Family-friendly vacation rentals in Whitfield

4.88 out of 5 average rating, 135 reviews

A screened lanai area features a glistening pool surrounded by a spacious deck. Two cushioned lounge chairs are positioned for relaxation. Lush palm trees frame the view, complementing the tranquil setting of the fenced backyard.

Home in Sarasota

Family Vacay Time! Gameroom +Private Pool+King Bed

Escape to Paradise Palms, a tropical, well equipped home with lots of room for fun and relaxation. This spacious property boasts a great layout for groups including a large dining area with seating for 8 comfortably and a fully equipped kitchen.Step outside into the fully screened lanai area with a lounge area with a 60'' TV, dining table with seating for 6, fenced yard and a large pool with plenty of pool toys for your enjoyment. Close to Siesta+Lido beaches! 5 miles to IMG +14 miles to AMI!

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, 224 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

4.9 out of 5 average rating, 107 reviews

Camper/RV in Bradenton

Orange Bubbles – Cozy & Creative Getaway

Bienvenido a Orange Bubbles, un alojamiento único y lleno de energía positiva. Aquí cada detalle ha sido pensado para que disfrutes de una estancia acogedora y relajante. 🚐 Perfecto para escapadas cortas, viajes Ya sea que vengas a desconectar, trabajar a distancia o explorar la zona, aquí encontrarás un lugar original, cómodo y con mucha personalidad. 📍 Ubicación privilegiada: • A solo 10 minutos de la prestigiosa IMG Academy • A 20 minutos de las hermosas playas de Anna Maria Island

4.91 out of 5 average rating, 201 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

Centrico Anexo, 5 min de IMG y aeropuerto

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 covered swimming pool area features a spacious rectangular pool with crystal-clear water. Surrounding the pool are several lounge chairs, and the area is framed by a screened enclosure. Landscaped borders enhance the outdoor space with a touch of greenery.

Home in Sarasota

4.82 out of 5 average rating, 193 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.

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.

4.95 out of 5 average rating, 294 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 cozy sleeping area features a spacious bed adorned with light blue pillows and a soft turquoise throw. Above, three framed motivational prints are mounted on the wall. A bedside lamp and small round table with a decorative plant complete the inviting scene.

4.91 out of 5 average rating, 113 reviews

University Pines Studio in Sarasota

Welcome to University Pines Studio, the perfect place to stay! With a "BRAND NEW QUIET SPLIT A/C and HEATED UNIT" Located in a quiet neighborhood situated in the heart of Sarasota off of University Parkway, it is close to restaurants, supermarkets, and convenience stores, minutes away from Lido Beach and Siesta Key Beach, which is voted the #1 beach in the U.S. year after year, 4 miles from the SRQ airport, near the UTC Mall, local shopping centers, and the Nathan Benderson Park.

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, 131 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.

Superhost

A newly remodeled studio features a kitchenette with white cabinets and a small microwave. Two dark wood chairs are positioned around a circular table, and a small refrigerator is visible on the floor. A wall-mounted air conditioning unit is installed above the kitchenette.

Guest suite in Bradenton

4.82 out of 5 average rating, 113 reviews

Cozy Studio in Quiet Neighborhood

Enjoy your stay in my newly remodeled room. Everything is brand new in the room . Smart TV . Wifi parking in front of the house on the right side of the driveway. Private entrance to come and go as you wish. Quiet neighborhood. Perfectly located close to all beaches, 10 minutes from SRQ Airport, 10 minutes to downtown Sarasota, 5 minutes to IMG and shopping/mall. NO ACCESS TO THE BACKYARD . PETS are allowed for 50$ cash cleaning fee cash when you check in.

Home in Indian Beach-Sapphire Shores

A rustic wooden sign with the word 'Welcome' painted in white is displayed prominently. Dried floral arrangements are arranged above the sign, adding a natural touch. A small turquoise glass jar sits nearby, contributing to a warm and inviting entryway.

4.9 out of 5 average rating, 683 reviews

Charming Apt. in old Florida home

Cozy, charming suite in a historic 1920's home. Lots of character and charm. Amazing location. One block from the bay with beautiful sunsets. And just a few miles to the beach and downtown. Clean, comfy and a welcoming host. Great for 1 or up to 3 guests. ****Please read the full detailed description for more information before booking. This is very old home, not fully restored, old Florida house. Owner occupied Non- Smoking guests 🙏 Hope to see you soon