnished 3-bed 2-bath in Osprey, Sparkling, Bright Move-In Ready
$3,200
705 Fordingbridge Way, Osprey, FL 34229
(404) 991-0209
1 unit available
3 bed
Amenities
In unit laundry, Dishwasher, Pet friendly, Recently renovated, Stainless steel, Pool + more
Recently updated units
1817 HIGHLAND ROAD
$2,395
1817 Highland Road, Osprey, FL 34229
(844) 239-2663
1 unit available
2 bed
Amenities
Dishwasher, Garage, Pool, Microwave, and Refrigerator
Recently updated units
854 MACEWEN DRIVE
$21,000
854 Macewen Drive, Osprey, FL 34229
(941) 275-9399
1 unit available
4 bed
Amenities
In unit laundry, Patio / balcony, Granite counters, Dishwasher, Dogs allowed, Garage + more
Luxury Living
Prestigious Oaks Community Home with Stunning Features
Experience luxury living in the heart of the prestigious Oaks community. This stunning estate offers beautifully updated interiors and a wealth of amenities such as a golf course and a lavish pool. Residents love the sense of security and camaraderie in this top-viewed, top-favorited neighborhood.
Recently updated units
Luxury apartments
Top units for an elevated lifestyle.
854 MACEWEN DRIVE 4 Bed
4 Beds • 6 Baths • 9081 sqft
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852 MACEWEN DRIVE 3 Bed
3 Beds • 4 Baths • 4519 sqft
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101 WOODLAND PLACE 3 Bed
3 Beds • 3 Baths • 1839 sqft
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Osprey, FL 3BR/3BA Single Family Pool Home 4 Beds, 3 Baths, $7000
4 Beds • 3 Baths
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293 HIDDEN BAY DRIVE 203
2 Beds • 2 Baths • 1568 sqft
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293 HIDDEN BAY DRIVE
$5,000
293 Hidden Bay Drive, Osprey, FL 34229
(941) 756-7800
1 unit available
2 bed
Amenities
In unit laundry, Granite counters, Dishwasher, Pet friendly, Garage, Recently renovated + more
Resort Amenities
Waterfront living with luxurious resort-style amenities.
Experience luxurious living in this gated waterfront community in Osprey. Residents rave about the resort-style amenities including a heated pool, spa, and tennis courts. With proximity to beautiful beaches like Casey Key and Siesta Key, enjoy both relaxation and adventure.
Recently updated units
184 EXPLORER DRIVE
$1,995
184 Explorer Drive, Osprey, FL 34229
(888) 668-8283
1 unit available
2 bed
Amenities
In unit laundry, Patio / balcony, Granite counters, Dishwasher, Garage, Stainless steel + more
Recently updated units
280 Hidden Bay Drive
$4,000
280 Hidden Bay Drive, Osprey, FL 34229
(941) 462-2894
1 unit available
3 bed
Amenities
On-site laundry, Dishwasher, Dogs allowed, New construction, Walk in closets, Gym + more
Recently updated units
Annual Turnkey 3/3 penthouse on waterfront in Osprey
$5,000
260 Hidden Bay Drive, Osprey, FL 34229
(404) 991-0209
1 unit available
2 bed
Amenities
In unit laundry, Granite counters, Dishwasher, Garage, Stainless steel, Gym + more
Resort Lifestyle
Sleek condo with stunning bay view
Discover a resort-style lifestyle at Edgewater at Hidden Bay. This unfurnished 3-bedroom, 2.5-bath condo offers breathtaking sunset views over a serene preserve from your spacious lanai. Enjoy modern amenities including a gym, pool, and tennis courts that elevate your living experience. Residents rave about the peaceful environment and strong sense of community.
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Osprey, FL 3BR/3BA Single Family Pool Home
$7,000
605 Crane Prairie Way, Osprey, FL 34229
(941) 485-9602
1 unit available
4 bed
Amenities
Patio / balcony, Gym, Pool, Clubhouse, Some paid utils, and Internet access
Recently updated units

Frequently Asked Questions (FAQs)

Rental prices for apartments with pools in Osprey range from $750 to $21,000 per month.

Currently, there are 24 apartments with pools available for rent in Osprey.

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

Apartments for Rent in Osprey, FL with Pools

4256 EXPEDITION WAY

140 SEA ANCHOR DRIVE

304 Pine Run Drive - 1

852 MACEWEN DRIVE

BACK ON THE MARKET-Seasonal/short term 3/2 updated condo in Osprey not far from the beach!

650 CRANE PRAIRIE WAY

101 WOODLAND PLACE

Annual UNfurnished 3-bed 2-bath in Osprey, Sparkling, Bright Move-In Ready

1817 HIGHLAND ROAD

854 MACEWEN DRIVE

293 HIDDEN BAY DRIVE

184 EXPLORER DRIVE

280 Hidden Bay Drive

Annual Turnkey 3/3 penthouse on waterfront in Osprey

Osprey, FL 3BR/3BA Single Family Pool Home

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Frequently Asked Questions (FAQs)

How much is rent for an apartment with a pool in Osprey?

How many apartments with pools are available for rent in Osprey?