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NOW until 10/11/25 save 20% on any week or 2 weeks 50% off second weekEnjoy the TIKI hut, or the hot tub, swim in the pool or shoot a game of pool. We refer to this home as "The Lakehouse." The property features a TIKI hut on a small lake where one can relax or try a hand at fishing. This...
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Winter at The Betts offers the best of it all-luxurious finishes, a heated swim spa, fire pit, patio with outdoor dining, and a full front porch perfect for hours of family fun. Just steps from the downtown Riverwalk, enjoy boutique shopping, waterfront dining, the Farmer’s Market, and the Downtown...
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What a beautiful house. I wish I lived there. ( : Great location, great amenities and close to everything!
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Beautiful 2 bedroom, 2 bath condo at Hidden Lakes with views of the lake and fountain. You can sit on the lanai and listen to the sound of water or take a short walk to the heated pool, hot tub, gym, library, or steam room. Our condo is decorated to give you the feel of staying on the beach, but you are...
Featured review
A Very spacious unit with a well equipped kitchen. The condo location is close to Downtown Sarasota events and activities. A perfect laid back condo atmosphere where you can fish in the Bayou or just...
Distance to beach: 12 miles to Manatee Public Beach
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Our you ready to plan your vacation, a time to enjoy the sea, sun and sand. Our large spacious open plan villa provides a haven where you can enjoy your vacation. The villa overlooks a tranquil lake which attracts an abundance of Florida wildlife.Our home is fully equipped for that home from home...
Featured review
Nous avons passé 8 jours dans la maison et elle était vraiment parfaite. La cuisine est très grande et super bien équipée. La climatisation efficace et silencieuse. Tous les lits étaient confortables....
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The Sunshine House gives a whole new meaning to fun in the sun. From the moment you step inside you are greeted by by sunshine with a beautiful mural. Each room greets you with it's own flair of bringing the sunshine in. And the back yard is set up to make you forget you came to see our beautiful...
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Conveniently located 3 miles to the pristine beaches of Anna Maria Island. Spoonbill Lagoon features 2- bedrooms plus a den and 2 full and one-half bathrooms with easy access to Anna Maria Island, the Bradenton and Sarasota areas, and Tampa Bay.This well-appointed home features a king master ensuite...
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SUPERHOSTVERIFIED FOR CLEANLINESS + COMMUNICATIONSpacious Bradenton Oasis Near IMG Academy & Beaches! Welcome to your ultimate vacation retreat in beautiful Bradenton, FL! Just minutes from world-renowned IMG Academy and a short drive to: Coquina Beach (5mi), Cortez Beach (6mi), Manatee Public...
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Luxurious Waterfront Living with Resort-Style Amenities: Recently Renovated 2 Bed, 2 Bath Condo with BOAT LIFT in West Bradenton on the south side of Palma Sola Bay just UNDER 3 MILES TO ANNA MARIA ISLAND! Experience breathtaking tropical canal views from your SCREENED LANAI, and walk the sea wall to...
Distance to beach: 10 miles to north lido beach
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**boat rental available, please inquire for prices** This gorgeous oasis creates the perfect Florida vacation! The private dock leads to the crystal blue waters of the Sarasota Bay that is filled with dolphins, manatees, and gorgeous sandbars. You truly feel like you are in paradise in this amazing backyard...
Featured review
This is the second time we rented "The Yellow House". Convenient to multiple vacation areas Great biking options, close to two Crunch gyms, Anna Maria Island, shopping choices,
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Enjoy peaceful waterfront living in this comfortable and spacious 2-bedroom, 2-bath waterfront condo located on the south side of Palma Sola Bay—just under 3 miles to Anna Maria Island’s beaches! Relax on your screened lanai and take in tranquil canal views with frequent manatee and bird sightings.The...
Featured review
Thank you to Cheerful Rentals for arranging this beautiful spot for me to stay for the winter in Bradenton Florida. The accommodations was everything that was described plus more! Clean, beautifully decorated,...
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Welcome to Palma Rosa! Embrace the tropical lifestyle in this clean and updated home with a private screened & heated pool and covered dining/lounge area with a 58" outdoor TV! The interior of the home is bright and spacious with cheerful coastal decor, and nearly every room flows directly to...
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Completely updated golf front condo with club privileges. Top floor unit, great view and all the best country club features. Great golf course, multiple pools, tennis, pickle ball, bocce ball. Formal restaurant, casual bar and grill, poolside snack bar and lots of outdoor casual seating.
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Bay House Retreat by Beach Retreats Vacation RentalsSarasota Bayfront – Near IMG Academy & Downtown Sarasota 5 Bedrooms | 4 Bathrooms | Sleeps 12 | Heated Saltwater Pool | 2 Private DocksWelcome to Bay House Retreat, a luxurious bayfront escape offering over 4,000 sq. ft. of comfort...
Featured review
Four siblings and their spouses enjoyed this spacious home for a week. Right at the water’s edge, with a great pool and spa, it was like a self-contained resort of its own. The views of sunrise and...
Distance to beach: 4 miles to Anna Maria Island
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Luxurious Bay View Living with Resort-Style Amenities: 2 Bed, 2 Bath Condo in West Bradenton and the coveted Palma Sola Bay Club on the east side of Palma Sola Bay! Experience breathtaking panoramic bay views with amazing sunsets from the privacy of your own unit and walk the grounds to live, swim, or...
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SEP to DEC 2025 : $225 a day (Taxes and Fees Not Included) - MIN 30 DAY RENTALLUXURY ISLAND GATED COMMUNITY! Enjoy water views of Anna Maria Sounds and Harbour Isle private lake from this gorgeous 3+ Brdm / 3 Bath, 3,412 total sq. ft. high-end flagship coach home! The unit is fully furnished with...
Featured review
Couldn’t be a better location as the glorious beach was two minutes away! And what a fabulous beach to walk. The sunsets were spectacular. Couldn’t get any more beautiful.
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Escape the cold and enjoy sunny Florida at this beautifully remodeled 3-bedroom, family-friendly bungalow with a private heated saltwater pool in Bradenton. Designed for comfort, fun, and relaxation, this home is perfect for families, snowbirds, and winter vacationers looking for a warm-weather getaway.Start...
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NEW TO THE MARKET! Escape to a refined coastal retreat near the tranquil waters of Palma Sola Bay. This desirable 3rd-floor, 3-bedroom, 2.5-bathroom, turnkey-furnished condo offers relaxed luxury and serene surroundings, with two private balconies ideal for enjoying soft morning light and warm Gulf Coast...
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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...
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Ready to unwind and relax? Welcome to “Sunshine Villa” a hidden gem just 2 miles from the beaches on Anna Maria Island. This property is located within Flamingo Cay, a quiet peninsula community of 150 homes. This boating "Key West" style community is located within biking distance...
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Luxurious Waterfront Living with Resort-Style Amenities: 2 Bed, 2 Bath Condo in West Bradenton on the south side of Palma Sola Bay just UNDER 3 MILES TO ANNA MARIA ISLAND! Experience breathtaking tropical canal views from your SCREENED LANAI, and walk the sea wall to enjoy the manatees or catch dinner!...
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*Rates discounted all year long, contact our office directly for monthly stay specials*Perks of Life, one mile to beaches, steps to pool/grill & splash park Welcome to “Perks of Life”. This Outstanding First level up condo is in the gated community of One Particular Harbor. Enjoy...
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Perfect for snowbirds. First floor, 2-bedroom lakeside condo at Hidden Lake of Manatee. It is a gated condo community which offers a clubhouse with ping pong table, lending library and small fitness center. The condo features 2 bedrooms each furnished with one 1 queen bed, dresser, and TV. Work desk...
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Welcome to Harbor Isle Fir. This Outstanding Penthouse condo is in the gated community of One Particular Harbour. Enjoy spectacular sunrise and sunset views. This luxurious property is located only minutes, less than a mile from the powdered sand beaches of Anna Maria Island. This property suffered no...
Featured review
The condo was great, glad it had 3 bathrooms and 3 bedrooms. The property is close enough to the beach without much problem. Also enjoyed the pool and amenities at the resort.
Distance to beach: 26 miles to Siesta Key
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The condominium is in prestigious Lakewood National Golf Club and is fully furnished with a washer/dryer built in the unit for your convenience. 24/7 guarded Gated community with multiple pools within the community, tiki bar at the main pool. The condominium is on hole #10 of the Piper golf course and...
Featured review
Ashoka’s condo was very a comfortable stay. Everything was very easy and the condo was well stocked with everything we needed from cooking to laundry. We would happily rent again if we return to Lakewood...
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Cheerful Serenity – Luxury Waterfront Oasis on Perico Bayou with Pool, Dock & Sunset ViewsWelcome to Cheerful Serenity, a cheerful 3 bedroom, 2 bathroom waterfront escape with unforgettable sunset views over Perico Bayou. This serene cul-de-sac location feels worlds away yet keeps you close...
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The Shorewalk Complex is located along Cortez Avenue, the 'main-drag' in Bradenton. Sarasota Bradenton Airport is 15 miles from Shorewalk and Tampa International Airport is about 50 miles away. Ellenton Prime Outlet Mall is a 20 minute drive up I-75 N. Thrill seekers can enjoy Busch Gardens...
Featured review
The condo is downtown Bradenton. Easy access to groceries by walk, close to beaches. The area is sécure, clean and have shuffle bord, pool.
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Waterfront Paradise Awaits at Marina Walk!Discover the ultimate coastal escape in this stunning 3-bedroom, 3-bathroom waterfront gem, nestled in the exclusive gated community of Marina Walk at Jimmy Buffet's One Particular Harbor. Perico Island's sought-after retreat is just 1.8 miles from...
Featured review
We had such a fantastic, relaxing holiday staying at Marina Walk. Jeff and Shandra are amazing, super responsive, and they made us feel welcome and at home. The views from our condo over the bay were out...
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Whether you are looking for a family-friendly vacation, winter getaway, IMG Academy visit, romantic retreat or you just want to relax and enjoy the Florida sun on the award-winning Gulf Coast beaches, then this condo might just be the right fit for you. This luxurious, beautifully renovated and fully-equipped...
Featured review
We enjoyed our stay in this apartment. It is a big, bright apartment fully equipped and freshly renovated. Conveniently located just 5 minute's drive to IMG Academy and 10 minutes to the beaches, a short...
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NEW MANAGEMENT!!! Tucked away in sought-after Northwest Bradenton, this cheerful canal-front retreat is all about easy Florida living—where sunny days, calm waters, and laid-back coastal vibes come together. With a private dock, direct Gulf access, and peaceful water views right out back, it’s...
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Welcome to Serenity on the Sound. This Outstanding Penthouse condo is in the gated community of One Particular Harbour. Enjoy spectacular sunrise and sunset views. This luxurious property is located only minutes, less than a mile from the powdered sand beaches of Anna Maria Island. This property suffered...
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Spend your days playing in the pool and soaking up the sun at this coastal escape! The huge screened lanai includes a pristine new heated saltwater pool with a spillover spa and sun ledge, outdoor living and dining space, pool toys and lawn games. The updated 3 bedroom, 2 bath interior is bright and spacious,...
Featured review
The pool and hot tub was definitely the highlight of this place. The second place award goes to the large wifi/TV that allowed us to view some family videos from our laptop onto the big screen, as well...
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Escape to Manatee Manor, your modern 4BR Bradenton retreat just 6 miles from Anna Maria Island and 4 minutes to Robinson Preserve. Enjoy a heated screened pool, tiki bar, and fenced yard for total privacy. Perfect for families, snowbirds, and pet lovers—relax under the palms, grill by the pool,...
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Upgraded and renovated in 2023. New furnishings. Light and spacious home located in NW Bradenton. Close to Anna Maria Island beaches, Downtown Bradenton and Manatee River. Pool on large lot in quiet neighborhood . Escape winter cold or take a summer vacation in this charming home. William Glade ,...
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Bring the whole family to this great place with lots of room for fun. A spacious 2 bedroom, 2 bathroom newly renovated and fully equipped condo. Whether you are a single family on vacation, or a couple enjoying a gateway we have you covered. Stay with us and enjoy all the comforts of home!This delightful...
Featured review
Thank you Maja and family for use of your Bradenton villa for my Winter retreat this year. I enjoyed the villa and area so much, I extended through April. So many great things to do and visit in the area....
Distance to beach: 6 miles to Bradenton Beach
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We have recently remodeled this home and spared no expense to make it everything you need for a perfect vacation. Fantastic Northwest Bradenton location is approximately 6 miles from the beautiful beaches of Anna Maria Island. Robinson Preserve and DeSoto Park are just a short bike ride or walk away...
Featured review
Our stay here was absolutely perfect from start to finish. The location couldn’t be better—just minutes from beautiful beaches and all the best local attractions. The home itself is spotless, spacious,...
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Welcome to Holmes Beach Retreat! Sleeps 7 Water Views of Anna Maria Sound! Sunset Views and Bird Watching from your Private Lanai Short drive to the World Class Beaches of Anna Maria Island Walk to Floridays or take a stroll around Robinson Preserve Fully stocked kitchen for all of your favorite home...
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. Very nice private house with 3 bedrooms, 2 bathrooms, open floor plan with private heated pool with spacious fenced plot (quiet area).The house is only 5 and half miles from Anna Maria Island and Holmes Beach. Near Robinson Preserve. Bring your boat and launch at Warner Bayou.Enjoy Indoor / outdoor...
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Welcome to Garry's Landing! Short Drive to the World Class Beaches of Anna Maria Island Enjoy Fishing off Dock! Kayaks Available Bring your Boat or other Water Toys! Beach chairs, umbrella, wagon, and a cooler available Fully stocked kitchen with Air Fryer, Keurig, and BBQ Grill High-speed...
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Coastal Charm at One Particular Harbour by MargaritavilleWelcome to Coastal Charm, a beautifully updated three-bedroom bay-view condo located in the highly sought-after One Particular Harbour. With fresh coastal décor, new furniture, and a warm, inviting color palette throughout, this condo...
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Welcome to 128 Sweet Tree! Close proximity to Lakewood Ranch, Sarasota, Tampa, and Gulf Coast Beaches Private Screened in Heated Pool/Spa Social Membership Available Fully stocked kitchen for all of your favorite home cooked meals Smart lock for Self Check-in Queen or larger beds and TVs in every...
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Luxury-furnished waterfront home — recently renovated top-to-bottom with true designer quality (West Elm level), not the typical “condo leftovers.” High ceilings, walls of glass, and a light-soaked great room looking straight out over the river, oaks and untouched preserve land —...
Featured review
The owner was wonderful to work with, the location couldn't be better! It was very relaxing to enjoy the back screened in porch overlooking the river, peaceful and secluded! Recommend!
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Welcome to Waterfall Retreat! Screened in Heated Pool/ Spa with BBQ & Cornhole game! Short drive to the World Class Beaches of Anna Maria Island Large driveway, Boat and RV Parking Available Close proximity to IMG Academy, Parks & More 8 Beach chairs, Beach Wagon, Umbrella,...
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Welcome to Bella Rosa! This incredible condo is steps from 2 pools and 2 spas; it is sunny and elegantly furnished with 2 bedrooms and 2 bathrooms, located on the ground floor end side with a superb view facing the South side towards the lake in the desirable Shorewalk Villas vacation resort complex.Close...
Featured review
Easy access. Comfortable, better than we see in pictures. Kitchen well équipped. Close to shopping store.
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Rv fo rent in backyard across the street from Palma sola elementary school. It has 1 bedroom, 1 bathroom a full kitchen, dinette and deck. The closest beach is about 5 minutes drive and the main barrier island is about 10 minutes drive. fully furnished.
Distance to beach: 30 miles to Siesta
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You’ll love this stunning 3rd Floor Condo, and what a view from the 3rd floor! it has 2 bedrooms with golf course & lake view at Lakewood National located in Lakewood Ranch.This one-of-a-kind Arnold Palmer designed 36 Holes Golf Course is a real champion nearly 900-acre enclave set within the...
Distance to beach: 10 miles to Anna Maria Island
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LOCATION: Beautifully remodeled 2BR/2BA first floor condo with front door parking! This tranquil, but active 55+ community is nestled comfortably between downtown Bradenton and the beautiful Gulf of Mexico beaches on Siesta Key and Anna Maria Island. Located close to shopping, dining, banking, golfing,...
Featured review
Close to everything you need: shopping, groceries, restaurants and beach. Pool out the back door was a convenience. Nicely decorated with comfortable beds.
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Welcome to Jerry's Gem! Close proximity to Lakewood Ranch, Sarasota, and Tampa Short drive to the world class beaches of Anna Maria Island Fully stocked kitchen for all of your favorite home cooked meals High speed Wi-Fi included, Smart lock for Self Check-inThis property is located in...
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Latitude Adjustment Penthouse — a gorgeous 3BR/3BA coastal-contemporary escape at One Particular Harbour. Soak in stunning water views from the oversized sliding doors and enjoy an open, sunlit floor plan with a fully equipped kitchen and spacious living area.Relax on the screened lanai with...
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Paradise on the Bay at ”One Particular Harbour by Margaritaville" offers tropical, resort-like amenities with a heated pool, splash pad, gas barbecue grills and playground for the kids. One Particular Harbor offers award-winning waterfront resort living on Florida's last private island....
Featured review
The 3rd bedroom should be listed as a child’s room. Although there is a double bed as well as a single bed, it is small and has NO CLOSET available. The closet in that room is padlocked as an owners closet....
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Northwest bradenton, large fenced in backyard, 10 minutes from Anna Maria island. 37 feet. Everything included utilities, electric, internet.
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