
Waterfront vacation rentals in Whitfield
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Top-rated waterfront rentals in Whitfield
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Bradenton Gem | IMG & AMI | King Ste + Beach Gear
Welcome to our charming Craftsman-style beach town bungalow, built in 2022 and perfectly located near DT\ Whether you’re here for a family getaway, a work trip, or a mix of both, this home has everything you need for comfort and convenience. *Boat parking 100' * Just minutes from AMI and IMG, you’ll have easy access to stunning beaches, world-class training facilities, shopping, dining, and local attractions. All amenities were purchased new at the time of build, ensuring a fresh & modern stay.

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&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

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!

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).

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.

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!

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!

Kayak w/ Dolphins - Private Entrance Studio
Paddle with dolphins in Palma Sola Bay from this private-entrance, 2-room studio with living room, bedroom w/ queen, bathroom, food prep area (no kitchen sink). Two TVs, WIFI. Dock access in back yard includes use of kayaks/canoe or docking your boat. Quiet on dead-end street. Owner lives in back of house facing canal (see photo). Your space is private with a tropical street entrance & access to the back yard. Non-shedding dog considered with prior approval.

Serene Suite*Walk 2 Dwtn/Riverfront/Dining*AMI*IMG
Our private, old Florida, suite located in historic downtown Bradenton with spacious back deck, king bed, sitting area, kitchen, fast FREE WiFi & parking. Walk to the Riverfront where you will enjoy dining, shopping and some amazing waterfront views. Just minutes to AMI beaches, shops, and endless fun. Walkable to local museums, Planetarium, IMG and other local favorites. Nestled in a quiet neighborhood this suite makes for an enjoyable, peaceful stay.

Sunset and beach view from your balcony Unit 403
A luxurious experience on the beautiful beaches and emerald waters of the Gulf of Mexico awaits you when you check into this fabulous unit. This unit has been completely renovated. The best 1 bed/1 bath in Longboat Key for a great price. While the views from the balcony are breathtaking, the interior has been redone to bring the outdoors in. While the views from the balcony are breathtaking, the interior has been redone to bring the outdoors in.

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.
Popular amenities for Whitfield waterfront rentals
Waterfront apartment rentals

Newly Remodeled Beachfront Studio - On the sand!

Siesta Key - Poolside Suite - Studio - Free kayaks

Beach Front Condo!

Longboat Key-OCEAN FRONT- on the beach

Popular Beachside Studio w Relaxing Patio & Palms!

Siesta Premier Location - The 'Calm of Siesta'

Snowbird paradise! Waterfront, pool, hottub

Tranquil Hideaway, King Bed & Amazing Views
Waterfront house rentals

Coastal Retreat near Siesta Key Beach and Downtown

Summer House longboat key

Beautiful Lake View Home - Close Beaches / IMG

Beach Vibes Vacation Home w/ Heated Pool

Waterfront Pool Home Steps to Beach

Waterfront Wares Creek Cottage with dock access

Waterfront Pool Oasis •Kayak, Games & Sunset Views

Enjoy Coastal Townhome W/ Sunset
Waterfront condo rentals

The Beach Condo #107 Beachfront Full View

On the Beach; Siesta Key SunBum Studio

Crystal House on Siesta Key Beach

Luxury 3/3 Margaritaville Resort

Beachfront Resort, Ocean View, Pool, Tennis, Gym

Siesta Key Beach Front Condo

Beachfront condo in paradise with hot tub AMI

NO Stairs, Siesta beachfront. Walk to the village!
When is the best time to visit Whitfield?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 106 | € 124 | € 151 | € 112 | € 96 | € 96 | € 95 | € 89 | € 88 | € 95 | € 108 | € 96 |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 18°C |
Quick stats about waterfront rentals in Whitfield

Total vacation rentals
Explore 30 vacation rentals in Whitfield

Nightly prices starting at
Whitfield vacation rentals start at € 43 per night before taxes and fees

Verified guest reviews
Over 1,430 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Vacation rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
30 of Whitfield vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Whitfield rentals

4.7 Average rating
Whitfield stays receive an average rating of 4.7 out of 5 from guests
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- Anna Maria Island
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