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Holmes Beach Vacation Rentals with Hot Tubs

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    Travelers to Holmes Beach are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    48 Matching Rentals in Holmes BeachView all 631 rentals
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    Happy Island Cottage with heated private Pool1 / 52
    (30)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    other travelers have booked this property
    A few of our favorite things about the home were the large shower, Jacuzzi tub, very comfortable couch and the beautiful pool!
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    A Pearl of a Beach Home - with luxury private heated pool and hot tub1 / 32
    (28)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    other travelers have booked this property
    Certificate of Excellence
    The pool and hot tub are fantastic and so good for relaxing after a ‘hard day at the beach’!! Everything we needed was there and everything was absolutely spotlessly clean.
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Central Heating
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Peace 'n Paradise, located at 5405 B Gulf Drive in Holmes Beach is a comfortable two bedroom, two bath duplex with a private heated pool and spa. Peace 'n Paradise will sleep six with a king size bed, two XL twins and a queen sleeper sofa in the living room with an upgraded mattress. It's exactly...
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    Holmes Beach, Anna Maria Island 34217
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Central Heating
    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Beachcomber, located at 3306 4th Avenue in Holmes Beach is the ideal, dream vacation home. This recently built gulf front home features a heated salt water pool and spa nestled in a tropical setting. It does not get any better than this! Luxurious furnishings, an elevator, a gourmet kitchen, a...
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    Holmes Beach, Anna Maria Island 34218
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Hot Tub
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    Pet friendly
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    Smoking allowed
    About this property
    Sirena del Mar is a three bedroom, two bath home located at 201 30th Street in Holmes Beach. This home has been totally renovated and features a small pool. Its two very short blocks to the wonderful, white sandy beaches. Sirena del Mar has a wonderful open design with all new kitchen cabinets and...
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    Holmes Beach, Anna Maria Island 34218
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Central Heating
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    Pet friendly
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    Smoking allowed
    About this property
    The Bman Beach Cottage located at 2812 Avenue B in Holmes Beach is a cute 2 bedroom 2 bath private home. This ground level home has two screened lanais one overlooking the pool and Jacuzzi. The kitchen has been newly updated as well as one of the bathrooms. This property has long distance and WiFi...
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    Holmes Beach, Anna Maria Island 34218
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    6 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    • Air Conditioning
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    • DVD Player
    • Hot Tub
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    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Luxurious ground level home located at 124 50th Street, Holmes Beach, in the „Golden Triangle“ of Anna Maria Island, FL, only few steps to the beach. Visit this constantly renovated and perfectly maintained, marvelous private custom-built vacation rental home just a few steps from the white sandy...
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    Holmes Beach, Anna Maria Island 34217
    Rental Home - 6 Bedrooms, 5 Bathrooms, Sleeps 14
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    NO BOOKING FEE, POOL, SPA Home 1 Block to the Gulf1 / 25
    (15)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
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    • Washer
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Hot Tub
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 21, 2018
    Pool, fishing from deck, a block to beach! Huge garage with all the beach "toys", chairs, towels, etc.. you could want!
    Reviewed October 15, 2017
    Just a note to say thank you for the use of your lovely home! Our AMI vacation was enhanced by staying there and we were very comfortable. It felt like home. We hope you...
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    About this property
    If you search on Google for mahanarental it will take you directly to my website. Look for the Florida Home Tab. We installed a new heated pool and Spa in January 2016. Our island home just one block from the beach offers a one of a kind setting which gives you the pleasures of a spring-fed lake...
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    Holmes Beach, Anna Maria Island 34218
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    • Patio
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    • Private Outdoor Pool (Heated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Buddy's Beach House. A beachy chic getaway just 2 blocks to the beach. Stroll to the beach with a beverage in one hand and your beach cart in the other. After soaking up the sun all day, walk to one of the many fine restaurants, only a few blocks away. Or hop on the free trolley, which...
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    Holmes Beach, Anna Maria Island 34217
    Rental Home - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Hot Tub
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    • Terrace
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Bradenton Beach Club 247 - Condo 3 Bedroom/ 2 1/2 Bath, maximum occupancy of 6 people. Distance to the Beach: across the street Bradenton Beach Club 247 let's you enjoy the best of the bayside and the beachside of Anna Maria! This 3 bedroom, 2.5 bathroom townhouse with a private elevator* is...
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    Holmes Beach, Anna Maria Island 34217
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    617 Dundee Lane1 / 24
    (1)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Grill
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    • Shared Outdoor Pool (Unheated)
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    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    617 Dundee - Private home 3 Bedroom / 3 Bath with private pool and boatdeck, maximum occupancy of 6 people. Distance to the Beach: 1/2 mile Hop out of the bed and into the pool! Lovely 3 bedroom, 3 bath home with newly remodeled kitchen. Screened pool on a canal with dock and davits. Enjoy the...
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    Holmes Beach, Anna Maria Island 34217
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • Cable/satellite TV
    • Hot Tub
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Wi-Fi
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    DEALS DO NOT INCLUDE HOLIDAY WEEKS This brand new Stunning 3 bedroom 3.5 bathroom + den with bunk beds. This home is ideally located just down the street from the white sand beaches, restaurants and shops. After a day of fun in the sun relax by the heated pool in your own backyard oasis. This...
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    Holmes Beach, Anna Maria Island 34217
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    $225 NIGHTLY/ $1500 WEEKLY ++ UNTIL THANKSGIVING 2018, POOL/SPA, NETFLIX, BIKES1 / 25
    (2)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • Wi-Fi
    • Hot Tub
    • DVD Player
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    • Washer
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 20, 2017
    This house has it all. Beach chairs, beach towels, boogie boards, bikes, and so much more. Thr pool and hot tube are very large and heated. The house is very well kept. The...
    Reviewed August 9, 2016
    We thoroughly enjoyed our stay at this home. It was just as pictured. We especially enjoyed the beach bikes that were provided.
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    HEAT POOL, SPA, BIKES AND BEACH GEAR FOR YOUR USE This stunning brand new 4 bedroom 3 bathroom home ideally located just down the street from the white sand beaches, restaurants and shops. After a day of fun in the sun relax by the salt water heated pool in your own backyard oasis. This house has...
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    Holmes Beach, Anna Maria Island 34217
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Anna Maria Island Private Tropical Garden Home1 / 20
    (100)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    other travelers have booked this property
    Easy walk or bike ride to the beach, and the pool and hot tub are so convenient, and so comfortable.
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    • Hot Tub
    • Patio
    • Cable/satellite TV
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    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 20, 2018
    My family was celebrating Mom and Dad's 60th Anniversary and we wanted to do it up big. How lucky we were to discover this wonderful vacation home. The layout of the home was...
    Reviewed August 7, 2017
    Stayed here again in July 2017. We had just as much fun as we did the previous year. Kent and Pa take very good care of their home, and it is in perfect condition upon your...
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    About this property
    PRIVATE ISLAND PARADISE - This unique custom home is hidden on a huge garden lot surrounded by palms, birds of paradise, tropical plants and a 6 ft fence. Few island homes offer this degree of privacy. SPACIOUS ELEGANCE - The home has 2,600 sq ft (240 sq m.) of ground level indoor living space with...
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    Holmes Beach, Anna Maria Island 34217
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    $199++ NIGHTLY UNTIL 2019- sleeps 6 in beds, pool/spa *not good for holidays1 / 20
    (2)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • Grill
    • Air Conditioning
    • Hot Tub
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautiful 3 bedroom 3 bathroom Bungalow is only a short walk from the white sands beach of Anna Maria Island. Around the corner from the nearest free trolley stop. You can explore all the beauty of the island or just spend the day relaxing in our own backyard oasis. This is one of the best...
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    Holmes Beach, Anna Maria Island 34217
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Luxury Beach Vacation Rental on Anna Maria Island1 / 23
    (139)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Patio
    • Air Conditioning
    • Grill
    • Hot Tub
    • DVD Player
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    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 6, 2017
    Very relaxing and quiet surroundings... Easy walk to a beautiful beach. The lush foliage and beautiful flowers are a delight.
    Reviewed March 26, 2017
    Island Garden Villas - a secluded oasis away from the hectic tourist areas, but just steps from the beautiful Anna Maria beaches. The Villas offer true relaxation with every...
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    About this property
    'Island Garden Villas is the most enchanting spot on Anna Maria Island.' Imagine yourself surrounded by lush tropical gardens with the soft sounds of water trickling in the nearby fountain. Our six luxurious villas are beautifully decorated and just steps from the spectacular Gulf beaches....
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    Holmes Beach, Anna Maria Island 34217
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to this charming, dog-friendly Anna Maria Island house. With the private heated pool and hot tub, you will feel like you're miles away from your worries. There is a large, fenced-in backyard with lush landscaping, where you can soak up the warm island sun from a pool-side lounge chair....
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    Holmes Beach, Anna Maria Island 34217
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Ocean Views
    • Hot Tub
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    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy this brand new 5 bedroom, 4 bathroom beach home just a one minute walk to the famous Anna Maria Island beach. The beach stretches for miles in each directions. Feel the powdery sand between your toes and enjoy the warm Gulf waters. This home has all the style and deluxe amenities you...
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    Holmes Beach, Anna Maria Island 34217
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Patio
    • Private Outdoor Pool (Heated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    At 4 bedrooms and 3 full bathrooms, this is one of the most charming rentals on Anna Maria Island!! Located a few houses from the beach, it is only a two minute walk until white powdery sand is between your toes! Easy on the kids and even easier on you! Around the corner from restaurants, pubs &...
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    Holmes Beach, Anna Maria Island 34217
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    6 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    This brand new 6 bedroom 6.5 bathroom - SLEEPS 14 Comfortably. This home is ideally located just down the street from the white sand beaches, restaurants and shops. After a day of fun in the sun relax by the salt water heated pool in your own backyard oasis. This house has every luxury you could...
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    Holmes Beach, Anna Maria Island 34217
    Rental Home - 6 Bedrooms, 7 Bathrooms, Sleeps 14
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    West of Gulf Drive and a cute as a button duplex! Walk only 5 houses to one of the most beautiful beaches you will ever see. When the sun sets, you will be amazed at the colors you are beholding.  Hear the soothing sounds of the water, relax and enjoy! This is an adorable 1 bedroom and 1 bath...
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    Holmes Beach, Anna Maria Island 34217
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Costa Lotta is 'home away from home'. All the amenities you will need in this 2100 sq. ft. home. Costa Lotta is the perfect vacation spot for relaxation on Anna Maria Island! Just 200 steps and you are on a gorgeous, white sandy beach looking at the spectacular Gulf of Mexico! Walking distance to...
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    Holmes Beach, Anna Maria Island 34217
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Coquina Sands, view beach from balcony, priv pool1 / 12
    (8)Very good
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Waterfront
    • Cable/satellite TV
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    • Private Outdoor Pool (Heated)
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 2, 2018
    We rented this house for spring break and it couldn’t have been better! Great location- walking to restaurants and bars; 1/2 block to the beach with a nice view; and perfect...
    Reviewed July 10, 2017
    We were a family of 6 and stayed for a week. With the pull out bed in the living room we had space for everyone to sleep. The place was very clean and tidy, well stocked with...
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    About this property
    This is a gorgeous home, just 1/4 block from the beach which you can see from the balcony. Private elevator to all floors, relaxing living room with flat screen TV. Impressive Kitchen with granite counter tops, Stainless steel appliances, wood floors, bar sitting area, large dining room....
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    Holmes Beach, Anna Maria Island 34217
    Rental Home - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Slip into vacation mode at this beautiful Anna Maria Island home! Complete with panoramas of the Gulf of Mexico, a private pool and hot tub, two parking spots, and 2196 square feet of space, this luxurious home offers the ultimate Anna Maria experience. Located half-a-block from the beach and a...
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    Holmes Beach, Anna Maria Island 34217
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Balcony
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    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy a canal view from this lovely 2 bedroom condo equipped with a heated pool, jacuzzi and tennis courts.~ A lovely two bedroom, two bathroom, canal front condominium at Westbay Point and Moorings on Holmes Beach. Enjoy the large lanai overlooking the canal and tennis courts. This is the perfect...
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Stunning 6 Bed 5.5 Bath Heated Pool Spa Water Slide FREE WiFi Gulf Views1 / 49
    (1)Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
    • Hot Tub
    • Private Outdoor Pool (Heated)
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    • Cable/satellite TV
    • Ocean Views
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 4, 2018
    Our family of 7 adults and 4 children thoroughly enjoyed our week long stay at The Big Kahuna. The house has a great holiday feel and is divided into two separate apartments...
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    About this property
    OCEAN VIEW is a brand new construction home that features 6 bedrooms and 5.5 bathrooms and a fantastic location-just a 1 minute stroll to the White sandy beaches at the 65th st access! This lovely property offers a private heated pool with a spa, water slide and grotto. The backyard is an oasis...
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    Rental Home - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Patio
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    • Private Outdoor Pool (Heated)
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    • DVD Player
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    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    3 NIGHT MINIMUM FOR THE $299 SUMMER DEAL + CLEANING AND TAXES This brand new Stunning 3 bedroom 3.5 bathroom + den . This home is ideally located just down the street from the white sand beaches, restaurants and shops. After a day of fun in the sun relax by the heated pool in your own backyard...
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    Holmes Beach, Anna Maria Island 34217
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
    • Patio
    • DVD Player
    • Private Outdoor Pool (Unheated)
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    • Cable/satellite TV
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Beachcomber, located at 3306 4th Avenue in Holmes Beach is the ideal, dream vacation home. This recently built gulf front home features a heated salt water pool and spa nestled in a tropical setting. It does not get any better than this! Luxurious furnishings, an elevator, a gourmet kitchen, a...
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    Location Information
    Holmes Beach, Anna Maria Island 34218
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Washer
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    • Grill
    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A magnificent Anna Maria Island vacation home awaits you at Beachy Blue - a retreat that will make your vacation feel truly luxurious! This spacious vacation home offers two parking spots, a private pool and spa, plus room for the whole crew. Located in the heart of Holmes Beach, you'll have...
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Surf Riders Cottage! West of Gulf Drive, this cute island bungalow is just perfect for your laid-back Anna Maria Island retreat! Newly updated throughout, this 2 bedroom, 1 bathroom beach duplex with a pool and hot tub is just 5 houses to the fabulous Gulf beaches. There are...
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    A vacation rental that has it all from intercoastal views to tennis courts! Westbay Point & Moorings is a three bedroom, two bath with fabulous Bay & Intracoastal views on Anna Maria Island. This unit has a spacious, open, split floor plan and everything you need to feel right at home. Open...
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    Holmes Beach, Anna Maria Island 34217
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    • Grill
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    Pet friendly
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    Smoking allowed
    About this property
    The Bman Beach Cottage located at 2812 Avenue B in Holmes Beach is a cute 2 bedroom 2 bath private home. This ground level home has two screened lanais one overlooking the pool and Jacuzzi. The kitchen has been newly updated as well as one of the bathrooms. This property has long distance and WiFi...
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    Holmes Beach, Anna Maria Island 34218
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come to this Island home and have a vacation of a lifetime! New construction, this 3 bedroom/3 bath  pool home is well appointed with designer finishes throughout. The kitchen is outfitted with gorgeous granite countertops and stainless steel appliances. The masterbedroom features a queen bed and...
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    Holmes Beach, Anna Maria Island 34217
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Lake by the Beach at 6806 Palm Drive offers the best of both worlds! This beautiful two bedroom, two bath home is situated on a spring fed lake yet it's only three blocks to the beach. New renovations include a brand new family room addition with easy access to the beautiful pool! A unique...
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    Holmes Beach, Anna Maria Island 34218
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Absolutely Perfect Beach House, located at 3009 Avenue F in Holmes Beach is just that – absolutely perfect! This spectacular four bedroom, three and one half bath gulf front home with an extra media room. It has its own private beach and heated pool has just been built. This beautiful home is...
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    Holmes Beach, Anna Maria Island 34218
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    • Cable/satellite TV
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    • DVD Player
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Sand Dollar, located at 143 50th Street in Holmes Beach is a beautiful, newly constructed four bedrooms, three and one half bath home with a large heated pool surrounded by native landscaping. It’s located on a quiet residential street west of Gulf Drive and less than a two minute walk to the...
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    Holmes Beach, Anna Maria Island 34217
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Garden Home, located at 419 Clark Drive in Holmes Beach is a spectacular, three bedrooms, and two-bath pool home. This beauty is hidden among tropical gardens, ensuring a private, tropical vacation getaway. Nothing was spared in the recent renovation to this home! Its 2600 square feet of...
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    Holmes Beach, Anna Maria Island 34218
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
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    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Make yourself at home at this dog-friendly renovated house, nestled between the ninth hole of the Key Royale Golf Club and one of the island's canals. Off the living room you’ll find the backyard pool area, overlooking the water. This island home offers a heated pool and hot tub, gas grill, outdoor...
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    Holmes Beach, Anna Maria Island 34217
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A lush backyard paradise with a private heated pool, hot tub, and Gulf views are just the beginning of what's in store for you when you vacation at this dog-friendly house on Anna Maria Island! Located in Holmes Beach right as you cross the bridge from the mainland, this house is a quick walk from...
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    Holmes Beach, Anna Maria Island 34217
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Gulfview Townhomes unit 1, located at 3701 5th Avenue in Holmes Beach is located on a very quiet dead end street just a short stroll to the emerald waters of the Gulf of Mexico and only a block from 25 shops and restaurants featuring at least six unique cuisines. This small four unit complex...
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    Holmes Beach, Anna Maria Island 34218
    Rental Home - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Peace 'n Paradise, located at 5405 B Gulf Drive in Holmes Beach is a comfortable two bedroom, two bath duplex with a private heated pool and spa. Peace 'n Paradise will sleep six with a king size bed, two XL twins and a queen sleeper sofa in the living room with an upgraded mattress. It's exactly...
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    Holmes Beach, Anna Maria Island 34217
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    • Terrace
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    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Access that leads to one of the best beaches on the West Coast. Anna Maria Island gulf front complex with an elevator offers a recently remodeled 2BD/2BA with large lanai, covered parking and storage. This well maintained complex offers heated pool and spa, tennis courts, meeting room and best of...
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    Holmes Beach, Anna Maria Island 34217
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Vacation among the palms at this four-bedroom Holmes Beach retreat, a spacious, dog-friendly home with a heated pool and hot tub, a sun-splashed deck, and a superb location within steps of the beach, shops, and the free island trolley. This home is located in the city of Holmes Beach on Anna Maria...
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    Holmes Beach, Anna Maria Island 34217
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    • Washer
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    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Coral Beach! This beautiful 3 bedroom, 2 bathroom pool home comfortably accommodates 6 guests.  From the quality quilts and linens on the beds, to the TVs in the two living rooms and the fully equipped kitchen, nothing has been spared when decorating this home. You will not...
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    Holmes Beach, Anna Maria Island 34217
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    • Private Outdoor Pool (Unheated)
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    • Washer
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    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Beachside is a custom built three bedroom, three bath home located at 113 31st Street in Holmes Beach. This spectacular home is west of Gulf Drive for easy beach access with no busy streets to cross. There is a wonderful heated, salt water pool and spa for your use. The pool area is tropical...
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    Holmes Beach, Anna Maria Island 34218
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spacious beachside glamour is waiting for you at this dog-friendly Holmes Beach retreat. With a great location and room for the whole family - even the dog! - everyone can enjoy the private pool, soothing hot tub, and spectacular views from the rooftop. Enjoy all the luxury of a resort getaway...
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    Holmes Beach, Anna Maria Island 34217
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Patio
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    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Washer
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Tequila Sunrise is an absolutely wonderful three bedroom, two bath home with a private heated pool. Located 309 B 59th Street in Holmes Beach, this lovely property is convenient to the beach and in a very convenient, Holmes Beach residential neighborhood. It features a washer and dryer,...
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    • Peak travel: February - April
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