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.

Tranquil Tide Villa - Waterview! 15 min to beach

Rest easy at this unique & tranquil retreat. With views of the Manatee River & steps from Mineral Springs Park & Riverwalk, you have quick access to fishing, beaches, dining, shopping, parks, & historical sites. This updated one bedroom w/ queen bed one bath villa has a full kitchen and stocked coffee/tea bar. There is a sleeper sofa in the living room as well. The back patio has a view of century old Live Oak Tree, waterfall, gardens, hammock & pool. Let your pup play in the fenced in dog area.

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!

Brand New Coastal Bungalow in Downtown Bradenton

Welcome to downtown Bradenton's newest coastal bungalow! Recently completed and furnished with high-end, tasteful coastal decor, this comfortable and gorgeous home has everything you need for a relaxing trip to Bradenton, Florida! Walking to distance to much of downtown Bradenton, your morning walk can include a different coffee shop every morning and a stop to the farmer's market on Saturdays! Located next to a gorgeous park on the river, you are sure to feel at ease during your stay.

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.

Margaritaville Resort 3BR | Pool | Anna Maria

Welcome to Our Happy Place, a stylish 3BR/3BA condo in Margaritaville at One Particular Harbour, Harbour Isles. Enjoy two en suite baths, a fully stocked island kitchen, dining for six, and a screened lanai overlooking peaceful lake and preserve views. Designed by an interior decorator for a calm, coastal feel. Resort pool, splash pad, and grills on site; Holmes Beach is just 2 miles away. Dog-friendly, with a dedicated workspace for remote days. Sleeps 6 in real beds, no bunks.

Tipsy Flamingo | POOL • HOT TUB • FIRE PIT • GAMES

Dive into the curious home of Tipsy Flamingo. The tropical fever dream you didn’t know you needed! Stay in a historic home bursting with fluorescent colors, a pink-tastic Flamingo Suite, a wild Jungle Room, and a chill coastal Surf Den. Outside, swing under the pergola, battle it out in giant chess, soak in the hot tub, lounge by the fire pit, and float in the sparkling pool on your honorary pink flamingo throne. Pure fun, pure vibes, pure madness! 🦩

Complimentary Food/Drinks/Snacks-Game Room/86in Tv

Welcome to The Bear’s Den – Your Perfect Getaway! The owners are very friendly and will treat you like family! This unit is in the back of the property separate from the main house. Unwind in this newly remodeled, peaceful, and spacious Guesthouse! We offer 2 bedrooms with large king-sized beds and a queen size air mattress available for you if needed.

Boat Dock + Kayaks + Dolphins + Beaches + Hot tub!

✨Welcome to Retro Tides! 🌊 ✨A newly renovated waterfront retreat near Anna Maria Island Gulf Beaches! Observe Dolphins from your Private Dock! Relax in the Tiki Hut + Hot Tub! Take the Kayaks for a spin! This getaway is made for boating, fishing, beaching, and relaxing in true Florida style! 🌴

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.