Apartments for Rent in Osprey, FL with Pools

16 rentals available

Alton Osprey
$1,599
4000 Destination Drive, Osprey, FL 34229
(336) 600-9096
Rent Savings
216 units available
1 bed • 2 bed • 3 bed
Amenities
Patio / balcony, Dishwasher, Gym, Pool, Air conditioning, Ceiling fan + more
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14041 BELLAGIO WAY
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14041 Bellagio Way, Osprey, FL 34229
(941) 953-6000
Contact for Availability
Amenities
In unit laundry, Patio / balcony, Granite counters, Dishwasher, Garage, Stainless steel + more
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
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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
Best market deals
These units are the best deal in town.
Alton Osprey 1115
1 Bed • 1 Bath • 740 sqft
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1869 Highland Rd 1855 Highland Rd
2 Beds • 2 Baths • 1100 sqft
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Available
Jan 17
758 Pine Run Dr 758
2 Beds • 2 Baths • 1184 sqft
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234 PATTERSON AVENUE 3 Bed
3 Beds • 2 Baths • 1173 sqft
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4256 EXPEDITION WAY 107
3 Beds • 2 Baths • 1430 sqft
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852 MACEWEN DRIVE
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852 Macewen Drive, Osprey, FL 34229
(941) 275-9399
Contact for Availability
Amenities
In unit laundry, Granite counters, Hardwood floors, Dishwasher, Garage, Stainless steel + more
101 WOODLAND PLACE
$6,950
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.
Recently updated units
1869 Highland Rd
$1,850
1869 Highland Road, Osprey, FL 34229
(941) 600-9888
1 unit available
2 bed
Amenities
In unit laundry, Patio / balcony, Dishwasher, Pet friendly, Parking, and Pool
Recently updated units
600 Eagle Watch Ln
$9,000
600 Eagle Watch Lane, Osprey, FL 34229
(813) 733-5448
1 unit available
3 bed
Amenities
In unit laundry, Patio / balcony, Hardwood floors, Dishwasher, Pet friendly, Garage + more
Recently updated units
854 Macewen Dr
$16,000
854 Macewen Drive, Osprey, FL 34229
(813) 733-5448
1 unit available
4 bed
Amenities
In unit laundry, Patio / balcony, Dishwasher, Pet friendly, Garage, Gym + 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
557 CRANE PRAIRIE WAY
$5,500
557 Crane Prairie Way, Osprey, FL 34229
(941) 999-1179
1 unit available
3 bed
Amenities
In unit laundry, Dishwasher, Garage, Walk in closets, Gym, Pool + more
Recently updated units
Luxury apartments
Top units for an elevated lifestyle.
854 Macewen Dr 4 Bed
4 Beds • 6 Baths • 9081 sqft
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600 Eagle Watch Ln 3 Bed
3 Beds • 3 Baths • 3681 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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101 WOODLAND PLACE 3 Bed
3 Beds • 3 Baths • 1839 sqft
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716 SARABAY ROAD 2 Bed
2 Beds • 3 Baths • 1709 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.
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
758 Pine Run Dr
$1,950
758 Pine Run Drive, Osprey, FL 34229
(941) 462-2894
1 unit available
2 bed
Amenities
In unit laundry, Patio / balcony, Granite counters, Dishwasher, Recently renovated, Stainless steel + more
Recently updated units
716 SARABAY ROAD
$6,000
716 Sarabay Road, Osprey, FL 34229
(941) 488-1111
1 unit available
2 bed
Amenities
In unit laundry, Dishwasher, Garage, Recently renovated, Stainless steel, Pool + more
Recently updated units
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
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.
Recently updated units

Frequently Asked Questions (FAQs)

Rental prices for apartments with pools in Osprey range from $1,550 to $16,000 per month.

Currently, there are 22 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

Alton Osprey

14041 BELLAGIO WAY

4256 EXPEDITION WAY

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

852 MACEWEN DRIVE

101 WOODLAND PLACE

1869 Highland Rd

600 Eagle Watch Ln

854 Macewen Dr

557 CRANE PRAIRIE WAY

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

1817 HIGHLAND ROAD

758 Pine Run Dr

716 SARABAY ROAD

293 HIDDEN BAY DRIVE

Annual Turnkey 3/3 penthouse on waterfront in Osprey

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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?