House holiday rentals in Bradenton

4.99 out of 5 average rating, 96 reviews

Saltwater heated pool w/ massage chair + fire pit

❗️4th Weeknight FREE in Aug & Sep! See below for details! ❗️ Welcome to Citrus & Serena Stays, your private tropical oasis perfect for large families or groups! Near Bradenton’s attractions, including Anna Maria Island, this property features a screened-in heated saltwater pool, electric massage chair, fire pit, and more. With its playful orange-fruity décor, it’s ideal for an unforgettable vacation ☀Bradenton Beach - 12 Min ☀Riverwalk - 10 Min ☀Anna Maria Island - 12 Min ☀IMG Academy - 10 Min

4.99 out of 5 average rating, 78 reviews

Charming Oasis: 4BR 3B w/ Heated Pool near AMI/IMG

Welcome to The Salt House, a spacious 2,400 sq ft retreat that beckons you to unwind and indulge in the ultimate vacation experience. Your perfect vacation getaway in Bradenton is conveniently located 8 miles away from the stunning Anna Maria Island & only 3 miles from the prestigious IMG Academy. This 4-bedroom, 3-bathroom haven offers a slice of paradise, complete with a refreshing pool, exciting pool table, charming outdoor fire pit, hammock, and a delightful kids' playhouse in the backyard.

4.98 out of 5 average rating, 51 reviews

Cozy Cottage - close to Manatee River

This charming Cottage is a true gem and escape. Cottage is located right off Riverview Boulevard. It’s charming decor and garden oasis are sure to make you lose yourself in your future get-a-way. The lot is surrounded by mature trees, tropical vegetation, and sea shells. In the back you will find hot tub, sand box, and a fire pit. The Cottage is only 3 miles away from Bradenton Downtown and 7 miles away from Anna Maria Island. Keywords: Cottage Manatee River Beach Anna Maria Island Bungalow

4.98 out of 5 average rating, 143 reviews

Near downtown! Saltwater Pool! HOT TUB! Games!

Beach! River! Heated Saltwater Pool! Hot Tub! Your tropical beach vacation awaits! Prime location in proximity to local restaurants, attractions & sparkling waters. Nathan Hejl Interior Designer has updated this spacious 5BR/3.5BA vacation oasis to blend luxurious furniture & finishes w/ a barefoot, tropical vibe. Located in Historic River District in W Bradenton, walking distance to Manatee River, 2mi to Bradenton Convention & only 8mi to the famous Anna Maria Island beaches, 20mi to #1 Siesta

5 out of 5 average rating, 10 reviews

100 yr Old Stone Home by Beaches

Charming 100-Year-Old Restored Stone House with Italian Flair – Close to Beach & Downtown! Welcome to your dream getaway! This beautifully restored 100-year-old stone home blends old-world charm with modern luxury. Inspired by the elegance of Italy, this unique retreat is just minutes from the beach and vibrant downtown Bradenton. The home has abundant natural light and has 2 bedrooms, 2 half baths and a spacious yard! You will love the heated pool and outdoor firepit for year-round relaxing.

4.97 out of 5 average rating, 33 reviews

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.

5 out of 5 average rating, 17 reviews

5BR W/ New Pool! 6mi to AMI Beach & IMG Academy

Experience the Bradenton and Anna Maria Island area in this new modern 5-bedroom 2.5 bath retreat. Featuring a screened in lanai off the main living area overlooking the brand new salt water pool with tanning ledge. Tropical oasis perfect for multigenerational families and friends ☀ 5 minutes to Robinson Nature Preserve ☀ 10 minutes to Manatee Public Beach (Traffic Dependent) ☀ 14 minutes to IMG Academy ☀ 36 minutes to The Premier Sports Campus ☀ 36 minutes to Bradenton Motorsports Park

4.98 out of 5 average rating, 103 reviews

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

4.98 out of 5 average rating, 139 reviews

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.

4.91 out of 5 average rating, 371 reviews

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.

4.96 out of 5 average rating, 180 reviews

Private Oasis: Heated Saltwater Pool+Putting Green

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!