Holiday rentals with outdoor seating in South Bradenton

Beach House with jacuzzi near AnnaMariaIsland

Welcome to the peaceful Gulf Trail Ranches community,located just 8miles from AnnaMariaIsland, with easy access to IMG and restaurants.This 2bed/2bath home offers a remodeled kitchen with stainless steel appliances, solid surface countertops, and a built-in breakfast bar.The spacious family room is equipped with a built-in bar for enjoying music,a vending machine stocked with drinks and snacks for your convenience, a fenced backyard with a gas grill and hot tub for a pleasant and relaxing stay.

Walk 2 Restaurants-King Bed-Near Beaches & IMG.

This affordable unit is an approx 450sq foot efficiency which includes a large King bed and bathroom, a full fridge, microwave, water dispenser machine and coffee pot. This unit does not have a kitchen but there is access to a charcoal grill. Designated off street parking. There’s a smart TV/Roku with fast WIFI. This is an attached unit located in Downtown Bradenton. It is around the corner from the Riverwalk, bars, and entertainment. Close to beaches. Great for couples or a single traveler.

Waterfront View Mins To AMI Beaches

Luxurious lakefront 2 bedroom, 2 bathroom condo, located just 10 minutes from Bradenton Beach & Anna Maria Island. Located in the Shorewalk Resort in West Bradenton, the condo is also just minutes from the white sandy beaches of Anna Maria Island, 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!

The Starry Cottage

Ideally located in the Village of the Arts amongst dozens of art galleries, cafes, and restaurants all within walking distance. For example, The Adobe Lounge offers coffee and kava and is only a 2 minute walk. Downtown Bradenton is mile away (a 3 minute drive, 20 min walk) with its own collection of breakfast cafes, restaurants, shops, and bars, a brilliant farmers market, and a beautiful riverwalk. Some of the best beaches in the America are only 15 minutes away by car.

Florida West Coast Get-Away

Enjoy Florida's beautiful West Coast in your own cozy, private apartment . One bedroom, living room, kitchenette with breakfast bar, attached bath with shower. Central air and heat. Free wi-fi. Private drive and gated entrance. Everything you will need is here just waiting for your arrival. You'll find this a beautiful place near everything you will need to enjoy your Florida vacation. Not available for guests with infants.

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!

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.

Charming and cozy Bradenton home!

Charming non-smoking retreat centrally located in a quiet neighborhood. Very comfortable and cozy open concept. Great for a family/friends vacation getaway. Minutes away from white sandy beaches - Bradenton, Coquina, Anna Maria Island, and Longboat Key. Very close to downtown Bradenton, Riverwalk, IMG Academy, Pirate City, and a host of restaurants and places for shopping.

Cozy Private Estudio • Near IMG, Beach & Airport

Cozy tropical retreat just 4.6 miles from Sarasota Airport and 7 miles from the beach. Perfect for two! Enjoy a private stock tank pool, fully equipped kitchen, comfy bed, fast Wi-Fi, and free parking. Relax in your own peaceful outdoor space and feel the tropical vibe. Ideal for a romantic escape, a beach weekend, or simply to unwind in a unique and private setting.