Family-friendly holiday rentals in West Bradenton

Full-Size BBall/Pickleball, Heated Pool & Hot Tub!

The Colorful Playhouse 🎨 - The full size basketball court & 2 pickleball court private backyard resort in Bradenton, FL! Get ready for a vacation filled with nonstop fun! This is a 5-bedroom, 3-bath retreat designed for large families and groups looking to make the most of their Florida vacation. With an enormous backyard packed with a FULL-Size basketball court, a pool, hot tub, multiple game areas, and space for up to 20 guests, this home is your perfect base for unforgettable group memories!

New place to stay

A large heated saltwater pool is enhanced by colorful floating rings. A waterfall feature adds a calming effect while lounge chairs are positioned nearby. The patio area is visible, furnished with multiple seating options, and surrounded by lush greenery and sunny skies.

4.99 out of 5 average rating, 103 reviews

Heated Pool | Game Room | Arcade | Sleeps14 | BBQ

Welcome to the Palms of Bradenton! This spacious home accommodates up to 14 guests, offering 4 cozy bedrooms, 2 modern baths, and plenty of space to unwind. Dive into the refreshing heated salt water pool, relax on the patio, or challenge your friends in the game room with foosball, a pool table, and arcade games. You'll be under 10 minutes from AMI beaches and 6 miles to IMG Academy! Conveniently located near great restaurants and grocery stores, this is the perfect spot for your next getaway.

The image showcases a spacious outdoor area featuring a private pool surrounded by a screened lanai. A bright beach scene is visible beyond the pool. The garage includes game equipment, while a colorful teen shed is visible, designed for relaxation and fun.

4.89 out of 5 average rating, 112 reviews

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!

5.0 out of 5 average rating, 5 reviews

Coastal Haven | Pool+Splash Pad+Theatre |Sleeps 18

Welcome to Coastal Haven, part of the Hawley Havens collection. Coastal Haven is a 3,200-square-foot resort-style retreat in Bradenton, Florida — just 8 minutes from the white sand beaches of Anna Maria Island. Built for big family groups and reunions, this isn't just a place to sleep between beach days — it's a private resort your whole group will want to stay at. We have thought through every aspect of this home to maximize your stay. Sleeps up to 18 guests | 5 bedrooms | 3 bathrooms

An outdoor screened patio is shown, furnished with comfortable seating and a coffee table. A ceiling fan adds a cooling touch. Beyond, a private heated pool is visible, surrounded by lush greenery, creating a serene environment for relaxation.

4.9 out of 5 average rating, 69 reviews

Serene Cove with heated pool + yard near beaches

Welcome to Serene Cove — your peaceful Bradenton retreat just 10 minutes from the beaches of Anna Maria Island. This bright 3BR, 2BA home features a private heated pool, screened patio, and oversized fenced yard. Inside, enjoy a fully stocked kitchen, smart TV, premium linens, high-speed WiFi, free laundry, and an attached garage. Perfect for families, couples, snowbirds, or small groups looking to relax, recharge, and make unforgettable memories by the coast. I'd be happy to help :)

A private pool area is surrounded by palm trees and shaded by umbrellas. The inviting water reflects blue skies, while a colorful float adds a playful touch. Comfortable seating is arranged around the pool, creating a relaxed outdoor atmosphere.

4.89 out of 5 average rating, 192 reviews

Swim. Soak. Play. | Beaches | 5mi 2 IMG | Dine

Welcome to Villa Delfino—where summer days are filled with sunshine, beach adventures, and island exploration. When evening arrives, the villa transforms into a relaxing oasis with ambient lighting, outdoor gathering spaces, and the perfect atmosphere for creating lasting memories. Experience white-glove hospitality with a responsive local team, hands-on management, and detailed pre-arrival inspections. We're available throughout your stay to ensure a seamless, stress-free vacation.

4.87 out of 5 average rating, 106 reviews

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

Escape to the Gulf Coast and enjoy the perfect blend of location, comfort, and sunshine! This beautiful 4-bedroom, 2-bathroom home with a private screened-in pool is located in Spanish Park, one of Bradenton’s most peaceful and centrally located neighborhoods. Tucked away on a quiet street, but only minutes from shopping, dining, IMG Academy, and the white sand beaches of Anna Maria Island, this is the ideal spot for families, professionals, or snowbirds looking for a relaxing stay.

4.97 out of 5 average rating, 64 reviews

Family Fun Heated Pool, Games, Crib, Peloton

Perfect for families and beach lovers. Modern spacious house just a 10-15 min drive from the famous Anna Maria Island beaches! Enjoy a huge private heated saltwater pool, a game room with a pool table, pacman arcade machine, and a dedicated office with a Peloton bike. This private oasis is packed with amenities like beach gear, lawn games, cruiser bikes, and kayaks, for the perfect Florida getaway. Your ultimate base for relaxation and adventure awaits in this peaceful neighborhood.

4.99 out of 5 average rating, 145 reviews

Resort Style Retreat, Pickleball, Htd Pool, Play.

- FREE POOL HEAT, private pool - PICKLEBALL COURT in our back yard. - 2 King Beds, Queen sleeper sofa, 2 bunk beds - Close to Anna Maria Island - 7.3 miles to IMG Academy - Large back yard fully fenced - BBQ Grill - Outdoor TV - Corn toss - Ping Pong - Boardgames - Outdoor dining table - 1 mile from Robinson Preserve: kayak rentals, nature hiking, running, and playgrounds - Beach chairs, beach towels, cooler, umbrella provided. - pack n play, high chair - Smart TV in every room

4.85 out of 5 average rating, 511 reviews

A spacious living area features a billiard table, a sectional sofa, and a kitchen area with wooden cabinetry and modern appliances. Natural light is provided by ceiling lights and side windows, set against a neutral grey wall.

Guest house in Bradenton

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 king 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

The exterior of the white house features a welcoming front porch with two dark seating areas. A well-maintained pathway of gravel leads to the entrance, while lush greenery and decorative plants enhance the surroundings, and a festive wreath adorns the front door.

4.96 out of 5 average rating, 221 reviews

Downtown Bradenton & close to Beaches, quiet area

Your family will be close to everything when you stay at this centrally-located private home with fenced in yard near downtown and beaches. Three bedrooms and 2 bathrooms await your next vacation to Florida's beaches. Located 1 mile to downtown - restaurants, shops, markets, Riverwalk, Theater, Bishop Museum and more. Only 4 miles to beaches. Stroll the neighborhood oak lined sidewalks and river. Front porch & private back fire pit & grill. Note - only 3 vehicles permitted.

The outdoor area features a screened-in pool surrounded by a spacious travertine patio. A heated saltwater pool is illuminated under the evening sky, with lounge chairs and a dining area visible. The interior opens to the patio, enhancing the connection between indoor and outdoor spaces.

4.99 out of 5 average rating, 107 reviews

AMI Beaches 5 miles•Heated Pool•Kid/Pet Friendly

📍PRIME LOCATION📍 5 miles to Anna Maria Island! A single-story home off Manatee Ave. and your direct route to beaches & Gulf fun! ☀️FAMILY & PET FRIENDLY☀️ Stocked with essentials and all you need poolside or at the beach. Kids, dogs, & grownups will love it here! 🏡EASY, BREEZY LAYOUT FOR GROUPS🏡 Three open indoor/outdoor living areas with pool views & access from nearly every room. 🌴PRIVATE PARADISE WITH SUNSET VIEWS🌴 Unwind in a heated saltwater pool, fenced half-acre

Popular amenities for West Bradenton family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.96 out of 5 average rating, 188 reviews

River House - Pool, Spa & Gameroom Near Anna Maria

A screened-in heated pool area is highlighted by a vibrant mural and a spacious stone patio. Lounge seating is provided beside the pool, complemented by ceiling fans. The glow of sunset creates a warm ambiance, enhancing the inviting atmosphere of the outdoor space.

4.88 out of 5 average rating, 163 reviews

Sleeps 12 - Pool + Game Room Fun & Hot Tub!

An outdoor space is featured, showcasing a hot tub and a dining area with a table set for guests. Light fixtures hang from the wooden ceiling, and greenery is present, adding a natural touch. A relaxed atmosphere is created by the open layout.

4.89 out of 5 average rating, 195 reviews

Extra large 3 bedroom home with Hot Tub near AMI

A serene evening scene of a private backyard showcases a heated saltwater pool reflecting the soft hues of twilight. Lounge chairs are arranged by the pool, and a covered seating area provides space for outdoor gatherings amid lush greenery.

4.97 out of 5 average rating, 108 reviews

4.88 out of 5 average rating, 110 reviews

4BR Private Coastal Retreat: Heated Pool, Near AMI

A spacious patio is highlighted by a heated pool, surrounded by a decorative stone border. Comfortable outdoor seating is arranged nearby, beneath string lights that create a soft glow. A serene water view and lush greenery are visible in the background, enhancing the outdoor ambiance.

4.96 out of 5 average rating, 152 reviews

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

A spacious living area features exposed wooden beams and a cozy seating arrangement, including a leather couch. A large television is positioned on a wooden stand, while a dining area with a rustic table and chairs offers ample seating. Natural light floods in from the nearby windows.

4.98 out of 5 average rating, 121 reviews

Cozy Cottage - close to Manatee River

4.99 out of 5 average rating, 139 reviews

Saltwater heated pool w/ massage chair + hot tub

Family- and pet-friendly home rentals

4.95 out of 5 average rating, 154 reviews

Modern Home#Free Heated Pool#IMG#AMI

4.98 out of 5 average rating, 107 reviews

Tina’s Cottage - Close to the Beach - Updated

4.9 out of 5 average rating, 173 reviews

Beautiful Lake View Home - Close Beaches / IMG

4.95 out of 5 average rating, 213 reviews

Saltwater Smiles-5 miles to Beach-Salt/Heated Pool

A wooden dock extends over calm waters, surrounded by palm trees. A covered seating area with a table and several lounge chairs is present, offering a relaxed spot for enjoying nature. Nearby houses are visible across the water, contributing to the serene environment.

4.96 out of 5 average rating, 150 reviews

Historic Wares Creek 3 bedroom with dock access

4.94 out of 5 average rating, 104 reviews

Home in South Bradenton

Stylish Pool Home • Near IMG & Beaches • Top Rated

4.92 out of 5 average rating, 37 reviews

FUN! - 12 min to Beach, 10 min to IMG, Heated Pool

5.0 out of 5 average rating, 4 reviews

The Wabi House

Family-friendly home rentals with a pool

4.98 out of 5 average rating, 47 reviews

Heated Saltwater Pool • AMI & Beaches

4.93 out of 5 average rating, 28 reviews

Beautiful home with guest house~mini golf and pool

4.96 out of 5 average rating, 53 reviews

4 BR Pool Home | Sand Volleyball | Near AMI & IMG

4.97 out of 5 average rating, 34 reviews

Backyard Oasis | Game Room | Luxury | Heated Pool

5.0 out of 5 average rating, 12 reviews

The Rainbow Lagoon | Pickleball, Heated Pool, Golf

4.84 out of 5 average rating, 73 reviews

6BR 5mi to Beach • Htd Pool • Theater • Game Room

4.85 out of 5 average rating, 54 reviews

‼️4BR Oasis w/ Heated Pool Near Anna Maria Island