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Holiday Rentals near Oscar Scherer State Park

1843 S Tamiami Trl, Osprey, Florida 34229-9663
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    All 47 Rentals in Osprey
    Perfect Location. Beautiful Waterviews. Heated Pool. 2 BD/2 BA1 / 45
    (1)Excellent
    6.3 kilometres from Oscar Scherer State Park
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    2.4 kilometres from Oscar Scherer State Park
    1 Bedroom, 1 Bathroom, Sleeps 7 Quick View
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    4.9 kilometres from Oscar Scherer State Park
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Idyllic Casey Key Beach House1 / 21
    (29)Excellent
    2.9 kilometres from Oscar Scherer State Park
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Osprey, Florida
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Remodeled 2 bdrm villa with boat dock1 / 6
    (1)Terrible
    0.6 kilometres from Oscar Scherer State Park
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Osprey, Florida
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    BEAUTIFULL VACATION HOUSE1 / 31
    (8)Excellent
    6.7 kilometres from Oscar Scherer State Park
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Osprey, Florida
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Welcome To Our 2B/2B Beach Getaway That Is A Home Away From Home!1 / 24
    (57)Excellent
    7.4 kilometres from Oscar Scherer State Park
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Osprey, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Sunrise Cove - Siesta Key Large 3 BR/2 BA, Beautiful Water Views and Beach1 / 15
    (8)Excellent
    6.8 kilometres from Oscar Scherer State Park
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Osprey, Florida
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Spacious Waterfront Retreat1 / 41
    (18)Excellent
    0.8 kilometres from Oscar Scherer State Park
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Osprey, Florida
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Fisherman's Cove  B102 - The Kingston - Private Gulf Front Beach is Open!1 / 41
    (37)Very good
    7.4 kilometres from Oscar Scherer State Park
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Osprey, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Million Dollar View of Bay Sunrises and Gulf Sunsets-See the Video1 / 23
    (1)Excellent
    6.8 kilometres from Oscar Scherer State Park
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    Osprey, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
    Waterfront Condo 2 Bedrooms, 2 Baths Between Sarasota and Venice1 / 15
    (6)Excellent
    0.3 kilometres from Oscar Scherer State Park
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Osprey, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Mid-century Waterfront Home with heated pool1 / 28
    (29)Excellent
    0.4 kilometres from Oscar Scherer State Park
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Osprey, Florida
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Private Guest House Close To Beach1 / 35
    (10)Very good
    6.3 kilometres from Oscar Scherer State Park
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Osprey, Florida
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Fisherman's Cove  A114 - The Havana1 / 45
    (8)Excellent
    6.2 kilometres from Oscar Scherer State Park
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Osprey, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    3.9 kilometres from Oscar Scherer State Park
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    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
    New Executive Listing. Heated Pool, Dog Friendly, Kayak Launch & Park, Private S1 / 50
    (2)Excellent
    3.0 kilometres from Oscar Scherer State Park
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Osprey, Florida
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
    6.1 kilometres from Oscar Scherer State Park
    3 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    Osprey, Florida
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 4
    3.7 kilometres from Oscar Scherer State Park
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    About this property
    Vacation in quaint Osprey, Florida in this lovely large private home that is only steps away (less than a block) to the Osprey fishing pier on Little Sarasota Bay. If fishing isn't your thing then hang out at the pier with your favorite white wine at the end of the day enjoying nature at sunset....
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    Osprey, Florida
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    WATERFRONT, BEACH, POOL, UNIQUE PRIVATE SPACE, HOUSEBOAT, FISH, KAYAKS1 / 49
    (14)Very good
    2.4 kilometres from Oscar Scherer State Park
    3 Bedrooms, 1 Bathroom, Sleeps 11 Quick View
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    Osprey, Florida
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 11
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    70 feet of WATERFTONT BLISS! HOUSEBOAT1 / 33
    (10)Average
    2.8 kilometres from Oscar Scherer State Park
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Osprey, Florida
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
    Convenient Cottage Close to Beaches and Pet Friendly1 / 40
    (14)Very good
    3.5 kilometres from Oscar Scherer State Park
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Osprey, Florida
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    0.5 kilometres from Oscar Scherer State Park
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Osprey, Florida
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Rare beachfront estate private property1 / 46
    (8)Excellent
    2.8 kilometres from Oscar Scherer State Park
    5 Bedrooms, 6 Bathrooms, Sleeps 8 Quick View
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    Osprey, Florida
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 8
    3.1 kilometres from Oscar Scherer State Park
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Osprey, Florida
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    TINY HOUSE WATERFRONT, KAYAK, GOLF CART, FISHING, BEACH, PRIVATE HOUSEBOAT POOL1 / 50
    (37)Very good
    2.4 kilometres from Oscar Scherer State Park
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Osprey, Florida
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
    'THE BIG HOUSE' HOUSEBOAT, OUTDOOR LIVING GALORE!1 / 46
    (7)Very good
    2.4 kilometres from Oscar Scherer State Park
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Osprey, Florida
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    New Listing !! Amazing Beachfront Condo - Siesta Key, FL -1 / 18
    (10)Excellent
    6.6 kilometres from Oscar Scherer State Park
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Osprey, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Bay Front Spacious Bright 3 Bdrm/4 Bath Condo. Turtle Beach/Siesta Key1 / 29
    (11)Very good
    6.7 kilometres from Oscar Scherer State Park
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    Osprey, Florida
    Condo/Apartment - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    Pet Friendly Paradise With Heated Pool Close To Sarasota-Osprey-Nokomis-Venice1 / 21
    (37)Excellent
    4.8 kilometres from Oscar Scherer State Park
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Osprey, Florida
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
    HOUSEBOAT, 2 BEDROOMS CASEY KEY, TINY HOUSE, BEACH, POOL, WATERFRONT1 / 42
    (29)Very good
    2.4 kilometres from Oscar Scherer State Park
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Osprey, Florida
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    WATERFRONT, PRIVATE, BEST FISH, HOUSE BOAT, PADDLEBOARD, KAYAK, SCULLING, BEACH1 / 50
    (20)Excellent
    2.5 kilometres from Oscar Scherer State Park
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    Osprey, Florida
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 6
    3.0 kilometres from Oscar Scherer State Park
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    About this property
    Welcome to Osprey Florida located on the intracoastal waterway of the Gulf Of Mexico in Sarasota county! Everything you like and love is nearby. For one of the best displays of a Floridian sunset, is Spanish Point ... and newly added is The Point, Kitchen & Cocktails! A newly established three...
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    Osprey, Florida
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
    Cottage on walking Distance To Casey Key Beach1 / 18
    (1)Excellent
    4.0 kilometres from Oscar Scherer State Park
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Reviewed 6 May 2018
    Being close to the beach was a great feature of the cottage. The cottage had all the things that was needed and the size and comfort of the cottage was more than what was...
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    About this property
    Property Description. 1 Bedroom, 1 Bathroom, Sleeps 2 adults and 1 child. Available for reservations. Weekly and monthly rates. All utilities included + TV and internet. The kitchen: comes equipped with everything for a quick get away week or an entire season: refrigerator/freezer, stove, coffee...
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    Nokomis, Florida
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    4.0 kilometres from Oscar Scherer State Park
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    About this property
    2 Bedroom, 1 Bathroom, Sleeps 4 adults Available for reservations. Weekly and monthly rates. All utilities included + TV and internet. The kitchen: comes equipped with everything for a quick get away week or an entire season: refrigerator/freezer, stove, microwave, coffee pot, tea pot cattle,...
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    Nokomis, Florida
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
    Walk to Nokomis Beach1 / 19
    (3)Excellent
    4.9 kilometres from Oscar Scherer State Park
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Reviewed 24 December 2021
    This apartment was perfect. Joanne has furnished it beautifully and it has everything thing you need. Great location close to the beach, restaurants and grocery store. Loved...
    Reviewed 23 April 2017
    Cute one bedroom upstairs condo 2 blocks from Nokomis Beach. Easy walk to North Jetty. Private pool. Beautifully landscaped. Friendly landlady with lots of useful skills...
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    About this property
    Looking for a get -away? We have a beautiful fully furnished 1 bedroom (queen bed), 1 bath unit, includes all utilities, flat screen TV, couch opens to a queen size bed, outdoor electric grill, and a lovely swimming pool. The master bedroom has a walkin closet with a built in chest of drawers....
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    Nokomis, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    2.4 kilometres from Oscar Scherer State Park
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    About this property
    Located on the exclusive Casey Key, just 6 miles away from Venice and Sarasota. Enjoy free yoga on the nearby Nokomis Beach, drumming on the beach, or visit Siesta key beach only a 10 minute drive. This property is located on the bay across the street from the Gulf of Mexico! On site kayaks,...
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    Location Information
    Nokomis, Florida
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
    TINY HOUSE WATERFRONT, HOUSEBOAT, PRIVATE MARINA, JET SKIS, PADDLEBOARDS, KAYAKS1 / 36
    (1)Excellent
    2.4 kilometres from Oscar Scherer State Park
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    • Patio
    • Hot Tub
    • Internet Access
    • DVD Player
    • Waterfront
    • Grill
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 October 2020
    This is a great spot to spend a few days. Great houseboat, great location with a lot to do within walking distance, or by bike, car, or by boat. All amenities were available...
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    About this property
    Amazing vacation opportunity at your own private Oasis. On-site are paddle boards, kayaks, bikes, pontoon boat, golf cart and numerous other amenities. The vessel is completely self-contained with everything you need for a private getaway and Waterfront experience. Within 5 miles to Siesta Key...
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    Location Information
    Nokomis, Florida
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 6
    Addy's Villas: 2BR1 / 25
    (1)Excellent
    4.8 kilometres from Oscar Scherer State Park
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Patio
    • Washer
    • Private Garden
    • Grill
    • Air Conditioning
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 April 2019
    Centrally located between Punta Gorda and Siesta Key on the Tamiami Trail, you will find easy access to several beaches, tons of great restaurants, and fun things to do, all...
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    About this property
    Includes GREAT ROOM consisting of FULL KITCHEN, Dining area, Living room, 36″ HDTV and FREE Wi-Fi. Separate BRs with Queen bed and 2 twin beds. Most villa suites have optional sofa bed. Situated in Venice and with Brohard Paw Park reachable within 7 km, Addy's Villas features an outdoor swimming...
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    Location Information
    Nokomis, Florida
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
    FLOATING HOUSE/HOUSEBOAT1 / 51
    (1)Terrible
    2.4 kilometres from Oscar Scherer State Park
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Cable/satellite TV
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    • Patio
    • Air Conditioning
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Amazing live-aboard opportunity on a fully self-contained houseboat. Very private with all the necessary amenities and many extras. On-site also for availability and use for a small fee are paddle boards, kayaks, bicycles, and 6 person golf cart. Gulf of Mexico across the street while this house...
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    Location Information
    Casey Key, Florida
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    4.6 kilometres from Oscar Scherer State Park
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
    other travellers have booked this property
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    • Grill
    • Air Conditioning
    • Patio
    • Parking
    • Waterfront
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This property is located on Casey Key directly on the bay side with beach access right across the way. Fish from our docks, park your boat onsite and walk to the beach only steps away to our private beach easement. We are located near the Albee Road bridge, just a short walk to restaurants,...
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    Location Information
    Nokomis, Florida
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
    4.0 kilometres from Oscar Scherer State Park
    Studio, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Studio with 1 Bathroom All utilities included + TV and internet. The kitchen: comes equipped with everything for a quick get away week or an entire season. Walking distance to Waterfront Dining & Live Entertainment. The kitchen: comes equipped with everything for a quick get away week or an...
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    Location Information
    Nokomis, Florida
    Condo/Apartment - 1 Bathroom, Sleeps 4
    4.5 kilometres from Oscar Scherer State Park
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Grill
    • Air Conditioning
    • DVD Player
    • Wi-Fi
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The LoveRentals portfolio is comprised of curated, professionally managed vacation rental homes around the world. We only select professional property managers that meet our high standards. Book with peace of mind knowing that you will have the very best vacation. LoveRentals - Find Your Bliss....
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    Location Information
    Nokomis, Florida
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
    4.5 kilometres from Oscar Scherer State Park
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • DVD Player
    • Grill
    • Parking
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The LoveRentals portfolio is comprised of curated, professionally managed vacation rental homes around the world. We only select professional property managers that meet our high standards. Book with peace of mind knowing that you will have the very best vacation. LoveRentals - Find Your Bliss....
    View all property information
    Location Information
    Nokomis, Florida
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Casey Key 1-Bedroom Dockside Villa #31 / 12
    (2)Very good
    4.6 kilometres from Oscar Scherer State Park
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
    other travellers have booked this property
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    Amenities & Details
    • Ocean Views
    • Air Conditioning
    • Patio
    • Washer
    • Cable/satellite TV
    • Grill
    • Wi-Fi
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 February 2019
    I was here for just over 2 weeks. I was very satisfied with the unit. Small but was all I needed with my little dog. Other people in the units were very nice too. Close to all...
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    About this property
    This property is located on Casey Key directly on the bay side with beach access right across the way. Fish from our docks, park your boat onsite and walk to the beach only steps away to our private beach easement. We are located near the Albee Road bridge, just a short walk to restaurants,...
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    Location Information
    Nokomis, Florida
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
    5.0 kilometres from Oscar Scherer State Park
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 2-bed / 2 bath Corner unit in the Stoneybrook Golf and Country Club, is an open floor plan filled with lots of natural light and boasting vaulted ceilings, fresh carpet, wood flooring in the den, lovely built-in entertainment center and wet bar in the living room, solid surface counters in...
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    Location Information
    Gulf Gate Estates, Sarasota
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    4.6 kilometres from Oscar Scherer State Park
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The LoveRentals portfolio is comprised of curated, professionally managed vacation rental homes around the world. We only select professional property managers that meet our high standards. Book with peace of mind knowing that you will have the very best vacation. LoveRentals - Find Your Bliss....
    View all property information
    Location Information
    Nokomis, Florida
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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