Holiday houses in Bradenton

Serenity Lake

Keep it simple at this peaceful and centrally-located place. 15 minutes from beaches this lovely apartment sits on a pond full of fish with a dock. Large pool ready for swimming and sunning. Charcoal and gas grill available. Beautiful upper deck to sit and enjoy the large mango tree and view over the lake. Golf cart available for evening rides. There is a large driveway for a boat. Swim and fishing accessories available. Minutes from I-75 - also near the famous Lakewood Ranch downtown.

Modern 4BR Home *Heated Pool & Spa*

Discover elegance in this centrally located Sarasota gem, featuring four bedrooms and two bathrooms to accommodate up to eight guests. Enjoy a laid-back vibe while lounging at Sarasota's beaches or immersing yourself in local attractions. Siesta Beach and Lido Beach are within easy reach at 7.6 and 6.4 miles respectively. Rest easy knowing commitment to cleanliness aligns with your travel priorities. Your serene vacation awaits in this beautifully adorned home. *Brand new pool* VR24-00265

West Bradenton Cottage *No Cleaning Fees or Chores

West Bradenton Cottage is clean, affordable, and great for singles or couples. 8 miles from Anna Maria Island, Holmes Beach, with Coquina Beach and Longboat Key just further down, 2-3 miles from downtown, Riverwalk, GT Bray Park, IMG Acadamy, less than a mile from the country club, 2 miles from Village of the Arts, and 9 miles from Sarasota Bradenton National Airport. Close to Manatee Memorial and HCA Hospitals. Cute, quaint, and cozy, with electric grill on porch, laundry, & fire pit.

Coastal Haven | Pool+Splash Pad+Theatre |Sleeps 18

Welcome to Coastal Haven, part of the Hawley Havens collection. Coastal Haven is a 3,200-square-foot resort-style retreat in Bradenton, Florida — just 8 minutes from the white sand beaches of Anna Maria Island. Built for big family groups and reunions, this isn't just a place to sleep between beach days — it's a private resort your whole group will want to stay at. We have thought through every aspect of this home to maximize your stay. Sleeps up to 18 guests | 5 bedrooms | 3 bathrooms

Heated Pool Retreat Near IMG & Anna Maria Island

Private Heated Pool Retreat Near IMG + Anna Maria Island Private heated pool with water badminton 🎾, tiki bar 🍹, and fenced backyard just 2.2 miles to IMG Academy. Sleeps 6 comfortably with 2 king bedrooms, bonus queen futon, and a full-size pull-out sofa. Less than 15 minutes to Anna Maria Island beaches. 🏖️ Note: To keep the property in excellent condition, our pool is serviced on Monday's and Friday's, and lawn is serviced on Monday's. Vendors access through the side gate.

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.

Breezy Bay Beach Getaway

Luxurious lakefront 2 bedroom, 2 bathroom condo, centrally located at the Shorewalk Resort in West Bradenton just 10 mins from the white sandy beaches of Bradenton Beach, Anna Maria Island and close to Siesta Key, Longboat Key, Lido Key & St. Armands Circle. Whether you’re looking for a family friendly vacation, winter getaway, IMG Academy visit, romantic retreat, or you just want to relax and enjoy the Florida sun, this place is perfect for you!

"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.

Sweet Retreat at Shorewalk!

Bring the whole family to this great place with lots of room for fun. A spacious 2 bedroom, 2 bathroom condo on the second floor, newly renovated and fully equipped, is within walking distance of supermarkets, restaurants, the cinema, and bowling. Whether you are a single family on vacation, a couple enjoying a weekend getaway, or a sports team in training, we have you covered. Stay with us and enjoy all the comforts of home!

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.

10 min AMI | 15 min IMG | Heated Pool

Escape to paradise in this beautifully designed 2-bedroom, 2-bathroom bungalow, located in the heart of sunny Bradenton just 10 min to Anna Maria Island. This chic and tranquil retreat boasts modern comforts and coastal charm, offering the perfect getaway for relaxation and rejuvenation.