Holiday rentals in Bradenton

The Florida Rooms

NEW POOL/SPA. Just 10 minutes from the beach, The Florida Rooms is a 3BR, 2BA retreat with NEW RESORT POOL & SPA, outdoor dining and living space, premium beds, rain showers, a full kitchen, and dining for 8. Extra sleeping includes a queen sofa bed and Pack ’n Play. Enjoy a pool table, ping-pong, board games, outdoor string lights, and a fire pit. We include beach gear—chairs, towels, umbrella, and wagon—for easy fun in the sun. Comfort, charm, and convenience await! Pool/spa heating included!

Boating/Fishing Paradise at Bayfront Dock! Pool!

Introducing Majestic Isla, the crown jewel of our luxurious, BAYFRONT home w/ sweeping water views! This grand manor is situated near Anna Maria Island and central to the activities that Bradenton has to offer. The property's deep saltwater canal provides direct access to the Gulf, making it a paradise for boating and fishing enthusiasts. Whether you're seeking a tranquil retreat or an adventure-filled getaway, Majestic Isla offers the perfect blend of luxury and comfort right in our backyard!

A Place to Relax with sun battery heated pool.

Welcome to our beautiful 3 bedrooms 2-bathroom heated pool home! This spacious and cozy house has everything you need for a perfect escape from the hustle of everyday life. The living room is bright and airy with comfortable seating and a flat-screen TV. It has a direct access to the pool area, where you can relax, swim, or lounge in the shade watching outdoor TV. All bedrooms equipped with comfortable beds, fresh linens, and plenty of storage space to unpack and make yourself at home.

Swim. Soak. Play. | Beaches | 5mi 2 IMG | Dine

Welcome to Villa Delfino—where summer days are filled with sunshine, beach adventures, and island exploration. When evening arrives, the villa transforms into a relaxing oasis with ambient lighting, outdoor gathering spaces, and the perfect atmosphere for creating lasting memories. Experience white-glove hospitality with a responsive local team, hands-on management, and detailed pre-arrival inspections. We're available throughout your stay to ensure a seamless, stress-free vacation.

Downtown Bradenton & close to Beaches, quiet area

Your family will be close to everything when you stay at this centrally-located private home with fenced in yard near downtown and beaches. Three bedrooms and 2 bathrooms await your next vacation to Florida's beaches. Located 1 mile to downtown - restaurants, shops, markets, Riverwalk, Theater, Bishop Museum and more. Only 4 miles to beaches. Stroll the neighborhood oak lined sidewalks and river. Front porch & private back fire pit & grill. Note - only 3 vehicles permitted.

Private Heated Pool, Turfed Putting Green Retreat

Imagine life in a tropical oasis-surrounded by palms trees, turfed lawn and putting green while enjoying the Florida sun relaxing your private saltwater heated pool with extended sun shelf. This 3 bedroom/2 bath 1940s bungalow is a great place to relax and unwind with your own resort style backyard. The fully equipped home, located between downtown Bradenton and Anna Maria Island offers fun in every direction. We guarantee you'll want to stay awhile!

The Wabi House

Our home is a one-of-a-kind Wabi Sabi-inspired retreat, designed to a create a warm, peaceful atmosphere. Every space has been carefully curated with natural wood tones, custom accent walls, ambient lighting, and modern furnishings to help you truly unwind. Enjoy a private screened pool, relaxing indoor-outdoor living, and stylish spaces. Whether you’re sipping coffee by the pool in the morning. This home was designed to make your stay memorable.

"Starfish Sweet" Bungalow

Stay. Play. Relax. Repeat...at "Starfish Sweet"! This 100 year old charming bungalow is the perfect oasis for your winter getaway, girls weekend, or place for families to reconnect. Have your toes in the sand in 20 minutes as you drive from this quaint Wares Creek neighborhood to the pristine waters of the Gulf of Mexico on beautiful Anna Maria Island. Enjoy your morning coffee or relax at sunset on the cozy screened front porch.

Dockside Dreams - Pool, Spa & Waterfront Dock

Welcome to Dockside Dreams - Your Waterfront Paradise! Escape to our home nestled along the serene waters, less then 3 miles from Bradenton Beach. This is not just a vacation; its an aquatic adventure waiting for you! - Private Boat Dock - Dolphin and Manatee Sighting! - Close to the Beach! - Fully Equipped Kitchen - Outdoor Oasis: Soak up the sun on your deck or cook out by the water! Stays of 28+ Days welcome on request!

Tranquility on the bay.

Tucked away from the hustle and bustle, my mobile home is located in a very unique neighborhood right on the bay with a little beach 2 min. down the road from my house, where you can sit and enjoy the views or fish. The homes are a combination of mobile homes like mine and houses with the most wonderful people of all walks of life. Very quiet, very safe and friendly. 5 min. to Bradenton beach and 10 min. to AMI.

{The Mod Mango} Family Pool Home Near AMI Beaches

Cannonballs before breakfast. Sandy feet home from Anna Maria Island. Marshmallows at the fire pit as the string lights come on. The Mod Mango is a Guest Favourite where the kids have somewhere to be all day: a private pool with in-pool spa, a fully fenced backyard, and toys, games and kid dishes already here. Three bedrooms, sleeps 8. Fifteen minutes to the beach, twelve to IMG Academy, six to the Riverwalk.

Adorable Manatee Guest House

Our guest house is conveniently located in a quiet neighborhood, a few miles from the sandy white beaches of Coquina Beach, Brandenton Beach, Holmes Beach, Manatee Beach, Ana Maria Island, and Siesta Key Beach. The Downtown and IMG Academy are also just a short drive away. Our home is a perfect place to relax between trips to the beach and local attractions.