Vacation Home Rentals By Owner In Osprey, FL

Mid-century home located midway between Sarasota and Venice FL. Peaceful views of South creek flowing into the Sarasota inter coastal waterway. Tranquil and calming home perfect for couples or families looking to escape the daily hustle and unwind. Cool off in the pool during the day or take a dip in the evening. Kayaks available to launch off private dock. Kayak directly into Oscar Scherer State Park or the inter coastal . Manatees can be seen moving along the canal. Nokomis beach is a 10 minute drive south and Siesta Key a 20 minute drive north. After a day at the beach enjoy a nightcap around the outdoor fire pit or pool deck. Home is fully furnished and ready to enjoy.

Mid-century Waterfront Home with pool

Osprey, Florida, United States

3

Bed

Bath

6

Sleeps

$139.9

Decisions, decisions...which beach to go to today Siesta Key, Nokomis, Venice, Lido, Englewood.... Or bike ride on the Legacy Trail to the beach, perhaps kayak on Little Sarasota Bay (water sport rentals avail nearby). Did someone say Siesrs Key Rum tour Or the Ringling Tour Regardless of how you choose to vacation. Enjoy morning coffee on the lanai watching birds and the sun rise above the tree line. Relax in bed gazing Florida's tropical jungle while giant butterflies float by. Grill and chill on the deck. Smoke and Pet free unique property has a style all its own, including native wildflower/herbal garden and beach gear. Nestled away in the ole' Florida fishing Village of Osprey you'll learn about a piece of history staying at this quaint quiet Fully Furnished Turn Key 2/1 offers upgraded kitchen, stainless steel appliances, granite counters, new washer/dryer, enclosed sun porch with great proximity to and walking bicycling distance of: groceries, shoppes, excellent eateries tiki bars ice cream shoppe, canoe kayak launch, fishing pier, yoga, Legacy Bike Trail with access into Oscar Scherer St Park, churches, museums, historic sites, libraries, attractions. Yet centrally located between downtown's of Venice and Sarasota, many golf courses, and amenities galore. Local Farmers Markets. 6-20min to famous beaches and easy access to I-75. Flexible, short and long term available.

Fall is the best time! To vacation here, Avail ALL Autumn till NYE 2025!

Osprey, Florida, United States

Bed

Bath

Sleeps

$177.54

Have fun with the whole family at this brand new, modern private free standing guest house. Full bedroom with king size bed, with a finished loft including a queen bed. There’s also a queen pull out sofa in the living area. Enjoy your privately fenced backyard with a hot tub and putting green.

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

Osprey, Florida, United States

Bed

Bath

Sleeps

$164.53

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****

2-bedroom Spacious townhome in Osprey

Osprey, Florida, United States

Bed

Bath

Sleeps

$279.24

Summary:brbrDiscover your perfect Florida retreat in this stylish, spacious, and pet-friendly home located in a quiet Palmer Ranch neighborhood. Enjoy an open-concept layout with tall ceilings, a fully stocked modern kitchen, luxury linens, and a fenced-in yard ideal for pets and families. Centrally located near beaches, shops, golf, and top attractions, this elegant getaway offers comfort, convenience, and relaxation. Perfect for extended stays, remote work, and unforgettable family memories all year roundbrbrbrbrThe Space:brbrKey Features:brbrbrbr☆ Brand-new construction with all new stainless steel appliancesbrbr☆ Luxury bedrooms with premium linensbrbr☆ Perfect layout for two families traveling togetherbrbr☆ Spacious walk-in master shower + Jack-and-Jill bathroombrbr☆ Fully stocked chef’s kitchen with large quartz islandbrbr☆ Local coffee stationbrbr☆ Professionally designed interiorbrbr☆ High-speed Wi-Fibrbr☆ Covered outdoor patiobrbr☆ Family-friendly sleeping spaces and amenitiesbrbrbrbrLiving Area:brbrbrbr☆ 75” Smart TV + entertainment centerbrbr☆ Modern, relaxing designbrbr☆ Large sectional couch seating up to 10 guestsbrbr☆ Lounge area with small couch/daybedbrbr☆ Coffee table + soft throws for cozy eveningsbrbrbrbrKitchen:brbr☆ A modern chef’s kitchen designed for cooking, gathering, and entertaining.brbr☆ Luxury quartz island with 4 counter stoolsbrbr☆ Fully stocked with pots, pans, utensils, and bakewarebrbr☆ Full-size stainless steel refrigeratorbrbr☆ Stove/oven rangebrbr☆ Microwavebrbr☆ Toasterbrbr☆ Hot water kettlebrbr☆ Coffee makerbrbr☆ BlenderbrbrbrbrCoffee Bar:brbr☆ A cozy spot to start your day.brbr☆ Coffee makerbrbr☆ Local Florida coffeebrbr☆ Sugarbrbr☆ MugsbrbrbrbrMaster Bedroom:brbrbrbr☆ King bed with luxury linensbrbr☆ Lounge area with futon and coffee tablebrbr☆ 55” Smart TV (Netflix, Prime, Hulu + more)brbr☆ Full dresserbrbr☆ Nightstands with USB chargersbrbr☆ Private access to covered outdoor patiobrbrbrbrMaster Ensuite Bathroom:brbrbrbr☆ Double vanitybrbr☆ Oversized walk-in shower with glass panelbrbr☆ Shampoo, conditioner, and body wash providedbrbrbrbrGuest Bedroom:brbrbrbr☆ Queen bedbrbr☆ Fluffy pillowsbrbr☆ Full dresserbrbr☆ NightstandbrbrbrbrGuest / Children’s Bedroom:brbrbrbr☆ Bunk bed (sleeps up to 3)brbr☆ Kids play areabrbr☆ Full dresserbrbr☆ Closet with sliding doorsbrbrbrbrJack-and-Jill Bathroom:brbrbrbr☆ Shower + tub combobrbr☆ Porcelain countertopsbrbr☆ Cotton towelsbrbr☆ Storage closet with extra towelsbrbrbrbrAdditional Powder Room (Half Bath):brbrbrbr☆ Clean and convenient for guestsbrbrbrbrCovered Outdoor Patio:brbrbrbr☆ Relax and unwind in your private backyard retreat.brbr☆ Fenced-in yardbrbr☆ Outdoor dining set for 6brbr☆ Patio can be enclosed for shadebrbr☆ Cornhole and lawn gamesbrbr☆ Beach amenities: chairs, umbrellas, and morebrbrbrbrImportant Notes:brbrbrbr☆ Outdoor security cameras are present at the exterior for safetybrbr☆ No parties or events allowed — this is a family-friendly retreatbrbr☆ Please review Airbnb’s cancellation policy before bookingbrbr☆ Trip insurance is recommended and available at checkoutbrbrbrbrBook Your Stay:brbrbrbr☆ We look forward to welcoming you to your perfect Osprey getaway, where comfort, relaxation, and luxury come together to create unforgettable Florida memories.brbrbrbrGuest Access:brbrGuests have access to the entire home, garage and backyard.brbrbrbrThe Neighborhood:brbrPalmer Ranch is a beautifully planned community in southern Sarasota County that offers a perfect mix of nature, convenience, and sophistication. You’re just minutes from world-class beaches like Siesta Key, top-rated schools, boutique shopping, and major roadways like I-75. With lush greenways, walking and bike paths (including the Legacy Trail), and a peaceful neighborhood feel, Palmer Ranch is an ideal base for both relaxing and exploring Southwest Florida.brbrbrbrGetting Around:brbrOur home is perfectly situated for easy access to all the best attractions in Southwest Florida. A car is recommended to fully explore the area, though rideshares are readily available. You’ll be just minutes from pristine beaches, top-rated golf courses, and local shopping.brbrbrbrTop spots to visit nearby include:brbr☆ Siesta Key Beach – Renowned for its soft white sand and turquoise waters.brbr☆ St. Armands Circle – A charming shopping and dining destination.brbr☆ Venice Beach – Famous for shark tooth hunting and beautiful sunsets.brbr☆ Marie Selby Botanical Gardens – A serene escape in Sarasota’s downtown.brbr☆ Historic Downtown Sarasota – Full of art galleries, theaters, and boutique shops.brbrbrbrWhether you’re here to relax on the sand, explore nature, or enjoy the local culture, everything is just a short drive away.brbrbrbrOther Things to Note:brbr☆ Any damages found during your stay will be billed for the cost of replacement.brbr☆ Smoking of any kind is strictly prohibited. A $250 fee will be charged if smoking is detected inside the house.brbr☆ Please follow directions for trash collection and place bins on the curb on the designated trash days. Failure to do so will result in a $150 fee.brbrbrbrThank you for helping us keep our home well-maintained for all current and future guests to enjoy!brbrbrbrInteraction with Guests:brbrWe won't be available in person, and prefer communicating through the app.

Pet-Friendly Modern Retreat Near Siesta Key

Osprey, Florida, United States

Bed

Bath

Sleeps

$195.37

Relax in this stylish 2BR/2BA private unit (duplex) just 10 minutes from Nokomis Beach. Enjoy a private lanai, a fully fenced in backyard, fast Wi-Fi, full kitchen, and Smart TV with Netflix. Perfect for couples, families, or mid-term stays. Close to Siesta Key, Venice, and St. Armands. Sleeps 6 people.brbrThe spacebrbrAs hosts, we've ensured this space includes everything needed for a quality and memorable experience for up to 6 guests. We love helping our guests find fun things to do, unique dining experiences, and other memorable activities nearby. We’ve made sure to furnish the entire interior with amenities to elevate our guests’ experiences for families, groups, business professionals, and all other fellow vacationers.brbrFor all of our guests, we provide the following complimentary amenities to enhance your stay:brbr• Complimentary coffee & tea starter packbr• Complimentary entertainment channels: Netflixbr• Fast and free Wi-Fibr• Fully stocked kitchenbr• Free ParkingbrbrSleeping Accommodations:brMaster Bedroom: King Bed with linens (sleeps 2), en suite full-bathroom, walk-in shower, bathroom essentials include shampoo, conditioner, body wash, body towels for two guests, makeup towel, hair dryerbrGuest Bedroom: Queen Bed with linens (sleeps 2), hallway full-bathroom, shower and bathtub, bathroom essentials include shampoo, conditioner, body wash, body towels for up to four guests, makeup towel, hair dryerbrLiving Room: Sleeps 2, sofa sleeper, sheets, blanket, and pillows providedbrbrLiving Area:brThis comfortable living area is perfect for starting the day with your cup of coffee or winding down your night with a drink. The 65 Smart HDTV has a complimentary Netflix subscription to keep you up-to-date with the latest show you've been bingeing. Whether you're looking to kick back and relax or catch up on your favorite shows, this living area has everything you need. You also have a full-sized washer and dryer in the lanai.brbrKitchen:brThe kitchen comes with all your essential cooking equipment, dishware, silverware (bowls, plates, cups, etc.), a refrigerator, microwave, stove, oven, toaster, and Keurig coffee machine.brbrDining Area:brThe dining area is furnished with a sleek table, and 6 comfortable chairs. Conveniently located next to the kitchen. This area will be perfect for your morning meals or evening sit-down dinners with your family or friends.brbrWhat's Nearbybr• Oscar Scherer State Park (1.8 miles): We love walking the Oscar Scherer's trails and enjoying lunch at one of the picnic spots.br• Nokomis Beach (5.7 miles): As our go-to beach for breathtaking coastal views, this is an excellent spot for taking gorgeous pictures.br• Legacy Trail (6 miles): Whether it’s dawn or dusk, this popular biking trail offers unforgettable scenic views from Venice to Sarasota.br• Siesta Key Beach (8 miles): Bury your toes in powdery white sands and swim in turquoise waters at this renowned beach.br• The St. Armand's Circle (14 miles): You’ll fall in love with St. Armand’s vibrant atmosphere as you check out unique boutiques, art galleries, and various restaurants.brbrGuest accessbrYou have exclusive access to the entire unit, no living space or the lanai is shared. This property is a part of a Duplex, as such, the fenced in backyard is a shared space. Park easily with free parking in the front yard driveway and enter with self-check-in.brbrAdditional Information:brbrAll guests pay a cleaning fee for their stay. If you would like cleaning during your stay, reach out to the host for availability and additional costs. These measures are in place to maintain a high standard of care for the home and our guests. Thank you for your understanding and cooperation!brbrThe following items are available for rent (reach out to your host for quantities and pricing:brCribbrPack ’n play/travel cribbrHigh chairbrBeach chairbrCamping chairbrBeach umbrellabrBeach towelsbrGrillbrHousekeeping

Charming Osprey Home

Osprey, Florida, United States

Bed

Bath

Sleeps

$168.53

Step into a sunlit, single-story home with two bedrooms and two full bathrooms. Designed for families or small groups, this home seamlessly blends comfort with elegance. Located just moments away, dive into the vibrant St. Armand's Circle or unwind on the pristine sands of Siesta Key and Nokomis Beaches.brbrThe space:brAs hosts, we've ensured this space includes everything needed for a quality and memorable experience for up to 6 guests. We love helping our guests find fun things to do, unique dining experiences, and other memorable activities nearby. We’ve also made sure to furnish the entire interior with necessities to elevate our guests’ experiences. We are committed to creating an enhanced experience for families, groups, business professionals, and all other vacationers who choose to stay at this lovely home.brbrFor all of our guests, we provide the following complimentary amenities to enhance your stay:brbr• Contact-free check-inbr• 24/7 guest supportbr• Free and fast Wi-Fibr• Free parkingbr• Fully equipped kitchenbr• Complimentary coffee & tea starter packbr• Complimentary Netflix accessbrbrAccommodation Detailsbr• Bedroom 1: Queen Bed with linens (sleeps 2), smart TV, en suite full-bathroom, walk-in shower, bathroom essentials include shampoo, conditioner, body wash, body towels for two guests, makeup towel, hair dryerbr• Bedroom 2: Queen Bed with linens (sleeps 2), hallway full-bathroom, shower and bathtub, bathroom essentials include shampoo, conditioner, body wash, body towels for up to four guests, makeup towel, hair dryerbr• Living Area: sleeper sofa with linens (sleeps 2 medium adults or children), mattress pad for additional comfort, 60 Smart HDTV, puzzle, games, throw blankets and pillowsbr• Kitchen: cookware, dishware, silverware, a stainless steel refrigerator, microwave, stove, oven, toaster, blender, rice cooker, and Keurig coffee machinebr• Dining Area: dining table, 4 dining chairs, additional 4 counter top seatsbr• Laundry room: Full-sized washer and dryer, complimentary detergent and dryer sheetsbrbrAdd our listing to your wishlist by clicking the heart in the upper right corner.brbrWhat's Nearbybr• Oscar Scherer State Park (1.8 miles): has walking trails gazebos, picnic tables and kids play areas.br• Nokomis Beach (5.7 miles): The go-to beach for breathtaking coastal views, this is an excellent spot for taking gorgeous pictures, searching for shark teeth, and enjoying the occasional entertainment by sunset drummers.br• Legacy Trail (6 miles): Whether it’s dawn or dusk, this popular biking trail offers unforgettable scenic views from Venice to Sarasota.br• Siesta Key Beach (8 miles): Bury your toes in powdery white sands and swim in turquoise waters at this renowned beach.br• The St. Armand's Circle (14 miles): You’ll fall in love with St. Armand’s vibrant atmosphere as you check out unique boutiques, art galleries, and various restaurants.brbrGuest accessbrAt this property, you have full access to all areas and amenities, ensuring a private and exclusive experience. brbrOther things to note:brThis home is part of a duplex, with its own driveway, and a shared fully fenced in backyard.brbrExclusive Offer for Pet Owners:brWe're thrilled to offer a discount on the pet fee for guests who bring more than one pet. Our standard fee is $200 per pet for the duration of your stay. If you're planning to bring multiple pets, please contact us for a special discount.brbrFor the comfort and safety of all our guests, we have specific pet policies. While we adore all dogs, we are unfortunately unable to accommodate Wolf hybrids, Pit Bulls, Rottweilers, German Shepherds, and Doberman Pinschers. We appreciate your understanding and cooperation with these guidelines to ensure a pleasant experience for everyone staying with us.brbrAdditional Information:brAll guests pay a cleaning fee for their stay. If you would like cleaning during your stay, reach out to the host for availability and additional costs. These measures are in place to maintain a high standard of care for the home and our guests. Thank you for your understanding and cooperation!brbrThe following items are available for rent (reach out to your host for quantities and pricing):brCribbrPack’n play/travel cribbrHigh chairbrBeach chairbrCamping chairbrBeach umbrellabrBeach towelsbrGrillbrHousekeeping

Sunny Coastal Escape

Osprey, Florida, United States

Bed

Bath

6

Sleeps

$423.55

Summary:brbrFishing on SunshinebrbrbrbrThe Space:brbrWelcome to your serene getaway in Osprey, Florida—an inviting retreat tucked away in a quiet cul-de-sac offering the perfect mix of tranquility and convenience. This spacious, family- and dog-friendly home is ideal for both relaxation and outdoor adventure. With direct access to a secluded waterway leading to the Gulf, a private boat dock, and a nearby boat ramp and marina, boating and fishing enthusiasts will find everything they need just steps away. The outdoor area features a refreshing saltwater pool and a furnished patio with a gas grill, perfect for enjoying Florida’s sunshine and family barbecues.brbr brbrbrbr Inside, you’ll find a well-appointed home equipped with modern amenities designed for comfort and convenience. The fully equipped kitchen includes all the essentials for easy meal prep, while the cozy living room and private dining area offer ample space to unwind. Enjoy central air conditioning, high-speed WiFi, and a washer/dryer. Two kayaks are available for guest use—perfect for exploring the nearby waterways and natural beauty of the area.brbr brbrbrbr Located just 0.09 miles from Oscar Scherer State Park, the home places you near an unexpected oasis of natural Florida. The park is a haven for wildlife—home to bald eagles, Florida scrub-jays, and 15 miles of scenic trails for walking, biking, or birdwatching. It’s also a key stop on the Legacy Trail, a popular cycling route that stretches from the Venetian Waterway in Venice to Downtown Sarasota. Ride south to Caspersen Beach to hunt for shark teeth and explore Venice Island, or head north and discover Sarasota’s vibrant eateries and parks. Whether you’re seeking adventure or a tranquil retreat, this Osprey home is the perfect launching point for your Florida vacation.

Waterfront home with pool, dock accessible to Gulf, dog friendly with AC & WD

Osprey, Florida, United States

4

Bed

Bath

12

Sleeps

$287.36

This meticulously designed 3-bedroom, 2 bath home presents a blend of modern elegance and coastal charm, providing the ideal retreat.brThe home features a large stone fireplace and wood beams in the family room which is open to the kitchen. The kitchen offers all new stainless steel appliances, quartzite counters, ample cabinetry for the culinary enthusiast.brIndulge in the tranquility of your private lanai or take in sunset in your front patio with views of the intercostal. The lush surroundings create an oasis of serenity, perfect for outdoor relaxation.brYou will have access to the community amenities including the heated pool which is kept at 86 degrees. Engage in a friendly game of Pickleball, tennis, or basketball with friends and neighbors. Stay active at the fitness center and gather for social events at the clubhouse.brWith the beach just 10 minutes away, you will have the convenience of seaside leisure at your doorstep. The prime location of this home allows for easy access to both Sarasota and Venice.brIndulge in the epitome of coastal living, where modern comfort meets resort-style amenities. This rental promises a haven of relaxation, adventure, and memories waiting to be made. Book your stay today and immerse yourself in the ultimate Florida lifestyle!

Southbay Yacht and Racquet Club Retreat close to Casey Key and Nokomis Beach

Osprey, Florida, United States

Bed

Bath

Sleeps

$193.72

Home away from home while you visit Osprey, Venice, and Siesta Key attractions. This perfectly located property boasts 3 bedrooms and a fully fenced yard with lush landscaping. With 2 modern bathrooms and a fully equipped gourmet kitchen, guests will feel right at home. Enjoy the soothing atmosphere of this quaint house and all that the Sarasota area has to offer. Less than a 5-minute drive to beaches, kayak access, bars, and local fares. Garage Parking, Outdoor Dining and Easy access to Legacy Trail for outdoor adventures.

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

Osprey, Florida, United States

Bed

Bath

Sleeps

$224.79

Relax in private secluded luxury. Lush, ornamental plantings surround the beautiful backyard and pool deck. Spacious and private, the backyard features a covered lanai, open pool and spa and outdoor shower. brbrPatio deck includes outdoor grill area. Exterior lighting provides beauty and ambiance for evening entertaining or relaxing. brbrCoconut palms abundant with fruit overhang pool deck for tropical filtering of sun. brJasmine, Frangipani, Bird of Paradise, Bougainvillea and other flowering plantings abound. Five minutes to beautiful Gulf beaches, 10 minutes to Sarasota Malls.brbr Boat dock with 13,000 lb. lift has direct access to bay and Intercoastal Waterway, 20 minutes to Gulf Access. brbrColorful 2 Bedroom 2 Bath, modern appliances, granite countertops, ceiling fans enhance tropical theme. Kitchen boasts numerous luxury finishes including cherry cabinetry, stainless appliances and granite countertops. Home features comfortable, open floor plan, beautiful tile, lots of sliding doors, central heat and air, high quality throughout. brbrLawn and pool maintenance provided, house cleaning available if desired. 46” Sony HD TV with Bose sound system in main living area, High Speed, Wireless Internet. Quiet neighborhood just south of Sarasota, home located on cul-de-sac with minimal traffic. Fully furnished with linens, household necessities, washer, dryer, etc. No Pets, sorry.brbrHave your dream vacation.brbrNo petsbrNO SMOKINGbrbrbrKeywords: House

A Tropical 2 Bedroom/2 Bath House w/ Pool and Dock

Osprey, Florida, United States

Bed

Bath

Sleeps

$216.46

The house is located in a quiet neighborhood in Osprey, just south of Sarasota. The upscale layout of the house features a large master bedroom in the right wing of the building with a large walk-in closet, a bathroom equipped with an oversize twin-shower and a bathtub with build-in whirlpool. The other three bedrooms are located in the left wing. The oversize living area is equipped with leather couches, The fully equipped kitchen is open to the living area just separated by a kitchen bar. There’s a second living room with a large glass door to the pool deck as well as a separate luxury dining area. The villa is air-conditioned with central controls. It is surrounded by a large scale yard with beautiful old tropical as well as citrus fruit trees. The large screened pool area is located in the back of the L-shaped villa. The seating area on the pool deck is partly roofed and overlooks the generously sized heated pool as well as a beautiful waterfall.brbrKeywords: house, near beaches, pool, jaccuzi, spa

Beach-House, wonderful elec. heated Pool with a Natural Waterfall, Jacuzzi, Wifi

Osprey, Florida, United States

Bed

Bath

Sleeps

$248.41

Welcome to LIME ON GREEN! CLEAN! Entire 2, 1 home centrally located between Sarasota & Venice. Siesta Key & Nokomis Beach are less than 6 miles away. Casey Key 2 miles away. WIFI & smart televisions in each room. Washer & dryer located in garage. The kitchen has everything you need! Neighborhood is peaceful, friendly & pet friendly! New Bay Steet Dog Park is located within walking distance. We also have a Ford Focus that you can rent. Check it out on Turo. Host lives near & is available 24/7 should you need anything. ENJOY!

Welcome to Lime on Green! I also have a rental CAR listed/available on TURO.COM

Osprey, Florida, United States

Bed

Bath

Sleeps

$250.22

Absolutely the best value for your vacation dollar in the Sarasota-Osprey-Nokomis-Venice area! This pet friendly paradise is a single family 3 bedroom-2 bath home with heated pool that has it all. Large, extremely well equipped kitchen with double ovens, cooktop island, and granite countertops. Both bathrooms are newly remodeled, travertine floors throughout, fresh linens and towels, freshly painted inside and out....topped with tasteful tropical decor. This home provides a serene, private setting with no neighbors on either side, located between golf courses and state park property. Yet with all this privacy you are only one mile from Publix grocery, CVS, WalMart, post office, restaurants, ...even Costco is just 2 miles away! This tropically landscaped paradise features screened in heated pool, outside sitting area, large flat screen TVs ....even beach chairs, coolers, and umbrellas for your trips to Siesta Key Beach, approximately seven miles away.brTo complete your stress free vacation have the added peace of mind knowing that we are 17 year veterans in the vacation home rental business. We know how to make the rental process seamless and enjoyable, handling every question and request you may have....even down to local restaurant advice. We are local owners so if you have any questions at all about our property, feel free to contact us. Other features of our house include:br br*Electronic entry system....no keys to worry about returning.br*Simply the best cleaning professional in the area...spotless upon your arrivalbr*Pool professionally cleaned and maintainedbr*Direct cell lines to owners for any questionsbr*High speed Internetbr*”Smart” TV in the living roombr*Outdoor gas grill by poolbr*Weekly yard and pool maintenancebr*Beach chairs, umbrellas, and coolers brbrWe offer 30 day rentals. brbrOur winter rates start 11/1 and end 4/30.brThe monthly rate is $5000brbrThe spring, summer, and fall rates start 5/1 and end 10/31. brThe monthly rate is $4000brbrWant to stay more than a week but less than a month brWe offer discounts. Please inquire.

Pet Friendly Paradise Close To Sarasota-Venice

Osprey, Florida, United States

3

Bed

Bath

5

Sleeps

$286.21

Your cozy getaway awaits in Osprey at this lovely house. With 2 bedrooms including a king and queen bed, 2 bathrooms with shower amenities, and an additional office space with a twin bed, this property is perfect for a couple or family. Enjoy the private pool, Clubhouse amenities of a fitness room, pickle ball and tennis courts, pool and walking trails, marina facilities, and water views of the Intercoastal waterway. Siesta Key and Nokomis beaches nearby. We are dog friendly. Great restaurants in charming Venice and Sarasota. Book now and enjoy everything this superb house has to offer.

Cozy home, pet friendly, private pool & close to beach. Minimum 60 days

Osprey, Florida, United States

Bed

Bath

Sleeps

$272.88

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

Sarasota Vacation paradise!

Osprey, Florida, United States

Bed

Bath

Sleeps

$279.68

Cozy three bedroom home located in a neighborhood sitting on the intercoastal. Enjoy taking our two kayaks out on the water. We provide some family games and books that you can enjoy and maybe take onto the covered lanai to watch a beautiful sunset. Nokomis Beach (5 minutes away) and Siesta beach are very close by. Enjoy an outdoor shower in the fenced in back yard after spending a day on the white sandy beach. Yard toys are here as well. Lots of incredible restaurants are nearby without the traffic of the bigger cities.br This place feels like home away from home.brThe king bedroom has an attached bathroom with a shower. There is a queen bedroom that is also attached to a full bath. The third bedroom has a full over full bunk bed as well as a twin bed. We also have a gaming console for entertaining the kids. We have a well stocked kitchen with the tools you need to make dinner, smoothies, panini's, and more so you can make yourself right at home as well as a grill outdoors for your use.

5 minutes to the BEACH! Beautiful neighborhood on intercoastal. Family friendly

Osprey, Florida, United States

Bed

Bath

Sleeps

$665.41

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.

Idyllic Casey Key Beach House

Osprey, Florida, United States

Bed

Bath

Sleeps

$227.1

Exclusive Single Family Home, private, electrically heated pool, close to beaches.br3 BR, 2BA, 6 people, garden, covered outside dining area.brYou will find 3 bedrooms, a living room with separate dining space and 2 bathrooms on one floor. In the living room, there is a fireplace and a Smart-TV. Free WiFi throughout the house. In the pool area you can dine and relax under a covered seating area, your food prepared directly on the BBQ next to it.brFrom the caged pool area you have a view of the North Creek and our boat dock. The kitchen is fully equipped with dish washer, microwave, stove and oven, coffee machine, juicer, slow cooker and much more. In the laundry room there is a washing machine and a dryer and in the 2 car garage you will find beach chairs, umbrella and a cooler.brThere is a pet fee of USD 50.00 per week plus 13% taxes.brThe electrical pool heat is optional and will be charged with USD 100.00 per week plus 13% taxes with a pool heater setting to 86°F. Please let us know if you want the pool heated with your booking so we can make sure to have it heated upon your arrival.

Creekside Paradise, 3BR, 2BA, private heated pool, North Creek boat dock

Osprey, Florida, United States

3

Bed