Holiday rentals in Bradenton

Boutique Rental Near AMI Beaches+IMG • Renovated

This renovated Florida bungalow blends classic charm with modern style & comfort. Enjoy a brand-new kitchen & two bathrooms, deck, fenced yard (pet-friendly!), BBQ, fire pit & outdoor shower. Just 20 minutes from Sarasota Airport, it's close to Anna Maria Island’s award-winning beaches featured on Travel+Leisure’s Best Places to Travel (2024). Nearby attractions include downtown Bradenton, Sarasota, St Pete, Tampa, IMG Academy, LECOM Park & scenic kayaking & hiking trails in nature preserves.

KING Bed + AMI Beaches!

🎙️🦩Welcome to the Retro Flamingo! Your tropical getaway that combines style, fun, and the serene beauty of the Gulf Coast. This cozy, vibrant themed condo is the perfect destination for your next Beach vacation. Walking distance to Palma Sola Beach Causeway, where you can enjoy sun-bathing, horseback riding, jet skiing, and fishing! 5 mins or less from the Gulf of Mexico and powdery white sand beaches of Anna Maria Island! Kick back and relax in this retro “Old Florida” themed condo!

Cozy & Clean King Ste near IMG & AMI

Newly built 3 bed/2 bed home, with all new furnishings located in Historical DT Bradenton, short drive to IMG and Anna Maria. It is within site of Wares Creek and walking distance of DT. Historically inspired architecture w/large front porch located within steps of Neal Park for kayaking and walking distance to the marina. Extra comfy beach chairs, sun tent & umbrella for a fabulous day at the beach. 15-20 minutes to Anna Maria island. Safe area in newly developed community. 3 TVs

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.

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.

Palm Retreat: #1 Top Rated Rental of Bradenton/AMI

Enjoy Florida sun in a stunning, newly renovated 4/2 pool home! We have provided almost everything we could think of including five 4k TVs w/ Netflix and cable, wifi, heated (optional) salt water pool w/ 7' privacy fencing, adult bikes, beach gear, Pack & Play, office, board games, relaxing lounge chairs, stocked kitchen, washer & dryer, garage parking, dog crate, all in a quiet and safe neighborhood. Oh, and of course it's just 5 miles to world renowned beaches.

The Enchantment, Cozy guesthouse,7mi to the beach!

Enjoy the beach in style! We welcome you to the private studio on the West side of Bradenton. Beautiful beaches like Cortez Beach, Coquina Beach, Holmes Beach, and Anna Maria Island may be reached in about 20 minutes. Sarasota Airport, IMG, art galleries, Lido Key, Longboat Key, museums, theaters, 2 hours from Disney World Orlando, Marie Selby Botanical Garden, and Marina Jacks are all within 20-30 minutes!

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.

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.