Family-friendly holiday rentals in South Bradenton

4.93 out of 5 average rating, 174 reviews

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.

Guest suite in Bradenton

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.

4.99 out of 5 average rating, 245 reviews

A private stock tank pool is surrounded by a wooden deck and lounge chairs. An umbrella provides shade over the pool area. Colorful towels and a stylish table with refreshments are visible, set amidst a landscaped courtyard with lush greenery.

Guesthouse in Sarasota

Magical Guesthouse 1 mi from SRQ airport

@Aloe_Stranger Dreamy + fresh! This 1-bedroom guesthouse has a king bed, full bath, kitchen, washer/dryer, daybed + sleeper sofa. NEW STOCK TANK POOL! Full of style - it feels like you're in your own art installation. 1 mile from SRQ Airport, it boasts a great location as well cushy comforts. 1/2 mile from Sarasota Bay, 15 min from Lido Beach, 15 min from Siesta Key and many beaches around the Sarasota/Bradenton area. 10 min from downtown Sarasota, 1 mile from the historic Ringling Museum

Campervan/RV in Bradenton

4.92 out of 5 average rating, 115 reviews

Orange Bubbles – Cozy & Creative Getaway

Bienvenido a Orange Bubbles, un alojamiento único y lleno de energía positiva. Aquí cada detalle ha sido pensado para que disfrutes de una estancia acogedora y relajante. 🚐 Perfecto para escapadas cortas, viajes Ya sea que vengas a desconectar, trabajar a distancia o explorar la zona, aquí encontrarás un lugar original, cómodo y con mucha personalidad. 📍 Ubicación privilegiada: • A solo 10 minutos de la prestigiosa IMG Academy • A 20 minutos de las hermosas playas de Anna Maria Island

A private backyard features a heated pool surrounded by a spacious patio, offering lounge chairs and a vibrant mural. The area is enclosed, providing a secure environment for families, while a putting green lies nearby, inviting guests to enjoy outdoor activities.

4.96 out of 5 average rating, 114 reviews

Heatd Pool + PuttPutt + Close2IMG + Tropical Oasis

Welcome to Turtle Cove – This freshly designed home is centrally located in Bradenton - minutes from beautiful beaches, historic downtown, and the IMG academy. This Tropical Oasis has something for the whole family, including a Heated Pool, Putting Green, Fire Pit, BBQ Grill, Pool Table, Outdoor Bar, & more! Whether you want to spend your days enjoying the beautiful beaches or soaking up rays in your private pool, you are sure to create lasting memories during your stay at Turtle Cove!

4.92 out of 5 average rating, 101 reviews

Tiny home in Bradenton

Adorable and relaxing studio 19 min from the beach

A private, beautifully renovated space in my home, ideal for 1 or 2 guests, but it is totally independent with a separate, autonomous and private entrance,Just 20 minutes from the stunning beaches of Anna Maria Island, and close to beautiful nature preserves, parks, and local attractions. In a quiet, safe neighborhood,our space is fully equipped with everything you need for a comfortable short stay. Enjoy the convenience of a peaceful retreat with easy access to all the area has to offer

A bright living and dining area features a round glass table set for four, cozy seating arrangements with light-colored sofas, and a television. Natural light flows through large sliding glass doors, which lead to a screened lanai overlooking a serene outdoor space.

4.86 out of 5 average rating, 117 reviews

Sunny Bella Rosa – Pools, Spas, near IMG & Beaches

Welcome to Florida Bella Rosa – a charming, sun-filled lakeside condo with a warm coastal Florida vibe, lovingly decorated to make you feel right at home. Located in the sought-after Shorewalk Vacation Villas community, you’ll almost sense the gentle Anna Maria Island breeze drifting through your stay. We’re just 7 miles from the stunning Gulf/Anna Maria Island beaches and only 2 miles from IMG Academy, with Sarasota–Bradenton International Airport just a 20-minute drive away.

4.91 out of 5 average rating, 190 reviews

Christmas in the Sunshine - Sandy toes*Htd pool

The holidays are here, and what better gift than the gift of time together? Escape the cold and make unforgettable memories in the warmth of the sun and the beautiful beaches of our city. This home, complete with a heated pool, hot tub, inviting outdoor spaces, and bright, cheerful decor, has everything you need for quality time and relaxation. Enjoy sunshine, comfort, and connection - the perfect escape from the winter chill!

4.93 out of 5 average rating, 146 reviews

A cozy sleeping area is highlighted by a framed beach scene above a bed adorned with green and white patterned pillows. A white tray holds two glasses and a small potted plant, positioned on a white quilt. Light wood paneling accents the walls.

Tiny home in Bradenton

Cozy, relaxing studio 17 minutes from the beach.

This is a (small) space in my home (162 square feet), renovated, cozy and beautiful, Fully equipped so you can enjoy a pleasant and comfortable stay. Totally private and independent. Located in a very quiet and safe neighborhood, just 17 minutes from Anna Maria and other beautiful beaches, nature reserves and other attractions. ready for 1 or 2 people.( We have another beautiful stay for 2 people on the same property).

4.93 out of 5 average rating, 184 reviews

A private patio area features two black chairs and a small white table, inviting relaxation. It is surrounded by a white fence and includes a potted plant on a stand. A decorative mat adds a touch of color to the space.

Guesthouse in Bradenton

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!

4.94 out of 5 average rating, 121 reviews

A spacious bed with a soft headboard is centered against a light-colored wall. Two pillows are arranged neatly on the bed, complemented by a cozy blanket. A bedside table holds a lamp and a small plant, while wall-mounted shelves display additional greenery.

Guesthouse in Bradenton

Peaceful Paradise

Kick back and relax in this calm, stylish space. Our one bedroom, one bath guesthouse has a private entrance, and separate fenced area. The neighborhood is safe and quiet. Four miles to IMG (Bradentons premier sport's school) and just 6 miles to the beautiful sandy beaches of Anna Maria Island. A perfect location for professionals, traveling singles and couples looking to get away.

4.98 out of 5 average rating, 159 reviews

A cozy sleeping area features a spacious bed with light green linens. A small wooden table and chair are positioned beside the bed, while a dresser adds storage space. A television is mounted on the wall, with decorative wall art enhancing the serene environment.

Guesthouse in Bradenton

Cozy Private Estudio • Near IMG, Beach & Airport

Cozy tropical retreat just 4.6 miles from Sarasota Airport and 7 miles from the beach. Perfect for two! Enjoy a private stock tank pool, fully equipped kitchen, comfy bed, fast Wi-Fi, and free parking. Relax in your own peaceful outdoor space and feel the tropical vibe. Ideal for a romantic escape, a beach weekend, or simply to unwind in a unique and private setting.

4.99 out of 5 average rating, 148 reviews

A spacious living area features a large blue sectional sofa and a wooden coffee table. A small dining table with chairs is positioned near the kitchen area. Soft lighting and coastal-themed artwork add to the room's ambiance, complemented by a decorative blue area rug.

Guest suite in Bradenton

Adorable Manatee Guest House

Our guest house is conveniently located in a quiet neighborhood, a few miles from the sandy white beaches of Coquina Beach, Brandenton Beach, Holmes Beach, Manatee Beach, Ana Maria Island, and Siesta Key Beach. The Downtown and IMG Academy are also just a short drive away. Our home is a perfect place to relax between trips to the beach and local attractions.

Popular amenities for South Bradenton family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A light-filled living area features a comfortable sofa and a wooden coffee table, set on a striped rug. A flat-screen television is positioned on the side, and botanical-themed artwork decorates the walls, contributing to a serene and inviting environment.

4.92 out of 5 average rating, 318 reviews

Home near Anna Maria Beach w/ Hot Tub + Fire Pit

Superhost

A bright bedroom features a spacious bed with light bedding and a wicker nightstand on either side, each topped with a lamp. A chair rests in the corner, and a large window offers views of greenery outside, bringing in ample natural light.

4.82 out of 5 average rating, 102 reviews

Palms Villa: Cozy & Minutes from Anna Maria Island

An inviting outdoor space features a heated swimming pool surrounded by paver stones and lounge chairs. A vibrant mural decorates the exterior wall, and a gazebo offers shaded seating. The scene is enhanced by a colorful sunset sky, providing a relaxing ambiance.

4.97 out of 5 average rating, 67 reviews

Winter Escape! Heated Pool-Hot Tub-Family Games!

4.97 out of 5 average rating, 155 reviews

SLeePs 18-JaCuZZi-2kingSuites-Pickleball-2babyCrib

4.95 out of 5 average rating, 101 reviews

The kitchen features modern cabinetry with glass-front doors, showcasing dishware and decorative items. A teal backsplash adds color above the wooden countertop, which includes a stainless-steel sink and various utensils. A small stool is positioned nearby for convenience.

Guest suite in Sarasota

The Animal House

A spacious living area features modern furnishings, highlighted by a large flat-screen TV mounted on a stylish accent wall. The tile floor reflects the soft lighting from recessed ceiling fixtures. A comfortable cream-colored sofa and a sleek coffee table provide a welcoming setting for relaxation.

4.98 out of 5 average rating, 135 reviews

Palmas de Lucia w/Hot Tub+5mi to Beach, Near IMG!

A screened-in pool area features a sparkling pool accompanied by a spa, both bordered by smooth concrete. Surrounding the pool are lounge chairs in bright colors, with lush greenery visible through the fencing, offering a serene outdoor retreat.

4.94 out of 5 average rating, 32 reviews

Heated Pool, Spa, BBQ, Games, Fire Pit, Sleeps 10

A bright living area features a comfortable couch and a glass coffee table. A television is positioned on an entertainment unit. Large windows offer views of the outdoor space, framed by elegant curtains. A dining area with a small table and chairs is visible in the background.

4.9 out of 5 average rating, 89 reviews

Serene 2 Bedroom Condo in ShoreWalk Resort

Family- and pet-friendly home rentals

A spacious sleeping area features two comfortable beds dressed in soft teal linens. A pull-out sofa is visible nearby, providing additional seating. A ceiling fan diffuses light evenly across the room, which includes a piece of wall art and a glimpse of the kitchen area in the background.

4.86 out of 5 average rating, 96 reviews

Cozy Home | 10 & 15 Min to IMG/Beach | Budget Stay

4.89 out of 5 average rating, 236 reviews

A welcoming living space is visible through an opening, featuring a comfortable blue chair and a wall-mounted TV. Natural light filters through a window, illuminating the white walls and partially covering a cozy bed with blue and white bedding in the adjacent area.

Guesthouse in Sarasota

Supercute Beach Themed Retreat Free Parking Wi-FI

4.92 out of 5 average rating, 179 reviews

Home in Palmetto

Palmetto Palms Oasis

Superhost

A private patio area features two patterned chairs and a small table, surrounded by potted plants. The outdoor space is accessible and provides a peaceful setting, with natural light highlighting the cheerful atmosphere.

4.82 out of 5 average rating, 90 reviews

Relaxing Bradenton Guesthouse Near Everything

4.78 out of 5 average rating, 268 reviews

Tropical Oasis - Private Pool - Close Beaches

5 out of 5 average rating, 24 reviews

A well-lit private room features a queen bed with a white quilt, complemented by a stylish wooden headboard. A bedside lamp is positioned beside the bed, and sunlight filters through a window with light curtains. The entrance door is visible, along with a small air conditioning unit.

Apartment in Bradenton

Fantastic 1 bed/1bath on IMG Campus!

An outdoor patio area is illuminated by hanging string lights, creating a welcoming atmosphere. A round table surrounded by four chairs is positioned on the stone paving, with a grill nearby. The fenced yard offers a sense of privacy, with mature trees providing some shade.

4.89 out of 5 average rating, 66 reviews

Stay & Play - 4 min from IMG

4.93 out of 5 average rating, 120 reviews

A private patio space features comfortable seating and lounge chairs on a manicured lawn. Ambient lighting illuminates the area, enhancing the inviting atmosphere. A shaded area provides shelter, and the overall layout promotes relaxation and outdoor enjoyment.

Guest suite in Bradenton

Adorable 1 bedroom close to IMG, AMI beaches

Family-friendly home rentals with a pool

The kitchen showcases modern stainless steel appliances, including a refrigerator and microwave. A circular glass dining table set with four sleek chairs is positioned beneath a contemporary light fixture. Soft green tile backsplashes and ample counter space complement the functional layout.

4.96 out of 5 average rating, 142 reviews

Oasis Villa Retreat Close to Beaches & IMG Academy

Superhost

An outdoor space features a heated pool with a water slide, a putting green, and game areas for cornhole and paddleball. Colorful chairs surround the area, while a large outdoor movie screen is visible. Brightly colored cups and other kids' games are also showcased.

4.88 out of 5 average rating, 85 reviews

*Upscale 2/2 condo with pool 6 mins from IMG

4.96 out of 5 average rating, 106 reviews

A fenced-in outdoor area features a swimming pool surrounded by a red brick patio. Sun loungers are positioned beside the pool, and a pool house is visible in the background, complemented by lush greenery and large trees draped with moss.

Cottage in Palmetto

1930s Cottage + Pool 12 miles to Beach

4.92 out of 5 average rating, 25 reviews

2BR - Retreat near IMG and Beaches

A modern dining area is presented with a glass table and white chairs, complemented by a decorative floral centerpiece. The adjacent living space features a comfortable gray sofa and ambient lighting, alongside large windows that allow natural light to fill the room.

4.89 out of 5 average rating, 74 reviews

Superb 2BR Condo: Pools~WiFi! By IMG~Beaches~AMI

4.94 out of 5 average rating, 144 reviews

A circular pool is surrounded by a landscaped area featuring vibrant plants and red stones. Lounge chairs offer seating nearby, while a shaded umbrella provides relief from the sun. Inflatable rings float in the clear water, and a view of the canal can be seen in the background.

Cottage in Bradenton

Waterfront+Pool+Putting Green+Beach Gear! 2BR/2BA

A modern living room is featured, showcasing a large smart TV displaying a beach scene. A comfortable sectional sofa with neutral tones and patterned cushions invites relaxation. Soft lighting from a nearby table lamp adds subtle warmth to the space, which is accented by coastal-themed artwork.

4.97 out of 5 average rating, 175 reviews

*Heated* Pool Home Minutes to Anna Maria Beaches

An above-ground pool is visible, set against a backdrop of a colorful sunset sky. The surrounding area features a privacy fence and trees, creating an inviting outdoor space for relaxation.