Holiday rentals in Whitfield

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Top-rated holiday rentals in Whitfield

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Top guest favourite
An outdoor space is highlighted by a blue illuminated pool, creating a calming atmosphere. A fire pit is positioned in the foreground, with flames flickering softly. The enclosed area offers a sense of privacy, enhanced by surrounding greenery.
Home in Sarasota
4.95 out of 5 average rating, 116 reviews

Cozy Beach House Including King Size Suite !

Welcome to our beach home ! Located in a beautiful neighborhood where you can unwind & relax with the family after a long day at the beach. We are located only a short drive to the finest beaches in FL where you can find sand dollars with the kids & view breathtaking sunsets ! Play a game of pool, grill out on our patio, & enjoy our fire pit & enclosed pool !! This easy access one-level home sleeps up to 8 people. Conveniently located within minutes from groceries, restaurants, and attractions.

Superhost
A cozy outdoor patio area is featured, designed for relaxation around a stone fire pit. Four blue Adirondack chairs are positioned strategically for comfort, surrounded by well-maintained grass and a fence, enhancing the inviting gathering space.
Home in Sarasota
4.82 out of 5 average rating, 215 reviews

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.

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.
Guest house in Sarasota
4.99 out of 5 average rating, 289 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 favourite
Home in Sarasota
4.97 out of 5 average rating, 106 reviews

Htd Pool | PingPong | Foosball | 12 min to Beach

Welcome to Coastal Farmhouse Sarasota! ✨ Your ideal family getaway is just two blocks from Sarasota Bay and minutes from Florida’s most famous beaches Siesta Key, Lido Key, Bradenton Beach, and Anna Maria Island. Designed with families and groups in mind, this newly remodeled 4-bedroom home sleeps up to 12 guests and features a screened heated pool, a fully equipped kitchen, and a bright, open layout perfect for relaxing and entertaining. Perfect for families, groups, and beach lovers!

Guest favourite
Home in Sarasota
4.93 out of 5 average rating, 67 reviews

Luxurious Modern 3/2 by the Bay

Close to everything! 10 minutes from Downtown Sarasota! 20 minutes from Lido Key Beach! 25 minutes from Anna Maria Island! 25 minutes from Siesta Key! 5 minute walk from the bay! 3 miles from SRQ airport! Our place has been fully remodeled and updated with luxurious modern decor. Dogs are welcome! No cats please. No commercial vehicles (vehicles with writing or logos), RVs, boats or trailers please We are very close to the airport, so there is airplane noise overhead outside

Guest favourite
Guest house in Sarasota
4.95 out of 5 average rating, 332 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 .

Guest favourite
Home in Sarasota
4.98 out of 5 average rating, 109 reviews

Pool, Shuffleboard, EV charg, Near beach, UTC mall

Welcome to Vistalodgings Villa Del Sol where families have fun ☀ 3 bedrooms: 1 king, 1 queen, 1 full, 1 twin bed and 2 full bathrooms ☀ Fully equipped kitchen: Keurig dual coffee maker, waffle maker, air fryer, electric kettle, blender, mixer, pots and pans ☀ Dining area for 8 ☀ Fast speed internet Wi-Fi ☀ Heated pool free of charge ☀ EV charger ☀  Shuffleboard, Pac-man arcade ☀ 5 Smart TVs with Disney Plus ☀ Bikes, beach chairs, umbrellas, cooler, beach toys ☀ Iron

Guest favourite
Guest suite in Sarasota
4.93 out of 5 average rating, 151 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
Home in Sarasota
4.96 out of 5 average rating, 103 reviews

Lovely House in 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!

Top guest favourite
Home in Sarasota
5 out of 5 average rating, 31 reviews

Kid-Friendly • Near SRQ • Sleeps 6–8

Relax at BayBreeze Cottage—just 3 miles from Sarasota Airport! This 2BR/2BA home sleeps 6 (up to 8 with queen air mattress, upon request) with a king bed & full-over-full bunks. Perfect for families, it features a screened lanai, fully equipped kitchen, WiFi, and two full baths (one with tub). Close to SRQ Airport, beaches, downtown, and top attractions. No pets. Ideal for work trips or getaways!

Guest favourite
Home in Sarasota
5 out of 5 average rating, 6 reviews

Paradise Escape w/ Pool, Sarasota/Bradenton

Take it easy at this unique and exciting getaway, located 5 minutes from the Sarasota airport (airplanes fly over), 12 minutes from downtown Sarasota, and 15 minutes from Lido Key beach. Enjoy a refreshing dip in the outdoor pool and/or take a walk to the waterfront (2 blocks over) to watch the sunset. Your furry friends are welcome, there is a large fenced in backyard to accommodate pets.

Top guest favourite
A serene garden area is framed by lush tropical foliage and palm trees. A terracotta-paved path leads through vibrant greenery, offering seating options including bright blue chairs and an umbrella for shade. The inviting outdoor space provides a tranquil setting for relaxation.
Guest house in Sarasota
4.98 out of 5 average rating, 291 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.

Popular amenities for Whitfield holiday rentals

When is the best time to visit Whitfield?

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Avg. price£121£144£138£111£93£93£103£93£92£96£107£113
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 180 holiday rentals in Whitfield

  • Nightly prices starting at

    Whitfield holiday rentals start at £22 per night before taxes and fees

  • Verified guest reviews

    Over 8,510 verified reviews to help you choose

  • Family-friendly holiday rentals

    110 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 60 rentals that welcome pets

  • Holiday rentals with a pool

    120 properties feature pools

  • Rentals with dedicated workspaces

    110 properties have a dedicated workspace

  • Wifi availability

    180 of Whitfield holiday rentals include wifi 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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  5. Whitfield