Alquileres vacacionales en Osprey

Charming Florida Cottage - Kayaks Included

Welcome to the Spanish Point Cottage! Our Old Florida style cottage is conveniently located within steps of some of Sarasota's most historic sites making it the ideal place to experience true Florida. Enjoy exploring Historic Spanish Point, kayaking to a secluded beach, walking to Historic Bay Preserve, watching the sunset over the Bay, fishing at Osprey Fishing Pier, walking to dinner all from your well appointed and peaceful oasis. There is no better place to experience true Florida living!

The Ibis Cottage

Freshly renovated, The Ibis Cottage is a cozy studio on a beautiful property overlooking a small lake. It is a 5 minute drive to Nokomis Beach, Siesta Beach and Venice Beach are within easy reach, and a block away to the Legacy Trail bike path (Sarasota to Venice). Enjoy seeing a variety of birds on the property including the ibis, heron, and snowy egret. The cottage is conveniently located between Sarasota and Venice. The perfect location for enjoying the Gulf coast and outstanding beaches.

Luxury Siesta Key |Beach Home

HOLIDAY Special DISCOUNT send a message now! 🌴 Fancy Retreat <5 Miles to Siesta Key | Private Yard + Fire Pit 5 miles to Siesta Key 20 minutes to the airport 15 minutes to UTC Hammock Fire pit Foosball Backyard patio seating Grill Cozy Decor Comfy beds Fully stocked kitchen Fully stocked bathrooms Minutes to shops & restaurants Quite and safe location Escape to this beautiful 3BR/2BA home in quiet South Sarasota The perfect blend of comfort, location, and charm for your beach geta

The Nautilus Casita

A cozy spot to unwind the day after enjoyingTiki Bars, beaches and all Sarasota has to offer. We are 6 minutes from the Gulf and its white sandy beaches. Enjoy fishing the Jetty, boating the ICW, biking Legacy trail and enjoying sunsets at the Tiki bars with a famous grouper sandwich. So many activities to choose from in this town nestled next to the nation's #1 beach destination, Siesta key. All pets MUST be on a vet approved flea medication & proof sent prior to check in. No exceptions.

Serenity near the Coast

Coastal Heaven is sure to give you the relaxing vacation you deserve with the comforts of home in a cheerful, modern, and private coastal setting. This property is a fully remodeled duplex in a great location. We are only a short drive to Nokomis, Venice and Siesta beaches. Close to shopping and activities such as fishing, golfing, and kayaking. Great restaurants within walking distance. Many areas to enjoy walking and biking. We also have Smart TV's . Feel free to sign in with your own apps.

Cozy Guesthouse in central Sarasota!

🌴☀️ Disfruta de una habitación privada con cama confortable, baño con ducha de excelente presión y agua caliente, además de una pequeña área tipo bar donde podrás preparar meriendas, café o disfrutar una bebida tranquila. Contamos con un pequeño patio ideal para relajarte después de la playa. También te proporcionamos todo lo que necesitas para disfrutar el sol: sombrilla, sillas y una nevera. Perfecto para quienes buscan comodidad, tranquilidad y un espacio bien equipado. ¡Te esperamos!

Chic & Cozy Getaway • Near Siesta Key Beach

Renovated modern studio in a duplex home with private entrance, full kitchen, bathroom, laundry, and parking. Nestled in a quiet, safe neighborhood just minutes from Lido, Turtle, Nokomis beaches, and Siesta Key—#1 beach in America with soft, white sand. Walk to restaurants, Starbucks, Total Wine, Costco, Target, CVS, Bay Village Assisted Living, Selby Aquatic Center & Vamo Bay Park. Short drive to downtown Sarasota, Venice & scenic bike trails. Ideal for beach getaways or extended stays!

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!

Comfortable + Functional Private Studio Apartment

This comfortable, clean, and private studio apartment is the perfect spot to relax- whether you're here on business or you've spent the whole day on the beach! Recently remodeled with a dining table to take your meals, hot water, a comfortable bed, and well equipped kitchenette, you will be lacking nothing here. This apartment is a guest suite attached to the main living area of the home and is completely private, however there is a resident who lives in the main part of the home.

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!

Osprey,Buttonwood Cottage.Hot tub -patio.Sublime !

Floridian Tiny Cottage! Buttonwood Cottage is wonderfully located central to the downtowns and beaches of Sarasota and Venice with a private patio space and hot tub. 15 minutes away for the number 1 beach in USA "Siesta Key" . You'll feel that you stepped back in time upon arrival to our charming homestead. I follow Airbnb’s enhanced cleaning protocol, which was developed with expert guidance. Here are a few highlights:

Hot Tub-pool; Beach items:Private/quiet suite

This Location is * 8.6 * miles from Siesta Key Beach (15-17 min drive). This entire private guest suite is cozy with one queen bed, bathroom, & kitchenette. We live on the property. The shared areas for all guests are pool/hot tub, patio, and garage areas. The pool and hot tub are at your disposal along w/ beach chairs, towels, sand toys, umbrellas and wagon for the beach.