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Holiday Rentals near Oscar Scherer State Park

1843 S Tamiami Trl, Osprey, Florida 34229-9663
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    Osprey is popular with travellers just like you. Don’t let them get your perfect place first—book today!
    23 Matching Rentals in the Osprey AreaView all 97 rentals
    Osprey
    6.6 kilometres from Oscar Scherer State Park
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Osprey
    6.6 kilometres from Oscar Scherer State Park
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly paradise with heated pool close to Sarasota-Osprey-Nokomis-Venice1 / 17
    (2)Very good
    Osprey
    4.9 kilometres from Oscar Scherer State Park
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    2 BR / 2 BA Condo in Stoneybrook Golf & County Club - Sarasota & Siesta Key1 / 59
    (2)Excellent
    Osprey
    5.1 kilometres from Oscar Scherer State Park
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Hot Tub
    • Patio
    • Air Conditioning
    • Wi-Fi
    • Washer
    • Cable/satellite TV
    • Sauna
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 June 2018
    The location is amazing! The condo was super clean and very family friendly. I loved the community with multiple pools and the awesome clubhouse. It was just a short drive or...
    Reviewed 25 May 2018
    There was not a single unmet need the entire week. This unit is clean, comfortable, and serene. The kitchen has everything, so we cooked a lot. From the beach towels, cooler...
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    About this property
    Stoneybrook Golf & Country Club is a gated community on Palmer Ranch with a fully renovated clubhouse with fine and casual dining, close proximity to Siesta Key's world-famous beaches, shops, restaurants, and Sarasota's active arts communities. This unit is a ground-floor end/corner unit with extra...
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    Osprey, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Osprey
    2.4 kilometres from Oscar Scherer State Park
    1 Bedroom, 1 Bathroom, Sleeps 7 Quick View
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    • DVD Player
    • Patio
    • Central Heating
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    BAY FRONT BEAUTIFUL WATERVIEW. PRIVATE BEACH AREA WITH RELAXING SEATING, HAMMOCKS, GRILL, FIRE PIT, KAYAK LAUNCH ALL ON SITE. PADDLEBOARDS, KAYAKS, BIKES, PONTOON, BOOGIE BOARDS, GOLF CART ALSO ON SITE FOR RENT. SERENE OVERHEAD NIGHT GLOBE LIGHTING. WALKING DISTANCE TO GULF OF MEXICO, RESTAURANTS,...
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    Osprey, Florida
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 7
    Osprey
    1.1 kilometres from Oscar Scherer State Park
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Heated)
    • Secure Parking
    • Private Garden
    • Air Conditioning
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our beautiful and spacious Villa is situated in a quiet subdivision on a large lake front lot with preserve views. The house was completely renovated and furnished in 2014. It features an open floor plan with two Bedrooms that share a bathroom on one side of the home and the master bedroom and...
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    Osprey, Florida
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Osprey
    1.0 kilometres from Oscar Scherer State Park
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Secure Parking
    • Air Conditioning
    • Grill
    • Private Outdoor Pool (Heated)
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our beautiful and spacious Villa is situated in a quiet subdivision on a large lake front lot with preserve views. The house was re-painted and and furnished in October 2016. It features an open floor plan with two Bedrooms that share a bathroom on one side of the home and the master suite and...
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    Osprey, Florida
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Osprey
    6.4 kilometres from Oscar Scherer State Park
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Patio
    • DVD Player
    • Air Conditioning
    • Wi-Fi
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sunshine awaits at this 3BR/2BA Sarasota home for six guests, featuring brand new updates and tranquil landscaping. Spend leisurely afternoons on your private patio with BBQ grill, and dine al fresco in your own backyard. Rent kayaks and launch them in the bay, located just a 5-minute walk from...
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    Osprey, Florida
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Osprey
    6.7 kilometres from Oscar Scherer State Park
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Waterfront
    • Wi-Fi
    • DVD Player
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Begin your sunkissed adventures at this 2-bedroom, 1-bathroom vacation rental condo for 4 guests in Siesta Key. This coastal condo boasts all the amenities of home with the luxuries of an upscale resort. Spend your days lounging around the heated community pool or take a short stroll to nearby...
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    Osprey, Florida
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Osprey
    6.7 kilometres from Oscar Scherer State Park
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Central Heating
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sunrise Cove Yacht & Racquet Club is the most scenic, relaxing vacation spot on Siesta Key, a barrier island separating the Gulf of Mexico from Sarasota Bay. Located at the quiet end of Siesta Key, across from Turtle Beach, every unit has a direct water view. Nearby Siesta Beach was voted The Best...
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    Osprey, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Osprey
    3.9 kilometres from Oscar Scherer State Park
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Wi-Fi
    • Private Garden
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Idyllic beachfront home located on exclusive, unique Casey Key in Sarasota, Florida. Set in lush tropical greenery including 61 palm trees, sea grapes, and Hibiscus plants, just a few backyard steps to a white sand beach and spectacular sunsets on the Gulf of Mexico. Walk to historic Casey Key...
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    Osprey, Florida
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    The following rentals are within 10 kilometres of Osprey.
    Gulf Gate Estates
    7.4 kilometres from Oscar Scherer State Park
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • DVD Player
    • Cable/satellite TV
    • Air Conditioning
    • Washer
    • Grill
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    WOW! Tortuga Turtle Beach Condo is a gem of all gems on south Siesta Key! Sink your toes into the warm sand of Turtle Beach in only a few minutes thru a private beach access located just behind the building....walk into the elevator....step outside the access door....walk to the back of the...
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    Gulf Gate Estates, Sarasota
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Gulf Gate Estates
    7.5 kilometres from Oscar Scherer State Park
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We help make the most of your vacation by providing Free Admission to some of the area’s top attractions each and every day including a choice of a free, bike rental, free kayak rental, or free dolphin fun cruise! Round-trip airport transportation provided for up to 3 passengers from SRQ or TPA...
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    Location Information
    Gulf Gate Estates, Sarasota
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Laurel
    5.4 kilometres from Oscar Scherer State Park
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Waterfront
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Washer
    • Patio
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sea Esta on Shakett Creek Treat your family and friends to some riverfront fun with this northern Nokomis house, with boating in Shakett Creek, a private lanai with sweeping views of the water, and a private heated pool. Dogs are welcome for a small nightly fee. Shops and restaurants are a...
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    Laurel, Florida
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Gulf Gate Estates
    6.8 kilometres from Oscar Scherer State Park
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Grill
    • Balcony
    • Washer
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Accurately named, SUNRISE COVE offers incredible BAY sunrises morning after morning....but wait there's more....a 5 minute walk across the street will land you onto Turtle Beach for incredible evening sunsets! Having the option of the bay and the beach is a dream come true! Lay out in the sun,...
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    Gulf Gate Estates, Sarasota
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Casey Key
    1.9 kilometres from Oscar Scherer State Park
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
    • Private Garden
    • Parking
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This sunny, two story, two residence home, sits across the street from Casey Key beach, with private beach access directly across the road. The house has decks in the front and the back, with views of both the intercostal waterway and the beautiful Gulf of Mexico. This lovely home has one bedroom,...
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    Casey Key, Florida
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
    LUX CONDOs near beautiful, sparkling Siesta Key Beach.1 / 27
    (1)Excellent
    Gulf Gate Branch
    7.4 kilometres from Oscar Scherer State Park
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Washer
    • DVD Player
    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 October 2017
    The location is great. Really close to the beach. The host is very friendly and helpful. We enjoyed our vacation.
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    About this property
    Dear Renter, I am Beya, the owner with more a decade experience in the vacation rental field. I have been offering authentic condos in the beautiful natural area of the Vintage Grand community. I would be happy to host you in one of my condos.I have down and upstairs floor condos with lake-view or...
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    Location Information
    Gulf Gate Branch, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Casey Key
    2.5 kilometres from Oscar Scherer State Park
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Parking
    • Private Garden
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Amazing live-aboard opportunity and a fully self-contained houseboat. Very private was all the necessary amenities and many extras. On-site also for availability and use for a small fee are paddle boards, kayaks, bicycles, and an electric car like a golf cart. Gulf of Mexico access across the...
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    Casey Key, Florida
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Laurel
    4.3 kilometres from Oscar Scherer State Park
    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Pack your swimsuits and family into the car and make your way to Nokomis, Florida for an unforgettable retreat on the Gulf Coast! Situated only 1 mile from Shark Tooth Beach, 10 miles south of Sarasota and just north of Venice, this 1,865-square-foot vacation rental home for 9 sits in a gated...
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    Laurel, Florida
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 9
    Casey Key
    0.9 kilometres from Oscar Scherer State Park
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Central Heating
    • DVD Player
    • Washer
    • Grill
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Recently remodeled,this welcoming home is situated in the perfect and safest location for the best experience you are looking for! Located just 7 minutes away from Casey Key Beach, 12 minutes to Venice Beach and 17 minutes to the beautiful Siesta Key Beach! It is also very close to I-75 and...
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    Location Information
    Casey Key, Florida
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Casey Key
    3.1 kilometres from Oscar Scherer State Park
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nestled on a private island just steps from the Gulf of Mexico, this 2-bedroom, 2-bath vacation rental apartment offers a lovely home base to kick back, relax, and enjoy the sandy shores. The 1,500-square-foot interior features all the comforts of home, while the outdoor patio and gas grill are...
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    Casey Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Laurel
    4.1 kilometres from Oscar Scherer State Park
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Get ready for coastal relaxation at this Nokomis vacation rental! This 1-bed, 2-bath house is set on an expansive yard boasting a large pond and a lanai complete with a shared pool area and 2 upscale seating areas! Make the 2.8-mile trip to Nokomis Beach, or travel a bit further to Venice Beach for...
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    Laurel, Florida
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
    Gulf Gate Estates
    6.0 kilometres from Oscar Scherer State Park
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • DVD Player
    • Balcony
    • Central Heating
    • Terrace
    • Grill
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our Beach Cottage is the perfect home for your vacation. We are located about 3 miles to Siesta Key where you can enjoy the #1 Beach, great restaurants, entertainment and much more. You can also enjoy the a kayak/paddle board launch less than .5 mile from our door. The property is fully fenced for...
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    Location Information
    Gulf Gate Estates, Sarasota
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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