Vacation rentals in Whitfield
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Top-rated vacation rentals in Whitfield
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Water's Edge: Charming Canal Oasis
*BOAT DOCK AVAILABLE* Escape to the serene waters of our canal-side retreat in Sarasota! Just minutes from downtown's vibrant entertainment scene and pristine beaches, this cozy haven offers a peaceful retreat. Relax on the dock, take a kayak or paddleboard out, or simply soak up the sun. Explore the city's arts and culture scene, indulge in fresh seafood, or unwind on the beach. This charming retreat is the perfect blend of relaxation and adventure. Book now and experience the best of Sarasota!
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.
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.
Family Fun•POOL•Sleep 14•Game•SRQ, Ami &Beaches
Get ready for nonstop fun at Paradise Island - an amenity-packed retreat in Sarasota! Whether you're in the heated pool or hot tub, playing mini golf, enjoying a family game night, relaxing by the fire pit, or grilling barbecue in the backyard, there’s something here for everyone. This vibrant 4-BR, 2-bath home sleeps up to 14 guests and is just 5 minutes from the airport and a short drive to world-class beaches. BOOK YOUR STAY TODAY - The Ultimate Retreat for Family Fun and Forever Memories
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
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!
Studio | Near Siesta Key, IMG + Pool + Boat Dock
Coastal marina calm meets boutique hotel vibes on Sarasota Bay. This privately owned studio condo is located within a hotel property and operates as an independent Airbnb unit. Sleeping arrangement includes a queen bed and sofa sleeper in the studio. Minutes from beaches & IMG. Hidden gem. Located on Ramada By Wyndham property with bar, boat rentals, pool and 3 minutes from SRQ. Perfect for IMG coaches, athletes, and travelers. Private jet services nearby. Sunset Views and free parking.
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 .
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.
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!
Casita Floreado! Private 1BR cottage, central area
A beautiful and private one bedroom cottage in a 1924 built Ringling property, nestled in the historic neighborhood of Whitfield a estates. With everything you would need, including private parking and separate entrance. A ten minute drive to downtown Sarasota, 15 to Lido beach/St. Armamds circle, three minutes from Sarasota airport and 5 minutes to all of the shopping University place has to offer! Please follow us @casitafloreado #casitafloreado
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!
Popular amenities for Whitfield vacation rentals
Other great vacation rentals in Whitfield
Modern Lux king Suite, Minutes To Lido Beach + DT.
Historic Beasley House with Heated Pool
Mini Golf + Shuffleboard + Gym | Pool | Sleeps 10
408 Guest House | Game Room | 5 Min to IMG/Airport
About 5 minutes drive from SRQ Airport!
Sarasota Vacation Rental w/ Private Pool & Lanai!
Five Palms Sarasota Home - Fully Renovated, Heated
Beach House by the Bay
When is the best time to visit Whitfield?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $233 CAD | $255 CAD | $255 CAD | $206 CAD | $173 CAD | $173 CAD | $191 CAD | $173 CAD | $172 CAD | $179 CAD | $199 CAD | $211 CAD |
| Avg. temp | 16 °C | 18 °C | 20 °C | 22 °C | 25 °C | 27 °C | 28 °C | 28 °C | 27 °C | 24 °C | 20 °C | 18 °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 vacation rentals in Whitfield
Total vacation rentals
Explore 170 vacation rentals in Whitfield
Nightly prices starting at
Whitfield vacation rentals start at $42 CAD per night before taxes and fees
Verified guest reviews
Over 7,770 verified reviews to help you choose
Family-friendly vacation rentals
100 properties offer extra space and kid-friendly amenities
Pet-friendly vacation rentals
Find 50 rentals that welcome pets
Vacation rentals with a pool
120 properties feature pools
Rentals with dedicated workspaces
110 properties have a dedicated workspace
Wifi availability
170 of Whitfield vacation 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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