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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!

Sarasota Summer Beach Bliss!

Welcome to our serene haven in the heart of Sarasota, Florida! Our spacious 3 bed, 2-bath home offers the perfect blend of comfort, convenience, and style. Set in a tranquil neighborhood, this retreat is an ideal destination for families, groups, or couples seeking a memorable vacation in beautiful Sarasota. We are excited to welcome you to our serene Sarasota haven, where comfort and convenience await. Book your stay today and create unforgettable memories in this idyllic Florida destination!

The Mango House Beach Cottage

Our cozy boho beach cottage, The Mango House is the perfect place for a couple or small family to relax and enjoy all the best Sarasota amenities. It’s conveniently located right between both Siesta Key entrances, walking distance to restaurants, grocery stores, Trader Joe’s, gym and a block from the popular Walt’s Fish Market. This gorgeous bungalow is the front house of a duplex on a large lot with plenty of cozy private outdoor space to relax and take in all the wonderful Florida weather!

Lovely 2-Bedroom Condo, 7 min from Siesta Beach

Welcome to our beautiful condo, which is located just 4 miles to Siesta Key! Enjoy Vamo Park, just steps from our door, where you can launch a kayak or paddle board. Fishing is also allowed from this location. There are also picnic tables at the park where you can enjoy sunset. Our condo is fully equipped with all the necessary things you need. Beach chairs, shops, theaters, gyms, and the legacy trail, Sarasota Sharks Inc. Plus more. These are just a few of the things available in the area.

Village Des Pins - 2 bedroom 2 bath villa

Village des Pins is a community of tranquil villas with lush greenery, ponds, wildlife, oversized heated pool, hot tub, tennis courts, clubhouse w/ pool table, & outdoor grilling area. This resort-like villa is located minutes away from Siesta Key beach, Lido beach, Venice beach, MOTE Marine Laboratory & Aquarium, Ringling museum, garden and theater, Big Cat Habitat, golf courses, fine dining & shopping. Nearby: Publix, Costco, Target, Sprouts, Detwiler farm market, Starbucks, Chick-fil-A…

Freda’s Sarasota Oasis! Private Pool & Lounge Area

Relax with the whole family in this beautiful Sarasota home. Not only is there plenty of space inside with a mother in law suite, 2 kitchens, and huge gathering area, you will also enjoy 2,000 square feet of private outside space. The backyard is equipped with a large pool with swim up table & layout pad, a full bar, sitting area w/ TV, large dining table, and plenty of lounge chairs to catch some rays! 5.4 miles to Siesta Key Beach 6.8 miles to Turtle Beach 8.2 miles to Nokmis Beach

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!

Fresh 5Bedroom w/ Heated Pool Mins to Siesta Beach

An easy-flowing floor plan invites you into comfortable, color-filled spaces. Custom window treatments, upgraded light fixtures, and hand-picked furniture create a chic, welcoming vibe throughout the home. The backyard is a true highlight—landscaped with white shells, it boasts a covered patio, BBQ area, heated pool, and a basketball hoop, perfect for family playtime and relaxation under the Florida sun. For indoor fun, the garage is equipped with a shuffleboard table and games.

Great Rates! Sunny Sarasota Villa! W/ 2 bicycles!

Fantastic South Sarasota Location! Short drive to multiple beaches including World Famous Siesta Key & Siesta Village. To the South is Quaint Downtown Venice with shopping and restaurants. Sharkey’s Pier for Fishing, also the Shark Tooth Capital of the World! You could find fossilized, shark teeth and shells. The Legacy Trail is around the corner a favorite for bike riding. There are so many restaurants to choose from. If you like to cook Detwiler‘s Farmers Market is a must!

Perfect Getaway Home - 12/min from siesta w/HotTub

Visit this comfortable home - located 12/min from some of the top named beaches in the USA! (SiestaKey, Nokomis and Turtle Beach). After a day at the beach soak in the newly added spa! Home comes with fully stocked kitchen and dinning area. 3 Bedrooms have upgraded memory foam mattresses and extra pillows. Enjoy board games, tv entertainment, outdoor patio, grill, as well as all the beach accessories you would need like chairs, umbrella, wagon and kids toys.

Posh Siesta Key Beach Getway

March Special DISCOUNT message for details Beach home under 11 minutes to Siesta Key beach & attractions : 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 home in quiet South Sarasota The perfect blend of comfort, location, and charm for your beach tea

Cozy Pool Home Short Drive to Siesta Key Beaches

The Bay Breeze Cottage is your cozy home away from home. The tropically decorated interior sets the mood for a relaxing stay. From the minute you enter, you will know you have arrived in Paradise! Take a plunge in the private pool or relax on the loungers sipping a cool drink as you enjoy time with family and friends. And when your ready to explore you are short drive from Siesta Key as well as many other shops and restaurants just down the street.