Guesthouse holiday rentals in Bradenton

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Top-rated Guesthouses in Bradenton

Guests agree: These guesthouses are highly rated for location, cleanliness and more.

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Guest favourite
A heated swimming pool, shaped organically, is nestled within a screened enclosure, providing a serene escape. Surrounding planters filled with vibrant flowers add color to the outdoor space, while comfortable lounge seating creates an inviting area for relaxation.
Guesthouse in Wares Creek
4.93 out of 5 average rating, 107 reviews

Near Anna Maria Island Beach-Studio on Wares Creek

This place delivers ample living space,latest amenities, and quick,easy access to Coastal Water,Anna Maria Island Beaches,and city Down Town. Spacious,bright,and tastefully furnished,with great screened porch,cozy gazebo,sparkling heated swimming pool . We supply 2 kayaks and everything that you might need to spend a day at the beach or on the water.We also supply fishing rods(adults and kids) and bait bucket. We can take you on a coastal trip in our boat if you wish (extra charges will apply )

Top Guest favourite
A warm living room is presented, featuring a light-colored sectional sofa and a dark blue armchair. A coffee table is centered on an area rug, adorned with decor. Two large windows allow natural light to fill the space, complemented by framed artwork on the wall.
Guesthouse in Historic Kenwood
4.99 out of 5 average rating, 107 reviews

Kenwood Retreat - 1BR carriage house

This newly constructed carriage house was built to embrace the character and charm of the main house, a 1928 craftsman bungalow. Your 2nd floor 1 BR apartment is well appointed with a full chef's kitchen, a living room with a pull-out sofa, and washer/ dryer. Enjoy a morning cup of coffee or a glass of wine in the evening on the large porch. 2 min walk to Grand Central restaurants, coffee shops, boutiques, or grab a bike or scooter for a 5 min ride to Downtown St. Pete or 15 to the beaches.

Top Guest favourite
A private stock tank pool is surrounded by a wooden deck and lounge chairs. An umbrella provides shade over the pool area. Colorful towels and a stylish table with refreshments are visible, set amidst a landscaped courtyard with lush greenery.
Guesthouse in Whitfield
4.99 out of 5 average rating, 271 reviews

Magical Guesthouse 1 mi from SRQ airport

@Aloe_Stranger Dreamy + fresh! This 1-bedroom guesthouse has a king bed, full bath, kitchen, washer/dryer, daybed + sleeper sofa. NEW STOCK TANK POOL! Full of style - it feels like you're in your own art installation. 1 mile from SRQ Airport, it boasts a great location as well cushy comforts. 1/2 mile from Sarasota Bay, 15 min from Lido Beach, 15 min from Siesta Key and many beaches around the Sarasota/Bradenton area. 10 min from downtown Sarasota, 1 mile from the historic Ringling Museum

Guest favourite
The studio features a cozy seating area with a blue couch, complemented by decorative throw pillows. A queen size bed is positioned against a light wall, with sliding barn doors leading to a closet. A kitchenette with modern appliances is visible in the corner.
Guesthouse in Whitfield
4.95 out of 5 average rating, 322 reviews

Siesta Breeze, adorable New Beach Style Studio !

Stay at our renovated beautiful beach styled studio furnishing with a queen size bed as well as a full pull out couch bed. There’s a mini fridge, a two burner electric cooktop, a microwave, a toaster, a tea pot with complementary tea bags, coffee pot with complementary coffee and keurig with complementary Starbucks k cups. Free wifi and a 50 inch tv facing the bed. 2 minutes away from the air port, 10 minutes away from IMG Academy , 30 minutes from Anna Maria Island and siesta key .

Top Guest favourite
A spacious living area features a billiard table, a sectional sofa, and a kitchen area with wooden cabinetry and modern appliances. Natural light is provided by ceiling lights and side windows, set against a neutral grey wall.
Guesthouse in Bradenton
4.85 out of 5 average rating, 482 reviews

Spacious guest suite near the bay, IMG, Anna Maria

This condo is attached to my home but is totally independant with private access. The condo is upstairs and accessible by a spiral staircase ( avoid large suitcase, may be challenging for some people) A large bedroom with a queen bed, an equiped kichen ( combined microwave/ oven), a bathroom ( large shower) and a living room with high ceiling. We follow cleaning recommendations. You can arrive anytime after check in time.PARKING is in the dead end street in front of my garden

Guest favourite
A comfortable sleeping area is featured, showcasing a queen-sized bed with light beige striped bedding. Two bedside tables with lamps are positioned on either side of the bed. A wall-mounted television is visible, and a door leads to the bathroom area.
Guesthouse in Bradenton
4.95 out of 5 average rating, 100 reviews

Modern-Fully Equipped Near Beaches, Downtown & IMG

Vacation in comfort with this Modern Farmhouse. Complimentary private parking spot, private fenced patio, outdoor seating and keyless entry. Fully equipped guesthouse with fridge, ductless AC, comfortable queen sized bed, high speed wifi and smart TV. Complete kitchen with stove, microwave, coffee maker and cooking utensils. Located in a quiet and established neighborhood. Minutes away from Beaches, Anna Maria Island, Bradenton Downtown, IMG, LECOM and SRQ Airport.

Top Guest favourite
The living area features a comfortable seating arrangement with a light-colored sofa and two armchairs, adorned with decorative pillows. A stone fireplace is centered against a wall, complemented by wood beams overhead. Natural light filters through sheer curtains, creating a cozy ambiance.
Guesthouse in Sarasota
4.98 out of 5 average rating, 118 reviews

The Cottage (In the Country) Cozy, Quiet Retreat

Relax, unwind and unplug at this cozy Old Florida-style country cottage! Here you are away from it all in peaceful bliss... but if you want to go out for dinner, it's an easy drive into town! Located on a beautiful 5 acre plot, this guest home is the perfect spot for your Florida getaway! Just 30 minutes from Siesta Key and 6 minutes from the entrance to Myakka State Park, you can see the best of Florida, both the swamps and the beaches, all in one day!

Top Guest favourite
A private outdoor area features a golf putting green with a textured surface, a jacuzzi with soft blue hues, and a wooden pergola. Near the pergola, a grill is provided alongside comfortable seating. Vibrant green walls and string lights enhance the inviting atmosphere.
Guesthouse in Tampa
4.97 out of 5 average rating, 129 reviews

"Luxury Casita/Jacuzzi/Bush Gardens/USF/Casino"

Welcome to Tampa Luxury Casita, a stylish and centrally located retreat featuring a relaxing jacuzzi and a private golf putting green. Located within walking distance to Busch Gardens, this beautifully designed space offers modern amenities, cozy comforts, and easy access to top attractions. Whether you're here for a weekend getaway or an extended stay, our casita promises a luxurious and unforgettable experience. Book now and enjoy the best of Tampa Bay!

Top Guest favourite
A vibrant yellow cottage is depicted with a landscaped area featuring palm trees and a gravel yard. Colorful adirondack chairs in pastel shades of pink and blue offer seating options, creating a casual outdoor space. Nearby cottages are visible, enhancing the beachfront setting.
Guesthouse in Bradenton Beach
5 out of 5 average rating, 210 reviews

Bradenton Beach Sunsets 1, Anna Maria Island, FL

Fully furnished water view beach cottage located on beautiful Anna Maria Island directly across the street from white sand beach and Gulf of Mexico. 1 Bedroom 1 bath unit that sleeps 4 with the queen pull out couch. Beach chairs/umbrellas/Boogie boards/laundry room, etc. provided. Three blocks from historic Bridge Street with lively restaurants and bars. Free island trolley and across the bridge from Cortez fishing village. Free off-street parking.

Top Guest favourite
The cozy living room features a comfortable sofa and a sleek armchair, complemented by a decorative rug. A glass coffee table sits in the center, while a wall-mounted TV displays a scenic beach view, enhancing the serene atmosphere.
Guesthouse in Bradenton
4.9 out of 5 average rating, 154 reviews

Secluded Retreat 25 min from the best beaches!

Escape to our charming getaway, nestled more than 1000ft off the main road. This private home is just 25-30 minutes away from the stunning Gulf Coast beaches from Anna Maria Island all the way down to Siesta Key Beach. You'll also find yourself close to popular destinations such as IMG Academy, Freedom Factory, St. Armands Circle, and a variety of local amenities and great dining, making it ideal for both relaxation and exploration.

Guest favourite
Guesthouse in South Bradenton
4.93 out of 5 average rating, 191 reviews

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!

Top Guest favourite
A charming outdoor patio area features a wooden pergola overhead, providing shade. Potted plants and herbs are arranged thoughtfully around the space. Two sets of double doors lead inside, complemented by white garden furniture, inviting relaxation and connection with nature.
Guesthouse in Whitfield
4.98 out of 5 average rating, 288 reviews

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 has to offer. 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.

Popular amenities for Bradenton guesthouses

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Quick stats about guesthouse rentals in Bradenton

  • Total holiday rentals

    Explore 20 holiday rentals in Bradenton

  • Nightly prices starting at

    Bradenton holiday rentals start at $99 AUD per night before taxes and fees

  • Verified guest reviews

    Over 2,340 verified reviews to help you choose

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Bradenton holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Bradenton rentals

  • 4.9 Average rating

    Bradenton stays are highly rated by guests—averaging 4.9 out of 5!

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