Holiday rentals 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.

Charming Cozy Beach Home • Pet-Friendly

Step into a cozy, pet-friendly retreat that brings you back to your childhood. This charming older home is full of character, warmth, and comforting memories. Enjoy central AC, space for children to play, just 10 minutes from the beach and 5 minutes from shops and restaurants. It’s the perfect place for a relaxed, nostalgic getaway that truly feels like home. Your pets (Dogs up to 25 lbs are welcome) will love the welcoming space to relax, roam, and feel comfortable. No smoking allowed.

West Bradenton Cottage *No Cleaning Fees or Chores

West Bradenton Cottage is clean, affordable, and great for singles or couples. 8 miles from Anna Maria Island, Holmes Beach, with Coquina Beach and Longboat Key just further down, 2-3 miles from downtown, Riverwalk, GT Bray Park, IMG Acadamy, less than a mile from the country club, 2 miles from Village of the Arts, and 9 miles from Sarasota Bradenton National Airport. Close to Manatee Memorial and HCA Hospitals. Cute, quaint, and cozy, with electric grill on porch, laundry, & fire pit.

Heated Pool Retreat Near IMG & Anna Maria Island

Private Heated Pool Retreat Near IMG + Anna Maria Island Private heated pool with water badminton 🎾, tiki bar 🍹, and fenced backyard just 2.2 miles to IMG Academy. Sleeps 6 comfortably with 2 king bedrooms, bonus queen futon, and a full-size pull-out sofa. Less than 15 minutes to Anna Maria Island beaches. 🏖️ Note: To keep the property in excellent condition, our pool is serviced on Monday's and Friday's, and lawn is serviced on Monday's. Vendors access through the side gate.

Bright Villa w/ Pool Access Near Anna Maria & IMG

Our bright and freshly updated 3-bed, 2-bath end-unit villa is the perfect home base for visiting Anna Maria Island beaches (6 miles!) or IMG Academy (2 miles!). Nestled in a quiet, safe neighborhood, you’ll enjoy being close to the beaches while remaining just minutes from local restaurants, grocery stores, shopping, and parks. You’ll have access to a heated, sparkling clean community pool (professionally cleaned 3 times a week!), a playground, tennis, and shuffleboard courts.

Heated Salt Pool•Mini Golf•Arcade•Spa•AMI 6mi•IMG

Welcome to The Wild Pelican House, a unique family retreat tucked away in a quiet Bradenton neighborhood right off Cortez, you'll be just minutes from Anna Maria Island & IMG Academy. This is not your average vacation rental. Our house is designed for families who want to make the most of their time together — laugh louder, play harder, and relax deeper. -Heated Pool -Private Mini Golf Course -Hot Tub -Outdoor Movie -Backyard Arcade Shed -Fire Pit & Grill - AMI: 8mi -IMG: 4mi

Luxury Suite/Pool Heated FREE/ Near Beaches AMI

Enjoy a DELUXE hut bath in a peaceful room or simply savor the luxury of modern design. Private Heating Pool to enjoy anytime. We are near many restaurants only 2 minutes walking. Made your stay feel unforgettable near Ana Maria Island, only 8miles of distance. West of Bradenton, is a beautiful Getaway for enjoy a day in the Beach, where sand is unique, SUNSET is one of more beautiful view in the afternoon...famous the SUNCOAST for this amazing moment. Special prices!!!

Relaxing Full 1st Floor Condo | Pools | AMI & IMG

Bright 1st-floor 2-bed, 2-bath condo in beautiful Shorewalk with easy no-stairs entry and peaceful pond setting. Walk to groceries, restaurants, shopping, gym, and IMG Academy (under 1 mile). Minutes to Anna Maria Island beaches, golf courses, UTC’s incredible shopping, and the Village of the Arts district. Enjoy the Bradenton Riverwalk and take the ferry to AMI. Two heated pools, a hot tub, tennis, and pickleball. Ideal for sports families and beach stays.

Stylish Pool Home • Near IMG & Beaches • Top Rated

Just 2.2 miles from IMG Academy and 6.5 miles from Sarasota Airport! Near beautiful Coquina and Anna Maria beaches. Enjoy a private pool, ping pong table, and modern comforts in this stylish 3-bedroom, 2-bath home. Fully equipped kitchen, washer/dryer, smart TV, and fast Wi-Fi. One pet allowed with a $200 fee. Relax or entertain in the spacious fenced backyard. Ideal for families or couples seeking comfort, sun, and fun in Bradenton!

Private suite. bathroom + Kitchen + Private entrance.

Enjoy a peaceful stay in this private suite within a family home in Bradenton, Florida, in a safe and convenient area. We are just 12 minutes from Cortés Beach, ideal for enjoying the sun, sand and sunsets, and a few minutes from IMG Academy, perfect for students, families and visitors connected to the academy. The location is excellent for travellers. We are only 20 minutes from Sarasota-Bradenton International Airport.

The Enchantment, Cozy guesthouse,7mi to the beach!

Enjoy the beach in style! We welcome you to the private studio on the West side of Bradenton. Beautiful beaches like Cortez Beach, Coquina Beach, Holmes Beach, and Anna Maria Island may be reached in about 20 minutes. Sarasota Airport, IMG, art galleries, Lido Key, Longboat Key, museums, theaters, 2 hours from Disney World Orlando, Marie Selby Botanical Garden, and Marina Jacks are all within 20-30 minutes!

The Coastal Nest • Private Pool & Backyard

Welcome to our coastal-themed 3-bedroom, 2-bathroom duplex, where comfort meets relaxation complete with your own private pool , spacious backyard. This is a duplex-style home, other side is unoccupied. There will be no shared spaces during your stay, so you can enjoy a peaceful retreat all to yourself.