Whitfield Estates vacation rentals

We found 169 vacation rentals — enter your dates for availability

Discover a selection of 45 homes and other vacation rentals in Whitfield Estates that are perfect for your trip. Whether you're staying in a vacation rental with your kids or with friends, you'll find the best amenities for hanging out with the people that matter most, which might include a hot tub and garden. You'll be sure to find a rental for everyone's needs, including places that are non-smoking or accessible.

Vacation rentals with weekly discounts - Whitfield Estates

Showing deals for:Jul 3 - Jul 10

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

Pool
8.2 out of 10, Very Good, (15 reviews)
Very Good
(15 reviews)

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

Sarasota

8% off
Price is $462
$3,233 for 7 nights
All fees included
Luxury HEATED Salt-Water Pool Oasis Close to Beaches and Downtown!!

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Find out more about Whitfield Estates

Why visit Whitfield Estates

  • Beautiful Beaches: Enjoy the stunning white sands and clear waters perfect for sunbathing and water activities.
  • Outdoor Activities: Explore nearby parks and preserves for hiking, biking, and family-friendly adventures.
  • Historic Architecture: Discover charming historic homes and unique architectural styles, like San Michele, in the neighborhood.
  • Welcoming Community: Experience the warm atmosphere and friendly locals who enhance your vacation experience.
  • Diverse Accommodations: Choose from a variety of vacation rentals suited for families or groups, ensuring a comfortable stay.

Popular types of accommodation around Whitfield Estates

Whitfield Estates offers a variety of vacation rentals tailored to your needs, including condos, houses, and apartments. Popular options include the charming Palm Court and the inviting Bayshore Condo, perfect for families or groups. Enjoy outdoor kitchens at Tara Verandas for al fresco dining, or relax at Village West Condominium for a cozy getaway. Choose the ideal accommodation to make your stay unforgettable.

  • Condos: The top choice for vacation rentals in Whitfield Estates, offering modern amenities and convenient access to local attractions.
  • Houses: A popular option for families and groups, providing spacious accommodations and a home-like atmosphere.
  • Apartments: A favored selection for travelers seeking comfort and flexibility in a bustling neighborhood.
  • Cottages: Charming and quaint, these rentals offer a cozy retreat with a touch of character.
  • Villas: Luxurious options that provide a high-end experience with ample space and privacy.**

Top attractions near Whitfield Estates

Whitfield Estates in Sarasota, Florida, is perfect for beach and outdoor family vacations, offering a variety of attractions like beautiful beaches, urban parks, and local streets. Visitors can explore the nearby Manatee County, Tara Terraces, and Woodland Preserve for a blend of outdoor activities and cultural experiences, while also appreciating the unique architectural styles, such as San Michele. This area provides a delightful mix of relaxation and adventure for travelers of all ages.

  • Lido Beach: A serene beach located 7 miles away, Lido Beach boasts soft sand and clear waters, perfect for relaxing under the sun or enjoying a swim in the Gulf.
  • St. Armands Circle: Situated 6 miles away, this vibrant shopping and dining district offers an array of upscale boutiques, restaurants, and a lively atmosphere to explore.
  • John and Mable Ringling Museum of Art: Just 2 miles away, this museum showcases a rich collection of art and history, set in beautiful gardens, making it a cultural gem of the area.

Things to do recommended for couples

Looking for a romantic getaway in Sarasota? Enjoy luxury vibes at Sarasota Polo just 10 miles away, or indulge in fine dining at The Oaks Club, 15 miles from Whitfield Estates. For a unique experience, try shooting at Sarasota Trap Skeet and Clays, 20 miles away.

Things to do recommended for families

Families visiting Whitfield Estates can enjoy a day at the nearby Marie Selby Botanical Gardens, explore the fun exhibits at the Mote Marine Laboratory & Aquarium, and spend time at the beautiful beaches of Sarasota, perfect for building sandcastles and enjoying the sun.

Things to do recommended for groups

Groups visiting Whitfield Estates can enjoy a relaxing day at the beautiful beaches of Sarasota, explore the vibrant local art scene at the Ringling Museum, and savor delicious seafood at charming waterfront restaurants. Don’t miss the chance to kayak in the nearby mangroves for a unique adventure.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation around Whitfield Estates

If you're traveling with a group, family, pets, or planning an extended stay, be sure to use the appropriate filters to match your needs. Here are some helpful Vrbo booking tips for you.

  • Traveling to Whitfield Estates with a group: Think about how many bedrooms you require, along with features like a complete kitchen or outdoor areas for group activities. Luckily, you can easily filter for these options and many others on Vrbo.
  • Traveling to Whitfield Estates with young kids: Traveling with young kids can be quite demanding. It's important to prioritize their comfort and safety, as well as look for age-appropriate amenities like a private swimming pool. Additionally, considering how close you are to family-friendly attractions is a wise choice.
  • Taking your pets with you to Whitfield Estates: For many, a family vacation isn’t truly complete without their furry companion. If that resonates with you, explore Vrbo listings that welcome pets. Most pet-friendly properties offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Whitfield Estates: If you're in search of vacation rentals offering discounts for month-long stays, you've come to the perfect spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to consider options like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Whitfield Estates

Whitfield Estates in Sarasota, Florida, offers a perfect blend of relaxation and adventure for families and beach lovers. Explore the charming historic homes in the neighborhood, soak up the sun on the beautiful white sands nearby, and enjoy the warm atmosphere of friendly locals. With both budget-friendly options and luxurious retreats, this area is ideal for a refreshing getaway, where you can create lasting memories and experience the best of coastal living.

  • Sarasota: Sarasota is a vibrant city renowned for its beautiful beaches and family-friendly attractions. Located adjacent to Whitfield Estates, it offers a dynamic blend of urban and coastal experiences. Visitors can indulge in shopping at popular malls, explore local art galleries, or relax on stunning beaches. Key highlights include the renowned Siesta Key Beach, known for its powdery white sand, and the Ringling Museum of Art, which showcases an impressive collection of art and history. With numerous parks and recreational areas, Sarasota is perfect for family outings and outdoor activities.
  • Bradenton: Situated approximately 6 miles from Whitfield Estates, Bradenton is a charming city that emphasizes outdoor and family experiences. It's a gateway to beautiful beaches and offers a variety of educational venues and recreational activities. Visitors can enjoy golfing at scenic courses or explore the Bradenton Riverwalk, which features walking paths, parks, and stunning views of the Manatee River. Local landmarks include the historic Manatee Village Historical Park and the South Florida Museum, providing a glimpse into the area's rich heritage.
  • Longboat Key: Longboat Key, also about 6 miles from Whitfield Estates, is a picturesque island community that promises a delightful blend of beach relaxation and urban amenities. Known for its upscale resorts and shopping centers, visitors can enjoy high-end dining and boutique shopping. The area is famous for its pristine beaches, perfect for family outings, along with beautiful parks and nature preserves. Highlights include the tranquil beaches of Longboat Key and the scenic views from the Longboat Key Pass, making it a perfect escape for beach lovers and nature enthusiasts alike.

Best time to go to Whitfield Estates

If you're planning a trip to Whitfield Estates, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs from February to April, while off-peak times, like September to November tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January62.6°F (17.0°C)Light RainMostly SunnyAverageSlightly Low
February65.5°F (18.6°C)No Rain (Dry)Mostly SunnyModerately HighAverage
March68.4°F (20.2°C)Light RainMostly SunnyModerately HighSlightly High
April73.8°F (23.2°C)Light RainMostly SunnyModerately HighSlightly High
May78.1°F (25.6°C)Light RainMostly SunnyAverageAverage
June82.0°F (27.8°C)Light RainMostly SunnyAverageAverage
July83.1°F (28.4°C)Moderate RainMostly SunnyAverageSlightly High
August83.5°F (28.6°C)Moderate RainMostly SunnyAverageAverage
September81.5°F (27.5°C)Moderate RainMostly SunnyModerately LowSlightly Low
October77.0°F (25.0°C)Light RainMostly SunnyModerately LowSlightly Low
November70.5°F (21.4°C)Light RainMostly SunnyModerately LowAverage
December66.4°F (19.1°C)Light RainMostly SunnyAverageAverage

Booking with Vrbo is simple

Are you aiming to reduce costs on your upcoming journey? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, you can enjoy substantial savings by opting for a longer stay. To discover a Vrbo property that aligns with your budget, take advantage of our filters to sort by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo's cutting-edge Trip Board offers you a convenient way to plan new getaways, pick up right where you left off, or keep track of your travel arrangements. You can easily find the properties you've saved or booked under Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of vacation rental in Whitfield Estates?
In Whitfield Estates, vacation houses are the most popular choice, with about 87 available throughout the area. These homes are typically spacious, featuring multiple bedrooms, fully equipped kitchens, and outdoor spaces such as patios or gardens, making them ideal for families or larger groups.
Are there any beach house rentals in Whitfield Estates?
In Whitfield Estates, there are about 119 beach house vacation rentals available, making it a popular choice for travelers seeking a coastal getaway. These rentals are typically situated in serene neighborhoods, providing easy access to the nearby beaches and local attractions. Guests can expect a variety of amenities, including fully equipped kitchens, spacious living areas, and outdoor patios or decks where they can relax and enjoy the Florida sunshine. Many properties also feature private pools, BBQ grills, and multiple bedrooms, making them suitable for families or larger groups.
How much does it cost to rent a vacation home in Whitfield Estates?
Prices for vacation rentals 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 traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Whitfield Estates to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Whitfield Estates vacation house rentals?
You can find great discounts on house rentals in Whitfield Estates on Vrbo, 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.
What are popular rental amenities in Whitfield Estates?
In Whitfield Estates, popular vacation rental amenities typically include fully equipped kitchens, allowing guests to prepare their own meals. Many properties also feature outdoor spaces such as decks or patios, great for enjoying the warm Florida weather. Additionally, travelers can expect amenities like coffee and tea makers for convenient refreshments, onsite parking for easy access, and comfortable seating areas on patios to relax after a day of exploring.
Can I find family house rentals in Whitfield Estates?
In Whitfield Estates, family-friendly house rentals are plentiful, with around 82 options available for travelers. This charming neighborhood offers spacious homes that are ideal for families, often featuring multiple bedrooms, ample living areas, and full kitchens to prepare meals together. Many properties also include outdoor spaces, such as patios or yards, where children can play and families can enjoy barbecues.

Visitors will appreciate the area's proximity to local attractions, including beautiful parks and scenic waterfronts. The nearby Sarasota Bay offers opportunities for water activities, while cultural spots like the Ringling Museum of Art can provide enriching experiences for all ages.
Can I rent a vacation home with a pool or hot tub in Whitfield Estates?
In Whitfield Estates, Florida, travelers can find a variety of vacation homes available for rent that include pools and hot tubs, with around 83 options featuring pools and 12 options with hot tubs. This serene neighborhood offers a peaceful retreat, and many of the properties come with desirable amenities such as private swimming pools, relaxing hot tubs, outdoor patios for al fresco dining, and fully equipped kitchens, making them superb for family gatherings or group vacations. Additionally, some rentals may include features like spacious living areas, barbecue grills, and lush gardens, providing an ideal setting for relaxation and entertainment under the Florida sun.
Are there any Whitfield Estates vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Whitfield Estates with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo 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.
Can I book pet-friendly vacation rentals in Whitfield Estates?
Yes, you can book pet-friendly vacation rentals in Whitfield Estates, Florida, where there are numerous options available. The area offers a variety of vacation homes that typically feature amenities such as fenced yards, spacious living areas, and fully equipped kitchens, ideal for families and pet owners. Many properties also provide outdoor spaces where pets can enjoy the fresh air, along with easy access to nearby parks and walking trails.

Whitfield Estates is conveniently located near the beautiful Sarasota Bay, allowing for enjoyable outdoor activities with your pets. In addition, the proximity to parks such as Nathan Benderson Park offers scenic walking paths and open spaces great for exercising your furry friends.
Can I find long-stay vacation rentals in Whitfield Estates?
A long-stay vacation rental in Whitfield Estates is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* 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.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
When is the best time to visit Whitfield Estates for a vacation rental?
The best time to visit Whitfield Estates for a vacation rental is during the peak season from January to March, with March being particularly popular among travelers. This time of year draws visitors eager to escape colder climates, as the warm, sunny weather makes it ideal for outdoor activities and leisurely sightseeing. Expect temperatures to range from the mid-50s to the low 80s Fahrenheit, creating a comfortable environment for exploring the beautiful surroundings.

During these peak months, you can enjoy a variety of activities, from relaxing on nearby beaches to indulging in local dining experiences. The vibrant setting is complemented by various events and festivals that showcase the charm of the area, providing plenty of opportunities for socializing with other travelers.

For those seeking a more budget-friendly option, consider a visit in October. This month offers pleasant weather and a quieter experience, allowing you to enjoy the natural beauty of Whitfield Estates without the hustle and bustle of the peak season.
Are there any remote work vacation rentals in Whitfield Estates?
In Whitfield Estates, Florida, there are numerous remote work vacation rentals available, with about 105 options to choose from. This area is known for its tranquil residential atmosphere, making it an ideal spot for those looking to combine work and leisure. Many rentals come equipped with essential amenities for remote work, such as high-speed Wi-Fi, dedicated workspaces, and comfortable living areas that facilitate productivity.

Travelers can also expect features like modern kitchens, outdoor patios, and pools, which provide excellent opportunities to relax after a day of work. The community's proximity to local parks and the scenic Sarasota Bay offers options for outdoor activities during downtime. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Whitfield Estates vacation rental?
Book your Whitfield Estates vacation rental 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 Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Whitfield Estates, Florida, United States of America?
Whitfield Estates is a charming neighborhood located near Sarasota, Florida, offering a variety of attractions for visitors. Just a short drive away, you can explore the beautiful beaches of the Gulf Coast, such as Siesta Key Beach, known for its powdery white sand and clear waters. The Ringling Museum of Art, located in nearby Sarasota, showcases an impressive collection of art, architecture, and history, including the stunning Ca' d'Zan mansion.

Additionally, the Marie Selby Botanical Gardens provide a serene escape with lush tropical gardens and breathtaking views of Sarasota Bay. For those interested in outdoor activities, the nearby Legacy Trail offers scenic paths for walking, biking, and jogging.
Can I change or cancel my Whitfield Estates home rental booking on Vrbo?
To find Whitfield Estates vacation rentals with free cancellation, just use Vrbo'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". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers 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, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Whitfield Estates vacation rental prices shown on Vrbo?
Vrbo 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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, 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.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing 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 favorites, and build the perfect itinerary together.

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