Vacation rentals with a pool in South Bradenton

A private inground pool is surrounded by lounge chairs and a pergola, offering a relaxing outdoor space. Plush grass and a textured concrete area create a seamless transition, while trees provide shade. A whimsical swan float rests in the water, inviting leisurely enjoyment.

4.93 out of 5 average rating, 165 reviews

Endless Outdoor Fun-86°Pool-Game Room-Dog Friendly

WOW! Shake up your next vacation! Close to AMI and dntown Bradenton local eats. This VERY chic home is waiting for you! Feeling competitive? Our game room is filled with head to head competition air hockey, skee ball, basketball - you choose. Outside the fun continues with Giant Jenga, corn hole or connect 4. Enjoy the afternoon in our solar heated pool, SWING on the lounge chairs under the pergola while enjoying a fire. Or enjoy a day at the best beaches for INCREDIBLE fun for all ages.

4.96 out of 5 average rating, 108 reviews

A&A's Paradise near IMG & Anna Maria beaches

Conveniently located just 12 minutes drive from the beaches, close to IMG Academy and all amenities, this second floor corner condo has much to offer. Its picturesque lake view, modern upgrades, and spectacular open-concept design combine to enhance your vacation experience. Facilities at Shorewalk Palms include heated swimming pools, hot tubs, tennis court, basketball court, shuffle board court, pool table, ping pong table, BBQ area and a kid's playground. All are available for your enjoyment

A spacious outdoor area is presented with a heated pool, framed by a screened enclosure. Poolside seating includes lounge chairs, while a concrete patio surrounds the pool. Lush greenery is visible beyond the enclosure, providing a sense of privacy and tranquility.

4.94 out of 5 average rating, 123 reviews

Vacation Pool - House in Bradenton!

Welcome and enjoy a relaxing vacation house with your family. This heated POOL house is well situated and well-maintained in a cul-de-sac and is central to the beach (15 minute drive to Anna Maria Island), IMG Academy, The Bradenton Country Club, famous Riverwalk, downtown and numerous restaurants and shopping options. Enjoy your own private oasis with plenty of space for your family and friends with 3 bedrooms that can sleep 8 guests and a fourth bonus room that can sleep 2 additional guests

Superhost

A lively outdoor area features a heated pool with a water slide, a putting green, and colorful chairs arranged for relaxation. Games such as cornhole and paddleball are visible, alongside a 20-foot outdoor movie screen, creating a fun space for entertainment.

4.87 out of 5 average rating, 79 reviews

Modern Coastal 2/2 condo w/pool 6 mins to IMG

Elevate your next Florida getaway and stay at this recently renovated 2-bedroom, 2-bathroom vacation rental condo in Bradenton! This unit is located in the Cedar Run community and boasts 1,000 square feet, accommodations for up to 6 guests, and a community pool. Easily access local attractions like Bradenton Beach, Downtown Sarasota, championship golf courses, and the IMG Academy. When you're not out exploring, unwind on the screened-in porch or inside the condo on the plush furnishings!

The image showcases a vibrant backyard area featuring a heated swimming pool under a screened enclosure. Comfortable seating is arranged, and a private mini golf course is visible. A separate game room with entertaining equipment like shuffleboard and a colorful mural is also displayed.

5 out of 5 average rating, 23 reviews

FREE Heated 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. -FREE 85* Heated Pool -Private Mini Golf Course -Hot Tub -Outdoor Movie -Backyard Arcade Shed -Fire Pit & Grill - AMI: 8mi -IMG: 4mi

A dining area is presented with a glass table set for four, featuring white plates, sparkling glasses, and blue napkins. A stylish centerpiece with flowers adds color. The kitchen is visible in the background, showcasing modern appliances and warm granite countertops.

4.91 out of 5 average rating, 33 reviews

Lovely Condo! Pools~Lanai~WiFi. By IMG~Beaches~AMI

Welcome to this lavish 1250 sq. ft. 2nd lakefront condo in a serene, resort-style community! Enjoy heated pools, Jacuzzis, tennis, pickleball, a clubhouse, BBQs, and walking paths. Perfectly located: 5 mins to IMG Academy, grocery stores, and dining; 15 mins to award-winning beaches; and just minutes to top golf courses. Free parking included. Whether you're here to relax or explore, this condo is the ultimate getaway! Book your stay today and experience the best of Florida!

A serene outdoor space features a sparkling pool surrounded by lush greenery and tropical plants. Comfortable lounge chairs are placed along the poolside, and string lights cast a warm glow overhead. A shaded seating area with a gazebo can be seen in the background.

4.91 out of 5 average rating, 377 reviews

Palm Retreat: #1 Top Rated Rental of Bradenton/AMI

Enjoy Florida sun in a stunning, newly renovated 4/2 pool home! We have provided almost everything we could think of including five 4k TVs w/ Netflix and cable, wifi, heated (optional) salt water pool w/ 7' privacy fencing, adult bikes, beach gear, Pack & Play, office, board games, relaxing lounge chairs, stocked kitchen, washer & dryer, garage parking, dog crate, all in a quiet and safe neighborhood. Oh, and of course it's just 5 miles to world renowned beaches.

A clear, inviting saltwater pool is surrounded by lush tropical palms. A large deck area offers seating with an umbrella, while a colorful inflatable floats on the water's surface, adding a playful touch to the serene outdoor space.

4.98 out of 5 average rating, 196 reviews

Sunshine Oasis with heated saltwater pool

3 bedroom 2 bath home just minutes from beautiful Anna Maria Island. Just 15 minutes from Sarasota airport and 5 minutes from IMG Academy. Very close to Robinson Preserve The house has WIFI and cable TV. Security camera monitors driveway. Fully stocked kitchen: Pots, pans, utensils, new stainless steel appliances, coffee maker, Keurig, etc.). saltwater pool and privacy fenced in back yard. Beach equipment provided Two stall garage for parking.

An aerial view captures the pool area featuring a private heated saltwater pool and spa, surrounded by a spacious patio. Lush palm trees and vibrant landscaping border the space, while a serene pond complements the scene, enhancing the outdoor environment.

5 out of 5 average rating, 103 reviews

AMI Beaches + IMG Sports + Hot Tub & Pool!

🌴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!

A modern cottage is shown with a welcoming front porch featuring white railings. Two teal chairs are placed on the porch, surrounded by palm trees. Soft sunlight is seen illuminating the exterior, highlighting the light-colored siding and clean lines of the structure.

5 out of 5 average rating, 9 reviews

Cozy, modern cottage near beach!

Escape to a Cozy Modern Cottage Near the Beach! Welcome to your perfect getaway—a charming, modern cottage close to the beach! What You'll Love: - Fully Equipped Kitchen - Fast WiFi & Smart TV - Low Cleaning Fee Perfect for: - Couples looking for a romantic escape - Solo travelers seeking relaxation - Small families or friends wanting a beachside adventure Book now and experience the perfect blend of comfort, style, and location!

4.97 out of 5 average rating, 107 reviews

A spacious living room features a large grey sectional sofa with teal accent pillows, a wooden coffee table, and a light blue area rug. Large glass doors provide access to an outdoor area, while a vibrant seascape painting adorns the wall.

Apartment in Bradenton

Sweet Retreat at Shorewalk!

Bring the whole family to this great place with lots of room for fun. A spacious 2 bedroom, 2 bathroom condo on the second floor, newly renovated and fully equipped, is within walking distance of supermarkets, restaurants, the cinema, and bowling. Whether you are a single family on vacation, a couple enjoying a weekend getaway, or a sports team in training, we have you covered. Stay with us and enjoy all the comforts of home!