Holiday rentals with a fireplace in Bayshore Gardens

5 out of 5 average rating, 21 reviews

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!

5 out of 5 average rating, 8 reviews

Private Tropical Oasis-Pool+Golf+Bocce+Fires+PETS

🌴Sara Bay Base Camp🌴 is a MUST-VISIT private resort property for those who love coastal life with 5-⭐️ amenities - we’re 🐶-friendly too! It's centrally-located & just minutes to Sarasota/Bradenton destinations, including world-renowned beaches/islands, unique state parks/nature preserves, IMG Academy, SRQ ✈️, & others! It's a destination to itself situated on historic Sara Bay Country Club & features prime 🏌🏼‍♂️-watching & stunning sunset views while lounging & enjoying top-notch amenities!

4.93 out of 5 average rating, 167 reviews

Endless Outdoor Fun-86°Pool-Game Room-Dog Friendly

WOW! Shake up your next vacation! Close to AMI and dntown Bradenton local eats. This VERY chic home is waiting for you! Feeling competitive? Our game room is filled with head to head competition air hockey, skee ball, basketball - you choose. Outside the fun continues with Giant Jenga, corn hole or connect 4. Enjoy the afternoon in our solar heated pool, SWING on the lounge chairs under the pergola while enjoying a fire. Or enjoy a day at the best beaches for INCREDIBLE fun for all ages.

4.98 out of 5 average rating, 52 reviews

IMG Heated Pool w/Golf Course + Bocce Ball Court!

Welcome to Serenity in beautiful coastal Sarasota, Florida! This beachy and relaxing retreat is the epitome of tranquility, offering a soothing and laid-back atmosphere that will instantly put you at ease. Step inside and be greeted by a completely renovated and tastefully decorated space that exudes comfort and serenity. With a soothing color palette and coastal-inspired decor, our property instantly puts you at ease. Enjoy high end amenities such as a heated pool, mini golf, and bocce ball!

4.94 out of 5 average rating, 127 reviews

Vacation Pool - House in Bradenton!

Welcome and enjoy a relaxing vacation house with your family. This heated POOL house is well situated and well-maintained in a cul-de-sac and is central to the beach (15 minute drive to Anna Maria Island), IMG Academy, The Bradenton Country Club, famous Riverwalk, downtown and numerous restaurants and shopping options. Enjoy your own private oasis with plenty of space for your family and friends with 3 bedrooms that can sleep 8 guests and a fourth bonus room that can sleep 2 additional guests

Superhost

4.79 out of 5 average rating, 346 reviews

Heated saltwater pool home - turf putting green

Private 3 bedroom single family home 4 miles to white sand gulf beaches Longboat Key and Anna Maria Island. HEATED SALTWATER POOL home with access to ride bikes to the beach. Spread out in the oversized backyard with your own private pool and sitting area, featuring artificial turf yard and putting green, and beautiful landscaping. All hurricane damage has been repaired. The fence is fixed and the backyard is again completely private. The pergola pictured in photos was lost in the storm.

Campervan/Motorhome in Bradenton

4.87 out of 5 average rating, 23 reviews

RV Green Haven – Modern Nature Retreat

Welcome to RV Verde Tranquilo, your peaceful and modern escape near nature. Thoughtfully designed with soft colors, cozy textures, and clean lines, this RV offers a perfect balance of style and tranquility. 📍 Prime Location: • Just minutes from IMG Academy • Close to the beaches of Anna Maria Island • Easy access to dining, shops, and outdoor activities Whether you’re unwinding after a long day or planning a peaceful getaway, RV Verde Tranquilo is the perfect retreat for your free spirit.

5 out of 5 average rating, 12 reviews

Tiny home in Bradenton

Two full bedrooms, centrally located, great pool

Welcome to your tropical home away from home.The RV has two bedrooms, a queen and a king as well as living and dinning spaces. Three TV’s to stream on your own account, also Wifi through Spectrum. There is an out door seating area with an umbrella. You can enjoy all the park amenities. Enjoy the resort style pool, work out room, shuffle board courts, pickleball, Pétanque or park events. Only 20 mins to the beaches and 15 mins to shopping. Stay worry free on the beautiful Gulf Coast of FL.

4.91 out of 5 average rating, 44 reviews

Showstopper. Garden oasis. Spacious & fun.

Stunning 4-bedroom, 3-full bath retreat, perfect for accommodating up to 14 guests, nestled near Anna Maria, Longboat Key, and Siesta Key. This professionally remodeled and designed house offers a gorgeous kitchen with new appliances and quartz countertops, four spacious bedrooms, and a serene outdoor oasis. Whether you're a family seeking space or a group looking for comfort, this home is your ideal choice. It's just a short drive away to beaches, restaurants, shops and IMG Academy.

4.96 out of 5 average rating, 304 reviews

Casa del Río! Beaches, IMG, Boating, and Riverwalk.

Welcome to "Casa del Rio" in Bradenton, FL featured in hit TV Show 90 DAY FIANCÉ! Location less than 15 minutes from the beach, IMG, Downtown, Riverwalk, Pirate City, and popular restaurants. Main Road takes you straight to Beach NO turns! I've thought of everything to make your stay as comfortable as possible. Keyless check-in experience with Smart Lock. Amazon Fire TV Free movies and TV Shows. Netflix ready. Brazilian Hammock under a Tiki Hut. Coffee and Tea station. Beach gear.

4.94 out of 5 average rating, 101 reviews

Luxury Pool Family Paradise-Siesta Beach/DT-3BR/2B

Welcome to your private oasis! This stunning pool home has undergone a meticulous renovation, offering a spacious and luminous retreat. Nestled on a serene street, it provides a peaceful escape while being in close proximity to Sarasota's top destinations. Whether you're seeking the sun-kissed shores of Siesta Key Beach, the vibrant downtown scene, or the flavors of the Fresh Fish Waltz Market, this home offers easy access to it all.