Vacation rentals with a pool in South Bradenton

A screened lanai offers a peaceful retreat with a view of the pond and trees reflecting on the water. Comfortable seating is provided, accompanied by a small table. Natural light flows in, enhancing the serene atmosphere of the space.

4.97 out of 5 average rating, 142 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

4.98 out of 5 average rating, 103 reviews

A cozy living area features a light blue wall, with a comfortable white sofa arranged around a neutral-toned rug. In the foreground, a wooden dining table with four chairs provides seating. Natural light enters through a doorway that leads to an outdoor space.

Guesthouse in Bradenton

Serenity Lake

Keep it simple at this peaceful and centrally-located place. 15 minutes from beaches this lovely apartment sits on a pond full of fish with a dock. Large pool ready for swimming and sunning. Charcoal and gas grill available. Beautiful upper deck to sit and enjoy the large mango tree and view over the lake. Golf cart available for evening rides. There is a large driveway for a boat. Swim and fishing accessories available. Minutes from I-75 - also near the famous Lakewood Ranch downtown.

4.94 out of 5 average rating, 174 reviews

Three blue Adirondack chairs are positioned on a grassy area overlooking a tranquil canal. The chairs face the water, enhancing the serene environment. A white picket fence borders the space, with greenery and trees visible in the background.

Cottage in Bradenton

Waterfront Retreat• Private Pool• Golf• Ping Pong!

Dive into the ultimate summer getaway! Relax at this cozy waterfront cottage with a private pool, & a short drive to AMI’s white-sand beaches. 2BR/2BA with two living areas include a bright Florida room overlooking the canal. Enjoy ping pong and a putting green ⛳. Start your mornings with coffee on the dock, watching fish jump out of the water. Fast WiFi, workspace, beach gear, and a kitchen with cooking essentials. Perfect for beach days, family getaways, or a relaxing coastal escape.

4.85 out of 5 average rating, 106 reviews

A Place to Relax with sun battery heated pool.

Welcome to our beautiful 3 bedrooms 2-bathroom heated pool home! This spacious and cozy house has everything you need for a perfect escape from the hustle of everyday life. The living room is bright and airy with comfortable seating and a flat-screen TV. It has a direct access to the pool area, where you can relax, swim, or lounge in the shade watching outdoor TV. All bedrooms equipped with comfortable beds, fresh linens, and plenty of storage space to unpack and make yourself at home.

A spacious outdoor area features a heated saltwater pool surrounded by a screened enclosure. A jacuzzi is attached to the pool, with multiple lounge chairs positioned for relaxation. Lush greenery lines the perimeter, enhancing the sense of privacy and tranquility.

4.85 out of 5 average rating, 107 reviews

Stylish 6 Bed Pool Home with Golf Simulator & Spa

Experience ultimate Florida luxury at our 6-bedroom, 4-bathroom Bradenton home, fully remodeled for your perfect staycation. Enjoy a heated saltwater pool, spa, outdoor kitchen, and bar with granite counters, ice maker, and fridge. Nestled at the end of a private drive, this paradise offers a golf simulator, putting green, and cornhole court. Centrally located yet secluded, it comfortably sleeps 12. Non-smoking and meticulously clean, this is your dream getaway for relaxation and fun.

4.9 out of 5 average rating, 105 reviews

Heated Pool *Fenced Yard *Dog Friendly

My dear guests! You are gonna LOVE this house. It has everything you need to have perfect vacation You can’t ask for a better location, the house is minutes away from world known beaches like Anna Maria Holmes Beach Longboat etc It’s only 3 mins away from DOWNTOWN with phenomenal waterfront restaurants and river walk. Tampa Sarasota StPete and all attractions offered are right there for you and your family Huge pool and outdoor dining space will help you to relax

4.79 out of 5 average rating, 287 reviews

Tropical Oasis - Private Pool - Close Beaches

Enjoy a tropical Paradise with private pool. Beautiful palms and an over-sized private pool. This beautiful pool home is only a short drive to Anna Maria Island. Floridas most beautiful white beaches on the Gulf Coast. Huge master bedroom with attached full bath and access to the pool area. Free high speed WIFI. Smart TV in living room queen room. 2 parking spaces. Convenient to beach bars, golf, shopping. 25 Min. Sarasota and 45 Min. Tampa Airport.

A saltwater heated pool is surrounded by a spacious patio area. Two lounge chairs with striped cushions are positioned nearby, along with a shaded bar area. Lush palm trees provide a tropical feel, with a well-maintained lawn and a privacy fence visible in the background.

4.94 out of 5 average rating, 237 reviews

Private Heated Pool, Turfed Putting Green Retreat

Imagine life in a tropical oasis-surrounded by palms trees, turfed lawn and putting green while enjoying the Florida sun relaxing your private saltwater heated pool with extended sun shelf. This 3 bedroom/2 bath 1940s bungalow is a great place to relax and unwind with your own resort style backyard. The fully equipped home, located between downtown Bradenton and Anna Maria Island offers fun in every direction. We guarantee you'll want to stay awhile!

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, 213 reviews

Sunshine Oasis with heated pool minutes to IMG

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.). Heated pool and privacy fenced in back yard. Beach equipment provided Two stall garage for parking.

A comfortable living area is furnished with a gray sofa and decorative pillows. A large beanbag sits on the textured rug, while a medium-sized TV is positioned on a light-colored console. Natural light fills the space through sliding glass doors, adorned with sheer curtains.

4.96 out of 5 average rating, 136 reviews

Waterfront View Mins To AMI Beaches

Luxurious lakefront 2 bedroom, 2 bathroom condo, centrally located at the Shorewalk Resort in West Bradenton just 10 mins from the white sandy beaches of Bradenton Beach, Anna Maria Island and close to Siesta Key, Longboat Key, Lido Key & St. Armands Circle. Whether you’re looking for a family friendly vacation, winter getaway, IMG Academy visit, romantic retreat, or you just want to relax and enjoy the Florida sun, this place is perfect for you!

4.86 out of 5 average rating, 112 reviews

Pool • Pets OK • 500MB WiFi • IMG & AMI • RV Park

⭐ ️5/5 "Felt right at home... Very welcoming, family-friendly vibe and the private pool was phenomenal" - Julio P. ✅ Phenomenal Private Pool (100% fenced yard) 💻 500 Mbps WiFi & dedicated workspace 🍽️ Fully stocked kitchen 🚙 Boat/RV Parking (for 5 vehicles) 🐶 Pet-Friendly (with doggy daycare nearby) 🏖️5.5 miles to Anna Maria Island (AMI) & Longboat Key 📍3.7 miles to IMG Academy & Manatee Hospital 🛫7.4 miles from SRQ Airport

4.97 out of 5 average rating, 155 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!

Popular amenities for South Bradenton rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A spacious living area features a large sectional sofa, offering ample seating. A contemporary chandelier hangs from the ceiling, while a light-colored coffee table sits at the center. In the background, a modern kitchen is visible, accentuated by sleek cabinetry and bright lighting.

4.96 out of 5 average rating, 122 reviews

AMI/IMG/Boat/Bikes/Golf/Hottub/Kayak/Beach/pool

4.98 out of 5 average rating, 125 reviews

4BR 3B: Heated Pool, Pool Table, close to AMI/IMG!

A private tropical heated pool is framed by lush greenery and palm trees. A lounge chair with a colorful towel rests beside the tranquil blue water. The inviting pool area is enclosed in a screened area, enhancing privacy and comfort.

4.94 out of 5 average rating, 284 reviews

Paradise Retreat

4.94 out of 5 average rating, 172 reviews

Private Heated Pool | Bradenton Vacation Home

A polished, heated saltwater pool glows in a soft blue hue, surrounded by lounge chairs under a screened enclosure. Warm lights illuminate the inviting backyard space, reflecting off the tranquil water, while a gas grill is positioned nearby for outdoor cooking.

4.97 out of 5 average rating, 149 reviews

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

An inviting exterior view of Sunrise Villa showcases a well-maintained landscape featuring lush greenery and vibrant plants. A spacious driveway leads up to a garage, with decorative stone detailing accentuating the garden area. The home is framed by palm trees, contributing to the tropical ambiance.

5.0 out of 5 average rating, 129 reviews

Sunrise Villa - Tropical 3 bedroom home with pool

4.98 out of 5 average rating, 103 reviews

A well-maintained front yard features lush green grass and a large agave plant. The house, showcasing a contemporary design, is flanked by palm trees. A driveway leads to a two-car garage, with additional landscaped areas adding to the outdoor appeal.

Home in Cortez

Dockside Dreams - Pool, Spa & Waterfront Dock

4.87 out of 5 average rating, 105 reviews

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

Condo rentals with a pool

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.

4.83 out of 5 average rating, 117 reviews

Palms Villa: Cozy & Minutes from Anna Maria Island

A cozy lanai features a view of the tranquil lake, with vibrant turquoise chairs arranged around a patterned rug. Potted plants add greenery, while large glass doors provide natural light and an outdoor connection.

4.95 out of 5 average rating, 212 reviews

The Seashell Cottage with peaceful water views!

The inviting living area features a brown leather sofa paired with a teal accent chair. A circular mirror is positioned above a coffee table, which holds magazines. A patterned rug sits beneath, and natural light filters through the sliding glass doors.

4.96 out of 5 average rating, 161 reviews

Cozy 2 bed/2.5 bath townhome

A vibrant sunset is captured over the water, with deep orange and yellow hues blending against a backdrop of clouds. The scene is framed by silhouettes of foliage, creating a serene natural setting that highlights the beauty of the coastal landscape.

4.94 out of 5 average rating, 185 reviews

Luxury 3/3 condo in Margaritaville Resort

4.99 out of 5 average rating, 182 reviews

Condo in Longboat Key

Sunny Days on LBK!

4.88 out of 5 average rating, 112 reviews

Condo in Holmes Beach

#terraceLIFE | 2 Blocks to Beach | Heated Pool

4.98 out of 5 average rating, 109 reviews

Condo in Longboat Key

Beach Condo with Quiet, Private Beach

4.96 out of 5 average rating, 111 reviews

Condo in Holmes Beach

Steps to the beach! Condo with pool at The Terrace

Other vacation rentals with a pool

4.92 out of 5 average rating, 26 reviews

The Bay and Banyan

4.94 out of 5 average rating, 64 reviews

The kitchen area features modern white cabinetry with a stylish backsplash. A granite countertop extends into a breakfast bar, showcasing a bowl of fresh fruit, including bananas and pineapples. Stainless steel appliances, including a dishwasher, are visible against the warm tones of the space.

Apartment in Bradenton

Lovely Resort Retreat Near IMG & Anna Maria Island

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.

5.0 out of 5 average rating, 90 reviews

Heated Salt Pool•Mini Golf•Arcade•Spa•AMI 6mi•IMG

4.94 out of 5 average rating, 99 reviews

Stylish Pool Home • Near IMG & Beaches • Top Rated

The outdoor space is highlighted by a shimmering private pool surrounded by a smooth concrete patio. Cozy lounge chairs are positioned nearby, with a hammock hanging in the shade. The tranquil house sits in the background under a colorful sunset sky.

4.86 out of 5 average rating, 56 reviews

Coastal Haven w/pool in Bradenton

5.0 out of 5 average rating, 6 reviews

{The Mod Mango} Family Pool Home Near AMI Beaches

A spacious dining area features a dark wood table surrounded by four chairs, complemented by a neutral-toned area rug. Bright pendant lights hang above, illuminating the space. A modern kitchen with white cabinetry and stainless-steel appliances is visible in the background, alongside a cozy seating area.

4.96 out of 5 average rating, 83 reviews

3BR/Bungalow w/ Heated Saltwater Pool Near IMG/AMI