Waterfront holiday rentals in Bayshore Gardens

4.95 out of 5 average rating, 104 reviews

An aerial view showcases a large detached building surrounded by mature oak trees and lush greenery, with a serene lake visible in the background. The expansive yard complements the peaceful setting, offering ample space for outdoor activities.

Guest suite in Sarasota

Oak Hammock on the Lake

Located in a quiet, safe neighborhood, at the end of a 400’ paver driveway, lined with old oak trees. Guest area is located in a large detached building with its own, secure, ground floor entrance. The unit is provided with its own AC and heat. The “Florida Shower” provides a large, private outdoor shower experience, with plenty of hot water, beneath the stars. Offers a ten acre lake view from inside or out. Many species of birds and wildlife are spotted, with 45 acres of bordering woodland.

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, 115 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

4.85 out of 5 average rating, 107 reviews

The outdoor space features a screened-in saltwater pool, surrounded by comfortable lounge chairs and a dining area. Ambient patio lights are strung overhead, and a large umbrella provides shade for the table accommodating six. Lush greenery is visible in the background, ensuring privacy.

Home in Sarasota

LUXE! Heated Salt POOL! Close to Town, Beach, IMG

Beautifully updated coastal farmhouse home in a quiet cul de sac with a private pool oasis in the back. The salt water pool is completely screened in so you can stay in the pool all day and night long without worrying about flies or mosquitos. Kitchen is fully stocked and ready for you to cook up a storm! Or if you prefer, downtown Sarasota is only a short 15 minute drive away with plenty of eating options. Siesta key beach is rated the number one beach in the USA and it’s only 30 minutes away!

The charming cottage is enveloped by lush greenery, featuring a welcoming front patio with a small table and chairs. A swing sits nearby under a canopy of trees, adding to the serene outdoor space. The entrance showcases large windows, inviting natural light.

4.94 out of 5 average rating, 202 reviews

Peaceful Braden River Oasis: Cottage

Come get away to this river retreat just outside of Lakewood Ranch. This property has three separate rental units on it including this charming single bedroom cottage with access to the river. It comes with everything you need to enjoy a wonderful vacation! The other units on this property are the Guest House, a larger studio unit 1 bed/1 bath sleeps 2 (Search Peaceful Braden River Oasis: Guest House) and the Main House, a 2 bed/2 bath sleeps 7 (search Peaceful Braden River Oasis: Main House).

4.94 out of 5 average rating, 139 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

• Perfect for couples, families, or remote work escapes • Unwind by the water • Fish from dock • Well equipped kitchen (no food items) • Starter supplies: coffee, tea, paper goods & toiletries • 2 bd / 2 ba • Selfie Wall • Keyless Entry • Pool • Putting Green *Tap the 🖤 in the corner to save this listing and find it faster later* • 10 miles to beach, *Award Winning Ana Maria Island • 7 miles to IMG Academy • 11 miles to SRQ Airport • 2 miles from Pittsburgh Pirates Training Camp

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.

Two green kayaks are positioned on a sandy area by the water's edge, framed by lush greenery and towering trees. The calm river reflects the surrounding foliage, creating a serene natural setting perfect for outdoor activities.

5 out of 5 average rating, 102 reviews

River House with Kayaks. Relax on the River.

Grab a kayak, and hop on the river for a chance to see some of Florida's wildlife. Birds, otters, and alligators! The Riverhouse is a one of a kind vacation home. A fully equipped kitchen, living Rm with leather couches and a dining area. 3 bdrms- a King in the Master, 2 twins in 2nd and a bunk rm, 2 full baths, a balcony, and 2 patios. Situated on a quiet cul-de-sac, only 5 mins from I-75 and 10 mins from UTC Mall, Benderson race park, and exceptional dining experiences.

The bedroom features a spacious bed with decorative pillows and a light blue throw. An accent bench sits at the foot of the bed, while a round mirror reflects soft lighting from a chandelier. A patterned wallpaper adds a coastal touch, enhancing the serene ambiance.

4.97 out of 5 average rating, 121 reviews

KING Bed + Anna Maria Island Beaches + Beach Gear!

⚓️🦩Welcome to the Coastal Flamingo! Your nautical getaway that combines style, fun, and the serene beauty of the Gulf Coast. This cozy, vibrant themed condo is the perfect destination for your next Beach vacation. Walking distance to Palma Sola Beach Causeway, where you can enjoy sun-bathing, horseback riding, jet skiing, and fishing! 5 mins or less from the Gulf of Mexico and powdery white sand beaches of Anna Maria Island! Kick back and relax in this coastal escape!

Guest house in Bradenton Beach

A vibrant yellow cottage is depicted with a landscaped area featuring palm trees and a gravel yard. Colorful adirondack chairs in pastel shades of pink and blue offer seating options, creating a casual outdoor space. Nearby cottages are visible, enhancing the beachfront setting.

4.99 out of 5 average rating, 194 reviews

Bradenton Beach Sunsets 1, Anna Maria Island, FL

Fully furnished water view beach cottage located on beautiful Anna Maria Island directly across the street from white sand beach and Gulf of Mexico. 1 Bedroom 1 bath unit that sleeps 4 with the queen pull out couch. Beach chairs/umbrellas/Boogie boards/laundry room, etc. provided. Three blocks from historic Bridge Street with lively restaurants and bars. Free island trolley and across the bridge from Cortez fishing village. Free off-street parking.

An aerial view captures a serene private pool encompassed by a stone patio, with several lounge chairs arranged nearby. Lush greenery and tropical plants border the scene, while a dark pond reflects the surrounding nature, enhancing a tranquil outdoor space.

5 out of 5 average rating, 115 reviews

Relaxing 3BR Retreat+ Hot Tub + Pool +Beaches +IMG

🌴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 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.

4.96 out of 5 average rating, 182 reviews

The Seashell Cottage with peaceful water views!

Hello and welcome to my beautiful Seashell Cottage! I have completely renovated and remodeled this townhome for you! It has a new kitchen and bathroom, new vinyl plank flooring upstairs, new furniture and bedding throughout, and is freshly painted. Decorated in a turquoise beachy decor, it gives you a sense of peace and tranquility the moment you step inside! There are gorgeous water views of the lake from both the first and second floor.

4.97 out of 5 average rating, 116 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.

Flat 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 waterfront rentals in Bayshore Gardens

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Waterfront apartment rentals

4.9 out of 5 average rating, 129 reviews

Flat in Bradenton Beach

Newly Remodeled Beachfront Studio - On the sand!

4.89 out of 5 average rating, 227 reviews

A dining table showcases a glass top with intricately woven placemats. Each setting features decorative plates and neatly folded napkins secured with decorative rings. Sheer curtains frame the window, offering glimpses of lush palm trees outside.

Flat in Bradenton Beach

Las Palmas Beach Rentals Unit 1

4.96 out of 5 average rating, 114 reviews

Tall grasses gently sway in the foreground, framing a serene beach scene. Soft waves lap against the shore, reflecting hues of orange, pink, and purple from the sunset sky. Cloud formations add depth to the view, enhancing the tranquility of the coastal landscape.

Flat in Longboat Key

Longboat Key-OCEAN FRONT- on the beach

4.79 out of 5 average rating, 225 reviews

The open living space is highlighted by a circular dining table surrounded by four chairs. A turquoise sofa and coffee table are arranged in the living area, with a large TV mounted on the wall. Natural light fills the room through nearby windows, enhancing the airy atmosphere.

Flat in Siesta Key

2/2 Beach House Apt on Siesta Key

4.87 out of 5 average rating, 120 reviews

An aerial view captures the beachfront landscape, highlighting an inviting shoreline bordered by a mix of residential and commercial properties. The water showcases varying shades of blue, while the sandy beach stretches invitingly. Identifiable structures are situated near the coast, establishing a vibrant neighborhood.

Flat in Madeira Beach

MadeiraC2 Waterfront & 2-3 minutes Walktothe Beach

4.69 out of 5 average rating, 186 reviews

A large heated swimming pool is visible in the foreground, surrounded by lounge chairs and umbrellas. The water appears inviting under a clear blue sky, with a view of the inter-coastal waterway in the background. Tropical vegetation adds to the serene atmosphere.

Flat in Siesta Key

Siesta Key Condo. Sit by the water !

4.94 out of 5 average rating, 114 reviews

Flat in St. Petersburg

Private balcony & heated pool hottub condo

4.84 out of 5 average rating, 144 reviews

A patio area is featured with a round table and several chairs, offering a view of the tranquil water. A staircase is visible leading to a lower level, with a backdrop of palm trees and distant greenery. The scene is bathed in natural light.

Flat in Sarasota

The Coastal Nest w/King Bed

Waterfront house rentals

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, 113 reviews

Waterfront View Mins To AMI Beaches

4.97 out of 5 average rating, 29 reviews

The image captures a serene waterfront scene with several boats docked along a calm canal. Lush greenery and tropical plants frame the area, while a lawn leads to a small pathway. A grill is positioned nearby, complementing the outdoor setting.

Home in Cove

Close to Anna Maria, Coquina Beach, Cortez, IMG

The heated saltwater pool is viewed at night, with tranquil blue water reflecting the overhead lights. An outdoor kitchen and seating area are visible in the background, featuring a movie screen, bar seating, and dining tables, all wrapped in string lights for a cozy ambiance.

5 out of 5 average rating, 72 reviews

Close to IMG + Pool + Outdoor Kitchen & Projector!

4.85 out of 5 average rating, 131 reviews

Home in Longboat Key

Summer House longboat key

The exterior of the house features a vibrant pink facade and a well-manicured front yard. Lush tropical plants surround the entrance, while bright green grass is accented by white stone borders. A driveway leads to a garage with a single door, under a partly cloudy sky.

4.89 out of 5 average rating, 148 reviews

Beautiful Lake View Home - Close Beaches / IMG

4.98 out of 5 average rating, 167 reviews

The front of the Guesthouse is showcased, featuring a welcoming light blue door and a stone chimney. Black rocking chairs are positioned on the porch beside landscaped greenery. A decorative sign stating 'WELCOME' is prominently displayed on the side, adding to the inviting exterior.

Home in Myakka City

Charming Country Cottage (Near Lakewood Ranch)

4.96 out of 5 average rating, 24 reviews

A private pool area features a turquoise pool surrounded by a deck with shaded pergolas. The space is bordered by AstroTurf and offers views of the canal and palm trees under a clear blue sky, creating a serene outdoor setting.

Home in Ellenton

Living fun & Easy on the Water

A serene outdoor area features a well-maintained lawn with stone pathways and tropical landscaping. Palm trees provide shade around a bar area, overlooking the water. A private dock is visible in the background, with the gentle bayou waters reflecting the blue sky.

5 out of 5 average rating, 57 reviews

Waterfront Beauty•Dock•Htd Swim Spa•Near IMG & AMI

Waterfront apartment rentals

A spacious courtyard is highlighted by a heated pool surrounded by palm trees and lounge chairs. Lush green landscaping encircles the pool area, providing a tranquil setting. The exterior of the condominium features large windows, allowing for bright natural light.

4.79 out of 5 average rating, 242 reviews

SRQ/Longboat Key Beach - kid friendly/romantic B1

A spacious private balcony provides an unobstructed view of the Gulf of Mexico. Comfortable outdoor seating faces the beach, while lush greenery and palm trees enhance the coastal scenery. The bright blue waters reflect clear skies, creating a serene atmosphere for relaxation.

4.88 out of 5 average rating, 100 reviews

Best views of the beach from your balcony Unit 301

Apartment in Madeira Beach

The kitchen features navy blue cabinets, providing a stylish contrast to the stainless steel appliances. A spacious countertop holds essential kitchen gadgets, and a modern backsplash adds texture. Adequate storage is available with cabinets and drawers, contributing to a well-organized cooking space.

4.99 out of 5 average rating, 213 reviews

Lux Condo w/ 2 balconies, Ocean & Marina views

An aerial view shows a two-story beachfront property with direct access to the beach. A shared pool is visible in the center, surrounded by lounge chairs. The studio unit is indicated with a blue circle on the left, featuring a patio area and proximity to the sandy beach.

4.86 out of 5 average rating, 191 reviews

The Beach Condo #107 Beachfront Full View

4.92 out of 5 average rating, 154 reviews

The sleeping area features two queen beds with soft bedding and decorative pillows. Nightstands with lamps are placed on either side. A neutral color palette enhances the space, complemented by wall art and subtle lighting elements in the room.

Apartment in Ruskin

Beach Condo with water view!

A fire table is positioned near large glass windows that frame a stunning sunset over the water. The reflection of the vibrant sunset is visible in the water, while the outdoor landscape is softly illuminated by the fading light.

4.98 out of 5 average rating, 191 reviews

Luxury 3/3 Margaritaville Resort

4.89 out of 5 average rating, 158 reviews

A cozy living area features a blue sectional sofa accompanied by decorative pillows and a side table with a lamp. A wall clock adds a modern touch, while large sliding glass doors offer views of the outdoor space. A dark blue accent chair complements the scene.

Apartment in Sarasota

6 min to Siesta Beach | Heated Pool | Lake View

A screened lanai offers poolside views, with vibrant orange and blue chairs positioned to enjoy the scenery. Lush greenery borders the area, while palm trees sway in the gentle breeze. Glimpses of the Gulf of Mexico and a heated pool are visible through the railing.