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Holiday houses in Whitfield

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Top-rated holiday rentals in Whitfield

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A compact sleeping area is furnished with a wooden bed frame and a colorful assortment of throw pillows. A modern air conditioning unit is mounted above, while a bedside table holds a lamp. Light streams in through the window adorned with wooden blinds.
Apartment in Bayou Oaks
4.97 out of 5 average rating, 235 reviews

Modern Private Apartment 1 Block from Sarasota Bay

One block from Sarasota Bay - completely remodeled and fully furnished guest apartment with a Miami deco feel. The unit is a little over 300 sf with full kitchen, one bathroom w/ shower, comfy queen bed, several stools/ chairs, flat screen tv, wifi, off-street parking, six USB ports for easy charging and sitting area outdoors on front porch. Five minutes to downtown or SRQ airport, 15 minutes to Lido Beach, and 25 minutes to Siesta Beach with easy access to University Parkway or Fruitville Rd.

Guest favourite
The kitchen features modern white cabinetry and appliances, complemented by a stylish wood tabletop with two stools. A large window provides natural light, while a beach-themed artwork adds a calming touch. The space is designed for functionality and comfort.
Apartment in Sarasota
4.76 out of 5 average rating, 187 reviews

Private apartment w/King bed+full kitchen

Welcome to our newly renovated apartment with King size bed and full kitchen. Parking in the driveway and self check in process make this is a safe and convenient stay whether you’re traveling solo or as a couple. Located on a quiet street yet close to the main road and access to the Legacy Trail + Pompano pickle ball courts at the end of our street. 5 minutes to Pinecraft, local ice cream, restaurants & approximately 7 miles to Siesta Key and Lido Key Beach and 15 minutes to Sarasota airport.

Top Guest favourite
A private stock tank pool is surrounded by a wooden deck and lounge chairs. An umbrella provides shade over the pool area. Colorful towels and a stylish table with refreshments are visible, set amidst a landscaped courtyard with lush greenery.
Guesthouse in Sarasota
4.99 out of 5 average rating, 255 reviews

Magical Guesthouse 1 mi from SRQ airport

@Aloe_Stranger Dreamy + fresh! This 1-bedroom guesthouse has a king bed, full bath, kitchen, washer/dryer, daybed + sleeper sofa. NEW STOCK TANK POOL! Full of style - it feels like you're in your own art installation. 1 mile from SRQ Airport, it boasts a great location as well cushy comforts. 1/2 mile from Sarasota Bay, 15 min from Lido Beach, 15 min from Siesta Key and many beaches around the Sarasota/Bradenton area. 10 min from downtown Sarasota, 1 mile from the historic Ringling Museum

Superhost
A cozy living area is highlighted by plush pillows in vibrant orange and white. In the background, the kitchen is partially visible, featuring a bottle of wine and glassware on a tray, with a coffee maker nearby.
Guest suite in Bradenton
4.9 out of 5 average rating, 209 reviews

Central Annex, 5 min from IMG and airport

Enjoy the simplicity of this quiet and central accommodation from which you can easily access exquisite restaurants, fast food place, airports, shopping malls, cultural and recreational centers as well as the beautiful beaches that characterize this city .Feel the warmth and enjoy the great sunset of Ana Maria Island and Coquina beach.Walk along the white and fine sand of a set of beaches that will be within your reach due to the central and privileged location of this accommodation.

Superhost
The studio features a cozy seating area with a blue couch, complemented by decorative throw pillows. A queen size bed is positioned against a light wall, with sliding barn doors leading to a closet. A kitchenette with modern appliances is visible in the corner.
Guesthouse in Sarasota
4.94 out of 5 average rating, 303 reviews

Siesta Breeze, adorable New Beach Style Studio !

Stay at our renovated beautiful beach styled studio furnishing with a queen size bed as well as a full pull out couch bed. There’s a mini fridge, a two burner electric cooktop, a microwave, a toaster, a tea pot with complementary tea bags, coffee pot with complementary coffee and keurig with complementary Starbucks k cups. Free wifi and a 50 inch tv facing the bed. 2 minutes away from the air port, 10 minutes away from IMG Academy , 30 minutes from Anna Maria Island and siesta key .

Superhost
A welcoming living space is visible through an opening, featuring a comfortable blue chair and a wall-mounted TV. Natural light filters through a window, illuminating the white walls and partially covering a cozy bed with blue and white bedding in the adjacent area.
Guesthouse in Sarasota
4.88 out of 5 average rating, 245 reviews

Supercute Beach Themed Retreat Free Parking Wi-FI

Come and enjoy our newly remodeled 400 square foot laid back beached themed guest house. Located just 1.5 miles away from Sarasota/ Bradenton airport, and less than 10 miles away from our world famous beaches. Whether you are a single person in search of a long term stay or a family looking for a short vacation, we have the place for you. Our guest area is attached to our main residence and has a private entrance. Enjoy our shared swimming pool and outside patio areas.

Top Guest favourite
A welcoming living area features a light gray couch paired with a modern red accent table. Three large windows allow natural light to fill the space, while indoor plants and decorative items add life. A comfortable chair and a flat-screen TV complete the cozy setting.
Guest suite in Sarasota
4.93 out of 5 average rating, 138 reviews

Unique old Florida tropical apartment

Welcome to a 1930's Florida farmhouse minutes from the gulf. This updated attached private suite has a style all its own. Conveniently located to enjoy the best of both Sarasota and Bradenton, 15 minutes to downtown, St Armands Circle, Lido beach or Village of the Arts. A small boat launch minutes away, is perfect for launching a kayak or paddle board. There are no additional cleaning fees and as a resident host, I am available 24/7 for any questions that may arise.

Top Guest favourite
A bright living space features a large window allowing natural light to fill the room. A modern coffee table sits atop a striped rug, with a sleek TV mounted on the wall. Decor items and a welcoming door can be seen in the background.
Home in Sarasota
4.97 out of 5 average rating, 103 reviews

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!

Superhost
A newly remodeled studio features a kitchenette with white cabinets and a small microwave. Two dark wood chairs are positioned around a circular table, and a small refrigerator is visible on the floor. A wall-mounted air conditioning unit is installed above the kitchenette.
Guest suite in Bradenton
4.84 out of 5 average rating, 122 reviews

Cozy Studio in Quiet Neighborhood

Enjoy your stay in my newly remodeled room. Everything is brand new in the room . Smart TV . Wifi parking in front of the house on the right side of the driveway. Private entrance to come and go as you wish. Quiet neighborhood. Perfectly located close to all beaches, 10 minutes from SRQ Airport, 10 minutes to downtown Sarasota, 5 minutes to IMG and shopping/mall. NO ACCESS TO THE BACKYARD . PETS are allowed for 50$ cash cleaning fee cash when you check in.

Guest favourite
A cozy sleeping area is highlighted by a framed beach scene above a bed adorned with green and white patterned pillows. A white tray holds two glasses and a small potted plant, positioned on a white quilt. Light wood paneling accents the walls.
Tiny home in Bradenton
4.93 out of 5 average rating, 150 reviews

Cozy, relaxing studio 17 minutes from the beach.

This is a (small) space in my home (162 square feet), renovated, cozy and beautiful, Fully equipped so you can enjoy a pleasant and comfortable stay. Totally private and independent. Located in a very quiet and safe neighborhood, just 17 minutes from Anna Maria and other beautiful beaches, nature reserves and other attractions. ready for 1 or 2 people.( We have another beautiful stay for 2 people on the same property).

Top Guest favourite
A charming outdoor patio area features a wooden pergola overhead, providing shade. Potted plants and herbs are arranged thoughtfully around the space. Two sets of double doors lead inside, complemented by white garden furniture, inviting relaxation and connection with nature.
Guesthouse in Sarasota
4.98 out of 5 average rating, 286 reviews

Casita Lantana, a 1925 cottage in a Tropical Oasis

Welcome to my original 1925 Casita, built in the heyday of the John Ringling era. We are centrally located between Sarasota, Lakewood Ranch, and Bradenton, making it an ideal place to explore all the area has to offer. Getting around is easy since we are located very close to the Ringling Museum of Art. Plus, it is only a short 15-minute drive to downtown Lido Beach and St. Armands Circle.

Top Guest favourite
Guesthouse in Bradenton
4.98 out of 5 average rating, 169 reviews

Cozy Private Estudio • Near IMG, Beach & Airport

Cozy tropical retreat just 4.6 miles from Sarasota Airport and 7 miles from the beach. Perfect for two! Enjoy a private stock tank pool, fully equipped kitchen, comfy bed, fast Wi-Fi, and free parking. Relax in your own peaceful outdoor space and feel the tropical vibe. Ideal for a romantic escape, a beach weekend, or simply to unwind in a unique and private setting.

Popular amenities for Whitfield holiday rentals

When is the best time to visit Whitfield?

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Avg. price$281 NZD$308 NZD$308 NZD$250 NZD$209 NZD$209 NZD$231 NZD$209 NZD$208 NZD$276 NZD$283 NZD$258 NZD
Avg. temp16°C18°C20°C22°C25°C27°C28°C28°C27°C24°C20°C18°C

Frequently Asked Questions

  • What are the best places to stay in Whitfield?

    Stays near neighborhood parks, the waterfront, or the historic district are frequently suggested for a relaxing visit to Whitfield. Many accommodations in the greater Sarasota-Bradenton area provide a mix of quiet, scenic settings and convenient amenities.

  • What are the best things to do in Whitfield with kids?

    Children can enjoy playgrounds, splash areas, and spotting wildlife in local parks near Whitfield. Hands-on activities at nature centers or small museums in the greater area are often suggested for families.

  • What are some of the best things to do in Whitfield?

    Whitfield has peaceful waterfront spaces, public parks, and chances for kayaking or paddleboarding on the bay. Art galleries, local eateries, and nature trails around the area also provide inviting options for visitors.

  • How is the weather in Whitfield?

    Whitfield has warm, humid summers around 90°F (32°C), and mild winters near 70°F (21°C), with more rainfall in summer months. Lightweight, breathable clothing and rain gear are useful throughout much of the year.

  • When is the best time to visit Whitfield?

    Late winter through early spring is often recommended for mild, sunny weather around 70–80°F (21–27°C), with lower rainfall. Early fall can also bring pleasant temperatures and local festivals.

  • What are the best places to visit in Whitfield?

    Many guests explore local parks, public waterfronts, and the neighborhood’s historic districts. Art galleries, golf courses, and markets around Whitfield also create inviting stops for travelers.

  • What are some hiking trails in Whitfield?

    Whitfield has walking paths in neighborhood parks and nature preserves, often frequented by birdwatchers and those seeking bay views. For more extensive hikes, consider exploring established coastal trails in parks nearby.

  • What are some family activities we can do in Whitfield?

    Families frequently enjoy playgrounds, picnics at local parks, and birdwatching near the bay in Whitfield. Interactive nature centers and small museums around the area provide engaging options for all ages.

  • What are some of the best day trip ideas from Whitfield?

    You can explore white sand beaches nearby, visit lively art scenes in Sarasota or Bradenton, or spend a day at wildlife preserves in the region. Local aquariums and botanical gardens around the Gulf Coast are often suggested for varied interests.

  • Are there any pet friendly accommodations available in Whitfield?

    Many homes and rentals in Whitfield welcome pets, especially those located near green spaces or walking paths. Nearby neighborhoods also have options for guests traveling with dogs or other pets.

  • What are some local tips for visiting Whitfield?

    Consider lightweight clothing and sun protection for the warm, humid climate, and bring a reusable water bottle. Exploring community markets or waterfront parks around Whitfield is often recommended by locals who enjoy a relaxed pace.

  • What is Whitfield known for?

    Whitfield is known for its quiet residential character, bayfront views, and established neighborhoods. It serves as a gateway to the cultural attractions, golf courses, and natural beauty found in the greater Sarasota-Bradenton area.

  • What are the best hidden gems to explore in Whitfield?

    Small community preserves, quiet nature trails, and local art studios around Whitfield are frequently considered hidden gems. You may also find lesser-known cafes or historic spots that reflect the area’s character.

  • What are the best foods to try in Whitfield?

    Whitfield has many coastal Florida influences, so seafood dishes like grouper sandwiches, shrimp, and mullet are frequently suggested. You might also find Cuban sandwiches, key lime pie, and Southern comfort foods at local restaurants.

  • What should I bring for a trip to Whitfield?

    Pack light layers, a wide-brimmed hat, and sunscreen for the warm, sunny weather. Comfortable walking shoes are helpful for exploring parks, and many visitors bring insect repellent for outdoor activities.

  • What is the nightlife in Whitfield like?

    Nightlife in Whitfield tends to be low key, with a focus on casual dining, neighborhood pubs, and community gatherings. For more vibrant evening entertainment, guests often explore local venues and music scenes in Sarasota or Bradenton.

  • What are the most popular events or festivals in Whitfield?

    Around Whitfield, regional art fairs, seasonal food festivals, and community gatherings are frequently suggested, especially in spring and fall. Larger cultural events in Sarasota and Bradenton draw many visitors throughout the year.

  • Are there family friendly vacation rentals in Whitfield?

    You will find a selection of family-friendly vacation rentals in Whitfield, many with features like multiple bedrooms, kitchens, and nearby parks. These properties often appeal to guests seeking a relaxed, residential setting.

Quick stats about holiday rentals in Whitfield

  • Total holiday rentals

    Explore 170 holiday rentals in Whitfield

  • Nightly prices starting at

    Whitfield holiday rentals start at $50 NZD per night before taxes and fees

  • Verified guest reviews

    Over 7,770 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

    120 properties feature pools

  • Rentals with dedicated workspaces

    110 properties have a dedicated workspace

  • Wi-Fi availability

    170 of Whitfield holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi 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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