Waterfront vacation rentals in Whitfield

4.94 out of 5 average rating, 150 reviews

A sparkling pool reflects sunlight, set against a backdrop of lush greenery. Two blue chairs are positioned near a small table on grass, offering a serene view of the adjacent canal. A decorative fence surrounds the backyard, enhancing the outdoor space's privacy.

Cottage in Bradenton

Waterfront Stay•Pool • PingPong • Near AMI Beaches

Your peaceful waterfront escape awaits. This cozy 2BR/2BA cottage offers two living areas. The bright Florida room overlooks the canal. It includes areas for a game of ping pong, a life‑size Jenga set, watching tv, having a bite at the table, and a sleeper sofa. Enjoy morning coffee at the dock watching the fish jump or grab your pole. Relax by the sunny pool or practice on the putting green ⛳. Fast WiFi, a dedicated workspace, beach gear, and a full kitchen make winter stays easy and relaxing.

4.98 out of 5 average rating, 107 reviews

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

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.

An aerial view captures The Beachview @ Bayside, featuring a spacious enclosed pool area surrounded by lush landscaping. The home displays a mix of vibrant red and gray elements, complemented by solar panels on the roof. The coastal waterway and neighboring homes are visible in the background.

4.88 out of 5 average rating, 144 reviews

Ocean View of AMI | Hot Tub | IMG | 6 TVs | 2 King

FREE Pool & Spa Heat Planning to stay a while? We love long getaways! Ask us about special discounts for stays of 14 nights or more — your extended vacation just got even sweeter! Your private slice of paradise in beautiful Bradenton, Florida! With breathtaking views of the inner coastal waterway, Longboat Key, and Anna Maria Island, this spacious retreat is the ultimate destination for families or groups looking for relaxation, adventure, and everything in between. **Spacious Comfort for Eve

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.

4.95 out of 5 average rating, 116 reviews

Waterfront View Mins To AMI Beaches

Luxurious lakefront 2 bedroom, 2 bathroom condo, located just 10 minutes from Bradenton Beach & Anna Maria Island. Located in the Shorewalk Resort in West Bradenton, the condo is also just minutes from the white sandy beaches of Anna Maria Island, 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!

In the foreground, a hammock rests on a sturdy stand, placed on lush green grass. Nearby, two kayaks in vibrant red and blue are positioned side by side, with a glimpse of a boat dock visible in the background, surrounded by tropical vegetation.

5 out of 5 average rating, 103 reviews

Manatee Cove: Waterfront Oasis w/GameRoom &HotTub

Welcome to Your Private Waterfront Oasis! This spacious home on a serene canal off Sarasota Bay features 3 bedrooms, 2 bathrooms & a HUGE climate-controlled game room! Enjoy direct water access for fishing, canoeing, kayaking and spotting manatees. Just 7 minutes from the airport & 15 minutes from Sarasota, you’ll have access to beautiful beaches like Siesta Key & Anna Maria Island. Offering free WiFi, BBQ grill & firepit, this retreat is perfect for families seeking relaxation & adventure!

A dining setting on a patio table showcases a plate of breakfast foods, including a toasted bagel, fruit, and a drink. Soft, rolled towels are stacked nearby, with a view of the beach and pool visible in the background.

4.98 out of 5 average rating, 223 reviews

Sun-Kissed Memories!

This sublime oceanfront studio is directly on the pristine white sands and serene blue waters of the Gulf of Mexico in Longboat Key, Florida! On the second floor, overlooking the heated pool and ocean, this dreamy studio condo is optimal for sunset viewing from a private lanai. Take a 30-second walk to the pool and secluded beach. Enjoy a relaxing vacation at our peaceful condo at The Beach at Longboat Key Resort! To see all four of our listings, click on my Host photo and scroll down...!

4.96 out of 5 average rating, 400 reviews

Tiny homes in Sarasota

@Shellmateisland |tiny home| island| bikes| kayaks

⭑Octagonal 320ft² tiny home sitting on a private 1.5-acre island!⭑ ✯ Lake access ✯ Walk to dining, nightlife, and shopping ✯ Fully equipped + stocked kitchen ✯ Free bikes + kayaks +beach gear ✯ Backyard fire pit + BBQ ✯ Screened-in outdoor lounge w/ hammocks ✯ Smart TV w/ Netflix ✯ Memory foam bed ✯ 426Mbps wifi Ask which fruit trees are in season for a homegrown treat! 3 min → Siesta Key Beach 7 min → Downtown SRQ 12 min → Myakka River State Park (river kayaking + wildlife viewing)

4.98 out of 5 average rating, 160 reviews

A spacious living area features a light-colored sofa against a vibrant tropical leaf mural. A sleek white entertainment unit holds a flat-screen TV, complemented by a decorative lamp and a colorful area rug underfoot. Natural light filters through window blinds.

Condo in Bradenton

KING Bed + AMI Beaches + Beach Gear!

🎙️🦩Welcome to the Retro Flamingo! Your tropical 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 retro “Old Florida” themed condo!

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.

4.81 out of 5 average rating, 134 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.

4.97 out of 5 average rating, 104 reviews

A bright living space features a large window allowing natural light to fill the room. A modern coffee table sits atop a striped rug, with a sleek TV mounted on the wall. Decor items and a welcoming door can be seen in the background.

Home in Sarasota

Lovely Home by Sarasota Bay

Enjoy a stylish coastal bungalow in North Sarasota, just minutes from downtown’s restaurants, shops, and Sarasota Bay. Relax in modern comfort with central A/C, high-speed WiFi, and smart TVs in every room. Nearby, explore beaches like Siesta Key, Lido Key, and Anna Maria Island. The fully-equipped kitchen, comfortable bedrooms, and modern bath make for a relaxing stay. Plus, you’re close to top attractions like The Ringling Museum, Marina Jack, and more!

4.98 out of 5 average rating, 128 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!

4.99 out of 5 average rating, 127 reviews

A bright kitchen is showcased, featuring modern cabinetry and appliances. A small dining area with two wooden stools is positioned next to a white countertop. Natural light fills the space through a nearby door and window, creating an open atmosphere.

Home in Cove

Tranquility on the bay.

Tucked away from the hustle and bustle, my mobile home is located in a very unique neighborhood right on the bay with a little beach 2 min. down the road from my house, where you can sit and enjoy the views or fish. The homes are a combination of mobile homes like mine and houses with the most wonderful people of all walks of life. Very quiet, very safe and friendly. 5 min. to Bradenton beach and 10 min. to AMI.

Popular amenities for Whitfield waterfront rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Waterfront apartment rentals

Apartment in Bradenton Beach

4.87 out of 5 average rating, 134 reviews

Low Tide @ Tides Inn

Apartment in Bradenton Beach

4.91 out of 5 average rating, 137 reviews

Newly Remodeled Beachfront Studio - On the sand!

Apartment in Treasure Island

4.85 out of 5 average rating, 123 reviews

Complete Renovation-everything new! Amazing views

4.84 out of 5 average rating, 279 reviews

A bright blue entrance door labeled 'Poolside Suite' is visible, leading into the suite. The door is framed by a light blue exterior, with a view of the pool area and palm trees in the background. Sunlight casts gentle shadows on the patio.

Apartment in Siesta Key

Siesta Key - Poolside Suite - Studio - Free kayaks

Apartment in Longboat Key

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.

4.96 out of 5 average rating, 114 reviews

Longboat Key-OCEAN FRONT- on the beach

Apartment in Indian Shores

The living area features a spacious couch and a flat-screen television, with a soft area rug anchoring the space. Floor-to-ceiling sliding glass doors provide sweeping ocean views and direct access to the private balcony, creating an inviting connection to the beach.

4.92 out of 5 average rating, 138 reviews

Ocean Front Condo!

4.94 out of 5 average rating, 125 reviews

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

Siesta Premier Location - The 'Calm of Siesta'

Apartment in St. Petersburg

A balcony area features a round wooden table surrounded by two chairs, one woven and one metal. A decorative piece is displayed on the wall, with two fishing poles leaning against the balcony railing overlooking the water and marina.

4.91 out of 5 average rating, 182 reviews

The Oasis

Waterfront house rentals

Home in Indian Beach-Sapphire Shores

A single-story brick home is showcased with a sloped driveway leading to an attached garage. Lush greenery surrounds the property, with large trees providing shade to the front yard. A welcoming front porch features large windows that allow natural light to fill the interior.

4.8 out of 5 average rating, 49 reviews

Sarasota Indian Beach House (pet friendly)

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, 103 reviews

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

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, 208 reviews

Peaceful Braden River Oasis: Cottage

5 out of 5 average rating, 101 reviews

Heated Pool-Game Room-EV-Near AMI Beaches/IMG!

The screened patio features a tranquil saltwater pool, reflecting the vibrant colors of a sunset. Lush greenery surrounds the pool, offering views of the natural waterway below, where trees and wildlife can be observed.

5 out of 5 average rating, 34 reviews

Waterfront/Kayak with Manatees/Pool/Fish

4.94 out of 5 average rating, 88 reviews

A serene view of Tampa Bay is showcased, featuring calm waters reflecting a soft sky. Two private docks, one at an angle, provide access to the water, framed by distant greenery along the horizon.

Home in Ruskin

Silverking Keys Retreat!

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.

4.89 out of 5 average rating, 152 reviews

Beautiful Lake View Home - Close Beaches / IMG

Superhost

A green kayak is positioned alongside two brightly colored kayaks, resting against a pale exterior wall. Lush greenery surrounds the area, providing a natural backdrop. The setting indicates access to outdoor water activities.

Home in Sarasota

4.84 out of 5 average rating, 51 reviews

Nature is calling at the Creek - Fishing*HTD Pool*

Waterfront condo rentals

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.

4.87 out of 5 average rating, 195 reviews

The Beach Condo #107 Beachfront Full View

4.9 out of 5 average rating, 134 reviews

A modern dining area is highlighted by a marble table with an elegant vase and tableware arranged for a meal. Stainless steel appliances and a large television are visible in the background, with natural light flowing in from sliding glass doors leading to an outdoor space.

Condo in Siesta Key

Crystal House on Siesta Key Beach

4.97 out of 5 average rating, 362 reviews

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

On the Beach; Siesta Key SunBum Studio

4.88 out of 5 average rating, 126 reviews

Sunset and beach view from your balcony Unit 403

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.

4.9 out of 5 average rating, 206 reviews

Beachfront Resort, Ocean View, Pool, Tennis, Gym

4.99 out of 5 average rating, 164 reviews

A spacious living area features a blue sofa and striped armchair, complemented by a wooden coffee table. Large windows allow natural light to illuminate the room, showcasing views of the turquoise Gulf. Light-colored cabinetry and decorative shelving enhance the inviting atmosphere.

Condo in Bradenton Beach

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

4.96 out of 5 average rating, 181 reviews

A light-filled living area showcases a large white sectional sofa adorned with colorful throw pillows. A turquoise coffee table displays decorative shells, and a light-toned area rug is centered beneath. Artwork featuring vibrant coastal scenes is mounted on the walls, enhancing the relaxed ambiance.

Condo in Bradenton

The Seabreeze Cottage with peaceful water views