Whitfield Estates holiday rentals

We found 166 holiday rentals — enter your dates for availability
Discover a selection of 41 homes and other holiday rentals in Whitfield Estates that are perfect for your trip. Whether you're staying in a holiday rental with friends, family or just with your pet, you'll find the best amenities for hanging out with the people that matter most, which might include Wi-Fi and a hot tub. What you'll find is a property to rent to meet everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – Whitfield Estates

Showing deals for:11 Dec - 18 Dec

Plenty of barstools for extra seating
dining table with window views
Cook dinner in the kitchen while your family is relaxing
Luxurious Master Suite that leads out to the pool. Travertine floors. Private TV. The Master Bath features a tiled walk-in shower, double vanity & large soaker tub.
Exceptional
(25 reviews)

Double oven | Volleyball Net | 4 Famous Beaches | 1 Level

Sarasota

11% off
AU$4,833
for 7 nights, 1 home
AU$690 per night
includes taxes & fees
Double oven | Volleyball Net | 4 Famous Beaches | 1 Level
Room
Pool
Dining
Interior
Very good
(16 reviews)

Luxury HEATED Salt-Water Pool Oasis Close to Beaches and Downtown!!

Sarasota

7% off
AU$3,383
for 7 nights, 1 home
AU$483 per night
includes taxes & fees
Luxury HEATED Salt-Water Pool Oasis Close to Beaches and Downtown!!
Room
Room
Living area
Pool
Exceptional
(6 reviews)

Sara Bay Base Camp: Private Tropical Oasis, Pool, Golf, Bocce, Firepit, PETS

Sarasota

7% off
AU$6,716
for 7 nights, 1 home
AU$959 per night
includes taxes & fees
Sara Bay Base Camp: Private Tropical Oasis, Pool, Golf, Bocce, Firepit, PETS
Living area
Private kitchen
Interior
Living area
Exceptional
(67 reviews)

Waterfront/Kayak with Manatees/Heated Pool/Bikes/Firepit/Fish/close to Beaches

Bradenton

7% off
AU$4,570
for 7 nights, 1 home
AU$653 per night
includes taxes & fees
Waterfront/Kayak with Manatees/Heated Pool/Bikes/Firepit/Fish/close to Beaches
Interior
Living area
Interior
Pool
Exceptional
(9 reviews)

2 Primary Suites | FREE Pool Heat | Great Beaches

Sarasota

11% off
AU$4,757
for 7 nights, 1 home
AU$680 per night
includes taxes & fees
2 Primary Suites | FREE Pool Heat | Great Beaches
Living area
Interior
Terrace/patio
Living area
Exceptional
(48 reviews)

🌴 Peaceful Sarasota Home with Patio, 2BR, 2BA Near Lido Beach & Downtown

Sarasota

7% off
AU$1,662
for 7 nights, 1 home
AU$237 per night
includes taxes & fees
🌴 Peaceful Sarasota Home with Patio, 2BR, 2BA Near Lido Beach & Downtown
Dining
Terrace/patio
Room
Private kitchen
Exceptional
(20 reviews)

Heated Pool + Game Room + Sleeps 12 +12 min Beach

Sarasota

5% off
AU$5,139
for 7 nights, 1 home
AU$734 per night
includes taxes & fees
Heated Pool + Game Room + Sleeps 12 +12 min Beach

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

When is the best time to visit Whitfield Estates for a holiday rental?
March is the most popular month to visit Whitfield Estates, drawing holidaymakers eager to enjoy the sunny Floridian climate and vibrant community atmosphere. The peak season runs from January to March, characterised by warm temperatures averaging around 20 to 30 degrees Celsius, making it an ideal time for outdoor activities such as golfing, biking, and leisurely strolls along the picturesque waterfront.During this bustling period, visitors can explore the charming local shops, indulge in delicious cuisine at nearby restaurants, and take part in community events that showcase the area's unique culture. The pleasant weather not only enhances the outdoor experience but also invites comfort for those looking to relax by the pool or at the beach.For those mindful of their budget, consider planning your visit in October. This month offers a quieter experience, allowing for a more intimate exploration of the area's attractions without the crowds. You can enjoy the beautiful autumn scenery and warmer days while still finding great value in holiday rentals.Ultimately, the best time to visit Whitfield Estates depends on whether you prefer the lively buzz of peak season or the more tranquil ambiance of October.
What are the top attractions in Whitfield Estates, Florida, United States of America?
In Whitfield Estates, visitors can enjoy a range of attractions that highlight the area's charm and natural beauty. The nearby Sarasota Bay offers stunning waterfront views and opportunities for boating and fishing, making it a great spot for outdoor enthusiasts. Just a short drive away, the Ringling Museum of Art showcases a remarkable collection of artwork and historical exhibits, along with beautiful gardens to explore.For nature lovers, the Mote Marine Laboratory & Aquarium provides an engaging experience with marine life and educational exhibits, ideal for families. Additionally, the vibrant downtown Sarasota area is accessible, where guests can enjoy a variety of dining options, shops, and cultural venues.
Are all fees included in the Whitfield Estates holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Whitfield Estates holiday homes with parking?
Stayz offers a wide selection of holiday homes in Whitfield Estates with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Whitfield Estates holiday homes?
You can find great discounts on holiday homes in Whitfield Estates on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Whitfield Estates holiday home booking on Stayz?
To find Whitfield Estates holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Whitfield Estates?
A long-stay holiday home in Whitfield Estates is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Whitfield Estates holiday home?
Book your Whitfield Estates holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Whitfield Estates?
Prices for holiday homes in Whitfield Estates vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Whitfield Estates to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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