Holiday rentals in Bradenton

Guest House with Hot tub & Heated Pool

Welcome to your serene retreat in sunny Florida! This beautifully finished 1-bedroom, 2-bathroom mother-in-law suite offers luxury, comfort, and privacy. With a heated pool and hot tub, we offer year round outdoor relaxation. Step into your own private oasis with a separate entrance and secluded patio, ideal for morning coffee or evening relaxation. Located in a quiet neighborhood backing up to a protected preserve, offering peace and natural beauty. Beach gear provided for easy beach days.

Vitamin Sea

Welcome to Vitamin Sea- a Luxe 3BR/2BA Escape in Lakewood Ranch! Centrally located and ALL BRAND NEW TOP TO BOTTOM & tucked into one of Lakewood Ranch’s most sought-after communities! From the moment you arrive, elegance surrounds you. Resort-style living! Community pool and cabanas, dog park across the street, as well as high-speed Wi-Fi, smart TVs, full-size washer/dryer, linai and garage for extra storage, Vitamin Sea is perfect for travelers, snowbirds, traveling nurses, & short term renters

AMI/IMG/Boat/Bikes/Golf/Hottub/Kayak/Beach/pool

Welcome to the Paradise Fun House, the ultimate spot for your dream bash! Our Airbnb oasis is packed with tons of fun and activities for an epic stay. Cruise around on free bikes or kayaks, fish with top-notch gear, challenge friends to mini-golf, chill in the hot tub, or enjoy our game collection. Golf clubs and beach gear are ready to roll. Our spacious layout is perfect for partying all night long. Book now for the ultimate fun or relaxing experience! Boat/Dog-sitting/cleaning are available

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!

Manatee River Bungalows Waterfront Guesthouse

Welcome to your peaceful getaway on the Manatee River. This private 1-bedroom, 1-bath guest home offers a clear view of the water and a relaxed coastal setting designed for slowing down and enjoying Florida’s natural beauty. Tucked in a convenient location near I-75, you’re close to everything—while still feeling like you’re away from it all. Enjoy the shared outdoor space a pool, jacuzzi, dock and outdoor kitchen—perfect for grilling, relaxing, or spending the evening under the Florida sky.

Pool & Sports Court | Near Anna Maria + Beaches

Welcome to Sunny Oasis, a luxurious vacation home with easy access to Bradenton’s local attractions, including beautiful beaches. The incredible property features a heated pool and is the only one in the area with a private pickleball/basketball court. Other modern amenities and decor make this the perfect place for your next vacation. Bradenton Beach - 10 Min Drive Riverwalk - 10 Min Drive Anna Maria Island - 10 Min Drive IMG Academy - 10 Min Drive Sarasota - 20 Min Drive Learn More Below!

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.

Casa Bella-5BR/Waterfront/Pool/Spa-9 Min AMI

Beautifully renovated 5 bedroom home. Located 3 minutes from beach access and 9 minutes to Anna Maria Island. A massive waterfront patio with string lights and heated pool and spa encompass this house. Master bedroom with walk-out to spa. Custom double walk-in shower in master suite. Family room with 86" television, decorative fireplace, and 15' ceiling. Roku TV’s in every bedroom. Outdoor propane grill. Beach chairs, umbrella, and cart. We welcome you to Casa Bella.

Casa Spoonbill in Bradenton, FL

Welcome to "Casa Spoonbill"—a stylish 3-bedroom, 2-bath waterfront retreat featuring a private pool (heated during winter months), canal-front dock, and direct Gulf access. Just 2 miles from the sugar-sand beaches of Anna Maria Island and minutes from kayaking the scenic waterways of Robinson Preserve—right from the house—this peaceful escape offers the perfect blend of luxury, nature, and seclusion.

NEW! Heated Pool, Pickleball, Mini-Golf, Play Room

Welcome to The Current, a bold coastal retreat on a quiet dead end street in West Bradenton, 12 minutes to Anna Maria Island beaches. Sleeps 12 across 4 bedrooms (including a bunk room) with a heated pool and spa (included, no extra fees), private pickleball court, 4 hole putting green, 75" outdoor TV, 4 player arcade, fire pit, and giant lawn games. Just bring your bags and your crew.

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.

Waterfront Wares Creek Cottage with dock access

Waterfront Historic Wares Creek. Newly renovated three bedroom two bath single family home with shared dock access for fishing, kayaking and paddle boarding. Walking distance to downtown Bradenton and many wonderful restaurants .