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Vacation rentals in Whitfield

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Top-rated vacation rentals in Whitfield

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

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Top guest favorite
An aerial view showcases a large detached building surrounded by mature oak trees and lush greenery, with a serene lake visible in the background. The expansive yard complements the peaceful setting, offering ample space for outdoor activities.
Guest suite in Sarasota
4.95 out of 5 average rating, 105 reviews

Oak Hammock on the Lake

Located in a quiet, safe neighborhood, at the end of a 400’ paver driveway, lined with old oak trees. Guest area is located in a large detached building with its own, secure, ground floor entrance. The unit is provided with its own AC and heat. The “Florida Shower” provides a large, private outdoor shower experience, with plenty of hot water, beneath the stars. Offers a ten acre lake view from inside or out. Many species of birds and wildlife are spotted, with 45 acres of bordering woodland.

Top guest favorite
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, 248 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

Guest favorite
Tiny home in Bradenton
4.92 out of 5 average rating, 102 reviews

Adorable and relaxing studio 19 min from the beach

A private, beautifully renovated space in my home, ideal for 1 or 2 guests, but it is totally independent with a separate, autonomous and private entrance,Just 20 minutes from the stunning beaches of Anna Maria Island, and close to beautiful nature preserves, parks, and local attractions. In a quiet, safe neighborhood,our space is fully equipped with everything you need for a comfortable short stay. Enjoy the convenience of a peaceful retreat with easy access to all the area has to offer

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, 207 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, 300 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 .

Top guest favorite
A modern guest room features a spacious bed adorned with patterned bedding. A red accent chair is positioned nearby, complementing the decor. Light is provided by ceiling fixtures, and a piece of floral artwork is displayed on the wall. Simple furnishings include a small table and wastebasket.
Guest suite in Sarasota
4.93 out of 5 average rating, 258 reviews

MG Tropical Stay. Fully private, no shared spaces

Welcome to your modern Guest Suite in Sarasota – Adults Only, Private & Peaceful 🌞 Enjoy your own private space—no shared areas—with a separate entrance and parking for two cars. The suite includes: A cozy queen bed A full bathroom A well-equipped kitchenette with a microwave, small refrigerator, coffee maker, and 2-burner cooktop A secluded outdoor patio with a solar shower, ideal for rinsing off after a beach day A mini-split A/C unit to keep you cool during Florida’s sunny days

Guest favorite
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
4.89 out of 5 average rating, 241 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.

Superhost
A pelican is perched on a wooden railing overlooking the ocean, with its long beak prominently displayed. The water reflects gentle waves beneath a cloudy sky, while a sign stating 'No Sitting or Standing on Rails' is positioned below the bird.
Condo in Sarasota
4.65 out of 5 average rating, 113 reviews

Hotel Style w/pool & Tiki Grill

Keep it simple at this comfortable individually owned hotel room in the Ramada by Wyndham Sarasota. This top floor efficiency is a great value that sits on an inlet of Sarasota Bay. Only a 3 mile drive to SQR Airport with free parking. Also included with the room is use of Heated Pool, Business Center, Exercise Room, Tarpon Bay Grill & Super fun Tiki Bar with live music on the weekends. Boat Rentals are available at the marina. Weekly & monthly discounts may apply.

Top guest favorite
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, 136 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 favorite
Guest suite in Cove
4.93 out of 5 average rating, 284 reviews

Kayak w/ Dolphins - Private Entrance Studio

Paddle with dolphins in Palma Sola Bay from this private-entrance, 2-room studio with living room, bedroom w/ queen, bathroom, food prep area (no kitchen sink). Two TVs, WIFI. Dock access in back yard includes use of kayaks/canoe or docking your boat. Quiet on dead-end street. Owner lives in back of house facing canal (see photo). Your space is private with a tropical street entrance & access to the back yard. Non-shedding dog considered with prior approval.

Guest favorite
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, 147 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).

Guest favorite
Guesthouse in Bradenton
4.93 out of 5 average rating, 186 reviews

The Enchantment, Cozy guesthouse,7mi to the beach!

Enjoy the beach in style! We welcome you to the private studio on the West side of Bradenton. Beautiful beaches like Cortez Beach, Coquina Beach, Holmes Beach, and Anna Maria Island may be reached in about 20 minutes. Sarasota Airport, IMG, art galleries, Lido Key, Longboat Key, museums, theaters, 2 hours from Disney World Orlando, Marie Selby Botanical Garden, and Marina Jacks are all within 20-30 minutes!

Popular amenities for Whitfield vacation rentals

When is the best time to visit Whitfield?

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Avg. priceﺩ.ﺇ617ﺩ.ﺇ676ﺩ.ﺇ676ﺩ.ﺇ547ﺩ.ﺇ459ﺩ.ﺇ459ﺩ.ﺇ507ﺩ.ﺇ459ﺩ.ﺇ455ﺩ.ﺇ606ﺩ.ﺇ621ﺩ.ﺇ566
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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 vacation rentals in Whitfield

  • Total vacation rentals

    Explore 160 vacation rentals in Whitfield

  • Nightly prices starting at

    Whitfield vacation rentals start at ﺩ.ﺇ110 per night before taxes and fees

  • Verified guest reviews

    Over 7,300 verified reviews to help you choose

  • Family-friendly vacation rentals

    100 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 40 rentals that welcome pets

  • Vacation rentals with a pool

    110 properties feature pools

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace

  • Wi-Fi availability

    160 of Whitfield vacation 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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