Vacation Rentals By Owner In Osprey, FL

Showing 44 Of 44 Vacation Rentals

$171.39

2-bedroom Spacious townhome in Osprey

Osprey, Florida, United States

Your Osprey adventure begins at this 2-bedroom townhome. Enjoy all of the local charm and activities the Casey Key area has to offer. Our townhome is the perfect balance of ambiance and serenity, tucked away from the bustling city while also being in close proximity to stores, beaches and water front dining. Only 7 miles from the #1 rated beach in America, Siesta Key Beach and only 2 miles from the nearest boat ramp, perfectly nestled in Osprey, Fl. between Sarasota and Venice, Fl. It has an open floor plan with a large open kitchen, dining and living room area, perfect for entertaining. This BRAND NEWLY BUILT 2 bedroom, 2 bathroom townhome has plenty of room for the family, with available optional pack & play or roll away trundle bed available, if needed. This townhome is located on a private road, on private property on 3 acres. There is another home on the property that is occupied on the property full time. There is plenty of room on the property to park your boat/trailer, kayaks or bicycles. There is also a large outdoor area with a screened in porch and grill for use that is a shared space for guests as well. ****NO PETS****

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Exceptional(9)

$321.63

/ Nightly

Private Vacation Home

Sarasota Vacation paradise!

Osprey, Florida, United States

Welcome to our new coastal retreat between Siesta Key Beach and Nokomis Beach. Enjoy quick access to Costco, Walmart, Publix, and restaurants within 5 min. Sarasota downtown is just 15 min away. Launch your boat 2.5 miles from here. Inside, find modern comforts and vacation vibes. Relax in stylish living spaces, cook in the well-equipped kitchen, and sleep soundly in comfy bedrooms. Enjoy outdoor dining and lush surroundings. High-speed Wi-Fi included! Book now for an unforgettable getaway

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Exceptional(8)

$299.76

/ Nightly

Private Vacation Home

Pet-Friendly Modern Retreat Near Siesta Key

Osprey, Florida, United States

Summary:brDiscover your dream Florida getaway at this brand-new, stylish, and spacious vacation home in Palmer Ranch, located in the heart of Osprey, Florida. Whether you're planning a relaxing escape, a golf weekend, or a beach adventure, this elegant retreat offers the perfect blend of comfort, location, and luxury.brbrThe Space:brExperience the ultimate family getaway at our brand new property elegantly designed and fully stocked with everything you need to enjoy your home away from home. As you walk through the oversized front door, you are welcomed with an open concept living area. From tall ceilings to an abundance of natural light, this house will feel spacious yet cozy with our comfy decors and throw blankets. The luxe kitchen includes an enlarged quartz countertop that can comfortably seat up to 4 people. Our design is monochromatic and minimalistic to ensure a relaxing environment. We are central to grocery stores, supermarkets, beaches and many attractions making it easy to travel and explore. brbrbr✔ Brand new property, all new stainless steel appliancesbr✔ Comfortable Bedrooms with Luxury Linensbr✔ Perfect for 2 Families br✔ Spacious Walk-In Master Showerbr✔ Jack n Jill Bathroomsbr✔ Local coffee stationbr✔ Open Living Area & Fully-Stocked Kitchenbr✔ Professionally and Elegantly Designedbr✔ High-Speed Wi-Fibr✔ Covered Outdoor Patiobrbrbr★Living Area★brbr✔ 75” inch TV and Entertainment Centerbr✔ Unique Modern Designbr✔ Coffee Tablebr✔ Large Couch to Comfortably seat up to 10 guestsbr✔ Lounge Area with Smaller Couch/Daybedbrbrbr★The Kitchen Area★brbr✔ Master Kitchenbr✔ Luxury Quartz Island br✔ 4 Comfortably Counter Stoolsbr✔ Fully Stocked with Pots and Pansbr✔ Full Size Stainless Steel Fridgebr✔ Stove/Oven Rangebr✔ Microwavebr✔ Toasterbr✔ Hot Water Kettlebr✔ Coffee Makerbr✔ Blenderbrbrbr★The Coffee Bar★brbr✔ Coffee Maker br✔ Local Coffee br✔ Sugarbr✔ Mugsbrbr★Master Suite★brbr✔ Comfortable King Bedbr✔ Lounge Area with Futon Sofa and Coffee Tablebr✔ Fluffy Pillowsbr✔ 55 inch Smart TV - Includes apps like Netflix, Prime, Hulu etc.br✔ Full Dresserbr✔ Nightstands with USB Chargersbr✔ Private access to outdoor patio areabrbr★Master Ensuite Bathroom★brbr✔ Double vanity br✔ Oversize walk-in shower with glass panel br✔ Shampoo, conditioner, body wash providedbrbrbrbr★Guest Bedroom★brbr✔ Comfortable Queen Size Bedbr✔ Fluffy Pillowsbr✔ Full Dresserbr✔ Night Stand brbrbr★Guest/Children’s Bedroom ★brbr✔ Bunk Bed for up to 3 peoplebr✔ Fluffy Pillowsbr✔ Full Dresserbr✔ Kids Play Area br✔ Closet with Sliding Doorsbrbrbr★Jack n’ Jill Bathroom★brbr✔ Full Shower and Tubbr✔ Closet for Storage with Extra Towelsbr✔ Porcelain Countertopsbr✔ Cotton Towelsbrbrbr★Additional Powder Room★brbr✔ 1/2 Bathbrbrbr★Covered Outdoor Patio Area ★brbr✔ Fenced in Backyardbr✔ Outdoor Dining Set for 6 br✔ Patio can be enclosed for shadebr✔ Outdoor Games like Corn in the Holebr✔ Beach Amenities including Chairs and Umbrellas ProvidedbrbrGuest Access:brGuests have access to the entire premises.brbrThe Neighborhood:brQuiet suburban neighborhood.brbrGetting Around:brLocationbrbr6 Miles away from Siesta Key & Casey Key BeachesbrShopping CentersbrGolf ClubsbrTurtle Beach brNear Nokomis, Venice, Casey KeybrCostcobrPublixbrChick-fil-AbrWalmartbrAcross the Street From Historic Spanish PointbrbrOther Things to Note:brAdditional fees: brbr-If we are able to accommodate an early check in, you must request 24 hours in advance. Early check in before 2:30 pm is a $50 fee. br-If we are able to accommodate a late check out, please request at least 24 hours in advance. The late check out fee is $50. Otherwise, our check out time is strict to ensure our cleaners proper length of time to turnover the unit. br-If there are any damages found during the stay, you will be billed for the cost to replace the items. br-We strictly prohibit smoking of any kind. If smoking is found in the house, it is a $250 fee.br-Failure to follow directions for the trash and put them on the curb on the designated trash days will result in a $150 fee. brbrbrThank you for helping us to keep our home well maintained for all current and future guests to enjoy!brbrInteraction with Guests:brWe won't be available in person, and prefer communicating through the app.

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Exceptional(37)

$665.41

/ Nightly

Private Vacation Home

Idyllic Casey Key Beach House

Osprey, Florida, United States

Idyllic beachfront home located on exclusive, unique Casey Key in Sarasota, Florida.brbrSet 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 America . Walk to historic Casey Key landmarks, including its unique swing bridge and famous Casey Key Fish House and Tiki bar, or glimpse playful Dolphins from your own private beach access. brbrSarasota is a cultural seat, home to the Ringling Museum, Selby Botanical Gardens, Historic Spanish Point Museum, and performing arts center with ballet, opera, symphony, and live theaters. All the shopping to satisfy the most sophisticated and basic needs, and wonderful cuisine. brbrKeywords: Private Gulf beach in backyard. Pristine Florida home, wood* and stone floors throughout the common areas. Hot tub, TV/DVD/Stereo, iPad access to TV programming, Internet access, fishing equipment, ocean-going kayak, quality equipment and kitchenware, laundry room, attached 2-car br Garage. NB: Please note that all reservations are guaranteed for a future date, if you must cancel. In addition, We have (2) live cameras, at the front door, a Ring 2-way camera with audio. This is to aid entry questions upon arrival. The 2nd camera overseas the water's edge. This is to check the condition of the surf during storms.

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View 23 Private vacation home

Most popular vacation rentals in Osprey

Exceptional(37)

$357.57

/ Nightly

Private vacation home

Mid-century Waterfront Home with pool

Osprey, Florida, United States

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Exceptional(37)

$136.57

/ Nightly

Condo

Cozy 1-bedroom condo in Osprey, near Nokomis Beach, WiFi, AC, Pool, Tennis

Osprey, Florida, United States

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Exceptional(37)

$140.45

/ Nightly

Condo

Luxury Condo on the water with Intercostal view

Osprey, Florida, United States

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Exceptional(37)

$171.39

/ Nightly

Private vacation home

2-bedroom Spacious townhome in Osprey

Osprey, Florida, United States

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Exceptional(37)

$193.23

/ Nightly

Condo

2 Bedroom Ground Floor Condo in Osprey - lots of light & beautiful water view!

Osprey, Florida, United States

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Exceptional(37)

$193.72

/ Nightly

Private vacation home

Newly Renovated Tranquil 3-Bdrm Home in Osprey- Close to Beaches Dogs Okay

Osprey, Florida, United States

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Exceptional(37)

$194.36

/ Nightly

Private vacation home

Private guest house with king bed & loft. Deck with hot tub and putting green

Osprey, Florida, United States

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Exceptional(37)

$209.70

/ Nightly

Apartment

Windsor Lodge Unit #19, studio close to beaches

Osprey, Florida, United States

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Exceptional(37)

$217.99

/ Nightly

Apartment

Windsor Lodge Unit 10, Studio, close to the beaches, pool access

Osprey, Florida, United States

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Exceptional(37)

$299.76

/ Nightly

Private vacation home

Pet-Friendly Modern Retreat Near Siesta Key

Osprey, Florida, United States

Bed

Bath

Sleeps

Vacation Rentals By Owner In Osprey, FL

$171.39

$321.63

$299.76

$665.41

Rent a place that suits your needs

Most popular vacation rentals in Osprey

$357.57

$136.57

$140.45

$171.39

$193.23

$193.72

$194.36

$209.70

$217.99

$299.76

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