Family-friendly vacation rentals in Whitfield

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.

4.88 out of 5 average rating, 138 reviews

Gameroom +Private Pool+King Bed- Centrally Located

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!

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.

4.83 out of 5 average rating, 195 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.

4.99 out of 5 average rating, 234 reviews

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.

Guesthouse in Sarasota

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

4.92 out of 5 average rating, 110 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

A charming old Florida home is shown with a light-colored exterior and blue shutters. A sizable tree stands in the front yard, providing shade. A gravel pathway leads to a covered carport on the right, surrounded by lush tropical vegetation.

4.89 out of 5 average rating, 381 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.

4.91 out of 5 average rating, 204 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

Central Annex, 5 min from IMG and airport

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

Guesthouse in Sarasota

4.95 out of 5 average rating, 295 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 .

4.93 out of 5 average rating, 239 reviews

A modern guest room features a spacious bed adorned with patterned bedding. A red accent chair is positioned nearby, complementing the decor. Light is provided by ceiling fixtures, and a piece of floral artwork is displayed on the wall. Simple furnishings include a small table and wastebasket.

Guest suite in Sarasota

MG Tropical Stay.With private entrance and patio.

Welcome to your modern Guest Suite in Sarasota – Adults Only, Private & Peaceful 🌞 Enjoy your own private space—no shared areas—with a separate entrance and parking for two cars. The suite includes: A cozy queen bed A full bathroom A well-equipped kitchenette with a microwave, small refrigerator, coffee maker, and 2-burner cooktop A secluded outdoor patio with a solar shower, ideal for rinsing off after a beach day A mini-split A/C unit to keep you cool during Florida’s sunny days

A welcoming entrance showcases a vibrant red door against a light blue brick exterior. The path is flanked by well-maintained landscaping, featuring a variety of plants and flowers. A decorative bench sits invitingly on the porch, creating a pleasant outdoor space.

4.95 out of 5 average rating, 101 reviews

Spacious Mid-Century Pool Home

This beautiful home offers the best of both worlds: Charming mid-century accents with modern efficiencies. Lounge in luxury and solitude next to the caged, heated pool. Prepare an intimate meal for two in our modern kitchen or fire up the grill and enjoy burgers and hot dogs with the family on the covered screened patio. Take in a peaceful sunset on the front porch or enjoy a board game with the family in the Florida room. There is plenty of space to spread out and relax.

4.88 out of 5 average rating, 225 reviews

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.

Guesthouse in Sarasota

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.