
Waterfront vacation rentals in Whitfield
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Top-rated waterfront accommodations in Whitfield
Guests agree: these waterfront accommodations are highly rated for location, cleanliness, and more.

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.

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&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

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).

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!

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!

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...!

Beachfront Resort, Ocean View, Pool, Tennis, Gym
Beachfront on beautiful Longboat Key, this condominium offers all the amenities of a resort with the privacy and seclusion that has Silver Sands Beach Resort guests returning each year. Enjoy a coffee on your private patio looking at the Gulf and the beach. Relax on our private beach, walk on our soft white sand, take a dip in our heated beachside pool, or enjoy complimentary chaise lounges and beach umbrellas while breathing in the fresh air. You can't get closer to the beach.

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.

Casa Bella-5BR/Waterfront/Pool/Spa-9 Min AMI
Beautifully renovated 5 bedroom home. Located 3 minutes from beach access and 9 minutes to Anna Maria Island. A massive waterfront patio with string lights and heated pool and spa encompass this house. Master bedroom with walk-out to spa. Custom double walk-in shower in master suite. Family room with 86" television, decorative fireplace, and 15' ceiling. Roku TV’s in every bedroom. Outdoor propane grill. Beach chairs, umbrella, and cart. We welcome you to Casa Bella.

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!

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!
Popular amenities for Whitfield waterfront rentals
Waterfront apartment rentals

Low Tide @ Tides Inn

Welcome to Gulf-Front Paradise!

Siesta Key - Poolside Suite - Studio - Free kayaks

Longboat Key-OCEAN FRONT- on the beach

Popular Beachside Studio w Relaxing Patio & Palms!

Siesta Premier Location - The 'Calm of Siesta'

The Oasis

Siesta Key Condo. Sit by the water !
Waterfront house rentals

Sarasota Indian Beach House (pet friendly)

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

Coastal Retreat near Siesta Key Beach and Downtown

Summer House longboat key

Beautiful Lake View Home - Close Beaches / IMG

Downtown Oasis: Poolside Condo, Patio & Gym

Waterfront Wares Creek Cottage with dock access

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

The Beach Condo #107 Beachfront Full View

On the Beach; Siesta Key SunBum Studio

Luxury 3/3 Margaritaville Resort

Lake View 1BR Condo | Heated Pool Near Siesta

Sunset and beach view from your balcony Unit 403

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

Spectacular beach to bay views from this resort.

Quiet Gulf & Canal View 1 BR -2 Supyaks-Htd Pool
When is the best time to visit Whitfield?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $168 CAD | $196 CAD | $240 CAD | $177 CAD | $153 CAD | $153 CAD | $150 CAD | $141 CAD | $139 CAD | $139 CAD | $156 CAD | $146 CAD |
| 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 $68 CAD 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 and kid-friendly amenities

Vacation rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
30 of Whitfield vacation rentals include wifi 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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