Holiday rentals with outdoor seating in South Bradenton

Guest suite in South Bradenton

A comfortable sleeping area features a spacious bed dressed in light blue bedding, complemented by a serene coastal-themed artwork. Nightstands with modern lamps flank the bed, while a white wardrobe adds storage. A pair of soft ottomans sit at the foot of the bed.

4.9 out of 5 average rating, 217 reviews

studio suite with private entrance and a patio

This newly remodel private studio suite. Is stylish yet spacious in a beach feal decor. great for a guilt free, week or weekend stay To enjoyed Beautiful Anna maria island beaches. We are located the perfect spot In bradenton fl. 5 minute drive from the airport. We're close to all the major colleges in bradenton,like USF, SCF bradenton IMG. college with just a 10 minute drive to ana maria island beaches and fishing pears the perfect spot for work or a little peace and quiet. we wellcome you.

A spacious living area features a large sectional sofa, offering ample seating. A contemporary chandelier hangs from the ceiling, while a light-colored coffee table sits at the center. In the background, a modern kitchen is visible, accentuated by sleek cabinetry and bright lighting.

4.96 out of 5 average rating, 121 reviews

AMI/IMG/Boat/Bikes/Golf/Hottub/Kayak/Beach/pool

Welcome to the Paradise Fun House, the ultimate spot for your dream bash! Our Airbnb oasis is packed with tons of fun and activities for an epic stay. Cruise around on free bikes or kayaks, fish with top-notch gear, challenge friends to mini-golf, chill in the hot tub, or enjoy our game collection. Golf clubs and beach gear are ready to roll. Our spacious layout is perfect for partying all night long. Book now for the ultimate fun or relaxing experience! Boat/Dog-sitting/cleaning are available

4.97 out of 5 average rating, 139 reviews

A screened lanai offers a peaceful retreat with a view of the pond and trees reflecting on the water. Comfortable seating is provided, accompanied by a small table. Natural light flows in, enhancing the serene atmosphere of the space.

Apartment in Bradenton

A&A's Paradise near IMG & Anna Maria beaches

Conveniently located just 12 minutes drive from the beaches, close to IMG Academy and all amenities, this second floor corner condo has much to offer. Its picturesque lake view, modern upgrades, and spectacular open-concept design combine to enhance your vacation experience. Facilities at Shorewalk Palms include heated swimming pools, hot tubs, tennis court, basketball court, shuffle board court, pool table, ping pong table, BBQ area and a kid's playground. All are available for your enjoyment

4.94 out of 5 average rating, 122 reviews

A heated swimming pool, shaped organically, is nestled within a screened enclosure, providing a serene escape. Surrounding planters filled with vibrant flowers add color to the outdoor space, while comfortable lounge seating creates an inviting area for relaxation.

Guest house in Bradenton

Near Anna Maria Island Beach-Studio on Wares Creek

This place delivers ample living space,latest amenities, and quick,easy access to Coastal Water,Anna Maria Island Beaches,and city Down Town. Spacious,bright,and tastefully furnished,with great screened porch,cozy gazebo,sparkling heated swimming pool . We supply 2 kayaks and everything that you might need to spend a day at the beach or on the water.We also supply fishing rods(adults and kids) and bait bucket. We can take you on a coastal trip in our boat if you wish (extra charges will apply )

4.98 out of 5 average rating, 41 reviews

A spacious living area is highlighted by a large gray sectional sofa, providing ample seating. A sleek flat-screen TV is mounted on the wall, while natural light filters through the window, adorned with soft blue curtains. A front door with decorative glass panels is visible in the background.

Home in South Bradenton

Family Friendly Home

Welcome to our cozy 2-bedroom, 1-bathroom home perfect for families, friends, or couples looking for a peaceful retreat. The bright and airy living area is perfect for unwinding after a day of exploring, featuring a comfy sofa, smart TV, and plenty of natural light. The kitchen comes fully equipped with modern appliances, including a stove, refrigerator, microwave, and coffee maker. Step outside and enjoy a big private yard, perfect for relaxing with a book or sipping your favorite beverage.

A comfortable living area is furnished with a gray sofa and decorative pillows. A large beanbag sits on the textured rug, while a medium-sized TV is positioned on a light-colored console. Natural light fills the space through sliding glass doors, adorned with sheer curtains.

4.95 out of 5 average rating, 131 reviews

Waterfront View Mins To AMI Beaches

Luxurious lakefront 2 bedroom, 2 bathroom condo, located just 10 minutes from Bradenton Beach & Anna Maria Island. Located in the Shorewalk Resort in West Bradenton, the condo is also just minutes from the white sandy beaches of Anna Maria Island, Siesta Key, Longboat Key, Lido Key & St. Armands Circle. Whether you’re looking for a family friendly vacation, winter getaway, IMG Academy visit, romantic retreat, or you just want to relax and enjoy the Florida sun, this place is perfect for you!

4.94 out of 5 average rating, 165 reviews

Three blue Adirondack chairs are positioned on a grassy area overlooking a tranquil canal. The chairs face the water, enhancing the serene environment. A white picket fence borders the space, with greenery and trees visible in the background.

Cottage in Bradenton

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.

4.98 out of 5 average rating, 181 reviews

A spacious living area features a light-colored sofa against a vibrant tropical leaf mural. A sleek white entertainment unit holds a flat-screen TV, complemented by a decorative lamp and a colorful area rug underfoot. Natural light filters through window blinds.

Apartment in Bradenton

KING Bed + AMI Beaches + Beach Gear!

🎙️🦩Welcome to the Retro Flamingo! Your tropical getaway that combines style, fun, and the serene beauty of the Gulf Coast. This cozy, vibrant themed condo is the perfect destination for your next Beach vacation. Walking distance to Palma Sola Beach Causeway, where you can enjoy sun-bathing, horseback riding, jet skiing, and fishing! 5 mins or less from the Gulf of Mexico and powdery white sand beaches of Anna Maria Island! Kick back and relax in this retro “Old Florida” themed condo!

4.97 out of 5 average rating, 134 reviews

Home in South Bradenton

Family Stay: Outdoor Theatre! Heated Pool | Spa

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.

4.94 out of 5 average rating, 166 reviews

Home in South Bradenton

Private Heated Pool | Bradenton Vacation Home

Welcome to your private Bradenton pool oasis! . 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

4.92 out of 5 average rating, 101 reviews

Heated Pool *Fenced Yard *Dog Friendly

My dear guests! You are gonna LOVE this house. It has everything you need to have perfect vacation You can’t ask for a better location, the house is minutes away from world known beaches like Anna Maria Holmes Beach Longboat etc It’s only 3 mins away from DOWNTOWN with phenomenal waterfront restaurants and river walk. Tampa Sarasota StPete and all attractions offered are right there for you and your family Huge pool and outdoor dining space will help you to relax

An aerial view captures a serene private pool encompassed by a stone patio, with several lounge chairs arranged nearby. Lush greenery and tropical plants border the scene, while a dark pond reflects the surrounding nature, enhancing a tranquil outdoor space.