$5,500
Available: Right Now
Listed: 27/04/2024
Jessie Harbor Drive, Sarasota County, FL 34229, USA
June - October all inclusive rental is now available. This waterfront 3 bed, 3 and a half bath plus den residence feels more like a home than a condo with3, 771sq ft of living space and 10ft high tray ceilings. Enjoy water views from your kitchen wit...
$3,700
Available: Right Now
Listed: 27/04/2024
Midnight Pass Road, Sarasota County, FL 34242, USA
One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. Available after4/30/24This is an amazing price for an amazing property. Are you dreaming of being surrounded by water??? THIS is the place! The Pointe, lo...
$5,000
Available: Right Now
Listed: 27/04/2024
High Gate Drive, Sarasota County, FL 34299, USA
Beautiful 2nd floor Abby model with vaulted ceilings and side window providing open and natural light throughout, simply not available in interior models.The glass-enclosed Lanai offers custom sun filtering shades and provides gorgeous views of the g...
$5,000
Available: Right Now
Listed: 27/04/2024
9699 Castle Point Drive, Sarasota County, FL 34238, USA
Rented nov 2023 thru april 2024. Rarely available Abbey model, end unit, beautifully furnished and so well decorated, eating space in kitchen, king bed in primary bedroom and guest bedroom, tub and glassed-in shower in master bath, the coveted...
$6,200
Available: Right Now
Listed: 27/04/2024
9699 Castle Point Drive, Sarasota County, FL 34238, USA
Available April 2024 on... Welcome to Stoneybrook GandCC on Palmer Ranch! This beautiful top floor unit offers all the perks and amenities that you desire. Gorgeous view of the golf greens from outside your living room window. Updated unit offers fro...
$3,810
Available: Right Now
Listed: 27/04/2024
Osprey, FL, 34229
Bay Acres Bungalow - AOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Iconic local attractions like Casey Key Beach, Oscar Shearer State Park, and Histori...
$4,500
Available: Right Now
Listed: 27/04/2024
86 Navigation Circle, Osprey, Sarasota County, FL 34229, USA
Seasonal and short term rental Get out of the cold and into the sunshine in this newer 3/2 condo in the gated community of Bay Street Village in Osprey. This condo is an end unit with an open floor plan for ease of entertaining and family time. The e...
$13,995
Available: Right Now
Listed: 27/04/2024
9020 Midnight Pass Road, White Beach, Sarasota County, FL 34242, USA
The sea breeze: Exclusive seasonal rental for the discerning taste. This beautiful 3 bedroom, 3 1/2bath residence has magnificent views of Sarasota Bay and the Gulf of Mexico/ Premium space in this luxurious well-appointed and professionally d...
$5,500
Available: Right Now
Listed: 27/04/2024
9699 Castle Point Drive, Sarasota County, FL 34238, USA
Rented jan.feb 2024, exceptional ground floor unit, an immaculate and updated vacation condo at Stoneybrook GandCC offers all the amenities you would want for a few months in the sun. The well-equipped kitchen has a breakfast nook with view of...
$13,530
Available: Right Now
Listed: 27/04/2024
Osprey, FL, 34229
Look no further than this private guesthouse that is a great retreat for the family. Enjoy the pool, hot tub on a nice warm day. Go swing the tennis racket on the private courts. Or take a quick drive to Nokomis Beach to lay out, catch some rays, or ...
$2,400
Available: Right Now
Listed: 23/04/2024
249 Explorer Drive, Osprey, Sarasota County, FL 34229, USA
Furnished-Turnkey, Condo Close to Beaches! Available April1, 2024.Landlord prefers long term (12 month minimum) rentals. Off season rate of$2400.per month-6 month minimum. Located 10 minutes to Nokomis Beach or 15 minutes to Siesta Key Beach? Minutes...
$3,000
Available: Right Now
Listed: 27/04/2024
Midnight Pass Road, Sarasota County, FL 34242, USA
Water, water, everywhere ! The southern tip of siesta key, gated community surrounded by water ! A kyakers paridise, beautiful views, large lanai, washer and dryer included. covered parking. 3 month minimum. utilites included. availa...
$5,000
Available: Right Now
Listed: 27/04/2024
4639 Chapel Hill Drive, Sarasota County, FL 34238, USA
One of the prettiest views in Stoneybrook overlooking the 3rd hole on the golf course. This is special!! This second floor “Barrington” model veranda offers over 1400 sq. ft. of open living space, two bedrooms, two full baths, plus den/office, and is...
$4,470
Available: Right Now
Listed: 26/04/2024
Osprey, FL, 34229
New listing available from February 1st, 2023. If you are looking for the perfect Florida lifestyle, romantic get away, this is it. Conveniently located between Sarasota and Venice, #1 Siesta Key beach close by, minutes to Nokomis Beach an...
$2,650
Available: Right Now
9611 Castle Point Drive, Sarasota County, FL 34238, USA
$2,600
Available: Right Now
Listed: 27/04/2024
4225 Expedition Way, Osprey, Sarasota County, FL 34229, USA
Ask about our security deposit alternative to help with the upfront move in cost! Don't miss this beautiful 3-bedroom, 2-bathroom condo home in Osprey! The stunning kitchen features granite countertops, a breakfast bar, solid wood cabinets, and stain...
$4,500
Available: Right Now
Listed: 27/04/2024
Clubside Circle, Sarasota County, FL 34299, USA
Rented jan. feb. march 2024. Available off-season. Exceptional ground floor vacation condo, two bedrooms, two baths, screened lanai with view of lake and golf course, nicely furnished, King bed in master, queen in guest bedroom, new living roo...
$4,620
Available: Right Now
Listed: 26/04/2024
Osprey, FL, 34229
Windsor Lodge at The Oaks Golf and Country Club: Luxurious, high quality furnished golf course rental, fabulous lake views. Separate bedroom, living room with kitchenette, separate bath, covered balcony, washer/dryer within unit and community pool....
$3,000
Available: Right Now
4226 Frontier Lane, Osprey, Sarasota County, FL 34229, USA
$4,080
Available: Right Now
Listed: 22/04/2024
Osprey, FL, 34229
Bay Street condominiums are a newer complex (2017) in a beautiful gated community right off of Tamiami trail and a quick 10 minute drive from Nokomis beach or 15 minutes from white sandy beaches world renowned Siesta Key beaches. Screened lanai o...
$7,500
Available: Right Now
Listed: 27/04/2024
Midnight Pass Road, Sarasota County, FL 34242, USA
Siesta Key Resort Style Vacation Rental, you will love the fabulous renovation these owners have done, everything is brand new and the aboslute best! The kitchen has been updated with gorgeous cabinets, a stunning Quartz waterfall countertop, there i...
$4,500
Available: Right Now
Listed: 27/04/2024
Midnight Pass Road, Sarasota County, FL 34242, USA
Annual rental. Enjoy Stunning Sunsets and Sunrises from this waterfront condo on Siesta Key! This 5+ acre waterfront gated community is loaded with amenities including tennis and pickleball, fitness center, heated lap pool and spa, dry ...