Alquileres para vacaciones en Osprey

Cozy and Private Studio Near Downtown & Beaches

Welcome to your private Sarasota retreat! This cozy and well-appointed studio offers everything you need for a comfortable stay—spacious bath, kitchenette, washing machine, WiFi, cable TV, a comfy recliner, work desk, and wall A/C. Step outside to a fenced backyard with a BBQ grill, perfect for relaxing. Enjoy a private entrance and driveway parking. Just 15 minutes from Siesta Key Beach and 10 minutes from downtown, you’re close to shops, dining, and the Legacy Trail. Relax, unwind, and enjoy!

Mid-Century Modern Beach Getaway

Heart of Southside Village 10 minutes from #1 beach in the USA, Siesta Key. Five-minute drive to downtown Sarasota, 10 minutes to St. Armand Circle, Lido & Longboat Key. Enjoy this peaceful space within walking distance to shopping, restaurants & groceries. Charming private guest house offers a queen bed, sitting chairs, table, dresser, large ensuite bathroom with a walk-in shower & private outdoor sunny space and patio. Use the grill to cook your next meal. It's the perfect couple's getaway!

Paradise with a pool, pier and private beach area

Intercoastal, Blackburn Bay waterfront home with boating facilities near Casey Key and Siesta Key. On a point facing the setting sun. This is simply paradise. The pier is long, and the water deep enough to handle most boat docking needs. The large, heated pool is a few steps from the screened lanai and the deck beckons "come watch the sunset". And while it won't replace one of the large beaches on the key, you can lay or play on our beach hidden by mangroves, and easily launch kayaks, etc.

Sarasota vacation Home!

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

Private Coastal Getaway - Your Home Away from Home

Enjoy privacy, luxury, and comfort in this 2-bed, 1-bath coastal guesthouse, perfect for business trips or extended stays. Accommodating up to 4 guests, it features a leather Reclining Sectional, two Queen Beds with storage, and a Private Outdoor Space with seating and a Blackstone grill. Located in Osprey, FL, you're ideally situated between Siesta Key, Nokomis, and Venice beaches—just minutes from sand and sun! Set down your bags and grab complimentary beach chairs, umbrella, and cooler!

Mattie’s Cottage by the Bay

Enjoy this 1913 Florida vernacular cottage! Carefully restored, thoughtfully updated house on a quiet, tree-canopied street in historic Osprey, one of Sarasota County’s oldest settlements. Enclosed front porch, screened back porch, and tin roof. Walk to the bayfront, restaurants, shopping, library, parks, and historic sites. A short drive takes you to famous Gulf beaches and all Sarasota and Venice have to offer. Hurricane Milton: Yes, we are cleaned up and have power and internet!

Perfect Getaway-Lovely One Bed. House-Near Beaches

Come and Enjoy Beautiful Cottage House. House is located at the one-acre private property in North Venice, Perfect romantic getaway. Experience the laid back, easy culture of Venice in privacy. The house offers a well-stocked kitchen and all the comforts of home. Our spacious cottage captures the feel of Floridian style. Whatever your vacation goals are, they are sure to be met at The Cozy Cottage here in the peaceful, relaxing property of quiet North Venice.

Sunny Florida River Strand Golf & Resort Vacation

Welcome to our home! My husband Dennis and I, Danielle, are ready to host all your vacation needs. Our home is situated in River Strand where all the golf, tennis, swimming can be found. This includes 2 club house pools with tiki bar, fully equipped exercise rooms and classes. When not golfing at River Strand Golf Course, relax in your comfortable veranda style home. (Amenities require member transfer fee of $535 + tax). Satelite pools come at no extra fee.

Staycation Sanctuary

Our property is clean and welcoming. You can enjoy a relaxing, warm and peaceful getaway from the rest of the world just steps to the beach. This is the perfect "Old Florida-style" location to experience the comfort and hospitality you so deserve! Grab your bathing suit/flip flops and enjoy tranquillity of beach life, sunsets and lazy days of fishing and bird/dolphin/manatee watching and gathering sea shells-- all only 2 blocks away!