Vacation rentals in Whitfield

The exterior of a light blue house features a covered porch and large windows. A spacious concrete driveway leads to the house, with a manicured lawn and tropical plants enhancing the outdoor area. The fenced yard offers privacy, creating a serene environment.

4.9 out of 5 average rating, 10 reviews

Pet Friendly. Minutes to Beaches

Beautiful home centrally located in Sarasota, & minutes from Lido Key, Siesta Key, & Anna Maria Beaches! Get away for your next vacation with all the comfort & amenities you'd need for getaway weekends, family visits, or extended stays. High-end, updated kitchen with new appliances, dining sets, & glassware. Back patio overlooks large, fenced yard. Living room has 55” TV & large, comfy leather reclining couches. Bathrooms include fresh linens w/ free shampoo & soap. Fenced yard and Pet-friendly!

5 out of 5 average rating, 202 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

The kitchen features granite countertops and wooden cabinetry, providing ample storage. Modern appliances include a refrigerator, oven, and microwave. A floral arrangement is placed on the countertop, and the space is illuminated by recessed lighting. The adjoining room is visible through an open archway.

4.89 out of 5 average rating, 362 reviews

Beautiful and Restful Sarasota Florida Retreat

This old Florida home has been updated with granite counters in the kitchen with newer appliances, ceramic tile, and wood flooring. There is plenty of room to spread out in the main living room and within the wood wall and ceiling finished gathering room. The backyard patio area is perfect for outdoor BBQs. The lush tropical landscaping provides the old Florida home feel. The best amenity is a semi-private outdoor shower with lush vegetation screening. Perfect for the outdoor enthusiast.

4.92 out of 5 average rating, 192 reviews

A modern living area features a gray couch adorned with orange and white throw pillows. A flat-screen TV is mounted on the wall, while the open kitchen showcases sleek countertops and minimalist shelving. Ample natural light enhances the inviting ambiance.

Guest suite in Bradenton

Live and Enjoy Arlet’s Dream

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

A converted garage displays a comfortable seating area featuring a grey sofa and two red lounge chairs, positioned on a stylish rug. A large smart TV is mounted on the wall, showcasing an image of outdoor leisure, adding to the space's entertainment options.

4.81 out of 5 average rating, 182 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, 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.

4.95 out of 5 average rating, 281 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 .

A shared swimming pool reflects shimmering blue water, with gentle ripples creating a serene effect. A stainless steel handrail is visible at one side, offering support for entry. Sunlight enhances the clarity of the water, inviting relaxation and enjoyment.

4.87 out of 5 average rating, 212 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

Condo in Sarasota

4.67 out of 5 average rating, 93 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.

4.93 out of 5 average rating, 120 reviews

A private entrance is highlighted by a red door adorned with a glass panel and surrounded by lush greenery. A hanging flower basket filled with white and red blooms adds a pop of color, while large windows feature dark frames providing a modern contrast.

Guest suite in Sarasota

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.

A bright dining area features a round white table set with dishes, surrounded by four chairs in varying shades of blue and white. Large sliding glass doors allow natural light to fill the space, leading to an outdoor patio area visible beyond.

4.94 out of 5 average rating, 72 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!

A serene entryway features double French doors opened to a spacious bedroom, framed by lush green foliage. Light curtains gently sway in the breeze. The pathway is lined with terracotta tiles, leading to a tranquil atmosphere enhanced by tropical plants.

4.98 out of 5 average rating, 268 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 offers. 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.

4.99 out of 5 average rating, 96 reviews

Guesthouse in Bradenton

Private Stock Tank Pool. Cozy Tropical Stay

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.

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Popular amenities for Whitfield vacation rentals

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Pool

Free parking on premises

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Other great vacation rentals in Whitfield

An open-concept living space is shown, featuring a bright kitchen with modern white cabinetry and stainless-steel appliances. A spacious dining table accommodates multiple chairs, and a cozy seating area includes a large television and light-colored sofa. Natural light is welcomed through large windows.

4.91 out of 5 average rating, 57 reviews

Luxurious Modern 3/2 by the Bay

A shaded pavilion with a thatched roof features two wooden totem poles adorned with floral decorations. In the background, a seating area includes red chairs and a view of the marina. Lush greenery surrounds the space, adding to the natural ambiance.

Apartment in Sarasota

4.56 out of 5 average rating, 9 reviews

Bay Side Studio

5 out of 5 average rating, 11 reviews

Home w/ Pool & Outdoor kitchen! Close to Lido Key

4.86 out of 5 average rating, 14 reviews

Casita Floreado, private cottage!

Condo in Sarasota

4.55 out of 5 average rating, 22 reviews

Ramada Waterfront & Marina with Tikki Bar & Grill