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Anna Maria Island

Pet Friendly Holiday Rentals in Anna Maria Island

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    Travellers to Anna Maria Island are booking March dates now. Secure your holiday rental today, and have the perfect trip.
    147 Matching Rentals in Anna Maria IslandView all 779 rentals
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    Ocean View 3 bedroom, pool, North Shore Drive1 / 123
    (38)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Cozy Cabana West - Private Pool - Close to Beach1 / 22
    (9)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Certificate of Excellence
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    BAY FRONT HOUSE WITH PRIVATE DOCK1 / 38
    (6)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    250 feet from the beach1 / 31
    (5)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 October 2019
    Easy access and good communication with hosts, short stroll to beach with lots of beach chairs parasols etc, spacious cool comfortable interior that wants for nothing , we will...
    Reviewed 21 June 2019
    Such a nice place to stay ! Very clean . Everything I needed was provided. Quick walk to the beach and I could see the bay from our deck . Would love to go back sometime.
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    About this property
    The location of the home is within walking distance to the beach but tucked away from the hustle and bustle of beach traffic and other vacationers. The home sits between the gulf beaches and the bay, but is truly in the middle of everything Anna Maria Island has to offer. Free Trolley rides (every...
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    34217, Bradenton Beach, Anna Maria Island
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    On the Beach Paradise d1 / 13
    (7)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Private Garden
    • Cable/satellite TV
    • Parking
    • Wi-Fi
    • Washer
    • Air Conditioning
    • Ocean Views
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 October 2019
    Great Beachy cottage! A little outdated but tolerable.Great sunset and starry nights.On the downsize it was very hard to find (although we did arrive in the evening ) but...
    Reviewed 17 November 2018
    Nice location tucked into a dead end road.Your own short walkway to the beach.Perfect for my wife and I ,but could handle more .Great restaurants with a short drive to...
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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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    34217, Holmes Beach, Anna Maria Island
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Waterfront and dog-friendly home with private pool, dock, views, and lanai!1 / 29
    (1)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • DVD Player
    • Air Conditioning
    • Wi-Fi
    • Waterfront
    • Washer
    • Private Indoor Pool
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Anna Maria's Finest Spacious and sophisticated, this waterfront and dog-friendly Anna Maria Island home puts the best of everything at your fingertips. Featuring a private dock, pool, and amazing water views, you’ll experience the luxurious side of Anna Maria Island paradise during your stay....
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    34216, Anna Maria, Anna Maria Island
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Gorgeous views,spectacular home!1 / 49
    (37)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 3 January 2020
    Wonderful week with family at this gorgeous vacation rental. This house was immaculate and tastefully well appointed. We were delighted at the immaculate condition of this...
    Reviewed 29 July 2019
    Our family had a wonderful time on AMI! This house was wonderful. We had a few questions about things in the house and when I emailed them the management company was quick to...
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    About this property
    WELCOME TO ALL DECKED OUT! JUST REMODELED OCTOBER 2019! 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...
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    34216, Anna Maria, Anna Maria Island
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
    The Tree House1 / 31
    (7)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    Smoking allowed
    Reviewed 15 July 2019
    It was clean , lovely , well equipped and very close to beach. 2 adults 2 teens stayed and all had a great time. The only thing I would say that could be improved would be...
    Reviewed 19 March 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...
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    About this property
    The location of the home is within walking distance to the beach but tucked away from the hustle and bustle of beach traffic and other vacationers. The home sits between the gulf beaches and the bay, but is truly in the middle of everything Anna Maria Island has to offer. Free Trolley rides (every...
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    34217, Bradenton Beach, Anna Maria Island
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    4 Bdrm, 3 Bath, Private Heated Saltwater Pool, Private Elevator, Sleeps 10!1 / 44
    (23)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Washer
    • Cable/satellite TV
    • DVD Player
    • Ocean Views
    • Patio
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 December 2019
    Everything we needed and more was made available to us at the condo. Hosts were there to help with luggage and home tour. The VERY short walk to the beach was awesome. Condo...
    Reviewed 16 July 2019
    Townhouse had everything we needed, equipped kitchen, grilling area, everyone had own bedroom and bath, pool and beach. Checked all our wants and needs. Had bikes delivered to...
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    About this property
    This is a fully-equipped vacation rental: All bed and bath linen are provided. There are extra bath towels for each guest, and hairdryers in each bathroom. The kitchen is fully equipped for 10 guests with seating for 12. Every small appliance is provided. Like coffee? There are Keurig, drip,...
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    34217, Anna Maria Island, Florida
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    1 Bedroom, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Central Heating
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Anna Maria island is the best place for a Florida vacation. Winter or summer - it is perfect for every age, life style, or adventure. This house is in the middle of everything. Within 100 yards off the tennis court, dog park, basketball court, boat ramp, marina, restaurants, and shops. It is a 10...
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    34217, Holmes Beach, Anna Maria Island
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 6
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    Sunny, dog-friendly cottage w/ a spacious patio and grill, steps from the beach!1 / 40
    (1)Average
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • DVD Player
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    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Seashell Cottage This two bedroom, two bathroom beach cottage is so close to the beach you can smell the salt air! That's especially true on the spacious patio, where you can relax, dine al fresco, and grill out. The family dog is also welcome here for a small nightly fee. The beach's sugary...
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    34216, Anna Maria, Anna Maria Island
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Sand Castle well appointed home steps from beaches1 / 25
    (4)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Housekeeping Included
    • Cable/satellite TV
    • Air Conditioning
    • Washer
    • Grill
    • Private Outdoor Pool (Heated)
    • Patio
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 July 2019
    This is our second stay at this home. Could not be more pleased. Very clean and equipped with everything you could need.
    Reviewed 24 May 2019
    Sandcastles was perfect for the four of us. Anna Marie Island is a great place to stay, very relaxed with plenty of places to eat out, many golf courses near by and wonderful...
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    About this property
    Beautiful, recently renovated 1700 sf home that accommodates up to 8 people. Only a few steps to amazing sandy gulf beach. Enjoy all the amenities of a single level well appointed home with no stairs where you can step out to the beautifully landscaped pool area from your master bedroom or open...
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    34217, Anna Maria, Anna Maria Island
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Wi-Fi
    • Ocean Views
    • Waterfront
    • Washer
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Emma's Cottage For your next Anna Maria Island adventure, enjoy a stunning, one-of-a-kind vacation destination. From an oceanfront location to a private pool and original antiques, you won’t another Florida home like this one! Built by Emma Palmer in 1912, this home is one of four Anna Maria...
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    Location Information
    34216, Anna Maria, Anna Maria Island
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Patio
    • Cable/satellite TV
    • Grill
    • Private Garden
    • Wi-Fi
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sea 'Esta Say goodbye to stress and hello to island vibes at this spacious beach house. Featuring a private yard with tropical greenery, a dog-friendly attitude, and a great location near the beach and pier, this house will have you living in a dream! Sitting near the northern tip of Anna Maria...
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    34216, Anna Maria, Anna Maria Island
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • DVD Player
    • Patio
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    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Pineapple Cottage You're sure to fall in love with this charming, dog-friendly Anna Maria cottage! Enjoy a fantastic location, beautiful beaches, and perks like a private heated pool. You, your loved ones, and dogs under 25 pounds (for a small nightly fee) will adore this home on Spring Avenue....
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    34216, Anna Maria, Anna Maria Island
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Washer
    • Cable/satellite TV
    • DVD Player
    • Private Outdoor Pool (Heated)
    • Grill
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Mangrove Cottage Come live the island life when you stay in this charming 'Old Florida' style cottage with a private saltwater pool and close proximity to the beach. You'll also have room for three cars in the roomy carport and access to Anna Maria's free trolley. With only one house between...
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    34216, Anna Maria, Anna Maria Island
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • DVD Player
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    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Short Board This property has a 7-night stay requirement. However, select properties have the flexibility for shorter stays. This elevated Anna Maria Island vacation rental will have you discovering love at first sunset. Short Board includes a heated pool (shared with Long Board - located...
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    Location Information
    34217, Anna Maria, Anna Maria Island
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Patio
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    • Cable/satellite TV
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Shell House Chase sunsets and island vibes at this lovely beach house on Anna Maria Island. Offering a private heated pool, dog-friendly attitude, and access to a beach nearby, this house will ease you into vacation mode in no time! Located just over half a mile from the beach at City Park and a...
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    34216, Anna Maria, Anna Maria Island
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
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    • Private Outdoor Pool (Heated)
    • DVD Player
    • Patio
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Paradise Pointe Retreat to your very own garden oasis at this three-bedroom Anna Maria home, a waterfront escape with a private dock on the canal, an outdoor pool, and an enviable location mere blocks from Bean Point Beach. You'll find this home on the serene North End of Anna Maria Island,...
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    34216, Anna Maria, Anna Maria Island
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • DVD Player
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    • Terrace
    • Balcony
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sandy's Getaway Sandy’s Getaway offers two distinct spaces to accommodate the whole family or multiple couples - a ground-level bedroom and a larger upstairs suite, connected by outdoor stairs. Everyone is welcome here, and that does include the family dog! Canine members of the family, up to 30...
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    34216, Anna Maria, Anna Maria Island
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come and stay at this newly renovated unit; one of two units available at this superb duplex located just 500 meter from beautiful Holmes Beach on Anna Maria Island. This spacious two bedroom two bathroom property can accommodate up to 6 persons with a queen-size bed in the master bedroom with...
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    34217, Holmes Beach, Anna Maria Island
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Beachfront Paradise w/ Private Beach, Dogs Stay Free, Beach in Backyard1 / 22
    (8)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Hot Tub
    • Wi-Fi
    • Waterfront
    • Cable/satellite TV
    • Ocean Views
    • Washer
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 November 2019
    The place was perfect to celebrated my friends 50th and 60th birthday, Ladies night out. The house was beautiful and clean. The view of the ocean was absolutely breath taking...
    Reviewed 11 October 2019
    Love this place. Third time we’ve been there. Saw several dolphins and a manatee. Very relaxing. Love that dogs stay free.
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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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    34216, Anna Maria, Anna Maria Island
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    Amazing beachfront Studio on Bradenton Beach, Anna Maria Island. Step out your door and your feet are in the sand. I doesn't get any better than this. This small studio has everything you need to enjoy your time in the Florida Sunshine. Many restaurants and shops nearby and even take the...
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    34217, Bradenton Beach, Anna Maria Island
    Condo/Apartment - 1 Bathroom, Sleeps 2
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Private Garden
    • Wi-Fi
    • Washer
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    • Cable/satellite TV
    • Ocean Views
    • Grill
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2 Bedroom 1 Bath Cottage On The Beach This cottage is located 'on the beach' 3007 Avenue F on beautiful Holmes beach. It is the upstairs unit (2 of 2). The cottage is very comfortable and sleeps 4 comfortably with additional space. This quaint cottage is hidden away on a dead end street, away from...
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    34217, Holmes Beach, Anna Maria Island
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Heated)
    • Washer
    • Cable/satellite TV
    • Grill
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sea Shack This newly-remodeled, dog-friendly home comes equipped with a private pool, heated spa, and spacious backyard for barbecues. It's also only moments from shopping, dining, and Anna Maria Island's famous beaches. What's nearby: A sandy path to the beach lies at the end of the street,...
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    Location Information
    34216, Anna Maria, Anna Maria Island
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come and stay at this newly renovated unit; one of two units available at this superb duplex located just 500 meter from beautiful Holmes Beach on Anna Maria Island. This spacious two bedroom two bathroom property can accommodate up to 6 persons with a queen-size bed in the master bedroom with...
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    Location Information
    34217, Holmes Beach, Anna Maria Island
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Dog-friendly duplex with two separate spaces, private pool, blocks to the beach!1 / 40
    (1)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Cable/satellite TV
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    • Private Outdoor Pool (Heated)
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Long Board and Short Board Book this elevated Anna Maria vacation duplex and you'll understand the feeling of love at first sunset. Consisting of both Long Board and Short Board rentals, this vacation option offers a private heated pool and a spacious Key West-style deck, plus, you can even bring...
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    Location Information
    34217, Anna Maria, Anna Maria Island
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Washer
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    • Balcony
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Le Paradis Enjoy a memorable beachside getaway with your loved ones on Anna Maria Island! Nothing is cookie-cutter about this dog-friendly home, which is perfectly located, well appointed with all the comforts you need, and features perks like a private pool. Located in a desirable area of Anna...
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    Location Information
    34216, Anna Maria, Anna Maria Island
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Sun Villa - Steps to Beaches - Family Retreat1 / 28
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 April 2019
    This was an amazing vacation rental! It was clean, well maintained, had great outdoor space, beach chairs, towels and was overall a fantastic experience. The owner also went out...
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    About this property
    Your AMAZING BEACH VACATION STARTS HERE! Part of a 2 unit compound, this 2 Bed /1 Bath villa can be booked with the sister property (the Beach Villa Unit) to accommodate parties up to 12 guests. Just steps to the white sandy beaches of Anna Maria Island. This family friendly villa sleeps 4 and sits...
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    Location Information
    34217, Bradenton Beach, Anna Maria Island
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • DVD Player
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Washer
    • Cable/satellite TV
    • Patio
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sugar Plum Hideaway This delightful Anna Maria Island duplex is the perfect destination for your next group Florida vacation. Comprising both Sugar Plum Hideaway West and Sugar Plum Hideaway East, this spacious rental offers room for up to 12 guests - and their dogs! Plus, you'll enjoy a big fenced...
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    Location Information
    34216, Anna Maria, Anna Maria Island
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 12
    Steps to the beach and Bay,  sunrise /sunset ,WiFi, Laundry, grills, Paradise! J1 / 56
    (1)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 March 2019
    Nice clean place to stay close to the beach, shopping and restaurants. Our family had a great time. The property manager was very helpful.
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    About this property
    Life on the island doesn't get better than this ! The spacious bungalow is uniquely situated steps between the spectacular crystalline beach and the expansive active bay ! In the morning watch the sunrise and the boats head out from the bay side as you drink your morning coffee. Grab your beach...
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    Location Information
    34217, Bradenton Beach, Anna Maria Island
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Dog-friendly home w/ private pool in quaint neighborhood1 / 25
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
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    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    This home is located in the quaint, quiet north end town of Anna Maria. No need for a car-the location is perfect. Steps from the Gulf of Mexico and Tampa Bay as well as the...
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    About this property
    Mangoes on Magnolia This family-friendly home sports a newly-remodeled kitchen, as well as a spacious layout to be enjoyed. The layout includes a lounging room with a view, equipped with board games and a comfortable sleeper sofa. When not relaxing inside, this home has a lovely lagoon-style pool...
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    Location Information
    34216, Anna Maria, Anna Maria Island
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sunfish 104 This property has a 7-night stay requirement. However, select properties have the flexibility for shorter stays. Let us do the searching for you! Please call *******-8791 and one of our knowledgable reservation specialists will be happy to assist you in finding a property for the dates...
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    Location Information
    34217, Holmes Beach, Anna Maria Island
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Beach Side Villa - STEPS to beach, sleeps 81 / 37
    (2)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Smoking allowed
    Reviewed 15 January 2020
    Location is very convenient. For the price better attention to several details would result in significant improvement. Quality of towels was Poor. There was insufficient...
    Reviewed 6 April 2019
    I had a wonderful time with my family at this amazing villa just steps from the beach. It was clean, well managed, had great outdoor space, beach chairs, towels and was overall...
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    About this property
    The 'Beach Side Villa' is just steps away from the white sandy beaches of Anna Maria Island off the Gulf of Mexico. This family friendly villa sleeps 8 and sits right off Gulf Drive where everything happens on the island. Relax while strolling across the street to the beach and breathe the salt...
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    Location Information
    34217, Bradenton Beach, Anna Maria Island
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    About this property
    Long Board Discover love at first sunset with a stay at this elevated Anna Maria Island vacation rental. Long Board boasts a heated pool (shared with <b><a href='https://www.**********/unit.php?UnitID=13533' target='_blank'>Short Board</a></b>- right next door), a dog-friendly attitude, and a...
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    Location Information
    34217, Anna Maria, Anna Maria Island
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    Shell Cove 8 is a 1 bedroom, 1 bath gulf front unit in a small complex. This unit is on the 2nd floor and has full Gulf/beach views from the living room and bedroom. Accomodations for 2 people. Amenities include: Full kitchen, dishes, cook ware, utensils, microwave, toaster, blender, coffee...
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    Location Information
    34217, Bradenton Beach, Anna Maria Island
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    About this property
    This quaint 2 bedroom, 1 bath grond level villa is just a short half block from the white sand beaches of Anna Maria Island. Quiet neighborhood on the beach side of Gulf Drive! Amenities include: Full kitchen with all your utensils and supplies needed, microwave, coffee maker, toaster, oven,...
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    Location Information
    34217, Holmes Beach, Anna Maria Island
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    About this property
    Watch the gorgeous Anna Maria Island sunsets from the comfort of your own balcony! This lovely 2 bedroom and 2.5 bathroom condo located on Bradenton Beach is just across the street from the pristine white sandy beaches of the Gulf of Mexico. With magnificent views of the Gulf waters, a fantastic...
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    Location Information
    34217, Bradenton Beach, Anna Maria Island
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    This 2 bedroom, 2 bath villa is in the heart of Anna Maria Island. It is located 300 feet to the beach in a residential neighborhood, west of Gulf Drive, which is the beach side of the main road. Decorated with simplicity, yet fully equipped this ground level villa is conveniently located in the...
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    Location Information
    34217, Holmes Beach, Anna Maria Island
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Cozy beach bungalow with kitchen and laundry ! Perfect for two , or rent the larger 2 bedroom next door , Beach to Bay Bungalow A too, for additional friends or family ! This bungalow is uniquely situated steps between the spectacular crystalline beach and the expansive active bay ! In the...
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    Location Information
    34217, Bradenton Beach, Anna Maria Island
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Sugar Plum Hideaway East Reserve this adorable ground-level vacation rental for a Florida getaway you'll never forget! Located on the highly sought-after north end of Anna Maria Island, this dog-friendly duplex lies less than a block from the sugar white beaches of the Gulf of Mexico and boasts a...
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    Location Information
    34216, Anna Maria, Anna Maria Island
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beach house is “A Shore Thing” for creating fantastic vacation memories. This newly furnished ground level home is decorated in coastal living motif and has no stairs to climb. The open floor plan is ideal for one or two families to have a fantastic vacation. The living room, Florida room...
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    Location Information
    34217, Holmes Beach, Anna Maria Island
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Au Soleil Sunshine and beach vibes are a given at this luxurious island rental, where you'll be within walking distance of the beach while enjoying a private pool in your backyard! Feel free to bring Fido along for the fun, because this house is dog-friendly (please note a small nightly pet fee...
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    Location Information
    34216, Anna Maria, Anna Maria Island
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Heated)
    • Grill
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    • Cable/satellite TV
    • Patio
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    LaRaya Retreat A special time awaits you at this updated beach house on Anna Maria Island. Featuring a dog-friendly attitude, a private lagoon pool, and easy access to Bean Point Beach, this house will leave you dreaming about the tropics for weeks after your trip. Located at the tip of Anna...
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    Location Information
    34216, Anna Maria, Anna Maria Island
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
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    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sea's The Day Adorned with shades of blue reminiscent of the waters surrounding Anna Maria Island, this charming cottage is a dream vacation home. Perched less than 200 steps from the beach, you're just a sea shell's throw away from Anna Maria's beautiful shore, and you have a heated pool oasis in...
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    Location Information
    34216, Anna Maria, Anna Maria Island
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sugar Plum Hideaway West Steal away to this ground-level duplex in the spectacular city of Anna Maria! The white sand and blue waters of the island's pristine gulf beach are just a quick walk away, and you'll also have access to a shared heated pool. You can even bring your dogs along! This...
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    Location Information
    34216, Anna Maria, Anna Maria Island
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
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    • Private Outdoor Pool (Heated)
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sunset Glow This dog-friendly Holmes Beach home is designed to inspire the ultimate vacation with the family. Sunset Glow's high-end details and trendy touches make for a truly relaxing vacation with a private heated pool - you may never want to leave! The Gulf of Mexico is about a block and a...
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    Location Information
    34217, Holmes Beach, Anna Maria Island
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Private Garden
    • Private Outdoor Pool (Heated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A Cozy Cottage A Cozy Cottage is the ultimate retreat for relaxation and reconnecting with family or friends. Each bedroom is appointed with a built-in closet system, and offers direct access to the pool area. The kitchen is abundantly stocked, offering the ability to prepare any meal you decide...
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    Location Information
    34216, Anna Maria, Anna Maria Island
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Ocean Views
    • DVD Player
    • Waterfront
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Dolphin Watch Make your vacation in Anna Maria unforgettable and stay in this charming two-bedroom beachfront home boasting spectacular views, close proximity to dining, space for two cars in the driveway, and easy access to the free trolley. You can also bring along the family dog for a small...
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    Location Information
    34216, Anna Maria, Anna Maria Island
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    A Place in Paradise - B This comfortable duplex is sure to make your stay on Anna Maria Island worthwhile. With a spacious living area and flat-screen television, it's great for relaxing after a day at the beach! The kitchen/dining space allows you to enjoy home-cooked meals or a nice cup of...
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    Location Information
    34216, Anna Maria, Anna Maria Island
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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