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Whether you’re a couple(s), family, or a group of friends traveling — Destress at this home’s modern, **heated** pool complete with waterfalls and fountain. It’s the perfect and peaceful getaway to Anna Maria Island Beaches or even to Siesta Key, play at amazing local golf courses,...
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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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NOW until 10/11/25 save 20% on any week or 2 weeks 50% off second week The 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...
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Your Ultimate Summer Waterfront Escape in Bradenton Summer 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...
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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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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: 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 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...
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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Looking for a spacious, modern vacation home with exceptional amenities, a prime location, and services that elevate your stay? Welcome to your perfect getaway! This stunning two-story home offers 4 large bedrooms, 3.5 bathrooms, and over 3,100 sq ft of comfort and style. All bedrooms are located on...
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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The perfect family vacation destination THE SPACE Discover 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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NOW until 10/11/25 save 20% on any week or 2 weeks 50% off second week Enjoy 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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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...
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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Top Reasons to Book: - Heated Pool (Free Heat Included!!) - 4 Bedrooms + Theatre Room – Sleeps Up to 12 - Direct Palma Sola Bay Access with Water Views - 85" OLED Movie Theatre with Surround Sound - Beach Gear Included - Free Beach Setup for 7+ Night Stays Welcome to 11 Palms, a spacious...
Featured review
We booked this property for our family vacation, the property was beyond our expectations, the pool and backyard are amazing, the property manager was super responsive, and the location near Anna Maria...
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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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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: - 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 Managed Welcome...
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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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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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Luxury Beach Home • Steps to Sandbar Restaurant • Elevator • Sleeps 10 • Pets Welcome Welcome 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 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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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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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...
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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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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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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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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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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...
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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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Bay House Retreat by Beach Retreats Vacation Rentals Sarasota Bayfront – Near IMG Academy & Downtown Sarasota 5 Bedrooms | 4 Bathrooms | Sleeps 12 | Heated Saltwater Pool | 2 Private Docks Welcome 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...
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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...
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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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...
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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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Cheerful Serenity – Luxury Waterfront Oasis on Perico Bayou with Pool, Dock & Sunset Views Welcome 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...
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Why Guests Love It: -Just minutes to Anna Maria Island’s beaches, shops, and restaurants -Private heated pool with fully fenced yard and plenty of outdoor seating -Bright 3BR/2BA home with open floor plan, perfect for families and friends -Fully stocked kitchen, smart TVs, and beach gear ready...
Featured review
The house was very clean and nicely laid out. The beds were comfortable and there was enough extra blankets and pillow for everyone. The living room layout was awesome for our larger family of 6. The...
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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Top Reasons to Book Sunshine Rays: • Private pool + spa (heated upon request for additional fee) • Fully fenced backyard — pet friendly (fee applies) • Spacious 3BR home with 2 living areas • Peaceful pond views from backyard • Minutes to Anna Maria Island beaches •...
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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,...
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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...
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Coastal Charm at One Particular Harbour by Margaritaville Welcome 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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. 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 Bayside Hideaway! Private screened in Heated or Cooled Pool, Outdoor Seating, Fire Table, BBQ Grill Pool table, Table Tennis, Foosball, 2 Paddleboards, & 2 Kayaks Private Boat Dock, Trailer Parking, Short ride to Sarasota Bay Industrial Ice Maker & Deep Freezer Available Short...
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Palms at Sarasota Bay Retreat- A Private Waterfront Retreat in Bradenton, Florida Near Anna Maria Island Gated Waterfront Estate on Nearly 1 Acre Private Dock with Direct Gulf Access Resort-Style Heated Pool, Spa & Tiki Hut Outdoor Entertainment Area w/ Covered Pool Table Putting Green,...
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Welcome to Sunset Seacret — your island escape at the Margaritaville-inspired One Particular Harbor! Step inside to bright, breezy coastal charm, a spacious chef’s kitchen, and 16 ft. glass doors that open completely to your screened waterfront lanai—perfect for morning coffee or sunset...
Featured review
Our 3 bedroom/3 bath unit was clean and gorgeous. Property felt very safe. Giving a 4 star rating only because the property pool in way too small for the number of units it serves.
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Welcome to Castaway in Margaritaville! Short drive to the World Class Beaches of Anna Maria Island Close proximity to Lakewood Ranch, Sarasota, and Tampa Gated community with pool and amenities Walk to Floridays or take a stroll around Robinson Preserve Fully stocked...
Featured review
We had a last min vacation before school started and found this gem. The condo was decorated beautifully and felt so warm and inviting with its beach style. Condo had everything we needed with the comforts...
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Some condos are near the water. This one is above it. Latitude Adjustment Penthouse sits at the top of One Particular Harbour — one of Bradenton's most coveted waterfront addresses — with sweeping water views, a screened lanai made for slow mornings and sunset cocktails, and resort...
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