Family-friendly holiday rentals in Bayshore Gardens

The Lovely Family House

Your family will be close to everything when you stay at this centrally located place. Walk to IMG and SCF. Near beaches(Anna Maria,Holmes Beach,Coquina,and more). Screened in pool and patio. Plenty of places in the house to be together with others and have personal quite space too. Sleeps 11 comfortably. RV or trlr parking available. 4-5 car driveway. Grill, bikes, outdoor toys, beach gear, fooseball table, and more. 3 bedrm and 2 ba w/ sofa sleeper. Max 1 Dog. No cats. No indoor smoking

Waterfront Retreat• Private Pool• Golf• Ping Pong!

Dive into the ultimate summer getaway! Relax at this cozy waterfront cottage with a private pool, & a short drive to AMI’s white-sand beaches. 2BR/2BA with two living areas include a bright Florida room overlooking the canal. Enjoy ping pong and a putting green ⛳. Start your mornings with coffee on the dock, watching fish jump out of the water. Fast WiFi, workspace, beach gear, and a kitchen with cooking essentials. Perfect for beach days, family getaways, or a relaxing coastal escape.

Manatee Cove: Waterfront Oasis w/GameRoom &HotTub

Welcome to Your Private Waterfront Oasis! This spacious home on a serene canal off Sarasota Bay features 3 bedrooms, 2 bathrooms & a HUGE climate-controlled game room! Enjoy direct water access for fishing, canoeing, kayaking and spotting manatees. Just 7 minutes from the airport & 15 minutes from Sarasota, you’ll have access to beautiful beaches like Siesta Key & Anna Maria Island. Offering free WiFi, BBQ grill & firepit, this retreat is perfect for families seeking relaxation & adventure!

Summer Vibes*HTD Pool*Hot Tub*Fire Pit*Game Room

Welcome to your ultimate summer escape, where sunny beach days turn into unforgettable starry nights. Enjoy a heated pool, relaxing hot tub, and plenty of space for family fun and laughter. Explore nearby beaches, bike the island, and discover local restaurants before returning home to unwind outdoors or challenge each other in the game room. Gather under the stars, unplug from the everyday, reconnect with loved ones, and create the summer memories you'll cherish for years to come. ☀️🌴✨

[Guest Favourite] Epic Family Stay: Outdoor Theatr

Welcome to your family-friendly getaway! Enjoy a new outdoor home theatre with 120" screen, heated pool*, hot tub, swing set, sand box, fire table for smores, BBQ, and fun arcade games for all ages. Relax in cozy king beds and kid-friendly bedrooms designed for easy stays. Located just minutes from the zoo, beaches, and great restaurants, there’s always something to explore. Whether you’re relaxing at home or out adventuring, this is the perfect place to make lasting family memories.

Siesta Breeze, adorable New Beach Style Studio !

Stay at our renovated beautiful beach styled studio furnishing with a queen size bed as well as a full pull out couch bed. There’s a mini fridge, a two burner electric cooktop, a microwave, a toaster, a tea pot with complementary tea bags, coffee pot with complementary coffee and keurig with complementary Starbucks k cups. Free wifi and a 50 inch tv facing the bed. 2 minutes away from the air port, 10 minutes away from IMG Academy , 30 minutes from Anna Maria Island and siesta key .

Coastal Style 2BR cottage near Anna Maria Island

Relax with the whole family at this peaceful place to stay. Located in a mobile home/RV park 6.5 miles from Anna Maria Island, which offers some of the most beautiful beaches on the gulf coast. Centrally located between St. Petersburg and Siesta Key. This kid friendly community offers many amenities such as Pickle ball, swimming pool, shuffle board, horseshoes and gym on site. Stay a few days or a few months! Snow birds are welcome! Only 3.3 miles to Sarasota Airport.

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.

Florida Living

This House has 3 bedrooms, 2 bathrooms, kitchen, living & dining, Pool, GAME ROOM (Pool Table, Fossball ,Bar ) 65 inchTV, wireless internet. It is conveniently located near local attractions, yet secluded and quiet. If you are looking for a private escape in a peaceful setting with comfortable furnishings and a lot of fun games this property is for you and your family .

Cozy Private Estudio • Near IMG, Beach & Airport

Cozy tropical retreat just 4.6 miles from Sarasota Airport and 7 miles from the beach. Perfect for two! Enjoy a private stock tank pool, fully equipped kitchen, comfy bed, fast Wi-Fi, and free parking. Relax in your own peaceful outdoor space and feel the tropical vibe. Ideal for a romantic escape, a beach weekend, or simply to unwind in a unique and private setting.

Fully remodeled home! Near beaches and restaurants

Step into our fully renovated and tastefully designed Airbnb where we hope you will feel right at home. We hope that from the moment you step inside you will feel peace and know that you’re in for a worry free vacation. Located approximately 20 minutes to pristine beaches with Siesta Key/Lido to the south and Bradenton beaches/Anna Maria Island to the north.

*Kid Friendly w/Heated Pool* Close to Beach*

Welcome to ☀️Sarasota Sunshine☀️! This family friendly, beautifully designed property is centrally located and offers a one of a kind experience. Sleeping up to 9 guests, this luxurious space offers comfort, amenities and is close to downtown Sarasota as well as numerous beaches.