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Anna Maria Island Family & Kid Friendly Rentals

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    Travelers to Anna Maria Island are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    953 Matching Rentals in Anna Maria IslandView all 1,305 rentals
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    Coconuts Beach Front 106 Ground Floor1 / 17
    (6)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Ohana Hale North  2  Bedroom on Anna Maria1 / 17
    (23)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Coconuts Beach Front 108 Ground floor1 / 19
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Absolutely Perfect - Cove at Sandy Pointe #2071 / 21
    (5)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Patio
    • DVD Player
    • Parking
    • Air Conditioning
    • Wi-Fi
    • Outdoor Dining Area
    • Balcony
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 12, 2017
    Perfect location close to excellent shops, restaurants and beaches. Very clean and well equipped. Wunderbar!
    Reviewed July 28, 2017
    Clean and neat condo - ideal for family. Close to beach and other amenities, beautiful location. We love this area having been before and we were very happy with the...
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    About this property
    Very contemporary condo (danish style), just refurnished and remodeled, and equipped with more than everything you need for a relaxing and unforgettable vacation in Paradise. The unit is inspiring and gives you a laid back feeling immediately after entering. A huge pool with lounges and sun...
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    Holmes Beach, Anna Maria Island 34217
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Coconuts Beach Front 112  Upstairs1 / 14
    (2)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Waterfront
    • DVD Player
    • Air Conditioning
    • Washer
    • Parking
    • Grill
    • Balcony
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    This unit is a little hidden gem along Holmes Beach. You are so close to the beach and see it from the balcony, living area and kitchen. The sunsets from the deck are...
    Reviewed November 13, 2017
    What a perfect week away for 10 long time friends. Did not realize, but all the units are own by separate people and The Coconuts, basically manages the cleaning, the property...
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    About this property
    One bedroom one bath condo located on the beach. The Coconuts Beach Resort is a beach front property in Holmes Beach on Anna Maria Island. Each unit is individually owned. The unit is a full size apartment with a separate bedroom living room and kitchen sleeps up to 4. There are two double...
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    Holmes Beach, Anna Maria Island 34217
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Sea Breeze Retreat (Holmes Beach)1 / 17
    (6)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Grill
    • Wi-Fi
    • Private Yard
    • Patio
    • Cable/satellite TV
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    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 21, 2017
    Very clean and Cute townhouse equipped with everything that you need. Loved the outside warm and cold shower and patio area. Island trolley (Free) stop, small shops, bicycle...
    Reviewed August 19, 2017
    Loved the charming , cozy coastal decor with great location (only 5 minute walk to the beach and corner unit with ample parking for 3 cars)! Only a few minor things to improve...
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    About this property
    The beach is steps away, dead end street with no cross-through streets. Walk around the corner to anything you need. Location, location! This Holmes Beach/Anna Maria Island 2 bedroom unit has been completely remodeled & exquisitely decorated!! It is just 200 steps from the beach/ocean and within...
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    Holmes Beach, Anna Maria Island 34217
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Coconuts Tahitian 2051 / 14
    (1)Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in Holmes Beach, on Anna Maria island. This one bedroom two bath unit is a full size apartment with full size kitchen all appliances dishwasher, stove full size refrigerator, living area, dinning area and a separate bedroom has 2 full size beds. Its just steps to the beach. Covered parking....
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    Holmes Beach, Anna Maria Island 34217
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    A Pearl of a Beach Home - with luxury private heated pool and hot tub1 / 32
    (30)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Patio
    • Wi-Fi
    • Hot Tub
    • Air Conditioning
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 days ago
    If you are considering this home for your vacation you will not be disappointed. This beach home is as wonderful as the pictures. The “pearl” has a lagoon feel pool and hot tub...
    Reviewed 2 weeks ago
    This place is magnificent. Every luxury and comfort of home and more! We even stayed during a major red tide outbreak and we still had an amazing time. The pool area at the...
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    About this property
    **DISCOUNTS FOR RENTALS OF 28 NIGHTS OR MORE ANY TIME OF YEAR** *****PLEASE ASK US ABOUT SPECIAL PRICING FOR YOUR STAY***** LARGE HEATED FREE-FORM, LUXURY POOL AND SPA WITH SPACIOUS PAVED SURROUND - ADDED AUGUST 2014 TOGETHER WITH TROPICAL LANDSCAPING, AUTOMATED GARDEN LIGHTING AND LARGE GROUND...
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    Holmes Beach, Anna Maria Island 34217
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Beachfront One Bedroom Suite With Balcony Over The Pool1 / 12
    (1)Excellent
    Studio, 1 Bathroom, Sleeps 4 Quick View
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    • Ocean Views
    • Balcony
    • Grill
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 25, 2018
    Every spring my wife and I vacation on Anna Maria Island, and every spring we stay at a different place. Each and every place we have stayed at was nice, but this place is # 1...
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    About this property
    This beachfront vacation rental is perfectly suited for a family of 4 or a couple looking for a weekend getaway. The rental is in Bradenton Beach and equipped with 1 California King and 2 twin sleepers. The balcony features a fantastic view of the Gulf of Mexico where you can enjoy some of the most...
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    Bradenton Beach, Anna Maria Island 34217
    Condo/Apartment - 1 Bathroom, Sleeps 4
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    Coconuts Beach Front 109 Upstairs1 / 20
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Internet Access
    • Grill
    • Parking
    • DVD Player
    • Air Conditioning
    • Washer
    • Waterfront
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 30, 2018
    Very pleased with the condo. Stayed in unit 109 on the first floor that had a fabulous outlook. New owners have gone to town and gutted the place with all modern furnishings...
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    About this property
    One bedroom one bath condo located on the poolside. The Coconuts Beach Resort is a beach front property in Holmes Beach on Anna Maria Island. Each unit is individually owned. The unit is a full size apartment with a separate bedroom living room and kitchen sleeps up to 4. There are two...
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    New 'Seaclusion' Ground fl SPOTLESS! Screen Lanai Courtyard Fishing dock & pole1 / 34
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Grill
    • Patio
    • Washer
    • Balcony
    • Wi-Fi
    • Cable/satellite TV
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 2, 2016
    Myself, my husband and my 83 year old mother stayed in unit #4 (2 bedroom, 1 bath). It was a ground floor unit and was very clean and cozy. You don't generally meet the owners...
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    About this property
    Location, location, location. The 3 most important things to consider in a vacation rental. Tucked back on a VERY peaceful setting. Brick patio courtyard and PRIVATE outdoor covered patio set with umbrella. This is a desired ground level end unit in a Key West styled 4 plex. Nestled under several...
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    Bradenton Beach, Anna Maria Island 34217
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    CHARMING 2 Bed 2 Bath with Heated PRIVATE HEATED Pool SPA Sleeps 6 F1 / 26
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    Fit all of our needs - had a great time with our family .I would recommend the area and this Villa . Lots of things to do on the island and drive done to Sarasota for shopping.
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    About this property
    Relax and unwind in this gorgeous, newly renovated 2 bedroom, 2 bath home close to everything! Salt Air West , located only a short walk to the powdery white sandy beach of the Gulf of Mexico and ½ a mile from historic Pine Avenue on Anna Maria Island. Not in the mood for the beach? No Problem!...
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    AnnaMariaBeachCondo - Bright and Spacious Condo w Heated Pool!1 / 74
    (15)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Washer
    • Ocean Views
    • Balcony
    • DVD Player
    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 16, 2018
    Roomy 2 bed condo, well maintained, with a great location a block from the beach, and 2 blocks from manatee beach restaurants and bars. Free trolley bus takes you anywhere else...
    Reviewed October 10, 2017
    Marie and Tomas's Condo is no more than 50 m from the beach; close to Walgreens and Publix; as well as a loads of eateries. Skinny's burgers are great.The Condo itself is very...
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    About this property
    5 reasons why you will love our condos as much as we do: *LOCATION! Close to the beach, grocery store, restaurants and everyday needs. 'We really appreciate not having to use a car to buy milk. Also, with several restaurants within half a mile, it's so nice not to have to take turns...
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    Holmes Beach, Anna Maria Island 34217
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Harbor Lane 4 Harmony1 / 34
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Grill
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 15, 2018
    We loved our stay at Harbor Lane Court! There are only four units at this vacation rental and a lovely, heated pool for the exclusive use of those staying here. We stayed in the...
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    About this property
    Harbor Lane Court Harmony - Condo 2 Bedroom / 2 Bath 2 blocks from the beach, maximum occupancy of 6 people. VRC16-000031 Guests of guest is limited to 2 per unit per day. The owners are on property on a daily basis for maintenance and quality assurance. Harbor Lane Court is a 4 unit resort, with...
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    Holmes Beach, Anna Maria Island 34217
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Cast Villa 11 / 31
    (2)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Patio
    • Air Conditioning
    • Cable/satellite TV
    • DVD Player
    • Grill
    • Washer
    • Wi-Fi
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 3, 2017
    Was absolutely wonderful. Couldn't ask for better vacation. Very close to beach. Unit had everything we needed. Owner was very friendly and accomidating. Will definately be back.
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    About this property
    Anna Maria Island, This property is located directly across from the famous Manatee County Public Beach. Groomed daily, Lifeguards, restaurants, surf shop and more.. Free trolley stops there both northbound and south every 20 minutes. The location is also right in the heart of the island. Walk to...
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    Location Information
    Anna Maria, Anna Maria Island 34217
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Gorgeous views,spectacular home!1 / 92
    (33)Very good
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • DVD Player
    • Washer
    • Grill
    • Cable/satellite TV
    • Balcony
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 6, 2018
    I can't believe I never wrote a review for our stay at this FABULOUS HOME! We booked it for our family for our wedding celebration and we love it from top to bottom! IT was...
    Reviewed July 9, 2018
    It pains me to give this beautiful home anything other than a stellar review. The owner, Chris, has been prompt and thorough with communication. The house itself is lovely and...
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    About this property
    WELCOME TO ALL DECKED OUT! Whether getting away for a family vacation, with a group of friends, for a wedding or any other occasion, our gorgeous 5 Bedroom home offers everything you could want for a relaxing holiday on Anna Maria Island.... with incredible views of the Bay! Sit by the tropical...
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    Anna Maria, Anna Maria Island 34216
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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    Happy Island Cottage with heated private Pool1 / 52
    (31)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • DVD Player
    • Patio
    • Wi-Fi
    • Washer
    • Hot Tub
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    Just back from a lovely stay in Happy island cottage, Anna Maria Island. This was our first trip abroad with our 15 month old son. The owner, Alex, went out of his way to...
    Reviewed July 8, 2018
    Alex answered any question i had. the house was everthing it was suppose to be.it was an amazing vacation.
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    About this property
    A brand NEW 2300 sq/ft, 3 bedroom modern beach house with heated and very private pool. A perfect location just steps from the beach, marina and the main plaza with great shops, a grocery store and restaurants. No need to drive anywhere. Located in a quiet neighborhood with tropical greenery, large...
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    Holmes Beach, Anna Maria Island 34217
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Ohana Hale South   West Suite1 / 24
    (33)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Wi-Fi
    • Air Conditioning
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    • Private Yard
    • DVD Player
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 14, 2018
    Ohana Hale South - West SuiteWe found that the accommodation accurately matched the posted description and photos. Excellent communications from renter - very fast responses...
    Reviewed November 28, 2017
    My family came to visit me every year and I always booked Ohana beach condo. Everything is perfect here: the beach is across the street, the unit is very clean and beautiful...
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    About this property
    Aloha and welcome to our Island Home. Ohana is Hawaiian for family and that is who you are when you stay with us. Our retreat is nestled on Anna Maria Island, Florida and is a short 5 minute walk to the white sand beaches and turquoise waters of the Gulf of Mexico. Your vacation Hale (home) has...
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    Bradenton Beach, Anna Maria Island 34217
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Coconuts Poolside Unit 1041 / 22
    (6)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • DVD Player
    • Waterfront
    • Parking
    • Air Conditioning
    • Grill
    • Washer
    • Patio
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 2, 2016
    Awesome, already booked this for next year! Easy to fond, easy to get to beach, great people to work with.
    Reviewed January 18, 2016
    We were there in January 2016 and we were very happy with the accommodations. The decor is a little dated but all the essentials were there. We enjoyed Holmes Beach and...
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    About this property
    One bedroom one bath condo located on the poolside. The Coconuts Beach Resort is a beach front property in Holmes Beach on Anna Maria Island. Each unit is individually owned. The unit is a full size apartment with a separate bedroom living room and kitchen sleeps up to 4. There are two...
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    Holmes Beach, Anna Maria Island 34217
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    5 Star - Private Pool & Dock, and Steps Away from the Beach - Fall Availability1 / 39
    (5)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Housekeeping Included
    • Cable/satellite TV
    • DVD Player
    • Wi-Fi
    • Air Conditioning
    • Ocean Views
    • Waterfront
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 19, 2017
    The house was gorgeous. Pretty and comfortable furnishings. Loved all the Anna Maria touches. Fantastic kitchen appliances - I wish my washing machine was so good! We all loved...
    Reviewed October 28, 2016
    We had a fantastic time exploring Anna Maria Island and coming home to such a fantastic place made the holiday even more special.
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    About this property
    It doesn't get much better than being right on the water, less than one block from the bay beach, and only 7 blocks from Pine Avenue. Sunshine Cottage couldn't be a better name, because this 3 bedroom, 2 bathroom, cottage truly lets you experience the beauty of Anna Maria Island. Enjoy dangling...
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    Location Information
    Anna Maria, Anna Maria Island 34216
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    New 'Paradise Cove' Steps to beach & fishing Dock incl pole beach cart umbrella1 / 40
    (7)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Grill
    • Washer
    • Cable/satellite TV
    • DVD Player
    • Air Conditioning
    • Porch
    • Wi-Fi
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 26, 2015
    Everything I was looking for was right there with a little luck!I am a homeowner in the area. My home is currently undergoing renovation and I needed a place to stay close by. I...
    Reviewed February 15, 2015
    We stayed in this condo for two weeks Jan into Feb. It has to be the most immaculate place we have ever rented. The beautiful cherry kitchen is completely redone and is...
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    About this property
    Top rental manager - since 2011!! Rent with confidence knowing that Travelers rated the owner/manager of this property one of FlipKey's best! <div id='FK_Review_Widget533edd03db5d9'> <a href='http://www.flipkey.com/'><img alt='FlipKey'...
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    Location Information
    Bradenton Beach, Anna Maria Island 34217
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Coconuts Courtyard 116 Ground Floor1 / 15
    (5)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Internet Access
    • Parking
    • Grill
    • Air Conditioning
    • Waterfront
    • DVD Player
    • Washer
    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 9, 2016
    This condo was a block from the free trolley that can take you around the island to shops and restaurants, and a quick transfer to St. Armand's Circle. It was literally only...
    Reviewed April 18, 2016
    The place was just what I expected. The rooms were large, pool was warm, it was close to the ocean. The people were friendly. If you want maid service I do not think they have...
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    About this property
    One bedroom one bath condo located in the courtyard. The Coconuts Beach Resort is directly on the Gulf Of Mexico Holmes Beach Anna Maria Island Florida.. Each unit is individually owned. The unit is a full size apartment with a separate bedroom living room and kitchen sleeps up to 4. There are...
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    Holmes Beach, Anna Maria Island 34217
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Casa Playa West  is a Luxury 4 bedroom home with a pool and elevator!1 / 37
    (1)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Patio
    • Ocean Views
    • DVD Player
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Washer
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This home provides you with your own private pool. It has virtually EVERYTHING you need for a perfect Island vacation. This home has a private pool and is less than a block to the beach and 1 block to Sarasota Bay for fishing. Walk to Sarasote Bay and watch the big yachts and boats pass by on the...
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    Location Information
    Bradenton Beach, Anna Maria Island 34217
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    New Waterfront 'HideAway Bay' Best panoramic bay view on AMI. Just remodeled!1 / 24
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Patio
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    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 16, 2018
    We absolutely loved Hideaway Bay! The sunrises every morning on the bay were stunning. The birds that came to visit, the hammock were a perfect start to every day! The unit was...
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    About this property
    We wanted to offer a vacation rental with the most spectacular location anywhere on the island. After searching long and hard we came across this property that unlike other Bay front properties that looks across the width Bay, ours faces up the length of the Bay. On clear days you can even see the...
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    Location Information
    Bradenton Beach, Anna Maria Island 34217
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Watch Sunsets, Dolphins, or Just Relax - Bermuda Bay 14531 / 27
    (12)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Air Conditioning
    • DVD Player
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    • Hot Tub
    • Wi-Fi
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 14, 2018
    We fully enjoyed our week at Bradenton Beach. Bermuda Bay 1453 was wonderful and highly recommend staying when visiting the area. A great relaxing and quiet week of sunshine...
    Reviewed August 26, 2017
    We stayed here in August 2017 for 2 weeks and it is a perfect location. The condo is spacious, bright, airy and spotlessly clean. The beach is just steps away across the road...
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    About this property
    Anna Maria Island boasts one of the longest stretches of sugar white beaches in Florida, and clear, aqua-marine water. Enjoy the natural setting from this spectacular townhouse on Bradenton Beach. This three bedroom, two-and-a-half bath home offers direct Gulf views, a king size master suite,...
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    Location Information
    Bradenton Beach, Anna Maria Island 34217
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    Cozy Cabana West - Private Pool - Close to Beach1 / 22
    (3)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Patio
    • DVD Player
    • Wi-Fi
    • Private Outdoor Pool (Heated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 28, 2018
    Love this place. Pool is private and secluded. Owners were very nice and suggested places nearby and provided coupons and gift cards to local businesses. Super clean. Close to...
    Reviewed July 13, 2018
    This rental was perfect for our family. Modern, spacious, clean, and totally stocked with everything you could possibly need. The private pool was wonderful, the beach is a 3-4...
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    About this property
    Recently renovated, 2 bed 2 bath Villa perfect for families, couples or a small group of friends. Located in a quiet neighborhood with an easy 3-minute walk to the gorgeous white sand beaches of the Gulf of Mexico. You are less than a mile from historic Pine Avenue shops, restaurants, and the Anna...
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    coconuts Courtyard 114 Ground Floor1 / 14
    (2)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Cable/satellite TV
    • Waterfront
    • Air Conditioning
    • Porch
    • DVD Player
    • Internet Access
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 13, 2017
    We enjoyed the wonderful place. Very relaxing and peaceful. Will definitely be back. Conveniently located. Our room didn't face the beach which was the only disappointment...
    Reviewed August 5, 2015
    we've stayed at coconuts before and just love it there. Everything is included in the condo, the location is great to the beach and local shops/food, the pool is great. This...
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    About this property
    One bedroom one bath condo located in the courtyard. The Coconuts Beach Resort is directly on the Gulf Of Mexico Holmes Beach Anna Maria Island Florida.. Each unit is individually owned. The unit is a full size apartment with a separate bedroom living room and kitchen sleeps up to 4. There are...
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Anna Maria Island Nantucket1 / 29
    (23)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • DVD Player
    • Private Outdoor Pool (Unheated)
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    • Grill
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 5, 2018
    My extended family stayed here this past December, and it was perfect. The place is showing it's age a bit, and there is a rather steep set of stairs to get to the main floor...
    Reviewed April 10, 2017
    We rented this home over Spring Break with my brother and his family. The layout of this house is great as well as the location of the home on the island. There were 2 master...
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    About this property
    3 Story 'Nantucket' Style - 4 bedroom/ 3 bath villa is just a short walk to the beach - Nestled in a tropical setting, only a few blocks to the Gulf beach; heated private pool great for cooling off and a large sun deck. 4 Bedrooms/3 baths, large master suite with king size bed and a roman tub,...
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    Location Information
    Anna Maria, Anna Maria Island 34217
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Terrace
    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    742 Jacaranda- Single Family home 3 bedrooms/ 2.5 baths, maximum occupancy of 6 people. Distance to the Beach: 50 yards This well appointed home has recently been renovated. The balconies have all been redone, new stairway and all new furniture in the living room and bedrooms The master bedroom...
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    Location Information
    Anna Maria, Anna Maria Island 34216
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    On the Beach Paradise d1 / 13
    (5)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Private Yard
    • Cable/satellite TV
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    • Ocean Views
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 13, 2018
    Great time in this lower level 2 bdr unit that is about 50 yards away from the beach. Nice clean unit with just about everything that you need to make your vacation complete...
    Reviewed July 11, 2018
    We had such an amazing time at Mike's place. We rented the downstairs unit... it was right on the beach. It was clean and had everything we needed. Lots of stores are walking...
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    About this property
    This cottage is located 'on the beach' 3007 Avenue F, beautiful Holmes beach. It is the downstairs unit (1 of 2). The cottage is very comfortable and sleeps 4 comfortably with additional space for a pull-out. This quaint cottage is hidden away on a dead end street, away from it all yet close...
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Cast Villa 31 / 24
    (1)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Cast Villa sits in the heart of Anna Maria Island directly across from the famous Manatee County public beach W/life guard which features a gift/surf shop, restaurant, Tiki bar, live music and more. Beach is groomed daily and has lifeguards. Walk to Publix grocery store, CVS drug store and...
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Fully Remodeled Vacation Rental Anna Maria Island1 / 15
    (5)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Parking
    • Cable/satellite TV
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    • Terrace
    • Porch
    • Balcony
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 4, 2018
    We were very pleased with the accommdations. It was close to the beach, shopping in the area. Lots of places to eat nearby.
    Reviewed June 14, 2018
    Great place, a bit of a hiccup when we got there but Tanner was quick to respond and took care of it ASAP!!!. the condo was close to the beach, perfect for what we needed and...
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    About this property
    Come relax and enjoy your beach vacation at The Dolphin Club! 2 bedrooms and 1 bathroom, the master bedroom has a queen bed and the other has 2 twin beds. There is also a sleeper couch in the living room which can sleep 2 people. Fully air conditioned. Includes covered parking and outdoor deck with...
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Sunset Terrace Beachfront 205 - Enjoy the gulf coast waters and sandy beaches!1 / 25
    (3)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Hot Tub
    • Washer
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    • Waterfront
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 21, 2018
    Condo was a little dated for the price but wonderful location and great gulf views from balcony. Quiet with just about every thing you need during a family vacation.
    Reviewed May 26, 2018
    Perfect in every way - immaculate, well stocked with everything needed, perfect location... faultless and highly recommended
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    About this property
    GULF FRONT CONDO - Direct gulf front 2 bedroom 2 bath upstairs condo with a breathtaking view of the Gulf of Mexico. Large private screened balcony overlooking the beach. Fully equipped kitchen. Owner has provided many extras for your enjoyment. Heated pool and assigned covered parking. Stroll down...
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    Location Information
    Bradenton Beach, Anna Maria Island 34217
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    250 Feet from the Beach1 / 25
    (3)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Air Conditioning
    • Cable/satellite TV
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    • Balcony
    • Patio
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 21, 2017
    Just came back from 4 days on AMI with my 3 sisters and daughter. What a nice little place and even though 5 of us we were very comfortable. Two blocks from the beach. We sat on...
    Reviewed September 6, 2016
    The pictures don't do it justice! Charming beach cottage that we'll book again. It was the perfect trip.
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    About this property
    *NOTE: If you cannot find availability for this unit, please contact us, there is an additional unit. Thank you for considering my home which has been recently updated to provide the warmth and feel of a true beach cottage. Wooden ceiling planks have been added along with pine beach chic cabinets...
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    Location Information
    Bradenton Beach, Anna Maria Island 34217
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    'Elegance' 100 Steps from the Beach!1 / 24
    (11)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Patio
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Grill
    • Washer
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 16, 2018
    We all really enjoyed our stay at Elegance villa, pool was amazing, location was excellent and Shawna was very helpful. We hope to visit again soon.
    Reviewed November 2, 2017
    Just returned from 6 nights stay at this beautiful house. The house was just lovely- clean, well equipped and very comfortable. The provision of plenty clean towels including...
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    About this property
    An elegant beach-house that redefines the idea of island comfort, built with love and an extreme attention to detail. Every room of the house has a unique ambiance combining color, textures and accent lighting. The outdoor area is one of the most spacious on the island with a large heated free form...
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    Location Information
    Bradenton Beach, Anna Maria Island 34217
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Luxury 3BR/3BA, Private Heated Pool, Beach1 / 34
    (36)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • Air Conditioning
    • Grill
    • DVD Player
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 26, 2018
    We have traveled to Anna Maria numerous times, and this is the best house by far! The pool is the best part of the house! Very private, outside T.V., game room, 3 bedrooms with...
    Reviewed July 5, 2018
    We really enjoyed our stay for the week. The owners contacted us in advance to ensure we would have everything needed. We were impressed by how clean and updated it was. The...
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    About this property
    http://www.villachezshell.com Villa Chez Shell is a newly renovated Mediterranean beach home that offers a luxurious getaway. The highlight of this newly renovated 3 bedroom and 3 bathroom property is its tropical private backyard complete with a lagoon shaped pool and a soothing stone waterfall....
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    BEACHFRONT HOME, TRUE PARADISE , DOGS STAY FREE, GREAT VIEWS, WALKING BEACH1 / 88
    (4)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Hot Tub
    • Wi-Fi
    • Waterfront
    • Washer
    • Cable/satellite TV
    • Grill
    • Balcony
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    Six of us ladies had a great time and loved the house! Laura was very helpful. Hope we can do it again.
    Reviewed 3 weeks ago
    Very nice location, perfect if seeking a private and quiet location. All amenities necessary for us were included. Will return.
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    About this property
    This stunning BEACHFRONT home was designed by an award winning Architect and is true paradise. The plan is open with the Living, Dining, Kitchen and Master Bedroom on the Waterfront adjacent to the deck which runs the entire length of the home. The elevated deck is a mere 10' from the waters edge....
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    Location Information
    Anna Maria, Anna Maria Island 34216
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    90 steps to the Beach!1 / 30
    (4)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Ocean Views
    • Washer
    • Cable/satellite TV
    • Patio
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 13, 2018
    The condo is truly only 90 steps to the beach and has a partial view of the water also. We weren’t expecting such a nice view. The condo is very comfortable and has lots of...
    Reviewed March 6, 2017
    We have stayed at this condo past 12 years. New owners have made many needed improvements and it is perfect! Great location steps to beach and a Publix nearby. Short walk to...
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    About this property
    Location! location! Spacious and light 1395 sq.ft, 2 bed, 2 bath condo on Anna Maria Island in Holmes Beach. Located on a quiet, less traveled fork of Gulf drive. No roads to cross, you can see the beach at sunset from your lanai or roof deck. Right out #3's door and up 12 steps to a huge deck with...
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Palm Cottage ~ This beautiful condo is just steps from the Beach!1 / 28
    (6)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
    • Wi-Fi
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    • Ocean Views
    • DVD Player
    • Cable/satellite TV
    • Air Conditioning
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 18, 2017
    The unit was very clean and pretty. Kitchen and linens were well stocked. Located right across the street and right down the road from restaurants. Our first time to the...
    Reviewed April 13, 2016
    The unit itself was very clean and decorated nicely. However, the beach across the street was under construction and closed. The view was of construction equipment, cranes...
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    About this property
    We all know Location! Location! Location! Just yards from the beach, Palm Cottage is a beautiful cottage located in Bradenton Beach and is just steps from the Gulf. This 1 bedroom condo offers a full size, fully equipped kitchen with refrigerator, dishwasher, microwave, oven, ample cookware and...
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    Location Information
    Bradenton Beach, Anna Maria Island 34217
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Balcony
    • Cable/satellite TV
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    • Terrace
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Overview Gulf Sound is a gulf side, ground level tri-plex located on Gulf Drive in the southern end of Holmes Beach. Unit A at Gulf Sound is the southern unit. It is a two bedroom, one bath that will sleep four people. The unit has been updated and is comfortably furnished. It's quiet, yet close...
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Inn Real Life on Anna Maria Island1 / 15
    (7)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
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    Reviewed July 17, 2018
    This was a great place to stay. Clean and I’m a great location. Neighborhood was quiet and safe. Terri was a great host Check in and out was easy. We will definitely be...
    Reviewed October 4, 2017
    My family and I and of course our family dog were welcomed with open arms. The apartment was very roomy and comfortable and had all the comforts of home with full size...
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    About this property
    Just half a block to the beach and steps to our fishing dock on Sarasota Bay, these cute and cozy apartments offer a great vacation value on Anna Maria Island. Watch the sunrise from the dock every morning and cap your busy day with sunset over the Gulf of Mexico. White House Vacation Apartments...
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    Location Information
    Bradenton Beach, Anna Maria Island 34217
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    1 Bedroom, 2 Bathrooms, Sleeps 8 Quick View
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    • Parking
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    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Two bedroom two bath condo located upstairs in the courtyard. The Coconuts Beach Resort is directly on the Gulf Of Mexico Holmes Beach Anna Maria Island Florida.. Each unit is individually owned. The unit is a full size apartment with a separate bedroom living room and kitchen sleeps up to 6 to...
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    Rental Home - 1 Bedroom, 2 Bathrooms, Sleeps 8
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    7 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    • Secure Parking
    • Cable/satellite TV
    • Air Conditioning
    • Private Yard
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Many homes with a high bedrooms count sprung out on the island lately, designed to maximize rents, they are built on very small lots normally 50 ft wide and packed upwards in three levels . This is a well reviewed house that I built for me and my family in 1998, it is the largest private rental...
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    Location Information
    Anna Maria Island, Florida 34217
    Rental Home - 7 Bedrooms, 5 Bathrooms, Sleeps 16
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    Crescent Wave1 / 40
    (24)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • DVD Player
    • Cable/satellite TV
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    • Patio
    • Hot Tub
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 28, 2018
    This house had everything we needed! Very clean and the pool was a big hit with the kids. Richard was very friendly and easy to work with. From booking to checkout it was as...
    Reviewed May 27, 2018
    Our family had a fun and relaxing stay with plenty of space and convenient walks to the beach, shops and restaurants. There was a wi fi issue the first day, but Richard had it...
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    About this property
    Description We are located in the heart of the beautiful city of Anna Maria FL. We are one block from the historic Pine Ave with free trolley service to the entire island. We are two blocks to the beautiful white sand beach. Three blocks in the opposite direction is the bay and the historic City...
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    Location Information
    Anna Maria, Anna Maria Island 34216
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Cast Villa #4 is the most private on this lush tropical Half acre property. Located directly across from the famous Manatee County Pubic Beach. Swim with Life guards present. Known for the pristine sugar white sand beaches. Dine early breakfast or have a beverage listening to live music daily....
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    Location Information
    Anna Maria, Anna Maria Island 34217
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Private Tropical Paradise in Holmes Beach!  Large home with Pool and fenced yard1 / 25
    (4)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Grill
    • Wi-Fi
    • Patio
    • Washer
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    Our family loves Anna Maria Island. This house is conveniently located within walking distance to beautiful beach. The house itself is fully stocked with everything we needed...
    Reviewed 4 weeks ago
    Location was great, in the middle of everything the island has to offer. Beautiful private beach just a few blocks away. We enjoyed the pool and the hot tub It was nice and...
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    About this property
    Tropical Paradise on Holmes Beach and ONLY 3 blocks to the beach. Anna Maria Island, noted for its old Florida ambiance, offers this Key West styled home, where you may awaken to greet the dawn sipping coffee on the balcony or swimming in your private pool. The modern interior arrangements add to...
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 7
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    The Tree House1 / 22
    (6)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Balcony
    • Cable/satellite TV
    • DVD Player
    • Air Conditioning
    • Grill
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 19, 2018
    We had a family of 6 of us stay last week, had everything we needed there. it was close to the beach! It was clean and had ample room for us all to sleep. We would definitely...
    Reviewed July 5, 2017
    Nice quiet location Has everything you need. We enjoyed our stay and would come back. Easy access. Clean!
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    About this property
    Thank you for considering my home which has been recently updated to provide the warmth and feel of a true beach cottage. Wooden ceiling planks have been added along with pine beach chic cabinets and decor. I put many hours into the design of the home to provide a feeling of tropical relaxation....
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    Location Information
    Bradenton Beach, Anna Maria Island 34217
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Grill
    • Ocean Views
    • DVD Player
    • Central Heating
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Anna Maria Island is still old Florida, I am on a half acre of very Tropical Palms and landscaping. Located in the heart of the Island. Directly accross from the Famous Manatee County Public Beach. Reasturants, Free trolley all right there. Also grocery, pharmacy, shopping within walking distance....
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    Location Information
    Anna Maria, Anna Maria Island 34217
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Beautiful Beaches and Gorgeous Sunsets. Unit 2141 / 20
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Housekeeping Included
    • Air Conditioning
    • DVD Player
    • Grill
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    • Washer
    • Wi-Fi
    • Sauna
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 20, 2016
    Shared the condo with my wife, son, his wife and my beautiful grand daughter (16 months old) who we don't see often enough. Very comfortable accommodations. Nicely equipped...
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    About this property
    Enjoy paradise in this 2 bedroom, 2 bath suite. Newly renovated with all the amenities. The master suite features a king size bed with new dresser and night stands. The second bedroom has a queen bed with new dresser and night stands with large double closet. Each bathroom is full with either walk...
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    Location Information
    Bradenton Beach, Anna Maria Island 34217
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    7310 Holmes Blvd1 / 14
    (3)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Terrace
    • DVD Player
    • Internet Access
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    7310 Holmes - Duplex 1 Bedroom / 1 Bath , maximum occupancy of 4 people. Fun in the Sun!~ Distance to the Beach: 3 blocks Ground level duplex that's fun and adorable. This one bedroom, one bath unit has a private outdoor patio area. This unit has recently been renovated and is perfect for a...
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Make Inquiry
    1
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