
House holiday rentals in Whitfield
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Top-rated house rentals in Whitfield
Guests agree: These houses are highly rated for location, cleanliness and more.

Luxury Home Near Downtown & Siesta Key Beach
A tranquil and spacious 3BR/2BA house awaits you on a serene, traffic-free street. This luxurious abode boasts high-beamed ceilings and inviting details, creating an atmosphere that is both comfortable and refined. With its location just 7 miles from Siesta Key Beach, 6 miles from Lido Beach, and 2.5 miles from Downtown, this property offers convenience and accessibility. Enjoy your coffee on the lanai as you plan your day of exploring nearby shops and restaurants, just a short 7-min drive away.

Beach House with jacuzzi near AnnaMariaIsland
Welcome to the peaceful Gulf Trail Ranches community,located just 8miles from AnnaMariaIsland, with easy access to IMG and restaurants.This 2bed/2bath home offers a remodeled kitchen with stainless steel appliances, solid surface countertops, and a built-in breakfast bar.The spacious family room is equipped with a built-in bar for enjoying music,a vending machine stocked with drinks and snacks for your convenience, a fenced backyard with a gas grill and hot tub for a pleasant and relaxing stay.

The Island-Hopper's Haven Near Anna Maria Island
Discover vintage charm & modern luxury in this cozy Palmetto cottage. Perfectly located at the heart of Florida's Gulf Coast, you can access St. Pete, Anna Maria Island, Sarasota & Fort DeSoto within 30 mins. You can explore nearby Emerson Pointe Preserve's hiking & kayak trails. You'll be minutes away from Downtown Palmetto & Bradenton's many dining & nightlife options. Boating enthusiasts will love the proximity of the Palmetto public boat ramp. Reserve now & experience Florida's Gulf Coast!

Pool | Game Room | Fire Pit | Pet Friendly | 3 TVs
Our spacious single-level house is perfect for families or groups as it comfortably sleeps 10 people. The home features a renovated deep saltwater pool, an outdoor seating area with a BBQ grill, three 4K smart TVs with local channels (no cable), a game room and a fire pit. The backyard is fenced and well-behaved dogs are welcome. We are a short drive away from some of the best beaches in the country, amazing kayaking, biking and hiking trails. Minutes from downtown and blocks from the water.

Beautiful and Restful Sarasota Florida Retreat
This old Florida home has been updated with granite counters in the kitchen with newer appliances, ceramic tile, and wood flooring. There is plenty of room to spread out in the main living room and within the wood wall and ceiling finished gathering room. The backyard patio area is perfect for outdoor BBQs. The lush tropical landscaping provides the old Florida home feel. The best amenity is a semi-private outdoor shower with lush vegetation screening. Perfect for the outdoor enthusiast.

Comfortable + Functional Private Studio Apartment
This comfortable, clean, and private studio apartment is the perfect spot to relax- whether you're here on business or you've spent the whole day on the beach! Recently remodeled with a dining table to take your meals, hot water, a comfortable bed, and well equipped kitchenette, you will be lacking nothing here. This apartment is a guest suite attached to the main living area of the home and is completely private, however there is a resident who lives in the main part of the home.

Pool Courtyard, patio w/ fire pit, 2 mls downtown
Enjoy this unique courtyard-style Spanish colonial home just steps to Sarasota Bay and 2 miles from downtown. The property consists of a 2 bed / 1 bath main house AND a detached studio. Everything pictured is yours to enjoy, nothing is shared. The houses are separated by a quaint & private pool courtyard w/ outdoor shower. Capture a photo of the local peacocks, eat fresh mangos from the yard, catch a sunset over the bay, or enjoy the sun by the pool listening to the Zen fountains.

Sunrise Villa - Tropical 3 bedroom home with pool
Relax with the family at this tropical oasis. Sunrise Villa sits in the corner of a quiet cul-de-sac, just a quarter mile from Palma Sola Bay and 5 miles from the quaint island of Anna Maria and its sandy white beaches. Enjoy the tropical backyard paradise and the abundance of restaurants, beaches, and entertainment in close proximity. Lounge by the pool, take a bike ride along the bay, take a short bike/car ride over to the island, or take a short car ride to downtown Bradenton.

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!

Charming Apt. in old Florida home
Cozy, charming suite in a historic 1920's home. Lots of character and charm. Amazing location. One block from the bay with beautiful sunsets. And just a few miles to the beach and downtown. Clean, comfy and a welcoming host. Great for 1 or up to 3 guests. ****Please read the full detailed description for more information before booking. This is very old home, not fully restored, old Florida house. Owner occupied Non- Smoking guests 🙏 Hope to see you soon

Private Heated Pool, Turfed Putting Green Retreat
Imagine life in a tropical oasis-surrounded by palms trees, turfed lawn and putting green while enjoying the Florida sun relaxing your private saltwater heated pool with extended sun shelf. This 3 bedroom/2 bath 1940s bungalow is a great place to relax and unwind with your own resort style backyard. The fully equipped home, located between downtown Bradenton and Anna Maria Island offers fun in every direction. We guarantee you'll want to stay awhile!

Magical Secluded Retreat
Light-filled mid-century gem, newly renovated with cathedral ceilings. A lush canopy of tropical plants and trees offers privacy and calm unusual for its central location in Sarasota's historic neighborhood on the Bay. Relax inside and out, and lose yourself in birdsong, gently swaying bamboo and beautiful nature. Just 10 minutes to world-renowned beaches and even closer to dining, shopping and museums.
Popular amenities for Whitfield house rentals
House rentals with a pool

Tropical Sarasota Oasis | Private Pool

Breezy Harbor AMI pool retreat near the Beach

Near Beaches & IMG Academy, Mins to Downtown

Poppi Beach House: Heated Pool~Mini Golf~Game Room

Florida Style Living

Tropical Oasis - Private Pool - Close Beaches

Settle Down in Sarasota

Orange Oasis: Clean, heated pool, near beaches.
Weekly house rentals

Charming Vacation Home-Near Everything-2BR/2BA

Downtown Sarasota Guest House

Coastal Retreat near Siesta Key Beach and Downtown

Suite Waterfront River Downtown Bradenton

Near Anna Maria, LECOM & IMG—Renovated—Fenced Yard

Private Guest Cottage on 5 acres

Newly Renovated Classic Bungalow

Modern Lido Key Studio Steps to Beach and Kayaking
Private house rentals

Hello Sunshine! 1 mile from IMG

ON SALE - Canalfront, Pool, Grill, Dock

Backyard Oasis, Dual Master suite, Pool home!

Bayou Hammock, Sarasota FL

The Gecko Bungalow - DT Sarasota

Almond Joy— a Cozy Retreat near Dtwn SRQ & Beaches

Stylish Pool Home • Near IMG & Beaches • Top Rated

Flamingo Royale — Beach Luxury Resort
When is the best time to visit Whitfield?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $298 AUD | $373 AUD | $435 AUD | $328 AUD | $294 AUD | $326 AUD | $332 AUD | $281 AUD | $247 AUD | $270 AUD | $305 AUD | $322 AUD |
| 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 house rentals in Whitfield

Total holiday rentals
Explore 110 holiday rentals in Whitfield

Nightly prices starting at
Whitfield holiday rentals start at $85 AUD per night before taxes and fees

Verified guest reviews
Over 4,240 verified reviews to help you choose

Family-friendly holiday rentals
100 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 50 rentals that welcome pets

Holiday rentals with a pool
70 properties feature pools

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wi-Fi availability
110 of Whitfield holiday rentals include Wi-Fi access

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

4.8 Average rating
Whitfield stays are highly rated by guests—averaging 4.8 out of 5!
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- Rentals with pools Whitfield
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- Rentals with a patio Whitfield
- Pet-friendly rentals Whitfield
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- Rentals with outdoor seating Whitfield
- Rentals with a fire pit Whitfield
- Family-friendly rentals Whitfield
- House rentals Manatee County
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- House 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
- Dunedin Beach
- Lido Key Beach
- Amalie Arena
- Cortez Beach
- Bean Point Beach
- Anna Maria Public Beach
- Jannus Live
- ZooTampa at Lowry Park
- Tampa Palms Golf & Country Club
- Manasota Key Beach
- River Strand Golf and Country Club
- Englewood Beach
- Hard Rock Casino
- North Beach At Fort DeSoto Park




