Family-friendly holiday rentals in West Bradenton

5 stars! ⭐️🏖 HotTub&Pool-4BR/2BA 5 miles to beach!

Welcome to “5 Beaches” — the ultimate family-friendly getaway! Just minutes from five stunning sugar-sand beaches, this spacious 4BR home has everything you need for fun and relaxation. Dive into the private heated pool, unwind in the hot tub, or enjoy ping pong, air hockey, and giant Connect 4 in the game garage. With baby gear, beach gear, a fully stocked kitchen, and even a teen hangout shed, it’s perfect for multiple families. Safe, quiet neighborhood — book now and make lasting memories!

Lux Vacay Near AMI & IMG: PCKL Ball, Pool, Put Put

Enjoy a relaxing spring getaway in our cozy home, perfect for sunshine-filled mornings and peaceful evenings. Spacious 5BR retreat with a private, resort-style backyard featuring a heated pool & spa, pickleball court, mini golf, fire pit, and screened lanai. Sleeps up to 18 with ample parking for 7 cars + a boat. Perfect for families, IMG Academy sports teams, and group getaways near Anna Maria Island. SPRING SPECIAL: Book now and enjoy our limited seasonal discount before dates fill up!

Spacious guest suite near the bay, IMG, Anna Maria

This condo is attached to my home but is totally independant with private access. The condo is upstairs and accessible by a spiral staircase ( avoid large suitcase, may be challenging for some people) A large bedroom with a queen bed, an equiped kichen ( combined microwave/ oven), a bathroom ( large shower) and a living room with high ceiling. We follow cleaning recommendations. You can arrive anytime after check in time.PARKING is in the dead end street in front of my garden

Sunrise Villa - Tropical 3 bedroom home with pool

Relax with the family at this tropical oasis. Sunrise Villa sits in the corner of a quiet cul-de-sac, just a quarter mile from Palma Sola Bay and 5 miles from the quaint island of Anna Maria and its sandy white beaches. Enjoy the tropical backyard paradise and the abundance of restaurants, beaches, and entertainment in close proximity. Lounge by the pool, take a bike ride along the bay, take a short bike/car ride over to the island, or take a short car ride to downtown Bradenton.

Backyard Oasis | Game Room | Luxury | Heated Pool

Welcome to Eleanor By The Sea your stylish, newly updated Florida escape—perfectly located just minutes from Anna Maria Island, Holmes Beach, and Downtown Bradenton. This stunning 3-bedroom, 2-bath home offers a peaceful residential setting, modern interiors, and a beautifully landscaped backyard designed for relaxation. Whether you're here for beach days, local dining, fishing trips, or exploring Bradenton’s charming riverfront, this home is the ideal base for your getaway.

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!

Palm Retreat Gold: Luxury Edition of #1 Rental

High end, luxury 3/2 pool home! 7 4k TVs w/ Netflix and cable (75" in living room), SONOS throughout house/pool, wifi, PS5, private heated salt water pool/Spa, putt putt, foosball, beach gear, Pack & Play, Game room (board games, billiards, shuffle board, arcade), massive kitchen/bar, washer & dryer, garage parking-- all in a quiet and safe neighborhood. Just 5 miles to the best beaches and restaurants. Entire home with no shared amenities!

4/2 Home Heated Pool/close to Anna M. Beaches/ IMG

A peaceful retreat perfect for families across generations. Well-maintained home in a quiet residential neighborhood, just minutes from restaurants, shops, and daily conveniences. Enjoy endless options for relaxation and adventure - take a dip in the private pool, spend the day at nearby beaches, or explore vibrant downtown Bradenton. With four spacious bedrooms and two full bathrooms, the home comfortably accommodates up to ten guests.

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

Family Fun House with Peloton, Pool & Games

Escape to Casa Sol, a modern family retreat for 8, just a 10-min drive from Anna Maria Island! Enjoy a huge private pool, a game room with a pool table, and a dedicated office with a Peloton bike. This private oasis is packed with amenities like bikes, kayaks, and beach gear for the perfect Florida getaway. Your ultimate base for relaxation and adventure awaits in this peaceful neighborhood.

Cozy Cottage

Coastal Cottage A cozy retreat just minutes from Anna Maria Island's beaches. This cottage offers all the comforts of home, including a full kitchen, pet-friendly space, and easy access to local attractions. Only an hour from Tampa Airport, near Busch Gardens, 2 hours from Disney. Ideal for a peaceful escape or as your adventure hub. Enjoy the serene Florida lifestyle.

Tropical and Tranquil Bradenton Hideaway

This beautiful 2BR apartment affords a prime central location to both the Sarasota and Bradenton beaches. Spend a sun-soaked day by the Gulf, or simply unwind in your spacious backyard with an outdoor hammock, al fresco dining, and a grill for cookouts. EXTRA AMENITIES This pet-friendly home ($150 pet fee) includes complimentary Wi-Fi, beach chairs, and parking.