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This beautifully updated condo offers a serene and spacious escape with stunning sunset views from the balcony. The unit features a king bed in the master bedroom and two double beds in the guest room, making it perfect for families or groups. The large windows bring in plenty of natural light, creating...
Distance to beach: 6 miles to Coquina Beach
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TWO HOMES. ONE INCREDIBLE BACKYARD.Grinning Gecko is designed for families and groups who want to vacation together — without having to live on top of each other.You'll have a spacious 3-bedroom main house PLUS a separate private pool house with its own queen bedroom, ensuite bathroom...
Distance to beach: 2 miles to Palma Sola Causeway Park
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The screen door slides shut behind you and the pool lights flicker on as the Gulf sun drops low. Kids cannonball into the heated pool while the grown-ups sink into the hot tub, drink in hand. Inside, the arcade hums and shuffleboard tiles clack. This is Coastal Palm Hideaway — a freshly remodeled...
Featured review
Bill and Heather were very attentive. House was in perfect location to drive to beach, or stay at pool.Upon arrival we had a couple normal issues and Bill and Heather wastes not one minute taking care...
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Welcome to our stunning 5-bedroom, 3-bathroom haven, the perfect retreat for your next getaway! Step outside to discover your slice of paradise in the magnificent backyard oasis. Your vacation will create unforgettable memories!!! - Stays of 28+ Days welcome on request! - Pool - 1 Above Ground Spa,...
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Retreat to this spacious 2BR, 2BA house and experience the laid-back Florida charm of the picturesque Punta Gorda Isles! Our relaxing canal front retreat allows you to immerse yourself in the beauty of Florida‘s scenic Gulf Coast by discovering its scenic landmarks and exciting attractions....
Featured review
The place we stayed was so very nice inside and inviting. Loved having a place to dock our boat to fish and enjoy our time. The owners were very helpful and attentive with any issues we had at all. It was...
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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
We stayed at Emerald Retreat in May/June 2026. We found the villa to be comfortable and well equipped. It had everything we needed for going to the beach too. The villa was very spacious as there was only...
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NOW until 10/11/25 save 20% on any week or 2 weeks 50% off second weekThe Lakehouse4 is less than 6 miles from the beaches on Anna Maria Island and about 2 miles to the beaches along the causeway in a quiet residential area close to Robinson Preserve. This sprawling ranch style house has everything...
Featured review
We recently stayed here and were very happy. Beds were very comfortable. The 1 bedroom could use a dresser or a bench to put suitcase on and bedrooms could also use a full length mirror. The pool was...
Distance to beach: 5 miles to Anna Maria Island
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A recent review (December 2025 stay):"Rented this sight unseen and were very happy with the condo. Very central location, convenient amenities, clean with very nice people for neighbors. We are waiting for the paper work to rent it next December."Fully renovated, fully furnished 2BR/2BA...
Featured review
Very central location, convenient amenities, clean with very nice people for neighbors. We are waiting for the paper work to rent it next December.
Distance to beach: 12 miles to Anna Maria
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CASA ENCANTADA, THE ESTATE ON THE MANATEE RIVER! Spend your vacation at a private, secluded estate on 200' of open water with tropical landscaping and a beautiful lagoon...
Featured review
Stayed here in November with my family and it was an amazing getaway. Captain Julie accommodated every detail. The pool was amazing.. looks like your in your own tropical oasis... private... beautiful views...
Distance to beach: 12 miles to Holmes Beach-Anna Maria Island
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Welcome to your relaxing golf retreat! This spacious 3-bedroom, 2-bath condo offers beautiful views, resort-style amenities, and all the comforts of home-perfect for families, couples, or golf lovers looking for a peaceful Florida escape. Screened in balcony with serene golf course views-enjoy your morning...
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Spacious 3BR/2BA Private Pool Home – Family-Friendly, Fully Equipped & Minutes to Gulf BeachesEnjoy the best of Florida’s Gulf Coast in this charming, fully furnished vacation rental in Bradenton, FL, located just 13 minutes from Anna Maria Island’s world-famous beaches! Ideal...
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Kingfisher Cay is a newly renovated, beautifully designed, property boasting an outdoor covered patio, heated pool, and a games area with tiki hut, life sized connect four and corn hole. The one story bungalow has three bedrooms; one king, one queen, and one room with two twin beds. All bedrooms have...
Featured review
The house and entire property was beautiful. It had everything you could wish for and more. It was spotless. We hope to stay again next year. Thank you for sharing your slice of paradise.
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Your Ultimate Summer Waterfront Escape in BradentonSummer feels different here.Mornings begin with sunlight reflecting across the canal while the house slowly wakes up. Coffee is poured, kids race toward the pool, and the excitement of another Florida vacation day begins before breakfast is even...
Distance to beach: 5 miles to Holmes Beach
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Our own webpage with instant booking for 2026 and 2027 is ready for you. Ask with inquiry for our specials. Scroll here down and you'll find the link to our webpage next to my photo.The house was completely remodeled in 2024 ! Everything brand new!We have developed a comprehensive Safety...
Featured review
We had a fantastic stay at this beautiful vacation home in Florida! The house was clean, comfortable, well-equipped, and had everything we needed for a relaxing and enjoyable vacation.The location was...
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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...
Distance to beach: 12 miles to Holmes Beach
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This luxurious 3 bed / 2 bath home is situated on a larger than usual plot.The villa has full air conditioning / heating, is very spacious and airy and features many upgrades. There is a large central lounge / dining area and fully fitted open kitchen with breakfast area, den, laundry room (washer...
Featured review
Great location, clean, excellent communication. Enjoyed our extended stay, felt like home. Thank you for allowing us to stay in your home.
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Central Location | New Build | Walk to Park & WaterfrontSun, sand, and a perfect location? Say less! This 2-bedroom, 2.5-bathroom vacation rental in Bradenton lets you see it all. The Key West-style home is located just 1 mile from the Riverwalk, downtown, and the Gulf Islands Ferry, giving you...
Featured review
Gorgeous house & clean! Great amenities in house & kitchen. Both bedrooms have en-suite bathrooms. Close to downtown & the riverwalk / restaurants. Close to AMI beaches too. Front and back porches to sit...
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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...
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The perfect family vacation destinationTHE SPACEDiscover the charm of this beautifully renovated 5-bed, 2.5-bath, 2400 sq ft home with a welcoming open layout. Relax by the heated pool among family fun amenities, there's something for everyone! Located near a public boat launch for fishing...
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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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Top Reasons to Book Sunset Oasis: • Waterfront canal home with private dock for manatee/dolphin viewing • Private pool + hot tub (heated upon request for additional fee) • Kayaks included for guest use • Outdoor fireplace + stunning sunset views • Spacious layout with multiple...
Featured review
The house was very clean and well kept upon arrival. The pool area, outside space, and seawall deck were fantastic. The only slight blemishes were lack of basic kitchen needs like garbage bags, spices pot...
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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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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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Top Reasons to Book: - Waterfront Canal Home Near Cortez Bridge - Private Pool/Spa (Additional Fee Applies) - Minutes to Anna Maria Island Beaches - Paddle boards Available for Guest Use - Boat Dock Access (Lift Not for Guest Use) - Pet Friendly (Additional Fee Applies) - Professionally ManagedWelcome...
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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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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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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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“Serendipity” is located in Island Getaway, a hidden gem in Bradenton Beach! Start your day by watching the sunrise over Sarasota Bay, then relax in our beautifully landscaped "Key West" style courtyard before heading a few steps in the other direction to beautiful Cortez Beach!...
Featured review
This beautiful little cottage apartment was perfect sized for my husband and I. It was clean, had cold A/C and the shower had great water pressure. We appreciated the use of the beach chairs, umbrella,...
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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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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 the perfect spot...
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“Island Hideaway” is located in Island Getaway, a hidden gem in Bradenton Beach! Start your day by watching the sunrise over Sarasota Bay, then relax in our beautifully landscaped "Key West" style courtyard before heading a few steps in the other direction to beautiful Cortez Beach!...
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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.
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Escape to your luxurious coastal retreat overlooking the shimmering waters of Palma Sola Bay. This coveted 3rd-floor, 3 bedroom, 2.5 bathroom, turnkey-furnished condo offers the perfect blend of comfort, style, and serenity, with two private balconies capturing sunrise over the pond and golden Gulf sunsets...
Distance to beach: 30 miles to Lido Beach
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Welcome to your resort-style escape in the prestigious Lakewood National Golf Club. This beautifully furnished two-bedroom, two-bathroom condo, located on the second floor, offers the perfect blend of comfort, luxury, and breathtaking golf course views.Step onto the private lanai and take in the peaceful...
Distance to beach: 8 miles to Bradenton Beach
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⭐ SUPERHOST — Verified for Cleanliness & Communication ⭐HIGHLIGHTS Private heated pool with a fully fenced backyard, outdoor seating, sun loungers, fire pit, BBQ grill, and outdoor dining area Game room with a pool table, arcade games, foosball, ping pong table, life-size games,...
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Luxury Beach Home • Steps to Sandbar Restaurant • Elevator • Sleeps 10 • Pets WelcomeWelcome to Villa Del Sol, a luxury Anna Maria Island vacation rental located just two houses from the beach and steps from the iconic Sandbar Restaurant.With Gulf views, heated swim spa, private...
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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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NEW MANAGEMENT! Welcome to Triple Palm Paradise, your private waterfront escape in the sought-after San Remo Shores community of West Bradenton. Whether you're bringing your boat, spending your days on Anna Maria Island, or simply looking for a relaxing Florida retreat, this beautifully appointed...
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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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Escape to sunny Florida and enjoy your own private retreat in Bradenton. This beautifully remodeled 3-bedroom bungalow combines the comfort of home with the fun of a vacation getaway — featuring a private saltwater pool, spacious indoor living areas, a family-friendly game room, and a convenient...
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Top Reasons to Book • Private heated pool + hot tub (complimentary heat) • Pet friendly (up to 2 dogs, fee applies) • Short drive to Anna Maria Island beaches • Fully equipped home with washer/dryer • Beach gear included (chairs + towels) • Quiet, relaxing neighborhood •...
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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...
Featured review
Had a wonderful stay. The layout is beautiful, relaxing amenities, thoughtful details throughout the property, made our stay truly relaxing. The location is fantastic. The home is in a wonderful quiet neighborhood...
Distance to beach: 10 miles to north lido beach
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**boat rental available, please search "life is good today pontoon rentals bradenton beach" to see 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....
Featured review
Had the best vacation!!! Location of the house was central to many beaches, restaurants and shopping! The pool was relaxing (pool floats were provided) the hot tub was even better. Beds were comfy. Beach...
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Enjoy Cheerful coastal living in this beautifully furnished 3-bedroom, 3-bathroom monthly rental in the highly desirable Waterway Condominiums. Ideally located less than 3 miles from the sugar-white sands of Anna Maria Island, this spacious waterfront residence offers the perfect combination of comfort,...
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Palma Rosa is a 3-bedroom, 2-bath vacation home in the Palma Sola area of northwest Bradenton, Florida, with quick access to Anna Maria Island beaches, IMG Academy, Robinson Preserve, De Soto National Memorial, restaurants, shopping, and Gulf Coast attractions. The home sleeps up to 9 guests and centers...
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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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“Sea Gem” is located in Island Getaway, a hidden gem in Bradenton Beach! Start your day by watching the sunrise over Sarasota Bay, relax in the beautifully landscaped "Key West" style courtyard before heading a few steps in the other direction to beautiful Cortez Beach! When you've...
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Top Reasons to Book Popeye’s Pool Paradise: • Private heated pool (complimentary heat) • Brand new furnishings throughout • 2 spacious living areas with Smart TVs • Outdoor oasis with BBQ, TV & lounge space • Fully fenced backyard • Garage stocked with...
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“Family Tides” is located in Island Getaway, a hidden gem in Bradenton Beach! Start your day by watching the sunrise over Sarasota Bay, then relax in our beautifully landscaped "Key West" style courtyard before heading a few steps in the other direction to the white sand beaches...
Featured review
What a fabulous little cottage for a weekend getaway with friends. The cottage was very clean, had everything you could possibly need, home wise and beach wise and a wonderful location. Happen to run into...
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Palma Janoli is a 3-bedroom, 2-bath vacation home in the Palma Sola area of northwest Bradenton, Florida, with quick access to Anna Maria Island beaches, IMG Academy, Robinson Preserve, parks, restaurants, and shopping. The home sleeps up to 8 guests and centers around a large screened lanai with a new...
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...
Booking a Bradenton vacation rental by owner or seaside condo on FloridaRentals.com can save you up to 20% over our competitors. Plus, we have a wide array of inventory appealing to any group size or traveler tastes. Happy planning!
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