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apartments with pool
Last updated December 2 2020 at 10:05 AM

309 Apartments for rent in Osprey, FL with pools

Finding apartments with a pool in Osprey means cooling off from the summer heat, get-togethers, and more exercise. However, there are a few things to consider before signing your ne... Read Guide >
1 Unit Available
89 Navigation Circle
89 Navigation Circle
Osprey, FL | Sarabay Acres
2 Bedrooms
$2,175
1574 sqft
Last updated December 2 at 12:44 PM
Please note: Unit will be available Jan. 1, 2021.
1 Unit Available
242 WASHINGTON AVENUE
242 Washington Avenue
Osprey, FL
2 Bedrooms
$1,195
630 sqft
Last updated November 30 at 07:13 AM
Lovely 2 Bedroom, 1 Bath Home in Osprey. Carpet and tile throughout, Window Blinds, Private Fenced Back Yard. Outside Storage with hook ups for Washer and Dryer. Additional Storage Shed. Wooden Decking both front and backyard. No pets. No Smoking.
1 Unit Available
14041 BELLAGIO WAY
14041 Bellagio Way
Osprey, FL
3 Bedrooms
$5,000
1988 sqft
Last updated November 30 at 07:13 AM
This immaculate peaceful vacation property is turnkey furnished and provides 3 bedrooms (beds are king, queen and two twins), office, 2 bathrooms and 2 garage spaces. Secured building with elevator.
1 Unit Available
51 MAC EWEN DRIVE
51 Mac Ewen Drive
Osprey, FL | Oaks
1 Bedroom
$1,300
595 sqft
Last updated November 30 at 07:13 AM
Come lounge around in one of the finest golf communities where everyday can feel like a vacation. This elegant loft has a lovely view of the lake with the rolling green right behind it.
1 Unit Available
239 WOODLAND DRIVE
239 Woodland Drive
Osprey, FL
2 Bedrooms
$2,500
1325 sqft
Last updated November 30 at 07:13 AM
Great place to get away! Pine Run is located on a beautiful 27 acre site, one mile from Casey Key. The community has 2 heated pools, 4 tennis courts, walking trails, kayak racks, a pickle ball court, clubhouse with rec center, weight room and sauna.
1 Unit Available
4226 FRONTIER LANE
4226 Frontier Lane
Osprey, FL | Sarabay Acres
2 Bedrooms
$2,200
1244 sqft
Last updated November 30 at 07:13 AM
Please check the 3D matter port tour, all the utilities are included in the rental amount. AVAILABLE OCTOBER 1ST .
1 Unit Available
228 EXPLORER DRIVE
228 Explorer Drive
Osprey, FL | Sarabay Acres
2 Bedrooms
$2,200
1244 sqft
Last updated November 30 at 07:13 AM
Available for May 2021 and on. Do you want to rent a beautiful furnished condominium located 10 minutes to Nokomis Beach or 15 minutes to Siesta Key Beach? Minutes by bike to Legacy Trail and Casey Key. Professionally decorated 2 bedrooms.
1 Unit Available
293 HIDDEN BAY DRIVE
293 Hidden Bay Drive
Osprey, FL | Sarabay Acres
2 Bedrooms
$4,500
1568 sqft
Last updated November 30 at 07:13 AM
AVAILABLE 2021 SEASONAL RENTAL! GATED, WATER VIEWS! WATERFRONT COMMUNITY IN OSPREY! 2 Bedroom 2 bath plus den. Den has French doors. Lots of light from this second floor end unit condo. Front door has disappearing screen for fresh Air.
1 Unit Available
102 WOODLAND PLACE
102 Woodland Place
Osprey, FL
2 Bedrooms
$2,200
1305 sqft
Last updated November 30 at 07:13 AM
PINE RUN 2nd story townhouse condo Nestled in the mature lush trees this very well designed unit has it all. Newly and professionally remodeled and FURNISHED.
1 Unit Available
136 OSPREY POINT DR
136 Osprey Point Drive
Osprey, FL | Oaks
7 Bedrooms
$50,000
8843 sqft
Last updated November 30 at 07:13 AM
EXQUISITELY STUNNING "GEORGIAN ESTATE HOME" nestled on a BAY FRONT lot in one of Sarasota's premier gated communities. Sweeping double stairway entry opens to a breathtaking two-story grand salon. Meticulous, with custom renovations throughout.
1 Unit Available
676 EAGLE WATCH LANE
676 Eagle Watch Lane
Osprey, FL | Oaks
5 Bedrooms
$10,500
5399 sqft
Last updated November 30 at 07:12 AM
Classic elegance at The Oaks Club Side! This custom built 5400sf single story has been extensively renovated to include fresh interior paint throughout, new high-end hardwood floors and new bathrooms.
Results within 1 mile of Osprey
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5 Units Available
Saratoga Place
5010 Central Sarasota Pkwy
Sarasota, FL
1 Bedroom
$1,250
828 sqft
2 Bedrooms
$1,400
1182 sqft
3 Bedrooms
$1,899
1376 sqft
Last updated December 2 at 12:28 PM
One-, two- and three-bedroom units include spacious closets, hardwood floors and deluxe kitchens. Residents enjoy easy access to I-75, nearby beaches at Siesta Key and the Oscar Scherer State Park that is just minutes away.
1 Unit Available
8750 Olde Hickory Avenue #9103
8750 Olde Hickory Avenue
Sarasota County, FL | Stoneybrook Golf and Country Club
2 Bedrooms
$2,500
1238 sqft
Last updated December 2 at 12:44 PM
Short term vacation rental - 2BR/2B first floor condo with 1238 sq. ft. Tastefully turnkey furnished, this home is completely updated and is located in the desirable Terraces Community of Stoneybrook Golf & Country Club.
1 Unit Available
1707 Pelican Cove Rd
1707 Pelican Cove Road
Vamo, FL
2 Bedrooms
$3,800
1112 sqft
Last updated December 2 at 12:44 PM
TROPICAL GETAWAY! Beautiful 2 bed/2 bath condo in the sought after resort community of Pelican Cove. You will feel right at home the moment you walk into this bright, spacious unit.
1 Unit Available
9122 Midnight Pass Rd 41
9122 Midnight Pass Road
Sarasota County, FL
3 Bedrooms
$7,000
2558 sqft
Last updated December 2 at 11:32 AM
Resort lifestyle in a private residence - Property Id: 376016 Rental is for up to four people. Non-smokers and No Pets. Minimum rental is for two months. Room for one car in garage. $100 non refundable rental application.
1 Unit Available
9641 Castle Point Drive #1213
9641 Castle Point Dr 1213 Bld 1
Sarasota County, FL | Stoneybrook Golf and Country Club
2 Bedrooms
$4,100
1686 sqft
Last updated December 2 at 11:32 AM
9641 Castle Point Drive #1213 Available 01/01/21 GOLFERS OASIS - FURNISHED 2 BED 2 BATH STONEYBROOK CONDO w/ GARAGE - Vacation rental with 1 month minimum. This lovely 2 bedroom plus den, 2 bath condo with 1-car detached garage.
1 Unit Available
4248 CENTRAL SARASOTA PARKWAY
4248 Central Sarasota Parkway
Sarasota County, FL
2 Bedrooms
$1,550
957 sqft
Last updated November 30 at 07:13 AM
Beautiful annual rental in the gated community of Plaza del Flores in the Sarasota area Palmer Ranch! This bright 2 bedroom, 2 bathroom 2nd Floor unit is very spacious.
1 Unit Available
8859 FISHERMENS BAY DRIVE
8859 Fishermens Bay Drive
Vamo, FL
5 Bedrooms
$7,000
3441 sqft
Last updated November 30 at 07:13 AM
GATED NORTH OF THE TRAIL. FURNISHED 6 MONTH RENTAL.
1 Unit Available
4140 CENTRAL SARASOTA PARKWAY
4140 Central Sarasota Parkway
Sarasota County, FL
1 Bedroom
$1,250
829 sqft
Last updated November 30 at 07:13 AM
GREAT COASTAL LOCATION near the #1 RATED U.S. BEACH on Siesta Key. The condo is located within the resort-style complex called Bella Villino Condominiums.
1 Unit Available
4170 CENTRAL SARASOTA PARKWAY
4170 Central Sarasota Parkway
Sarasota County, FL
1 Bedroom
Ask
3 Bedrooms
$3,200
1280 sqft
Last updated November 30 at 07:13 AM
Immaculate 2nd floor condo in gated community of Bella Villino on Palma Ranch. The vaulted ceilings gives a spacious feel and the large screened lanai adds some outdoor living area.
1 Unit Available
9042 MIDNIGHT PASS ROAD
9042 Midnight Pass Road
Sarasota County, FL
2 Bedrooms
$4,950
1183 sqft
Last updated November 30 at 07:13 AM
This Turnkey condo is located on the southern side of the Island in a quiet tropical setting. Each night you will rest easily in the beautifully decorated Master suite with En-suite, a king size bed and darkening shades .
1 Unit Available
324 MATISSE CIRCLE S
324 Matisse Circle South
Laurel, FL
3 Bedrooms
$3,200
1567 sqft
Last updated November 30 at 07:13 AM
NOT AVAILABLE FOR 2021 SEASON. WONDERFUL HOME IN SORRENTO EAST! GREAT LOCATION CLOSE TO JETTY BEACH. SPARKLING CAGED SOLAR HEATED POOL WITH COVERED LANAI WITH TABLE AND CHAIRS FOR OUTDOOR DINING, LOUNGE CHAIRS FOR RELAXING. LARGE SERENE BACKYARD.
1 Unit Available
9573 FOREST HILLS CIRCLE
9573 Forest Hills Circle
Sarasota County, FL | Stoneybrook Golf and Country Club
2 Bedrooms
$4,500
1814 sqft
Last updated November 30 at 07:13 AM
GOLF TRANSFER AVAILABLE! 2 bedroom plus a den and a 2 car garage. Great room with custom built ins and mini frige. Office with built in desk & shelving. Extended screened lanai has tiled floor and an automatic awning.
1 Unit Available
4160 CENTRAL SARASOTA PARKWAY
4160 Central Sarasota Parkway
Sarasota County, FL
1 Bedroom
$1,150
710 sqft
2 Bedrooms
Ask
Last updated November 30 at 07:13 AM
GREAT COASTAL LOCATION near the #1 RATED U.S. BEACH on Siesta Key. The condo is located within the resort-style complex called Bella Villino Condominiums.
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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. More accurately, it is not actually an incorporated town at all, but rather a census-designated place within the limits of Sarasota County. See more

What to keep in mind when looking for apartments with pools in Osprey, FL

Finding apartments with a pool in Osprey means cooling off from the summer heat, get-togethers, and more exercise. However, there are a few things to consider before signing your next lease.

Ask the property management how long the pool is open each year. Is it seasonal? Does the pool have a heat pump to make it practical to swim beyond summertime? You should also inquire about pool rules, capacity, and if unattended children are permitted. The size of the pool also matters. An oversized apartment complex with a tiny pool could mean crowded summers and frustrations when trying to take a quick dip.

Finding apartments with a pool in Osprey could also drive up your rent, but may be worth the trade-off. Assess the overall amenities of the property. Apartments with a pool may look fantastic on the outside, but inside the kitchen could need an upgrade or the bedrooms could prove smaller than you want.

Once you find the apartment of your dreams, enjoy an afternoon swim and get to know your new neighbors.