Vacation rentals with a pool in Bayshore Gardens

4.82 out of 5 average rating, 101 reviews

A serene outdoor space features a saltwater pool surrounded by lush greenery and decorative rocks. Palm trees and various plants enhance the area, while the tranquil water view is visible in the background, providing a calming atmosphere for relaxation.

Loft in Bradenton

Mediterranean-Type Waterfront w/Pool-Saltwater Spa

Kick back in this Scent of Serenity Retreat. This 3-Level Private 2-Bedroom/1 Bath apartment/loft sleeps up to 5 guests. Pool-Saltwater Spa. Recreation Rm. Shared Laundry Rm in bldg. Level 1: Twin Bed sleeps 1 Lev. 2: Master Queen Bed for 2; Lv Rm: Futon Sleeps 1 ; Air mattress sleeps 1 Lev.3-Observation/Yoga Rm. Spiral Staircase. No wheelchair access. Not suitable for kids under 12. 10mins from SRQ. Botanical gardens, shopping, restaurants - 1-2 mi. Beaches w/Free parking 9 mi away.

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, 123 reviews

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

Welcome to the Paradise Fun House, the ultimate spot for your dream bash! Our Airbnb oasis is packed with tons of fun and activities for an epic stay. Cruise around on free bikes or kayaks, fish with top-notch gear, challenge friends to mini-golf, chill in the hot tub, or enjoy our game collection. Golf clubs and beach gear are ready to roll. Our spacious layout is perfect for partying all night long. Book now for the ultimate fun or relaxing experience! Boat/Dog-sitting/cleaning are available

4.93 out of 5 average rating, 129 reviews

Cozy Beach House Including King Size Suite !

Welcome to our beach home ! Located in a beautiful neighborhood where you can unwind & relax with the family after a long day at the beach. We are located only a short drive to the finest beaches in FL where you can find sand dollars with the kids & view breathtaking sunsets ! Play a game of pool, grill out on our patio, & enjoy our fire pit & enclosed pool !! This easy access one-level home sleeps up to 8 people. Conveniently located within minutes from groceries, restaurants, and attractions.

A modern bedroom features a four-poster bed dressed in neutral linens, complemented by wall-mounted lamps. A decorative bench is placed at the foot of the bed. Natural light fills the room through large sliding glass doors that open to a private balcony.

4.91 out of 5 average rating, 158 reviews

4BR Golf View-Heated Pool/IMG Academy/Near Beaches

Welcome to The Cortez Retreat! We are delighted to have you. This gorgeous home has been completely renovated in a peaceful neighborhood overlooking the IMG Golf Course. Pack your bags and get ready to escape to SW Bradenton, just 6 miles from SRQ Airport and 10 miles from downtown Sarasota. Siesta Key has been rated the #1 beach in the US, only 17 miles from the home. Additionally, Ana Maria Island is 11 miles, Lido Beach 12 miles, Coquina Beach 9 miles, and Longboat Key 12 miles from home!

4.98 out of 5 average rating, 104 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.

The covered swimming pool area features a spacious rectangular pool with crystal-clear water. Surrounding the pool are several lounge chairs, and the area is framed by a screened enclosure. Landscaped borders enhance the outdoor space with a touch of greenery.

4.82 out of 5 average rating, 224 reviews

Pool | Game Room | Fire Pit | Pet Friendly | 3 TVs

Our spacious single-level house is perfect for families or groups as it comfortably sleeps 10 people. The home features a renovated deep saltwater pool, an outdoor seating area with a BBQ grill, three 4K smart TVs with local channels (no cable), a game room and a fire pit. The backyard is fenced and well-behaved dogs are welcome. We are a short drive away from some of the best beaches in the country, amazing kayaking, biking and hiking trails. Minutes from downtown and blocks from the water.

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, 108 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.

4.96 out of 5 average rating, 135 reviews

A mobile home with a welcoming front porch is surrounded by lush greenery and colorful flowering plants. The structure features a light exterior, complemented by a decorative element above the porch. A carport for vehicle parking is visible, alongside a well-maintained pathway.

Cottage in Bradenton

Coastal Style 2BR cottage near Anna Maria Island

Relax with the whole family at this peaceful place to stay. Located in a mobile home/RV park 6.5 miles from Anna Maria Island, which offers some of the most beautiful beaches on the gulf coast. Centrally located between St. Petersburg and Siesta Key. This kid friendly community offers many amenities such as Pickle ball, swimming pool, shuffle board, horseshoes and gym on site. Stay a few days or a few months! Snow birds are welcome! Only 3.3 miles to Sarasota Airport.

5.0 out of 5 average rating, 20 reviews

Cottage on the canal

Relax in this backyard oasis with a pool, lush greenery, and views of the canal. Bring your boat or rent one for a day of fun on the water (canal access to Sarasota Bay). This cozy cottage also includes a sun-drenched lanai with a well-equipped bar. The location is close to Anna Maria Island, IMG academy, St Armand's Circle, Longboat Key, Lido Key, Siesta Key, and downtown Sarasota. The Sarasota/Bradenton International Airport is a 10 minute drive.

4.84 out of 5 average rating, 277 reviews

Sun-Soaked Oasis New Pool & Tiki Bar Close To IMG

Welcome to Your Private Florida Oasis 🌴 Step into a completely private, resort-style backyard designed for ultimate fun and relaxation. Whether you’re cooling off in the pool, practicing your short game, or catching the big game at the bar, this home is your ultimate vacation launchpad. Located 5 minutes from IMG Academy. New AC ICE 🥶! Perfect for hosting traveling work groups. Ample parking space in front for work trucks trailers boats ect...

4.94 out of 5 average rating, 104 reviews

Home in South Bradenton

Stylish Pool Home • Near IMG & Beaches • Top Rated

Just 2.2 miles from IMG Academy and 6.5 miles from Sarasota Airport! Near beautiful Coquina and Anna Maria beaches. Enjoy a private pool, ping pong table, and modern comforts in this stylish 3-bedroom, 2-bath home. Fully equipped kitchen, washer/dryer, smart TV, and fast Wi-Fi. One pet allowed with a $200 fee. Relax or entertain in the spacious fenced backyard. Ideal for families or couples seeking comfort, sun, and fun in Bradenton!

4.97 out of 5 average rating, 157 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 Bayshore Gardens rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.89 out of 5 average rating, 161 reviews

Ocean View of AMI | Hot Tub | IMG | 6 TVS |

4.97 out of 5 average rating, 38 reviews

Private Heated Pool~Yacht Rental~BBQ~Near Water

5.0 out of 5 average rating, 3 reviews

The Aviator | 7 Mins From SRQ | Pool | Giga Wifi

A clear view of the pool area is presented, featuring a sparkling blue pool surrounded by sun loungers. A shaded umbrella provides relief from the sun, while the tranquil Bay stretches in the background, enhancing the serene setting.

4.94 out of 5 average rating, 47 reviews

Birds and Sunsets

4.73 out of 5 average rating, 15 reviews

Blue Oasis 5512, Your Private Getaway

4.97 out of 5 average rating, 60 reviews

Pickleball/Heated Pool/Golf Front/Putt Green/BBall

5.0 out of 5 average rating, 27 reviews

Garden Home/Heated Pool/King-Bed/20 min Beach/Pets

A well-lit outdoor space features a heated pool with fountains, surrounded by lounge chairs and a patio umbrella. Bistro lights hang above, creating a warm ambiance, while tropical plants line the perimeter, enhancing the tranquil atmosphere.

4.95 out of 5 average rating, 76 reviews

IMG Heated Pool w/Golf Course + Bocce Ball Court!

Condo rentals with a pool

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, 144 reviews

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

A modern kitchen showcases sleek, white cabinetry and a dark granite countertop. Stainless steel appliances include a microwave and oven, complemented by a mosaic tile backsplash. The space is well-lit with natural light from an adjacent living area, creating an open and airy environment.

4.79 out of 5 average rating, 155 reviews

Shorewalk upgraded condo 4505.

The image captures a serene beach scene at sunset, with a golden sun reflecting on the gentle waves. Silhouetted seagulls stand in the sand, their shadows stretching across the shoreline as the day's warmth begins to fade.

4.9 out of 5 average rating, 115 reviews

Serene 2 Bedroom Condo in ShoreWalk Resort

4.88 out of 5 average rating, 139 reviews

Condo in Longboat Key

Sunset and beach view from your balcony Unit 403

4.98 out of 5 average rating, 258 reviews

Condo in Longboat Key

Island Time: Open Next Week!

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!

4.98 out of 5 average rating, 110 reviews

Condo in Longboat Key

Beach Condo with Quiet, Private Beach

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, 186 reviews

Luxury 3/3 condo in Margaritaville Resort

Other vacation rentals with a pool

4.97 out of 5 average rating, 39 reviews

Two modern cottages are situated side by side, each featuring a covered porch with seating. Lush palm trees frame the entrance, while a paved pathway leads to the cottages. A clear sky with slight cloud cover complements the inviting outdoor setting.

Tiny homes in Bradenton

Cozy, modern cottage near beach2

4.94 out of 5 average rating, 83 reviews

The exterior of a modular home is showcased, featuring a covered porch with two chairs under a sloped roof. Lush plants and palm trees surround the entrance, and a paved driveway leads to the home. Clear blue skies provide a bright backdrop.

Cottage in Bradenton

Cheerful 2 bedroom , plus bunk room vacation home.

4.99 out of 5 average rating, 76 reviews

A screened-in pool area features a sparkling blue pool, surrounded by several lounge chairs in turquoise. Two umbrellas provide shade, while lush greenery is visible in the background, showcasing the tranquil waterway just beyond.

Guest suite in Bradenton

Waterfront Suite-20 min to Gulf Beaches

Place to stay in Bradenton

Luxury Suite/Pool Heated FREE/ Near Beaches AMI

4.8 out of 5 average rating, 51 reviews

A screened-in outdoor space features a heated swimming pool and spa, surrounded by a spacious deck. Bright blue lounge chairs are arranged nearby, with a shaded area visible at the back. The tranquil setting is complemented by lush greenery in the distance.

4.95 out of 5 average rating, 76 reviews

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

A private pool area is enclosed by a screened lanai, featuring a white water slide extending from one side. Sun loungers are positioned nearby on the patio, with lush greenery visible in the background. The pool is surrounded by a spacious deck, inviting swimming and relaxation.

4.97 out of 5 average rating, 29 reviews

Sport & Wellness Getaways

4.95 out of 5 average rating, 63 reviews

A private heated pool is surrounded by a spacious patio with lounge chairs and an umbrella for shade. The modern two-story home features large glass doors that brighten the living spaces, and vibrant greenery enhances the outdoor area.

Home in Arlington Park

Private Heated Pool Retreat for Two Families

An aerial view captures the surrounding neighborhood by Sarasota Bay, featuring tree-lined streets and waterways. A mix of residential homes is visible, along with green parks and recreational areas, demonstrating the serene coastal environment a short distance from the water.