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Waterfront vacation rentals in Whitfield

Find and book unique waterfront rentals on Airbnb

Top-rated waterfront rentals in Whitfield

Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.

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Top guest favorite

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

4.95 out of 5 average rating, 104 reviews

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 serene lake view is presented, bordered by lush greenery and palm trees. The calm water reflects the surrounding homes and a partly cloudy sky, creating a tranquil atmosphere. The outdoor space invites relaxation and enjoyment of the natural scenery.

Home in Bradenton

4.89 out of 5 average rating, 147 reviews

Beautiful Lake View Home - Close Beaches / IMG

Enjoy a stylish house in an amazing location! Just a 5-minute drive to the white beaches of Anna Maria Island. This spacious lake house features a modern design and a wonderful tropical lake view! Screened outdoor lounge with direct lake access, home to large birds and turtles. Close to IMG. Huge master suite with lake view, full bath, walk-in closet, and oversized walk-in shower. Equipped with 2 Roku Smart TVs. Conveniently located near beach bars, golf, shopping, and restaurants. Solar panels.

A bright and airy living area features large windows allowing natural light to fill the space. Comfortable seating is arranged around a woven coffee table, with art pieces adorning the walls. A door leads to outdoor views, enhancing the inviting atmosphere.

Home in Terra Ceia

4.98 out of 5 average rating, 101 reviews

Private Island Old FL Waterfront Heaven on Earth

Discover the hidden secret of "Terra Ceia Island" (Heaven on Earth.) This 3 bed / 2 bath completely remodeled and charming A frame home offers breath taking sunrises from the bayfront private dock. Imagine enjoying your coffee in adirondack chairs while the sun rises over the Tilette Bayou. Enjoy bike rides through the old Florida country side (Bikes included). And rent a boat and cruise the pristine waterways around the keys. This home has everything you need for relaxation, peace, and fun.

Top guest favorite

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.

Condo in Bradenton

4.96 out of 5 average rating, 110 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

An open concept living space is shown, featuring a comfortable sofa and two accent chairs. A round coffee table occupies the center, with light-colored walls and modern lighting fixtures enhancing the ambiance. A kitchen area with dark countertops and views of the backyard is visible in the background.

Home in Indian Beach-Sapphire Shores

4.96 out of 5 average rating, 104 reviews

Superhost! Fully Renovated Sarasota Home

New, fully renovated, centrally located cozy home only 5 Min from SRQ Airport. Attractions: 15 Minutes to world famous Siesta Key (Ranked America's #1 beach)! 8 Min to Lido Beach and St Armands Circle where you can enjoy all the world class restaurants & shopping. 10 Min to Longboat Key & Ana Maria. 5 Min to Historic Downtown where you can enjoy restaurants, music, opera house, art exhibits and rooftop bars. Only 15 Min away UTC offers your favorite shopping, dining and lifestyle destination.

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

4.85 out of 5 average rating, 106 reviews

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.

Home in Bradenton

4.94 out of 5 average rating, 198 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).

A welcoming entryway features a turquoise door and a decorative 'Welcome' sign. Two chairs with cushions are positioned at a small round table on a wooden deck, inviting relaxation. Nearby, flowers are displayed on a mail holder, completing the inviting exterior.

Cottage in Bradenton

4.91 out of 5 average rating, 361 reviews

Private King Bed Suite-Near AMI Beach-Walk D’Town.

Your relaxing vacation is here! Private Cottage with a huge deck. Wonderfully furnished with plush linens, beach towels/chairs. A great nights sleep with a king-size bed and pull-out couch which serves as 2nd bed. Private kitchen and bath. TV and fast WIFI. We are located in a historic and quiet neighborhood in DT Bradenton. There are 3 villas on our large corner property. Off street parking. Quiet times are between 10PM until 8:00AM. Please respect others. Walk to many great restaurants!

A tranquil view of a small private lake is presented, surrounded by well-maintained homes. The water reflects the clear blue sky and green grass lining the shore, creating a serene setting for relaxation. Lush trees provide shade along the bank.

Home in Bradenton

4.81 out of 5 average rating, 129 reviews

Heated Pool (No Cleaning Fee)

Solar heated plunge pool (14' X 18' small) Not so warm in cold weather with over night in the 40's or 50's. Located 11 miles from Bradenton Beach, 30 minutes (15.5 miles) from Anna Maria Island and 12 minutes from IMG. Our home is on a small private lake.. 3rd bedroom is an office with a queen sleeper sofa. We do not have cable TV; we use streaming services and a local antenna for reception. There is a whole house filtration/water softener installed for great quality water.

Top guest favorite

An aerial view captures a heated saltwater pool accompanied by a spa hot tub, surrounded by a stone patio and tropical landscaping. Loungers and Adirondack chairs are positioned for relaxation under a shaded umbrella. A serene pond and lush greenery create a tranquil backdrop.

Home in Bradenton

5 out of 5 average rating, 106 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!

Top guest favorite

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

4.97 out of 5 average rating, 110 reviews

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!

A bright living space is filled with natural light from large vertical blinds. A comfortable sofa is adorned with pink cushions, complemented by a coffee table with decorative flowers. Nearby, a round dining table is set for gatherings, creating an inviting ambience.

Home in Bradenton

4.98 out of 5 average rating, 230 reviews

My Sunny home on the Bay.

My Sunny Mobile Home is located within a 2 min. walk from the Palma Sola Bay right across from Anna Maria Island. Sit and enjoy the views on the little beach right on the bay. 5 min. drive to the most beautiful Gulf beaches. Watch the dolphins swim and relax on the beach. Snorkeling, fishing and great restaurants near by. Very quiet neighborhood with houses and mobile homes and close to everything for a relaxing vacation.

Vacation rentals for every style

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Unique stays

Spaces that are more than just a place to sleep

Popular amenities for Whitfield waterfront rentals

Free parking on premises

Air conditioning

Waterfront apartment rentals

A spacious bed is centered in the room, layered with neutral-colored bedding and decorative pillows featuring floral patterns. Flanking the bed are two bedside tables topped with lamps, and a large piece of artwork depicting a beach scene hangs above.

Apartment in Bradenton Beach

4.9 out of 5 average rating, 128 reviews

Newly Remodeled Beachfront Studio - On the sand!

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.

Apartment in Bradenton Beach

4.88 out of 5 average rating, 226 reviews

Las Palmas Beach Rentals Unit 1

Top guest favorite

A sandy pathway leads through lush greenery, providing access to a charming two-story building. The structure features a spacious balcony, surrounded by palm trees and local vegetation, under a bright blue sky with scattered clouds.

Apartment in Longboat Key

4.95 out of 5 average rating, 107 reviews

Longboat Key-OCEAN FRONT- on the beach

A spacious living area is furnished with two comfortable leather sofas and a wooden side table. A large flat-screen TV is positioned nearby. Natural light floods the room through expansive glass doors leading to a balcony, with ocean views visible in the distance.

Apartment in Indian Shores

4.93 out of 5 average rating, 165 reviews

Beach Front Condo!

Top guest favorite

An inviting studio interior is shown with light-coloured walls and a modern kitchenette visible in the background. A doorway leads to a bathroom featuring tropical-themed wallpaper. A small dining table and chair are positioned in front of a cozy seating area with a dark sofa.

Apartment in Treasure Island

4.99 out of 5 average rating, 114 reviews

Popular Beachside Studio w/ Shady Patio & Palms!

The enclosed Lanai features large bay windows showcasing views of the Gulf of Mexico. A seating area includes wicker chairs and a coffee table. Light-colored walls are contrasted by wooden accents and a ceiling fan, creating a bright and airy atmosphere.

Apartment in Siesta Key

4.93 out of 5 average rating, 114 reviews

Siesta Premier Location - The 'Calm of Siesta'

A bright living space features a comfortable sofa adorned with decorative pillows. A small, light blue coffee table occupies the center, with sunlight streaming through windows dressed in white blinds. The kitchen area is visible in the background, complete with modern appliances.

Apartment in Bradenton Beach

4.79 out of 5 average rating, 104 reviews

Dream Boat at The Beach Dreams Resort

A vibrant blue exterior of the studio is surrounded by lush greenery. Two chairs are positioned on a gravel patio area, providing a welcoming spot outside. The entrance to the studio is framed by palm trees, emphasizing a serene and inviting setting.

Apartment in Sarasota

4.84 out of 5 average rating, 312 reviews

· King bed . Pool. Daily rentals

Waterfront house rentals

A screened-in porch features a green wooden floor and white railing, providing an inviting space to relax. Coastal wicker chairs are arranged for comfort, with light filtering through lush greenery, creating a serene atmosphere. Decorative plants enhance the warmth of the space.

Home in Longboat Key

4.89 out of 5 average rating, 9 reviews

Beautiful Island Beach House

Top guest favorite

A modern kitchen features white cabinetry, sleek stainless steel appliances, and a spacious countertop with a marble finish. Natural light floods the room through window blinds, illuminating the organized layout that includes a coffee maker and other kitchen essentials.

Home in Bradenton

4.98 out of 5 average rating, 107 reviews

Bradenton Gem near IMG & AMI,King Ste & Beach Gear

A spacious garage is visible, featuring paddleboards, a ping pong table, and various outdoor equipment. Two beach cruiser bikes with light blue frames and brown accents are positioned in front, adding a beachy touch to the inviting environment.

4.93 out of 5 average rating, 15 reviews

Beach Retreat! Bikes, Paddleboards, Sauna & more!

Top guest favorite

A spacious screened lanai is shown with comfortable seating arrangements, including a blue lounge chair and dark woven furniture. The heated pool is visible beyond the seating area, surrounded by lush greenery, while a ceiling fan offers a cooling breeze.

Home in Bradenton

4.98 out of 5 average rating, 66 reviews

Beach Vibes Vacation Home w/ Heated Pool

Top guest favorite

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

4.98 out of 5 average rating, 162 reviews

Charming Country Cottage (Near Lakewood Ranch)

A private heated saltwater pool is surrounded by a paved patio area. A spiral staircase leads to a rooftop deck with seating. The outdoor kitchen area is visible, featuring a built-in grill and countertop space. Lush greenery borders the property.

Home in Bradenton

4.93 out of 5 average rating, 83 reviews

Sea Gem | Waterfront w/ Pool, Dock + Paddle/Kayaks

Top guest favorite

A charming single-family home is depicted, featuring a light-colored exterior with a welcoming entrance and a staircase leading to the front door. Lush greenery surrounds the property, including palm trees and well-maintained grass, creating a serene outdoor setting.

Home in Bradenton

5 out of 5 average rating, 25 reviews

Waterfront Wares Creek Cottage with dock access

Two brightly colored lounge chairs are positioned beside a pool, inviting relaxation. The pool is surrounded by lush greenery, providing a serene backdrop. A small table with a circular design sits between the chairs, complementing the tropical atmosphere created by an umbrella nearby.

Home in Bradenton

4.89 out of 5 average rating, 72 reviews

CANAL FRONT! Bring or rent a boat, near AMI/IMG +

Waterfront condo rentals

Top guest favorite

A private patio with a round wooden table and two chairs overlooks a manicured lawn leading to the beach. Palm trees sway gently beside the outdoor seating area, offering a serene view of the Gulf waters in the background.

Condo in Siesta Key

4.97 out of 5 average rating, 329 reviews

On the Beach; Siesta Key SunBum Studio

Condo in Bradenton

4.98 out of 5 average rating, 183 reviews

Luxury 3/3 Margaritaville Resort

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.

Condo in Sarasota

4.9 out of 5 average rating, 152 reviews

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.

Condo in Longboat Key

4.91 out of 5 average rating, 181 reviews

Beachfront Resort, Ocean View, Pool, Tennis, Gym

Top guest favorite

A bright living area features comfortable seating and a light blue color scheme. Large windows provide views of the beach and turquoise waves. The space includes a dining counter with stools and a TV mounted on a wooden cabinet, enhancing the room's open and airy feel.

Condo in Bradenton Beach

4.99 out of 5 average rating, 144 reviews

★Right on the beach ★ Relax and Enjoy ♥ Sunsets!

A spacious screened lanai features a circular wooden table surrounded by two wooden chairs with patterned cushions. Potted plants and decorative items are placed on the table. Beyond the railing, palm trees and the vibrant blue of the Gulf coast are visible.

Condo in Siesta Key

4.94 out of 5 average rating, 113 reviews

Siesta Key Beach Front Condo

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.

Condo in Bradenton

4.86 out of 5 average rating, 116 reviews

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

Top guest favorite

The living room features a spacious layout with a comfortable gray sofa and rocker recliner. A dining area with a table for six is present, alongside large glass doors that provide ample natural light and a view of the surrounding greenery. A flat screen TV is visible.

Condo in Siesta Key

4.97 out of 5 average rating, 125 reviews

Siesta Key Condo. Checkout our great rates!

Quick stats about waterfront rentals in Whitfield

Total rentals
30 properties
Nightly prices starting at
ﺩ.ﺇ184 before taxes and fees
Total number of reviews
1.2K reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with a pool
30 properties have a pool
Rentals with dedicated workspaces
20 properties have a dedicated workspace

Destinations to explore