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PLEASE EXCUSE THE CURRENT PICTURES. We are just finishing the condo and we don't have the bedding or the tvs yet. Just remodeled and ready to go starting February 1st, 2026! Everything you need is here for you. This well appointed condo on Anna Maria is ready for rent! Pack some clothes and come...
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The sparkling, blue waters of the Gulf of Mexico await you at 105 Tiffany Place. Located directly on Anna Maria Island's 7-mile long beach of pure white sand, our 2-bedroom condo is the ideal location for relaxing in the sand and soaking up the sun.Our home underwent a complete renovation during...
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Welcome to Tiffany Place 205 on beautiful Holmes Beach on Anna Maria Island! This spacious 2 bedroom, 2 full bath condo has been totally remodeled in a coastal inspired décor, is meticulously clean and well organized and has everything you need to enjoy your vacation directly on the beach.Tiffany...
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This well appointed condo on Anna Maria is ready for rent! Everything you need is here for you. Pack some clothes and come to the beach! The condo is fully stocked with pots and pans and virtually any kitchen appliance you will need. We include house towels, beach towels, a washer and dryer and two TV's....
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BRAND NEW LISTING! Beautiful Gulf-front, 2 br 2ba, second-story condo directly on the beach. Our unit 216 is a 5-star listing at Tiffany Place Condominiums, with stunning sunset views from the top-floor private balcony. The master bedroom faces the brilliant Gulf of Mexico waters and includes a California...
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30 day stays make this condo community wonderfully quiet and special. The view overlooks the big pool and the Bay. Bring your swimsuit, we are a short distance to AMI's famous white sand beaches, umbrella, beach canopy, cooler, beach towels, and chairs make for a perfect beach day and sunset and...
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This beautiful home is located Only 3 miles (9 minutes) to Clearwater Beach! Our large yard with HEATED (Oct-May) pool & bonfire pit are great areas for entertainment. Clearwater beach is #1 best beach in the US!The beach offers miles of beautiful white sands and breathtaking sunsets. It is loaded...
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Excellent location, great accommodations, everything our family needed for a great vacation. Well stocked and very comfortable. We will definitely go back and recommend to our friends and family.
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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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Welcome to Martinique Cheer, your cheerful beachside escape on beautiful Anna Maria Island! This rare higher-rise Holmes Beach condo offers incredible Gulf views and a prime location in a quiet, well-maintained complex. Just steps from the sand and a short stroll to the heart of Holmes Beach, you’ll...
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Island Key Condominiums is an intimate community providing relaxing waterfront views and a convenient location to all that Clearwater Beach has to offer! Enjoy a gourmet kitchen, alfresco dining on the balcony and all the comforts of home including a washer/dryer, cable TV, Wi-Fi and flat screen TVs,...
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A spectacular 3-bedroom, 2-bathroom waterfront beauty featuring custom furniture, a gourmet kitchen, alfresco dining on the balcony and all the conveniences of home including a washer/dryer, cable, Wi-Fi and Smart TVs, all within walking distance of the beach, shops and restaurants!No "broken...
Featured review
I am new at this renting don.t know who I contact about this property can you help me out. I keep filling out the message part and no answer
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Incredible 3 bedroom, 2 bath waterfront condo with heated pool & spa - just a short walk to Clearwater Beach!No "broken month bookings" allowed unless with prior approval from management (Rentals must start at the beginning of the month and end at the end of a month.)Overflowing...
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This 3-bedroom, 2-bathroom waterfront beauty features all new furniture, and a breezy, coastal decor designed for relaxing! Enjoy a gourmet kitchen, alfresco dining on the balcony and all the conveniences of home including a washer/dryer. cable, Wi-Fi and flat screen TVs, all within walking distance of...
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Shady Palms is a cozy secluded beach cottage right on the beautiful Gulf of Mexico. Walk out the back door to a white, sugar-sand beach and the sparkling Gulf waters. Shady Palms is the most perfect spot you'll ever find on the beach - have the best of both worlds - the sun and the shade.Beach...
Featured review
This house is the best rental we have ever stayed in! The scenery out back is incredibly relaxing.. trees, Adirondack chairs, the OCEAN!! It is so private, and also the best equipped kitchen I’ve ever...
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2 bedroom 2 bath 1000 square feet condo with a beachfront view of the Gulf of Mexico on the quiet, peaceful Anna Maria Island. Walking distance to many restaurants and bars. 30 minutes away from the Sarasota/Bradenton airport. Free trolley to go anywhere on the island.
Featured review
Awesome unit with great views and access to the beach as well as restaurants and grocery stores. I would definitely stay there again. Great time and relaxing vacation.
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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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This affordable & convenient 3 story home is one house off Holmes Beach. It has fantastic 2nd & 3rd level balcony beach views with no obstruction over the one story house in front of mine with no trees. The 3 bedroom 2.5 bath villa with 2 car garage accommodates 6 guests and is 150 feet from the...
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This affordable & convenient 3 story home is one house off Holmes Beach. It has fantastic 2nd & 3rd level balcony beach views with no obstruction over the one story house in front of mine with no trees. The 3 bedroom 2.5 bath villa with 2 car garage accommodates 6 guests and is 150 feet from the...
Featured review
We spent a wonderful month in this unit. You can see the beach from the front balcony as it's just across the street. It's very spacious with an open concept living room, kitchen and dining area. It...
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POOL IS CURRENTLY CLOSED DUE TO HURRICANE HELENE and MILTON... Will open late December 2025Come live the beach life! Offering the best of all worlds, 450 West offers PRIVATE, WATERFRONT, RESORT STYLE LIVING, yet is mere steps from the soft sand, amazing restaurants, shops, marina, and all the action...
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Premier Waterfront Penthouse on Clearwater Beach This 3 Bedrooms ( king each)+ bonus room ( pull out couch) 4 bath 4 levels 2954 sq ft Private Elevator is accessible, and fully furnished. Relax and watch the sunset from your gorgeous rooftop oasis like no other, a one-of-a-kind 20 x 20 beautifully...
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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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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 for...
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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 kitchen...
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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 all...
Distance to beach: 25 miles to St. Pete Beach (nearest Gulf Beach)
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Our comfortable historic pool home was originally built as a Church. Now, it is a private oasis! We are 25 minutes from beautiful Gulf beaches, and only 1 hour from Disney. Busch Gardens is also less than half an hour away. Quick access to Raymond James Stadium. Enjoy our beautifully landscaped private...
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Cozy 2/1 Walkable to dwtn Safety HarborWelcome to our charming 2-bed- 1-bath apartment in the heart of Safety Harbor Downtown! This modern and stylish apartment offers perfect base for your stay, with its prime location just steps away from all the local shops, restaurants, and attractions. Explore...
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Breathtaking sunset views atop your own expansive and elevated deck await at this spacious single story home on gorgeous Anna Maria Island! This home features 4 large bedrooms, each with its own private en suite bathroom, a large kitchen, living room, additional sitting area plus two separate dining spaces....
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Enjoy beautiful Anna Maria Island relaxing in a spacious ground floor condo unit with 2 bedrooms and 2 baths overlooking the heated community pool. This quiet slice of paradise has a large screened lanai off the living room with a pool view. Enjoy the amazing white sand beach and gorgeous sunsets within...
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Welcome to One Particular Penthouse at One Particular Harbour Margaritaville! Elevated Penthouse Living with Stunning Views from Your Private Lanai Short drive to the World-Class Beaches of Anna Maria Island Community Pool, Splash Pad, Playground & Activity Area Walk to Floridays or enjoy...
Distance to beach: 1 miles to Anna Maria
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Please check rates before inquiring. Thank you!Welcome to Margaritaville’s One Particular Harbour, a gated community brimming with exceptional amenities and nestled along the peaceful Anna Maria Sound. This beautifully designed 3-bedroom, 3-bath Nautica model offers the ideal balance of comfort,...
Featured review
This was the most well equipped condo we’ve ever stayed in. The owner was very accommodating! The trip over to the island is very short with little traffic despite what we “heard” prior to our visit....
Distance to beach: 0.8 miles to Clearwater Beach
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Enjoy Clearwater Beach in this one bedroom,one bath 765 square feet unit on the ninth floor with spectacular wide open water views of Mandalay Bay. Unit has beautiful decor throughout. The master bedroom has a queen size bed and 32-inch flat screen tv. This location is perfect: private and quiet. Easy...
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You'll feel right at home the moment you walk in. Spectacular view of the intercoastal and the Gulf. This unit has eveything you need. Walking distance to groceries, beach, bike trails, pickleball courts....
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28-Night Minimum Maximum capacity shall not exceed 6 personsWelcome to paradise on beautiful Anna Maria Island! Sunbow Bay 209 is a newly furnished 2-bedroom 2-bath condo with new appliances and coastal decor overlooking a peaceful, serene lagoon with kayak and canoe...
Distance to beach: 0.5 miles to Manatee Beach
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2 bed/2bath condo on second floor, fits up to four guests, close to the gulf beach. Turnkey furnished and spruced by the owner. Shops and restaurants are close by. Trolley stop for free rides on the island is around the corner. Come and enjoy!Just remodeled and equipped with more than everything...
Featured review
This condo was the PERFECT place for our family of three to enjoy Anna Maria Island! It was clean, cozy, and had everything we needed! Carla was a wonderful host who was very accommodating and gracious...
Distance to beach: 50 yards to Sand Key
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This cozy and comfortable Sand Key studio condo is directly located on the beach. Bathroom is Newly Remodeled in 2024 with luxury shower! Kitchen has been remodeled in past few years.At this turn-key studio condo on Sand Key beach, you can awaken to the sound of the waves rolling in as you enjoy your...
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Forget your worries in this spacious, serene, brand new built space. This community was built in 2023! Enjoy the community pool and the house backing onto a small lake/pond, you are sure to enjoy your wine sitting watching wildlife!You can’t ask for a better location, the house is 25 minutes...
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️️️️️ We had such a wonderful stay in Palmetto, Florida! The home was spacious, super clean, and very inviting — it felt comfortable from the moment we arrived. It’s also conveniently located...
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Clearwater Beach Waterfront Modern VillaExperience the ultimate beach vacation at our stunning Clearwater Beach villa, where Beuity meets the sea! This beautifully renovated 4-bedroom, 2-loft, 4-bath home is designed for comfort and style, offering everything you need for an unforgettable getaway.Property...
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Completely renovated beautiful cottage on large double lot. Located 2 blocks from the gulf and 2 houses from the Pinellas Trail. Walk or bike to downtown Dunedin. New kitchen and bathroom along with washer and dryer. Sliding glass door off living room provides access to a cozy side yard with patio. Vaulted...
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Charming Mediterranean style home just south of downtown Dunedin. One home away from the 37 mile Pinellas trail. Walk into downtown Dunedin on the trail. Toronto BlueJays Stadium just 4 blocks away off the trail. About 4 blocks to the water for great sunsets.Our home is about 850 square feet with 2 bedrooms...
Featured review
We loved our stay here. The house was located close to Dunedin and TD ballpark, both accessible from the Pinellas trail a few steps away. Inside was very clean and stocked with utensils, towels, etc....
Distance to beach: 100 feet to On site
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Looking for a dream vacation? Look no further, this incredible vacation property rivals the Ritz with its impressive list of amenities and stylish décor. Step away from your daily routine and into the extraordinary resort in this 3 BR 2 BA gem. It's time to pamper yourself in the luxuriant...
Featured review
This condo really has it all. It's in the Mandalay Bay Beach Club, which has great amenities and sits right on a beautiful stretch of Clearwater Beach. There's a modern gym with sauna, large salt water...
Distance to beach: 2 miles to Davis Beach
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FULLY FURNISHED HOME in a prime location... 15 minutes to airport and 5 minutes to shopping. Located on a canal with open water access. Outside deck overlooking canal, allows for beautiful sunrise and sunsets. Home is warm and inviting, central air conditioning, with an open floor plan of over 2000 sf....
Featured review
The location is perfect. Close to the Airport, beaches, shopping, and all Tampa dining. We did have a few issues during our stay, but the owner was quick to rectify them. We would recommend this place...
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Palm Cay unit 10 is a two bedroom , one bath condo just 50 steps from the pristine Gulf waters of Homes Beach. There is a shared pool centered in a courtyard surrounded by lush , tropical vegetation. There is a double sofa bed in the living room. The kitchen is fully equipped , including a coffee...
Featured review
The unit was lovely. Well equipped and very clean. The pool area is very nice and a 1 minute walk to a beautiful beach.
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...
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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....
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We at Florida Sun Vacation Rentals are excited to offer you THE 2323 SURREY LANE HOME.At Florida Sun Vacation Rentals we are always available to take your call and help you book your next reservation at the best rate! Please Search Us online for the best experience and to learn more About Us and...
Featured review
Great house, well equipped, nice yard and pool areas, close to a lot of restaurants, beaches, the causeway, groceries, and parks. Very tastefully decorated inside and out. Very pleasant.
Distance to beach: 4 miles to Clearwater Beach
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Beautiful and charming 1 bedroom, 1 bath cottage located in sunny, salty, coastal town of Dunedin. This place is truly special. Updated throughout, enjoy the benefits this home and location! Find peace outdoors on the travertine decking with lush vegetation to provide plenty of privacy. Walk down...
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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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Welcome to "Come Sail A Bay"! Bring your boat and gear because this newly renovated, pet-friendly, charming single-level home boasts 3 bedrooms and 3 bathrooms, situated on the canal just a few homes away from the open bay! With a minimum stay of 30 nights, "Come Sail A Bay" offers...
Distance to beach: 1 miles to Clearwater Beach
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Come and embrace this beautifully updated and tastefully decorated very spacious one bedroom, one and a half bathrooms 950 Square feet. It features a very large balcony with access from both the bedroom and the living room. Amazing views of the Gulf of Mexico. The Intercoastal waterway , Dunedin and Honey...
Featured review
You can’t beat the view! Everything was very clean and anything you would need is in the unit. The owner was kind and attentive to any questions. Convenient parking and close to all that Clearwater Beach...
Distance to beach: 1 miles to Clearwater Beach
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Beautifully updated with open kitchen concept to the living room. Tastefully decorated with nautical and palm theme. Very spacious 950 SQF 1 bedroom, 1 1/2 bathroom. Very large living room with 65 inch smart TV . A beautiful dining table. Fully updated kitchen with stainless steel appliances and granite...
Featured review
Awesome place to stay. Newly renovated condo on the 10th floor. Fully furnished unit with all the amenities of home. Building is quiet and the residents are super friendly. The grounds are beautiful with...
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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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