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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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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...
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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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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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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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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: 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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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...
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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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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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“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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. 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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Located only one mile to the beautiful beaches of SMI. The White-sand Beaches of the Gulf of Mexico is a short 1 min drive away. An extra large heated pool is across the driveway away in a beautiful tropical setting with bathrooms and an outdoor shower to rinse off! There is also a hot tub to relax...
Featured review
The vacation was amazing. My family had so much fun. We needed this time to relax and get out to the water after being shut in for so long.
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Bungalow at Margaritaville! Sunrise Views and Bird Watching from your Private Lanai Short drive to the World Class Beaches of Anna Maria Island Community Pool, Splash Pad, Playground, and Activity Area Walk to Floridays or take a stroll around Robinson Preserve Fully stocked kitchen for...
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Welcome to Your Cozy Florida GetawayWelcome to our charming and peaceful home, perfectly located between Sarasota and Bradenton. This prime location allows you to enjoy the best of both beautiful coastal areas while staying in a quiet and friendly neighborhood.Our home offers a relaxing atmosphere...
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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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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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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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This 3 bedroom plus den home with 3.5 baths, garage, pool, spa, outdoor kitchen is a fully furnished luxury home overlooking a lake and the golf course. The house spans across 2800 sq ft with a very open plan and is located in the upscale Esplanade Golf and Country Club. The home is beautifully furnished...
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Welcome to Casa Palma! Sunset Views Enjoyed in Screened in Pool area Short Drive to the World Class Beaches of Anna Maria Island Bring your Boat or other Water Toys! Fish off the Dock Heated Pool/ Spa Overlooking Canal Fully Equipped Kitchen/ BBQ High-speed Wi-Fi, Smart lock for Self Check-in...
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Welcome to Royal Palm Paradise! Short Drive to the World Class Beaches of Anna Maria Island Bring your Boat or other Water Toys! Heated Pool, Hot Tub, Tiki Hut with exterior TV Kayaks, Paddleboards, Pool Table, Bikes, Corn Hole & More! Pet Friendly, Fenced in Yard! High-speed Wi-Fi,...
Distance to beach: 17 miles to Siesta key
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Rarely available Penthouse, top floor, end unit! Live a stylish urban lifestyle in a friendly town. Enjoy a view of the downtown fountain, shops & restaurants. "The Lofts on Main" is located in the heart of Lakewood Ranch, voted #1 Multi-generational Community in the United States for 4...
Distance to beach: 6 miles to Holmes Beach
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Very comfortable on the inside with enough beds and room for 6 people. Fully furnished on the inside with the design of a typical beach home. A backyard complete with outdoor dining area and bar island that are great for outdoor grilling. A big, fenced in backyard that is great for pets to run around....
Distance to beach: 3 miles to Anna Maria/Bradenton Beach
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Welcome to a waterfront paradise. This resort style condo is a spacious 2 bedroom 2 bath condo that is is fully furnished with a completely stocked kitchen. Everything you will need away from home! New luxury vinyl flooring throughout, new A/C and hurricane impact windows all 2024. Ceiling fans throughout...
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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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Welcome to Beach Escape, a beautifully remodeled 2-bedroom, 2-bathroom haven just 1/2 block from the pristine white sandy beaches. This charming property offers all the conveniences you desire for a perfect island stay and is within walking distance to delightful shopping and dining options.KEY FEATURES -...
Distance to beach: 8 miles to Bradenton beach
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Coastal retreat near Anna Maria Island! Perfect for families seeking a beach getaway, this family-friendly home features a private pool, spacious backyard, BBQ grill, and outdoor dining gazebo. Enjoy movie nights, homemade popcorn and cotton candy, a fully equipped chef's kitchen, Fast WiFi, and...
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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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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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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...
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Welcome to Penthouse Retreat! 1 Mile to the World Class Beaches of Anna Maria Island Close proximity to Bradenton, Lakewood Ranch, Sarasota, and Tampa Community Pool, Splash Pad, Playground, and Activity Area Walk to Floridays or take a stroll around Robinson Preserve Fully stocked kitchen...
Distance to beach: 7 miles to Holmes Beach (Anna Maria)
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Turnkey fully furnished 2 bedroom 2 bath villa condo. This condo is located is located in the IMG/El Conquistador Country Club area just a block from IMG Academy. The condo is fully furnished and ready to go. The rent includes water,trash,basic cable,and internet,simplifying your move-in process. Electric...
Featured review
My husband and I, booked a four month stay at this condo. It is a fairly quiet community, with views of a golf course, and the community swimming pool. The neighbors friendly, and you're not far from shopping,...
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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: 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...
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Located in Beautiful Tara Golf and Country Club on lake. Our full private golf club membership can be transferred to you, allowing you to golf, and use all facilities, heated community pool with Spa, tennis courts, pickle ball, bocce, state of the art gym, and club house offering restaurant, bar and many...
Featured review
This home was a delight to visit. It was immaculate and well kept, comfortable and private. We enjoyed the lovely pool and tranquil environment and always felt safe and peaceful. My husband is a golfer...
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Coastal Bliss Penthouse — a stunning 3BR/3BA getaway at One Particular Harbour with breathtaking views of Tampa Bay and the Sunshine Skyway Bridge. Located on the fourth floor, this penthouse features an open-concept living area with a fully equipped kitchen, eat-in breakfast bar, and oversized...
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Welcome to Palms Heaven Villa, a beautifully styled 2-bed/2-bath condo with a tropical Tommy Bahama vibe. This spacious second-floor retreat in the Shorewalk resort offers the perfect balance of relaxation and convenience. Enjoy the resort amenities, with two sparkling pools, relaxing spas, and a Clubhouse....
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Welcome to Beach Daze at One Particular Harbour by Margaritaville — your tropical island escape with resort-style perks: a heated pool, splash pad, playground, and BBQ grills just steps away.This spacious 2BR/2BA condo (1,500 sq ft) has everything you need: a fully stocked chef’s kitchen,...
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 Sea Salt! Short drive to the World Class Beaches of Anna Maria Island! Close proximity to Lakewood Ranch, Sarasota, and Tampa! Solar Heated Pool! Fully stocked kitchen for all of your favorite home-cooked meals High-speed Wi-Fi, Smart lock for Self Check-inThis 3-bedroom private...
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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Paradise Awaits at One Particular Harbour by Margaritaville — your tropical escape with resort-style amenities including a heated pool, splash pad, BBQ grills, and a playground.This spacious 2BR/2BA condo (1,500 sq ft) features an open-concept living area with wall-to-wall sliders leading to...
Distance to beach: 24 miles to Anna Maria Island
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ESPLANADE AT LAKEWOOD RANCH! This beautiful turnkey home with magnificent views of the 12th fairway and serene views of a lake and the many birds and other wildlife from the covered and screened lanai is located on a quiet cul-de-sac. As you enter through the front door, the great room floor plan is open...
Featured review
We rented from Raj from January 24th through March 31st and everything exceeded our expectations. The house was immaculate and was well stocked with cooking equipment, dishes, glasses, storage containers,...
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Salty Anchor at ”One Particular Harbor by Margaritaville" offers resort-like amenities with a heated pool, splash pad, gas barbecue grills and playground for the kids. This 2 bedroom/2 bath condo has everything you could ask for and more. This condo offer an open-floor plan with lots of natural...
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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...
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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 Cappys Casa Bella! Short drive to the World Class Beaches of Anna Maria Island Fenced in & Pet Friendly! Shuffleboard, Skee Ball, Air Hockey, Massage Chair & More Screened In Heated Pool W/Pool Bar Fully stocked kitchen for all of your favorite home-cooked meals Close...
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Welcome to Sunshine Cove located in Bradenton, FL Less than 4 miles to Bradenton Beach & the world-famous beaches of Anna Maria Island Private HEATED pool, firepit, BBQ grill, fenced turf yard & pet-friendly Beach chairs, wagon, and a cooler available Family friendly with pack'n'play...
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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 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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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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