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Water's Edge: Charming Canal Oasis

*BOAT DOCK AVAILABLE* Escape to the serene waters of our canal-side retreat in Sarasota! Just minutes from downtown's vibrant entertainment scene and pristine beaches, this cozy haven offers a peaceful retreat. Relax on the dock, take a kayak or paddleboard out, or simply soak up the sun. Explore the city's arts and culture scene, indulge in fresh seafood, or unwind on the beach. This charming retreat is the perfect blend of relaxation and adventure. Book now and experience the best of Sarasota!

*Recently Updated* Cozy Oasis, centrally located

This cozy yet spacious apartment is very centrally located... Just 5 min from downtown, 10-15 min from Siesta and Lido bch and St Armands Crl, and within walking distance of the historic Amish district. The newly completed Legacy Trail (perfect for walking, biking...) is less than a 5-minute walk away. The space is very private and clean and Ive taken extra measures to ensure your absolute peace and comfort. It includes all the amenities you'll need to make your getaway a memorable one.

Downtown Getaway Casita

Welcome to this charming 2-bed, 1.5-bath retreat, perfect for a getaway. Nestled behind a white picket fence, this cozy abode boasts a bright red door and a front porch, ideal for sipping coffee or enjoying a relaxing evening. Centrally located in the Village of the Arts in Bradenton, this property offers access to a plethora of local attractions, including art galleries, boutiques, and restaurants. Unwind in the comfort of this lovely home, and discover the unique charm of this arts community.

A Sunny, Sandy Spring Escape @ The Solace Retreat

Welcome spring at The Solace Retreat, a beautifully remodeled duplex just steps from the sugar-sand shores of Anna Maria Island. Surrounded by blooming tropical beauty and gentle coastal breezes, this bright, inviting escape is designed for effortless relaxation. With access to both sides, it’s ideal for multifamily stays—offering the perfect blend of togetherness and privacy. Enjoy stylish, comfortable spaces, soak up the sunshine, and RECHARGE this season with our 5★ white-glove hospitality.

Myakka City, between TerraNova & Freedom Factory

Our charming country home is a spacious three bedroom two bathroom house that is a perfect retreat for families or groups of friends looking too escape the hustle & bustle of city life. Enjoy solitude in a country setting with having access to many activities, restaurants, and amenities only 15 minutes away in Lakewood Ranch . Freedom Factory, Terranova Equestrian Center, Hunsader Farm and UTC shopping all close by. With only 30 +- mile drive to several wonderful beaches, including Siesta Key

Heated 3BR Pool Home Glen Oaks | Close to Downtown

Family-friendly pool home near Bobby Jones Golf Club, perfectly located in the heart of Sarasota. You’re less than 10 minutes from top attractions, dining, and shopping, Downton Sarasota and just a short drive to the world-famous Siesta Beach or Lido Beach. This private home features its own entrance, a heated pool, and a fully fenced backyard—ideal for families and added privacy. We’re pet-friendly too! Comfortable, central, and close to everything—perfect for your Sarasota getaway VR24-00164

2/2 Charming Riverfront Cottage w Deck & Kayaks

Let your worries drift away at this unique and tranquil river house getaway we call the Lazy Gator Lodge. Craftsman cottage offering 2 large bedrooms both with en suite bathrooms, open layout living and stocked kitchen with great views of Braden River. The house has a large deck out back plus a fenced in yard for pet owners and families to enjoy. Centrally located for the best of Bradenton/Lakewood Ranch/Sarasota -- and its world class beaches of Siesta Key and Anna Maria.

Peaceful Braden River Oasis: Main House

Escape to our charming riverfront Main House—a spacious 2 bed, 2 bath retreat that sleeps up to 7. Enjoy stunning river views, a screened-in porch, and access to the peaceful river dock. With a master suite featuring an outdoor shower and a spacious lofted sleeping area, this home offers everything you need for a relaxing and memorable getaway. Part of a unique property with two other rental units—perfect for groups or families seeking tranquility and adventure.

Coastal Hideaway: 2/1 guest house close to UTC!

A coastal retreat in a tranquil country setting just minutes from UTC’s dining, shopping, and Nathan Benderson Park. I-75 is under 3 miles away, with Siesta Key and Lido Beach within 40 minutes. Enjoy a full kitchen, 2 king bedrooms, a spacious bath with double vanity, high-speed Starlink internet, a fire pit, and beach gear. Unwind on the private patio, and bring your pet—this getaway is pet-friendly!

Casita Lantana, a 1925 cottage in a Tropical Oasis

Welcome to my original 1925 Casita, built in the heyday of the John Ringling era. We are centrally located between Sarasota, Lakewood Ranch, and Bradenton, making it an ideal place to explore all the area has to offer. Getting around is easy since we are located very close to the Ringling Museum of Art. Plus, it is only a short 15-minute drive to downtown Lido Beach and St. Armands Circle.

"Little Siesta" - Farm home near Terra Nova

Unique, remodeled 1937 house that was moved from Siesta Key to the 1,100 acre Triangle Ranch. It sits directly on the Myakka River and has views of the river from the balcony or the back porch. "The Siesta" is a full size 1400 sq. ft. 2 story house with 2 bedrooms, 2 full baths, kitchen and screened-in porch. Shared firepit and picnic area.

Garden House with Pool & Spa

Our House is just a 25-minute drive from the stunning beaches of Anna Maria Island, Bradenton Beach, and Siesta Key, making it ideal for beach lovers and explorers. We’re also close to famous golf courses and shopping malls, making it the perfect spot for a relaxing and convenient getaway.