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Pet Friendly Holiday Rentals in Anna Maria Island, FL

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    1 / 17
    5 of 5 stars (22) Excellent
    Bradenton Beach
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    1 / 16
    Bradenton Beach
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    Holmes Beach
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    1 / 24
    4 of 5 stars (1) Very good
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31 : Saturday check-in required, Saturday check-out required.; Casa Sierra 205 A has everything you’ll need for a fun Anna Maria Island paradise vacation. This two bedroom two bathroom Mediterranean style Holmes Beach... View all property information
    Location Information
    Holmes Beach, Anna Maria Island
    4 of 5 stars Reviewed 9 August 2016
    The location is perfect. Close to the beach, the trolly and Publix. The unit itself is very accurately represented in the photos. It's cute and clean and has plenty of space...
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    1 / 22
    Anna Maria
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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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... View all property information
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    Anna Maria, Anna Maria Island
    1 / 37
    4 of 5 stars (2) Very good
    Holmes Beach
    4 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    About this property
    Anna Maria Island offers a family oriented vacation destination, laid back feel ...very relaxing. The island's beauty, world famous white beaches and friendly atmosphere will make you want to come back. The four bedroom home with a Golf Cart to bop around the island. The home is furnished with a... View all property information
    Location Information
    Holmes Beach, Anna Maria Island
    4 of 5 stars Reviewed 28 December 2015
    We've completed our trip and it was great, now we're wondering how we get our damage deposit back? Great house for our family. Nice short walk to the beach. Trolleys were very...
    4 of 5 stars Reviewed 2 October 2014
    We enjoyed our stay at Casa Laguna. Great location just a few blocks from the beach and the option to use the golf cart was a nice perk for getting there easily. The pool and spa...
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    1 / 21
    Anna Maria
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
    About this property
    The home is immaculately clean and whimsically decorated, professionally landscaped, and boasts one of the larger pools larger backyards and larger 2 bedroom homes on the Island. The spa is accented by iridescent glass. The 20' tall tiki hut was hand-built by Native Americans and houses the bar and... View all property information
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    Anna Maria, Anna Maria Island
    1 / 14
    Anna Maria
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Cute and Cozy Cottage just 200 steps to Beach. Walk to Shops, Free Trolley, Resturants, Pier, Museum and more. This apt is attached to another unit that shares the pool. Rent it for the whole family. All the comforts of home. Just bring you towel and suit. Beautiful Beach and Wildlife.... View all property information
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    Anna Maria, Anna Maria Island
    1 / 11
    4 of 5 stars (1) Very good
    Holmes Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • x
    About this property
    Gorgeous Efficiency and steps to white sandy beaches from this 1 bedroom, 1 bath elevated vacation rental, one story up overlooking pool area. Stairs go up to small deck in front of the efficiency. With 3 x 8 open deck to enjoy the sunsets, or overlooking pool. Feel the warm gulf breezes lounging... View all property information
    Location Information
    Holmes Beach, Anna Maria Island
    4 of 5 stars Reviewed 14 May 2015
    I travelled with my husband and teenage daughter (age 18). We stayed an entire week in May. This is an ideal location in that it's walking distance to the beach, grocery store...
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    1 / 22
    Holmes Beach
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    • Patio
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    • x
    About this property
    Welcome to Buddy's Beach House. A beachy chic getaway just 2 blocks to the beach. Stroll to the beach with a beverage in one hand and your beach cart in the other. After soaking up the sun all day, walk to one of the many fine restaurants, only a few blocks away. Or hop on the free trolley, which... View all property information
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    Holmes Beach, Anna Maria Island
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    1 / 20
    4 of 5 stars (1) Very good
    Bradenton Beach
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Ocean Views
    • Patio
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    • x
    About this property
    "Cracker Cottages" Features Two Comfortable Bedrooms, One with a King-size Bed, and the Other with a Queen. Both Have Flat-panel Televisions So Everyone Can Watch What They'd Like. a Full Bath with a Combination Tub and Shower Sits at the End of the Hall Between the Two Bedrooms.Although You Can... View all property information
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    Bradenton Beach, Anna Maria Island
    4 of 5 stars Reviewed 28 December 2015
    We spent Christmas week on Bradenton Beach in this comfortable rental. There was plenty of room and it was comfortable. Everything we needed was close by and the beach was...
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    1 / 13
    5 of 5 stars (1) Excellent
    Bradenton Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • x
    About this property
    Just steps to a white sand beach, and blue green water. ( Bradenton Beach, across street ) Water view from Master bedroom, and Great room, 1120 square feet . 2 large bedrooms, 2 full bathrooms, living/dining combination room, kitchen, and laundry. plus screened in lanai. 3 level building with... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island
    5 of 5 stars Reviewed 23 June 2016
    Loved the location! Watch the sunset overnight and enjoyed the many restaurants offered nearby. Everyone was super nice and friendly. Thanks Richard for making our stay a very...
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    1 / 11
    Bradenton Beach
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    • Air Conditioning
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    • Ocean Views
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    • x
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    • x
    About this property
    This private, vacation home has everything for your vacation needs and comforts. Located in a lovely, quaint, waterfront neighborhood along Sarasota Bay, this entire home underwent a complete transformation remodel spanning almost 2 years from the spring of 2013 thru December 2014. The property... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island
    1 / 13
    Holmes Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
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    • Private Garden
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    • Pet-friendly
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    • x
    About this property
    Fun and beachy lower duplex with pool on Anna Maria island. Only a block and a half from the beach. Wash the sand off fro the beach with the outdoor shower and foot wash. Play or relax by the pool. Outdoor furniture is perfect for eating or entertaining outside. Lounge furniture is perfect for... View all property information
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    Holmes Beach, Anna Maria Island
    1 / 24
    Anna Maria
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31 : Saturday check-in required, Saturday check-out required.; (3) Bedroom, (3) Bath (Sleeps 8) – “Fish House” – 231 Oak Avenue in Anna Maria. For the perfect Anna Maria Island vacation, escape to the adorably... View all property information
    Location Information
    Anna Maria, Anna Maria Island
    1 / 24
    5 of 5 stars (8) Excellent
    Holmes Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Washer
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    • Private Outdoor...
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    • Pet-friendly
    • Child-friendly
    • ?
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    • x
    About this property
    This vacation rental has been completely refurbished, with tile floors and ceiling fans throughout and a beautiful heated pool. Centrally located on Anna Maria Island, Twin Villa is a short two block walk to the beach. The well-appointed kitchen is equipped with a vegetable sink, stainless... View all property information
    Location Information
    Holmes Beach, Anna Maria Island
    5 of 5 stars Reviewed 3 weeks ago
    This was the first time we had visited Anna Maria, Island. We had no idea where to stay. We reserved this property because it fit the needs of our family. We were not...
    5 of 5 stars Reviewed 12 August 2016
    Exelent house, very clean, clouse to the beach, very confortable beds. Internet service, nice kitchen with all you need to fix your own meals, pool very clean, what more can I say...
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    1 / 20
    5 of 5 stars (3) Excellent
    Anna Maria
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Air Conditioning
    • Waterfront
    • Patio
    • DVD Player
    • Grill
    • Satellite TV
    • Internet Access
    • Washer
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Great 1 Bedroom/1 Bath remodeled cottage on the quiet North End with outdoor patio, ceramic tile throughout, and granite countertops. The allure of the Gulf of Mexico Beach just 250 steps away. A back yard dock on Lake LaVista Bayou with a patio table, umbrella, and sling back chairs. Launch the... View all property information
    Location Information
    Anna Maria, Anna Maria Island
    5 of 5 stars Reviewed 20 January 2014
    We were very pleased with our stay at Snails Pace. Not being familiar with the area and booking online, one is never quite sure what to expect. The location was great, just a...
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    1 / 24
    5 of 5 stars (7) Excellent
    Bradenton Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Grill
    • Outdoor Dining Area
    • Parking
    • DVD Player
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    • Patio
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Located in a quiet neighborhood in a narrow part of Anna Maria Island. Being just 60 steps away from a wide and never crowded beach makes it easy to take numerous beach trips throughout the day. The free island trolley is close-by when you want to explore the island and don't feel like driving. An... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island
    5 of 5 stars Reviewed 1 week ago
    It was our first time visiting AMI! The location of the house was fantastic, steps away from a beautiful white sand beach. The house was clean and had everything you need to feel...
    4 of 5 stars Reviewed 15 August 2016
    We arrived with a dead fridge and a new fridge with no handles, and with some of the heavy rain, we encountered some minor leaks in the sun room. We had most everything we needed...
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    1 / 24
    5 of 5 stars (9) Excellent
    Anna Maria
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • DVD Player
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    • Pet-friendly
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    • ?
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    • x
    About this property
    Pineapple Cottage, centrally located on historic Pine Avenue in the city of Anna Maria, is the perfect place to slow down and catch your breath! This Anna Maria Island cottage is tastefully decorated with wood floors, granite and stainless kitchen, tiled shower and comfortable furnishings. The... View all property information
    Location Information
    Anna Maria, Anna Maria Island
    5 of 5 stars Reviewed 9 February 2016
    411 Pine B. Very nice cottage. Feels like home away from home. We have stayed twice. Walking distance to the City Pier, shopping & restaurants. Definitely would recommend to...
    5 of 5 stars Reviewed 30 June 2015
    Very nice cottage. Within walking distance to beaches and Piers. We enjoyed so much we are going back again this next Jan.
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    1 / 39
    5 of 5 stars (2) Excellent
    Anna Maria
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Waterfront
    • DVD Player
    • Patio
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    • Washer
    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Newly Remodeled 1 Bedroom/1 Bath Cottage in a serene north end location. The allure of the Gulf of Mexico Beach just 250 steps away. A back yard dock on Lake LaVista Bayou with a patio table, umbrella, and sling back chairs. Launch the provided kayaks right from the dock or choose to bring your own... View all property information
    Location Information
    Anna Maria, Anna Maria Island
    5 of 5 stars Reviewed 25 August 2015
    Having visited AMI before we knew the place was fantastic and renting Summer Breeze made it even more so. The cottage has every modern facility, all of top notch specification...
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    1 / 16
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
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    • x
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    About this property
    Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31 : Saturday check-in required, Saturday check-out required.; Chic and breezy cottage-style seasonal rental condo. (2) Bedrooms, (2) Bathrooms, accomodates up to (6) people: 1 King, 2 Twins, 1 Sleeper Sofa. Large... View all property information
    Location Information
    Holmes Beach, Anna Maria Island
    1 / 30
    3 of 5 stars (1) Average
    Anna Maria
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Beautiful 2B/1B cottage on the quiet North end, only 5 houses to the beach, and no streets to cross. Beautiful new Heated Pool. Twins can be converted to King in all bedrooms. NO dishwasher, no garbage disposal.Rear trash pick up! Charcoal Grill, not gas. Both units also include private... View all property information
    Location Information
    Anna Maria, Anna Maria Island
    3 of 5 stars Reviewed 26 September 2015
    We stayed here in May, and the unit was tastefully decorated, and had a cozy feel to it. However, my husband and I were getting bitten at night, and we called management to have...
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    1 / 33
    4 of 5 stars (4) Very good
    Anna Maria
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Wi-Fi
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    • Grill
    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Beautiful 2B/1B cottage on the quiet North end, only 5 houses to the beach, and no streets to cross. Beautiful new Heated Pool. Twins can be converted to King in all bedrooms. NO dishwasher, no garbage disposal.Rear trash pick up! Charcoal Grill, not gas. Both units also include private... View all property information
    Location Information
    Anna Maria, Anna Maria Island
    4 of 5 stars Reviewed 13 January 2016
    This was our first time on the island. This house is a short 5 minute walk from a fabulous beach, and you share a pool with the other side of the duplex. The neighbourhood...
    5 of 5 stars Reviewed 8 June 2015
    The cottage was just as the picture depicts. It was close to the beach and we only had to worry about 1 other rental on the property. A lot of privacy and all the amenities...
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    1 / 14
    5 of 5 stars (1) Excellent
    Holmes Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Washer
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    • Porch
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    About this property
    This is a comfortably furnished and updated home equipped with every vacation need. Washer and dryer,cable televisions, Wi-Fi, land line phone, screened rear porch for OUTDOOR SMOKING ONLY. There is an outdoor gas grill. All beach equipment such as chairs, umbrella, wagon,coolers,toys and towels... View all property information
    Location Information
    Holmes Beach, Anna Maria Island
    5 of 5 stars Reviewed 11 July 2016
    I've been traveling to Anna Maria for over 40 years. My brother owns a house three doors down on 81St. This house was a perfect house for the proximity to the beach and canal...
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    1 / 45
    4.5 of 5 stars (15) Very good
    Anna Maria
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • DVD Player
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    • Balcony
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Anna Maria, Anna Maria Island
    5 of 5 stars Reviewed 14 June 2016
    We had the most amazing week on Anna Maria. The property far and away exceeded all of our expectations. Our family included 5 adults and 4 children, and we found the property to...
    5 of 5 stars Reviewed 11 May 2016
    We were so impressed with this home. We had friends and family visit, and they were very interested in future rental. With 5 bedrooms, 3 full baths, outside hose rinse off...
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    1 / 24
    Holmes Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Hot Tub
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    • Pet-friendly
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    • ?
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    • x
    About this property
    Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31 : Saturday check-in required, Saturday check-out required.; Welcome to Tropical Oasis, NEW to our vacation rental program! Located in the heart of Anna Maria Island, you will endure the ultimate relaxation within this... View all property information
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    Holmes Beach, Anna Maria Island
    1 / 27
    4.5 of 5 stars (6) Very good
    Holmes Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    This gorgeous 3 bedroom/2 bath villa, offers a private heated pool, newly remodeled with granite countertops, stainless appliances, and brand new furnishings throughout. Outdoor paver patio for private sunning, or put the umbrella and chairs in the pool to cool off. The beach is only a block... View all property information
    Location Information
    Holmes Beach, Anna Maria Island
    1 / 24
    Bradenton Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Terrace
    • Balcony
    • Internet Access
    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31 : Sunday, Monday, Tuesday, Wednesday, Thursday, Friday and Saturday check-out required.; “103 South Beach Village” is the perfect Anna Maria Island vacation rental home to make memories that last a lifetime! This 3... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island
    1 / 29
    Anna Maria
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Balcony
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    • Terrace
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    • Smoking allowed
    • x
    About this property
    Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31 : Saturday check-in required, Saturday check-out required.; Welcome to Heavenly Holly located on the northern end of beautiful Anna Maria Island! This lovely single family elevated three bedroom and two bath... View all property information
    Location Information
    Anna Maria, Anna Maria Island
    1 / 24
    Anna Maria
    2 Bedrooms, 1 Bathroom, Sleeps 3 | Quick View
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    • Satellite TV
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    • Porch
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    • Outdoor Dining Area
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    This charming, quiet, cozy, Enchanted Cottage is just steps to Tampa Bay and the Historic Anna Maria City Pier, a fun place to fish! A short five blocks to the beautiful powder-soft, white sand and turquoise Gulf water of Anna Maria Island. You may also enjoy the beautiful sunrise from the pier... View all property information
    Location Information
    Anna Maria, Anna Maria Island
    1 / 31
    5 of 5 stars (1) Excellent
    Bradenton Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
    • Satellite TV
    • Waterfront
    • Air Conditioning
    • Internet Access
    • Washer
    • Patio
    • Sauna
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    FIVE MINUTE WALK TO THE BEACH - BEACH CART PROVIDED Runaway Bay (RAB), located on beautiful Anna Maria Island (AMI) on the Gulf coast of Florida, is an attractive condominium complex with every imaginable amenity. RAB has the Island's largest heated swimming pool, tennis courts, bocce ball,... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island
    5 of 5 stars Reviewed 17 June 2013
    Staying at Unit #285 at Runaway Bay was by far a much nicer choice than staying at one of the local resorts down the road where the rest of my family chose to stay. The unit was...
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    5 of 5 stars (2) Excellent
    Holmes Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • DVD Player
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    • Outdoor Dining Area
    • Patio
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Part of the Spinnakers Vacation Cottages Cabin 1 is a one bedroom, one bath cottage nestled in a lush tropical landscape. Great for an anniversary celebration, honeymoon or just a getaway! Want to bring the kids? No problem, they will love it here as well! Cabin 1 sits beside the pool area, so... View all property information
    Location Information
    Holmes Beach, Anna Maria Island
    5 of 5 stars Reviewed 7 May 2016
    Beach was only a block away. Trolley was free and ran all day. Many shops and eateries to choose from. Nice swimming pool right outside our door. Would recommend this property...
    5 of 5 stars Reviewed 11 December 2015
    We loved our cottage, it's location, the decor, cleanliness, layout. The only necessary change would be the bedding, it could use an upgrade!
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    1 / 45
    4 of 5 stars (2) Very good
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Patio
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    • Waterfront
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    • Satellite TV
    • Washer
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Adriel's Place in Anna Maria...located in upscale private golf club neighborhood, a stone throw from pristine beaches, restaurants and island entertainment ( less than 1 mile ). An expansive backyard dotted with majestic palms, papered terrace and pool overlooking sailboat water. Fishing and... View all property information
    Location Information
    Holmes Beach, Anna Maria Island
    5 of 5 stars Reviewed 15 August 2016
    Beautiful location. Accurate description. Loved firm bedding in master bedroom. Kids complemented theirs. Nice entertainment ambiance. Confortable all around. Easy dealings with...
    3 of 5 stars Reviewed 8 October 2015
    The island is a wonderful place. The beaches are beautiful, plenty of things to do with your family: walking, biking, boating, and just enjoying the weather. I will now list the...
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    1 / 22
    Bradenton Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Balcony
    • Parking
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    • Grill
    • Terrace
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31 : Saturday check-in required, Saturday check-out required.; Beach House Resort #4 is one of the best priced DIRECT GULF FRONT vacation condo on the island! We’re one of the world’s best kept beach secrets because... View all property information
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    Bradenton Beach, Anna Maria Island
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    5 of 5 stars (8) Excellent
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
    • Patio
    • Washer
    • DVD Player
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    • Internet Access
    • Private Outdoor...
    • Grill
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Perfect 2 bedroom/2 bath, with a private HEATED pool in a very lush tropical setting. Loggerhead is just a couple of blocks to the beach, and the free island Trolley! The front entry takes you right into the open great room where the entire family can hang out and talk about the great time they... View all property information
    Location Information
    Holmes Beach, Anna Maria Island
    3 of 5 stars Reviewed 19 January 2016
    We have just returned from spending 5 weeks at Loggerhead on Holmes Beach, AMI. This property is situated in a perfect location on a quiet street, a 5 minute walk to a gorgeous...
    5 of 5 stars Reviewed 10 December 2014
    Stayed the middle of October and this property was fantastic. Spent a week and wished it was longer. The pool area was perfect, like you were in a tropical oasis. Very short...
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    1 / 9
    5 of 5 stars (1) Excellent
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Washer
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    • DVD Player
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    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Eye-popping Peach Bellini is a newly renovated, small-dog friendly, 2 Bedroom/2 Bath Villa. Whether you relax in the private heated pool nestled in a lush tropical landscaped setting or take a short 2-3 minute stroll to the sugar white sand beaches this bunglaow and its conveinient location will... View all property information
    Location Information
    Holmes Beach, Anna Maria Island
    5 of 5 stars Reviewed 6 April 2014
    We chose Peach Bellini from the photos on line and they did not lie. Peach Bellini is a wonderful place to stay. Both bedrooms were wonderful and the kitchen contained...
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    Holmes Beach
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    2 Bedroom/1 Bath updated condo in a quiet area, and just a few steps from the beautiful white sand beach! King in the master with TV, Twins in the second bedroom with TV, and a queen sleeper sofa in the living room. Amenities also include Heated pool, Washer/Dryer, Cable TV, DVD, High Speed... View all property information
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    Holmes Beach, Anna Maria Island
    1 / 15
    Anna Maria
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • x
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    • x
    About this property
    Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31 : Saturday check-in required, Saturday check-out required.; This newly remodeled and updated island vacation rental duplex is just a stroll to the Gulf of Mexico and our beautiful sunsets. This home has been decorated... View all property information
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    Anna Maria, Anna Maria Island
    1 / 32
    Holmes Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Wi-Fi
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Marvelous vacations are experienced at this lovely 3 bedroom 2 bath villa with private heated pool! Just a 5 minute walk to the beach, Tiki Cottage is the perfect island getaway for up to 8 members of your sandy family. The pristine white sand beaches of Anna Maria are just over 2 blocks from your... View all property information
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    Holmes Beach, Anna Maria Island
    1 / 13
    Anna Maria
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31 : Saturday check-in required, Saturday check-out required.; Welcome to 801 Jacaranda Road located at the north end of beautiful Anna Maria Island, less than 2 blocks from Bean Point Beach and the best sunset you will... View all property information
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    Anna Maria, Anna Maria Island
    1 / 12
    5 of 5 stars (13) Excellent
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
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    • Shared Outdoor Pool...
    • Balcony
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Very spacious two bedroom Condo with a patio area off the living room. Recently remodeled and very nicely furnished. Flat screen TV, fully equipped kitchen with all the appliances. Across the street from the beach, and short distance to area shopping. Unit has waterfall pool, and a relaxing Pool... View all property information
    Location Information
    Holmes Beach, Anna Maria Island
    5 of 5 stars Reviewed 9 July 2015
    We had a great time there. Wonderful place to stay, nice,cozy and the balcony. I definitely recommend this place to anyone. Thank you Richard.
    4 of 5 stars Reviewed 23 February 2015
    We stayed in Calm Horizon Unit B for 2 weeks. Pros- great location, literally several hundred yards from beach. Easy to get to all other parts of Anna Maria Island and a short...
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    1 / 28
    Anna Maria
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
    • Internet Access
    • Satellite TV
    • DVD Player
    • Hot Tub
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Beach Baby is situated on the north end of Anna Maria and is only 4 houses to the gorgeous Gulf waters that the Island is famous for. This great two story house offers a private Heated Pool with Hot Tub and two hammocks on which you can take in the island sun. The main living level contains the... View all property information
    Location Information
    Anna Maria, Anna Maria Island
    1 / 30
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Patio
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    • Washer
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    • Satellite TV
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Casa Sierra Resort is a private Mediterranean style four unit complex in the heart of Anna Maria Island with just a two minute walk to the beautiful white sand beach! Each unit offers an outdoor patio with the spacious common area providing a large heated pool, gazebo, lush tropical landscaping,... View all property information
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    Holmes Beach, Anna Maria Island
    1 / 24
    Anna Maria
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Grill
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    • x
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    • x
    About this property
    Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31 : Saturday check-in required, Saturday check-out required.;   Willow Cottage is a lovely ground level bungalow in Anna Maria just waiting to give you that tropical vacation you dream of and deserve! This private... View all property information
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    Anna Maria, Anna Maria Island
    1 / 27
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Welcome to Groovy Guava! This 2 bed/2 bath villa features a private, heated pool in a tropically landscaped setting. The gorgeous white sand beaches and free island trolley are just a 2 minute walk away. Load up the provided beach chairs and beach towels to enjoy a sun-soaked Anna Maria day, and... View all property information
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    Holmes Beach, Anna Maria Island
    1 / 33
    Anna Maria
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Private Outdoor...
    • Washer
    • Internet Access
    • Patio
    • Grill
    • DVD Player
    • Satellite TV
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Beautifully redone 3 bedroom/2.5 bath home! Ceramic tile throughout, and brand new open kitchen area with breakfast bar. Beautiful large caged pool area with huge covered patio! Only a block to the beach, the Sandbar Restaurant, Ginny and Jane E's, Rudy's Subs, Feeling Swell and more. Just a... View all property information
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    Anna Maria, Anna Maria Island
    1 / 15
    Holmes Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Grill
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    • ?
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    • x
    About this property
    Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31 : Saturday check-in required, Saturday check-out required.;  3 Bedroom, 2 Bath (sleeps 8) - 'Coco Cabana' - 309 A 58th Street, Holmes Beach Welcome to Coco Cabana located at 309 58th Unit A! This property showcases... View all property information
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    Holmes Beach, Anna Maria Island
    1 / 20
    Holmes Beach
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Wi-Fi
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    • Pet-friendly
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    • ?
    • Smoking allowed
    • x
    About this property
    Enjoy Lazy Days on Beautiful Anna Maria Island. This 2 bedroom, 1 bath single family home is located across the street from the beach in central Holmes Beach with beach access just a few properties away. This 'old Florida' home has been appointed in a sleek and modern feel and has a newly updated... View all property information
    Location Information
    Holmes Beach, Anna Maria Island
    1 / 25
    Anna Maria
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31 : Saturday check-in required, Saturday check-out required.; Welcome to "Holly Hideaway" located on the northern end of beautiful Anna Maria Island. This lovely two bedroom and two bath vacation rental features all... View all property information
    Location Information
    Anna Maria, Anna Maria Island
    1 / 35
    Bradenton Beach
    8 Bedrooms, 8 Bathrooms, Sleeps 20 | Quick View
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    • Terrace
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    • Balcony
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31 : Saturday check-in required, Saturday check-out required.; This rental home on Anna Maria Island sleeps up to 20 and comes fully equipped. This Bradenton Beach vacation home is actually two rentals in one, in the... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island