Vacation rentals in Whitfield

A spacious outdoor deck is highlighted, featuring two lounge chairs positioned under a wooden overhang. Lush tropical plants surround the area, adding greenery. A television monitor is visible on the wall, providing entertainment options in a serene environment.

4.82 out of 5 average rating, 79 reviews

Alvin's Cottage: 1-bedroom unit w/private parking

The property is a single-family residence with two apartment units. The apartment for lease (A) is in the front 1-bd/1-ba unit with a separate entry and gravel parking area. Lush landscaping, with covered and uncovered patio decks. The entry has a private screened porch. Large gathering room upon entry with a large kitchen area. Flooring is all resilient type (no carpet) containing faux wood plank vinyl or ceramic tile. - Quality beaches < 20 min - Local shops & restaurants just minutes away

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.

4.99 out of 5 average rating, 220 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

A screened-in outdoor area features a sparkling pool surrounded by tan brick pavers. Four white lounge chairs are positioned near the water, and the light blue sky complements the home's beige exterior and vibrant blue doors.

4.93 out of 5 average rating, 70 reviews

Private Pool! Arcade! Game Room! Near Downtown SRQ

Don't miss out on this impeccable maintained POOL HOME in the heart of Sarasota! Ideally located just 7 miles from downtown Sarasota, 7 miles from Downtown Bradenton, only 15 minutes to UTC and UTC Mall! Take a walk over to the historic Sara Bay Country Club, with easy access to The Ringling Museum and School of Art and Design, University of South Florida, and Asolo Repertory Theatre. All of that AND just a short drive away from beautiful beaches - 8mi to Lido Beach and 13mi to Siesta Key!

4.91 out of 5 average rating, 199 reviews

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

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.

A spacious bed is neatly made with a textured white coverlet. Decorative pillows feature the words 'Happy' and 'Family' in soft hues. Two bedside lamps with gray shades are placed on wooden nightstands, complementing the calming, light-colored walls.

4.95 out of 5 average rating, 291 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 .

4.98 out of 5 average rating, 47 reviews

A screened-in pool area features a sparkling blue pool, surrounded by several lounge chairs in turquoise. Two umbrellas provide shade, while lush greenery is visible in the background, showcasing the tranquil waterway just beyond.

Guest suite in Bradenton

Waterfront Suite-20 min to Gulf Beaches

A hidden gem awaits you in this waterfront “Old Florida” style guest suite. You’ll be in an attached yet private suite with your own entrance, bedroom & cozy living area. The setting offers amazing days swimming in the pool, kayaking or fishing. Maybe you’ll see manatees in the creek or the ducks, turtles, our cats & resident Blue Heron parade around the property. Beach lovers can get to Anna Maria Island in about 20 minutes. Nightlife? We’re 15 min from downtown Sarasota.

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.

4.88 out of 5 average rating, 221 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.

4.94 out of 5 average rating, 127 reviews

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

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 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.

4.98 out of 5 average rating, 89 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!

5 out of 5 average rating, 41 reviews

2 King bed, heated pool, game room, close to SRQ

**NO PARTIES OR EVENTS** Experience a delightful family vacation at our spacious newly renovated 3-bed/2-bath ranch home, just 1 mile from SRQ Airport for instant relaxation. Only 9 miles from Lido Key Beach, it's ideal for families, couples, or a girls' getaway. Enjoy a game room/bar, dedicated work area with high-speed Wi-Fi, and a backyard oasis with a heated pool, grill, fire pit, cornhole, tv and outdoor seating!!

A large outdoor pool is framed by mature tropical landscaping, featuring a clear blue water surface under a bright sky. Lounge chairs are positioned around the pool area, providing ample seating for relaxation and enjoyment.

5 out of 5 average rating, 15 reviews

Backyard Oasis, Dual Master suite, Pool home!

Welcome to your private Sarasota getaway! Nestled in a quiet, charming neighborhood, this beautifully renovated mid-century modern home offers everything you need for an unforgettable stay. With two master suites, a stunning outdoor pool retreat, and a massive screened-in lanai with a dedicated exercise/yoga area, this home is perfect for families, groups, or remote workers looking for relaxation and style.

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.

4.98 out of 5 average rating, 275 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.

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Other great vacation rentals in Whitfield

A well-organized sleeping area features a king-size bed with blue and gray patterned linens. A bedside lamp provides soft lighting next to a textured nightstand. A gray chaise lounge is positioned nearby, with a small round table to the side, creating a comfortable space.

Condo in Sarasota

4.58 out of 5 average rating, 139 reviews

Sarasota Getaway Hotel Condo

A single-story home is surrounded by lush landscaping and palm trees, set against a vibrant sunset sky. The entrance features well-kept plants and a paved driveway leading to the garage. The spacious front yard is meticulously maintained, offering ample green space.

4.97 out of 5 average rating, 35 reviews

The Palm House: cozy, safe, central Sarasota

The kitchen features light blue cabinetry complemented by stainless steel appliances. A spacious layout is highlighted by a tiled floor with a checkered pattern. A cozy dining nook with wooden chairs and a table is visible, illuminated by natural light from nearby windows.

5 out of 5 average rating, 3 reviews

BayBreeze Cottage | Sleep 8 | Family Stay Near SRQ

A clear pool reflects the blue sky, featuring colorful inflatable loungers floating on the surface. Surrounding the pool, a covered patio offers ample seating, with sun loungers positioned for relaxation. The tranquil space is enclosed by netting, enhancing a private ambiance.

5 out of 5 average rating, 29 reviews

Sunny Escape with Pool & Hot Tub

5 out of 5 average rating, 6 reviews

An outdoor dining area is set up with colorful tableware and a pineapple centerpiece. A spacious table with seating for eight is positioned near the saltwater pool, surrounded by lounge chairs and umbrellas. A vibrant playhouse adds a whimsical touch to the lush backyard.

Home in Bradenton

Poppi Beach House: Pool~Mini Golf~Game Room~Bar

Guest suite in Indian Beach-Sapphire Shores

The primary suite features warm wood paneling and a spacious bed adorned with a textured blanket. Two nightstands with lamps are placed beside the bed. Natural light enters through two large windows, showcasing lush greenery outside. Soft curtains frame the windows, adding to the room's charm.

4.95 out of 5 average rating, 388 reviews

FL Mid-Century Hideaway (Full Bath+Outdoor Shower)

A serene waterfront scene captures a marina filled with various boats reflecting on calm waters at sunset. Lush palm trees line the walkway, while vibrant flower beds enhance the natural beauty of the landscape. The sky displays soft hues of orange and purple as day transitions to evening.

Condo in Sarasota

4.64 out of 5 average rating, 28 reviews

Ramada by Wyndham Sarasota Waterfront- Bar & Grill

A colorful collage showcases various outdoor and indoor spaces. The upper section features a volleyball and mini golf court, nestled alongside a bright outdoor kitchen. The lower segment reveals the game room, equipped with a pool table and lounging area, emphasizing a vibrant and playful design.