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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...
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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...
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: 2 miles to Palma Sola Causeway Park
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⭐ OVERVIEW4BR / 2BA private home in Bradenton, FL Heated pool & hot tub (complimentary heat included) 3 King Suites + bunk room w/ trundle (family-friendly) Game room with Pac-Man arcade, shuffleboard, cornhole & frisbee golf Outdoor oasis with fire pit, BBQ grill, bar area &...
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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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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Distance to beach: 5 miles to Ana Maria Island
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Spacious two- bedroom condominium located in the newly developed community of Palma Sola Bay Club in West Bradenton. Entering this unit, you are greeted by the 30 acres nature preserve and Palma Sola Bay from the living room. You will enter the spacious Master Bedroom suite through over sized double...
Featured review
When we arrived for our rental, we were well pleased because it exceeded our expectations. The layout was unusual, but awesome. The condo was well kept, and the quality of the furniture quality met our...
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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...
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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.
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Northwest bradenton, large fenced in backyard, 10 minutes from Anna Maria island. 37 feet. Everything included utilities, electric, internet.
Distance to beach: 10 miles to Anna Maria Island Beach – 10 minutes away
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The Grand Gathering House – 11BR Retreat Perfect for Bridal Parties & Big Groups! Welcome to your ultimate group retreat in sunny Bradenton, Florida! This one-of-a-kind property features 12 bedrooms and 6 bathrooms, comfortably accommodating up to 24 guests, making it ideal for bridal parties,...
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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...
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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: 7 miles to Bradenton Beach (Anna Maria Island)
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Welcome to your Bray Breeze Retreat—perfectly located just behind GT Bray Park and minutes from the beaches of Anna Maria Island and IMG Academy.Start your mornings with coffee and take a peaceful walk on the park trail, spend your days at the beach or IMG, and come home to a quiet, private...
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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...
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We HIGHLY recommend Cheerful Rentals Jeff and Shandra Holbrook. You will be thrilled with your choice when you choose a cheerful property. Our family trip started before we actually arrived when we first...
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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...
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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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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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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: 5 miles to Manatee Public Beach
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Nestled in a peaceful neighborhood, this soothing house offers the perfect escape for guests seeking tranquility. Totally renovated 3 bedroom, 2 bath interior is bright and spacious. Quick access to Anna Maria Island beaches, IMG, walking trails, parks, shopping & restaurants! Bring the whole family...
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
This is a beautiful home in a nice residential area. It is well maintained and has everything you could need for a relaxing vacation in the Florida sun. It is close to the beach and local restaurants. That...
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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 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: 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.
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.
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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...
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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...
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
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...
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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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 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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“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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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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"Reel Paradise" is located in Island Getaway, a hidden gem located 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...
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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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Welcome to Hey Sunshine! Your Private Florida Oasis Near Anna Maria Island.Why Guests Love This Home FREE Pool Heat for Your Entire Stay! Private Heated Pool + Hot Tub Resort-Style Outdoor Kitchen with Lounge with Smart TV Mini Putting Green for Endless Fun Two Luxurious Master Suites with Direct...
Featured review
We really enjoyed our stay at this property. The house was amazing. The back patio and pool area was our favorite. The house was clean and well furnished.
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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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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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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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Top Reasons to Book this Island Getaway: - Prime Location in the Heart of Holmes Beach - Minutes to Anna Maria Island’s Pristine Beaches - Private Deck with Shaded Seating - Beach Gear Included – Chairs, Cooler, Umbrella & Toys - Spacious Master SuiteWelcome to Sunshine Siesta,...
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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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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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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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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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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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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...
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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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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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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...
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...
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SUPERHOST VERIFIED 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...
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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