Family-friendly holiday rentals in Bradenton

Heated Pool-Game Room-EV-Near AMI Beaches/IMG!

Enjoy easy living in this updated tropical home! Your private screened lanai is perfect for seamless indoor/outdoor relaxing, with a heated pool and covered dining/lounge area with a 58" outdoor TV! The interior of the home is bright and open with cheerful coastal decor and plenty of room to spread out. We provide everything you need with a well-stocked kitchen, gas grill, game room, beach gear, towels, EV Charger! In a quiet neighborhood with quick access to AMI beaches IMG, parks, and trails!

Luxury Oasis! Heated Pool, Pickleball, and Games

Welcome to your Bradenton Resort! A fun-filled 5 bedroom, 3 bathroom home + bonus bunkbed room that sleeps up to 16 adults or up to 20 with kids! This spacious Bradenton home is designed for groups and families looking for entertainment, relaxation, and close proximity to Anna Maria Island and IMG! Featuring a private heated pool, a backyard packed with pickleball, golf, and a bunk bed game-room with additional sleeping space, this home is perfect for an unforgettable and timeless Florida stay!

Pool, Hot Tub, Fun Games Near Downtown/River/Beach

Beach! River! Heated Saltwater Pool! Hot Tub! Your tropical beach vacation awaits! Prime location in proximity to local restaurants, attractions & sparkling waters. Nathan Hejl Interior Designer has updated this spacious 5BR/3.5BA vacation oasis to blend luxurious furniture & finishes w/ a barefoot, tropical vibe. Located in Historic River District in W Bradenton, walking distance to Manatee River, 2mi to Bradenton Convention & only 8mi to the famous Anna Maria Island beaches, 20mi to #1 Siesta

Underwater Hideaway|Ultimate Family Fun, Sleeps 21

🐢 Dive into paradise at the Underwater Hideaway — Bradenton’s most imaginative coastal escape! Every corner of this 5-star retreat is crafted to make you feel like you’ve stepped beneath the waves — surrounded by sea-life colors and coral-reef accents that make kids and adults alike say “wow!” Whether you’re splashing in the turtle splash pad, sinking putts in the color-changing BRADENTON golf course, or gaming in the rippling bunk room, this home transforms your stay into a Florida adventure.

Sleeps 10 | Pickleball | Pool | Tiki Bar | Games

This three-bedroom home is thoughtfully equipped with a wide range of amenities, offering everything you need for an exceptional stay in Bradenton, Florida. • Heated Pool & Built-in Spa • Sportscourt: Basketball & Pickleball • Outdoor Bar • Firepit • Snook Ball, Corn Hole, Putt Putt & Giant Connect 4 • Outdoor Patio/Dining & BBQ Grill • Game Room: Arcade, Shuffleboard & Foosball • Fully Stocked Kitchen • TVs in Each Bedroom • Dedicated Workspace • Family/Kid Friendly • Washer & Dryer

Modern 4BR Home *Heated Pool & Spa*

Discover elegance in this centrally located Sarasota gem, featuring four bedrooms and two bathrooms to accommodate up to eight guests. Enjoy a laid-back vibe while lounging at Sarasota's beaches or immersing yourself in local attractions. Siesta Beach and Lido Beach are within easy reach at 7.6 and 6.4 miles respectively. Rest easy knowing commitment to cleanliness aligns with your travel priorities. Your serene vacation awaits in this beautifully adorned home. VR24-00265

Pool & Sand Volleyball | 3 Kings | Near AMI & IMG

Escape to Two Palms, a spacious 4-bedroom, 3-bath retreat in Bradenton, Florida. Perfectly located just minutes from the sugar-sand beaches of Anna Maria Island. Designed with comfort and relaxation in mind, this home offers everything you need for a memorable getaway. Step inside to an open-concept living space filled with natural light and plenty of space to unwind. Outside, enjoy a private salt-water pool and a beach sand backyard featuring a sand volleyball court.

Casa Bella-5BR/Waterfront/Pool/Spa-9 Min AMI

Beautifully renovated 5 bedroom home. Located 3 minutes from beach access and 9 minutes to Anna Maria Island. A massive waterfront patio with string lights and heated pool and spa encompass this house. Master bedroom with walk-out to spa. Custom double walk-in shower in master suite. Family room with 86" television, decorative fireplace, and 15' ceiling. Roku TV’s in every bedroom. Outdoor propane grill. Beach chairs, umbrella, and cart. We welcome you to Casa Bella.

Relaxing 3BR Retreat+ Hot Tub + Pool +Beaches +IMG

🌴Welcome to Beachway Haven! This 5-Star ⭐️ hideaway is just mins from Anna Maria Island's Pristine Beaches & the Gulf of Mexico. Dive into relaxation with your own Heated Saltwater Pool & Spa Hot Tub, nestled in a tropical oasis. Only a skip away from Golf Courses, Nature Parks, IMG Academy, & Palma Sola Causeway's Beach Access – your gateway to Horseback Riding, Kayaking, & endless sandy adventures. Shopping & dining are only a few mins away too!

Saltwater heated pool w/ massage chair + hot tub

Welcome to Citrus & Serena Stays, your private tropical oasis perfect for large families or groups! Near Bradenton’s attractions, including Anna Maria Island, this property features a screened-in heated saltwater pool, electric massage chair, fire pit, and more. With its playful orange-fruity décor, it’s ideal for an unforgettable vacation ☀Bradenton Beach - 12 Min ☀Riverwalk - 10 Min ☀Anna Maria Island - 12 Min ☀IMG Academy - 10 Min

Casa Noir | POOL • BBQ • FIRE PIT • GAMES • VIBES

Welcome to Casa Noir ! Your private, photoshoot worthy retreat! Lounge by the sparkling pool beneath the angel-wing mural, unwind on the swing daybed by the fire pit, or level up your stay with air hockey, arcade games, and a bike workout in screened in lanai while you watch the kids in the pool. Every corner is designed for fun, style, and that perfect photo moment for the Gram. No other stay vibes quite like this one!

Tropical Getaway: Pool, Putting Green,Near Beaches

Kick back and relax at this newly renovated 3BR, 2BA Bradenton retreat! Enjoy a private pool, outdoor fireplace, and huge putting green—perfect for family fun or evening drinks. Inside, you'll love the vibrant tropical feel, designer wallpaper, and open-concept living space with a fully stocked kitchen. Just minutes from beaches and downtown, this stylish getaway has everything you need for a perfect Florida escape.