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

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.

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.

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

Summer House longboat key
Luxurious waterfront home with bay and and canal view, new custom kitchen with a view to the pool and your own private tiki bar, dock that can accommodate up to 21 ft boat , whole house just received a complete inside and out make over. Tropical coconut palms, outside patio and grill. Fish on the dock and watch dolphins and manatee. Truly a tropical paradise just 7 minute Walk to your own private beach. minutes from St Armand’s circle. feel free to reach out with any questions or requests

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...!

Charming Country Cottage (Near Lakewood Ranch)
Named one of "Sarasota Area's Favorite Airbnbs" by Sarasota Magazine September 2021! Enjoy solitude in a country setting but have access to many activities, restaurants, and amenities only 10 minutes away in Lakewood Ranch community. The Guesthouse is a 40 minute drive to several wonderful beaches, including beautiful Siesta Key. Other nearby places of interests include UTC Shopping District, Hunsader Farms, TreeUmph and Ellenton Outlet Mall, Myakka State Park, and Celery Fields.

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.

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.

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!

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 Whitfield waterfront rentals
Waterfront apartment rentals

Low Tide @ Tides Inn

Newly Remodeled Beachfront Studio - On the sand!

Private Beach, Outside Patio with Full Gulf View

Siesta Key - Poolside Suite - Studio - Free kayaks

Longboat Key-OCEAN FRONT- on the beach

Ocean Front Condo!

Siesta Premier Location - The 'Calm of Siesta'

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

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

Peaceful Braden River Oasis: Cottage

Waterfront 5BR w/Pool, Spa, Boat Lift, Putting Grn

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

Waterfront/Kayak with Manatees/Pool/Fish

Bradenton Gem | IMG & AMI | King Ste + Beach Gear

Beautiful Lake View Home - Close Beaches / IMG

Nature is calling at the Creek - Fishing*HTD Pool*
Waterfront condo rentals

The Beach Condo #107 Beachfront Full View

Crystal House on Siesta Key Beach

On the Beach; Siesta Key SunBum Studio

Luxury 3/3 Margaritaville Resort

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

The Seashell Cottage with peaceful water views!

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

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 | $167 CAD | $195 CAD | $239 CAD | $176 CAD | $152 CAD | $152 CAD | $149 CAD | $140 CAD | $138 CAD | $138 CAD | $155 CAD | $145 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
Destinations to explore
- Seminole Vacation rentals
- Central Florida Vacation rentals
- Miami Vacation rentals
- St Johns River Vacation rentals
- Orlando Vacation rentals
- Gold Coast Vacation rentals
- Miami Beach Vacation rentals
- Fort Lauderdale Vacation rentals
- Havana Vacation rentals
- Tampa Vacation rentals
- Four Corners Vacation rentals
- Kissimmee Vacation rentals
- Hotel rooms Whitfield
- Rentals with pools Whitfield
- Rentals with a patio Whitfield
- Rentals with outdoor seating Whitfield
- Fitness-friendly rentals Whitfield
- Rentals with a washer and dryer Whitfield
- Rentals with a firepit Whitfield
- House rentals Whitfield
- Pet-friendly rentals Whitfield
- Rentals with a fireplace Whitfield
- Family-friendly rentals Whitfield
- Waterfront rentals Manatee County
- Waterfront rentals Florida
- Waterfront rentals United States
- Anna Maria Island
- Siesta Beach
- Crescent Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- John's Pass
- Turtle Beach
- Coquina Beach
- Vinoy Park
- Caspersen Beach
- Lido Key Beach
- Dunedin Beach
- Amalie Arena
- Cortez Beach
- Bean Point Beach
- Anna Maria Public Beach
- Jannus Live
- Tampa Palms Golf & Country Club
- ZooTampa at Lowry Park
- Manasota Key Beach
- River Strand Golf and Country Club
- Hard Rock Casino
- Englewood Beach
- North Beach At Fort DeSoto Park




