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Pet Friendly Holiday Rentals in Anna Maria Island

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    Travellers to Anna Maria Island are booking August dates now. Secure your holiday rental today, and have the perfect trip.
    245 Matching Rentals in Anna Maria IslandView all 1,128 rentals
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    Gorgeous views,spectacular home!1 / 45
    (20)Very good
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    The Little Mermaid On Beautiful Anna Maria Island!1 / 17
    (24)Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    Happy Turtle - 60 Steps from the Beach!1 / 24
    (7)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Anna Maria Island 'High End' Vacation Rental1 / 21
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Heated)
    • Internet Access
    • Washer
    • Patio
    • Hot Tub
    • Satellite TV
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Anna Maria, Anna Maria Island 34216
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    avenue Beach house on GORGEOUS Anna Maria Island1 / 33
    (14)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Patio
    • DVD Player
    • Porch
    • Air Conditioning
    • Outdoor Dining Area
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 April 2017
    Pros: great location in a quiet neighborhood and within walking distance of beaches and restaurants; well-stocked home with lots of small touches to add comfort (blankets to...
    Reviewed 11 April 2017
    Our stay was great! Our house was clean and well-stocked. It had everything we needed for a comfortable and relaxing vacation. Laurie was helpful and very friendly. We would...
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    About this property
    2br/1ba elevated turnkey steps from the bay, 2 blocks from the Gulf of Mexico. Fully furnished. Children's Park and kayak launch at end of street. Beach chairs, towels, grill provided. Gorgeous view of bay from front porch swing. Perfect place for relaxing family vacation. White sand beach, bay...
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    Bradenton Beach, Anna Maria Island 34217
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • DVD Player
    • Washer
    • Wi-Fi
    • Sauna
    • Satellite TV
    • Patio
    • Hot Tub
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We have just purchased this 2 bedroom 2 bath condo in August 2016 and just completed many improvements to make sure our guests are comfortable. We are offering a special rate of $650 per week* for stays through Dec 23, 2016 (so book now!) and have many available dates on our calendar! This...
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    Bradenton Beach, Anna Maria Island 34217
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Parking
    • Wi-Fi
    • Satellite TV
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Satellite TV
    • Parking
    • Grill
    • Terrace
    • Wi-Fi
    • Air Conditioning
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Anna Maria, Anna Maria Island 34216
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Housekeeping Included
    • Satellite TV
    • Air Conditioning
    • Washer
    • Grill
    • Private Outdoor Pool (Heated)
    • Patio
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Anna Maria, Anna Maria Island 34217
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Satellite TV
    • Washer
    • DVD Player
    • Air Conditioning
    • Wi-Fi
    • Housekeeping Included
    • Ocean Views
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beachside Palms Anna Maria Island Resort is extremely conveniently located directly across from the famous Manatee County Public Beach on the gorgeous Gulf of Mexico. All 3 of our units were completely updated in 2016. They feature new cabinets, stainless steel appliances and granite countertops....
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    Holmes Beach, Anna Maria Island 34217
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Anna Maria Island #2 Beachside Palms1 / 17
    (1)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Wi-Fi
    • DVD Player
    • Ocean Views
    • Housekeeping Included
    • Washer
    • Air Conditioning
    • Satellite TV
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 February 2017
    Excellent spot. Immaculate. Close to beach (3 minute walk), Publix, Walgreens and CVS. Owner (Jerry) is super nice to deal with. You can book directly from Property...
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    About this property
    Beachside Palms Anna Maria Island Resort is extremely conveniently located directly across from the famous Manatee County Public Beach on the gorgeous Gulf of Mexico. All 3 of our units were completely updated in 2016. They feature new cabinets, stainless steel appliances and granite countertops....
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    Holmes Beach, Anna Maria Island 34217
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    4 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Air Conditioning
    • Satellite TV
    • Private Outdoor Pool (Heated)
    • Grill
    • Wi-Fi
    • Patio
    • Washer
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 7
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    On the Beach Paradise d1 / 13
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Private Garden
    • Satellite TV
    • Parking
    • Wi-Fi
    • Washer
    • Air Conditioning
    • Ocean Views
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 days ago
    The most wonderful place! we rented this place for 10 days, my daughter, grandson and myself. I fall in love with the place is perfect, nice and very clean.Location is perfect...
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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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    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Washer
    • Balcony
    • Patio
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy a beautifully remodeled Anna Maria Island home with a taste of history. This 3 bedroom/3.5 bath home was once the center for AMI's phone services. Make this landmark home part of your ultimate family vacation retreat. Enjoy an ocean view from the ground floor as well as from a large upper...
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    Bradenton Beach, Anna Maria Island 34217
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Calm Horizon Efficiency near beach affordable1 / 22
    (1)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Internet Access
    • Air Conditioning
    • Parking
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    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...
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    Holmes Beach, Anna Maria Island 34217
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Patio
    • Air Conditioning
    • Satellite TV
    • DVD Player
    • Grill
    • Washer
    • Wi-Fi
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Anna Maria, Anna Maria Island 34217
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Private Garden
    • Air Conditioning
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located on beautiful Anna Maria Island, "Le Paradis" (which means Paradise in French) is just a short stroll to the sugar white sand beaches of beautiful Anna Maria Island... Experience a luxurious beach vacation with over 2100 hundred square feet of tastefully living space with an expansive...
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    Anna Maria, Anna Maria Island 34216
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    The Nantucket1 / 27
    (19)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Patio
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Air Conditioning
    • Washer
    • Grill
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 April 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...
    Reviewed 10 February 2017
    The location couldn't be better with an easy walk to the beach and several very good restaurants and free bus service running every half hour throughout the island. The beach...
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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; 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, 2nd...
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    Anna Maria, Anna Maria Island 34217
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Beach House Resort 4 ~ RA434521 / 22
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
    • Parking
    • Terrace
    • Washer
    • Hot Tub
    • Balcony
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 April 2017
    As first time visitors to AMI we did everything. If you like warm water, soft sand, sunshine, sea shells, walking on the beach, great bars and resturants, being able to walk to...
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    About this property
    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 there’s no need for us to show off. So long as you have a place for to sleep, change out of your swimsuit and wash off the sand, then you have all...
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    Bradenton Beach, Anna Maria Island 34217
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    SAVE $400.00 5*WaterfrontCanal/Pool/Dock/Kayak/Bikes/Hammocks/Private/Family Fun1 / 45
    (3)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Air Conditioning
    • DVD Player
    • Private Outdoor Pool (Heated)
    • Waterfront
    • Wi-Fi
    • Satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 May 2017
    My sisters and I had the best time. House in perfect area, great view. Very nice pool. Everything you need. We rented Golf Cart [AMI Golf Cart], and drove the Golf Cart...
    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...
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    About this property
    SAVE $400.00 REGULAR SUMMER RATE FROM $2450.00 TO $2050.00 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...
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    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Casa Sierra 205 A 36th ST ~ RA754991 / 24
    (1)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Air Conditioning
    • Washer
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    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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    About this property
    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 vacation rental condo offers accommodations for up to six guest with one king bed,two twin beds and a queen sleeper sofa. When you arrive...
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Central Heating
    • Terrace
    • Waterfront
    • Ocean Views
    • Balcony
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 3 bedroom 2 bath home is on the north end of Anna Maria Island and can be combined with Pirate Cove (a separate building ) to make a 5 bedroom beach front vacation home. All bedrooms in Hooks Haven are Queen size. Two bedrooms are on the main floor and one is on the second floor. Spiral...
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    Anna Maria, Anna Maria Island 34216
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Ss Salamander North ~ RA1445681 / 21
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Grill
    • Internet Access
    • DVD Player
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    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 June 2017
    We truly enjoyed staying here. It's within great walking distance to the beach. The kitchen was fully stocked with almost anything you can think of and they also had plenty of...
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    About this property
    Welcome to the SS Salamander, North unit at 121 50th Street in Holmes Beach. This recently updated two bedroom and one and one half bath unit is just a one block stroll down a side street to the beautiful white, sandy beaches. It’s located in a quiet and preferred residential neighborhood yet it's...
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    Location Information
    Holmes Beach, Anna Maria Island 34218
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Parking
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    • Satellite TV
    • Terrace
    • Wi-Fi
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautifully renovated beach cottage in the heart of the village of Anna Maria. Walk to the beaches, shops and restaurants. Enjoy amazing sunsets at the beach or sip a glass of wine in the lush tropical gardens surrounding the cottage. 2 bedrooms with 2 full bathrooms. Quaint beach cottage in a...
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    Location Information
    Anna Maria, Anna Maria Island 34216
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    AINSLEY BEACH HOUSE1 / 28
    (6)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Wi-Fi
    • Washer
    • Satellite TV
    • Parking
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Parking
    • Private Garden
    • Satellite TV
    • Private Outdoor Pool (Heated)
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    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This Beautiful new 4 bedroom 3 bathroom home ideally located just down the street from the white sand beaches, restaurants and shops. After a day of fun in the sun relax by the heated pool in your own backyard oasis. This house has every luxury you could want, Flat screen TV’s, stainless steel...
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 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
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Beautiful Sunkst Cottage Bradenton Beach - AMI-Tropical Setting - Heated Pool1 / 12
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Heated)
    • DVD Player
    • Patio
    • Air Conditioning
    • Grill
    • Wi-Fi
    • Washer
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come enjoy our beautiful beach - Sunkist Cottage on Anna Maria Island. Our 3 BR/2 BA private home has a private HEATED POOL. We enjoy a quiet neighborhood setting. The large, tropical, outdoor deck area, overlooks the pool. It is ideal for grilling & outdoor dining. Sunkist Cottage is a short walk...
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    Bradenton Beach, Anna Maria Island 34217
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    3 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    • Wi-Fi
    • Satellite TV
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    • Balcony
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come and enjoy the beach life at this three bedroom beach cottage just 150 meters from the sandy shores of Holmes Beach. As you step through the front door you are greeted by the large open living area furnished with plenty of lounge seating and a 55" UHD TV. Moving towards the back of the...
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 7
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Satellite TV
    • Private Garden
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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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    BEACH RETREAT 2041 / 20
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Grill
    • Satellite TV
    • Private Outdoor Pool (Heated)
    • Patio
    • Wi-Fi
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 June 2015
    This is my sixth year on AMI. The size of this rental was perfect for my needs this year. I wish it had more dish towels and dish rags and some kitchen wears like measuring...
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    About this property
    Completely remodeled, Beautiful, 3 Bedroom/2 Bath villa with private backyard, PRIVATE Heated pool, and only 75 yards to the beach! Beautiful new granite countertops, stainless appliances, and tile throughout. King Master bedroom with TV, Queen Bedroom w/ TV, Full/Twin bunk in the third bedroom...
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Central Heating
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    • Ocean Views
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beachside Palms Anna Maria Island Resort is extremely conveniently located directly across from the famous Manatee County Public Beach on the gorgeous Gulf of Mexico. All 3 of our units were completely updated in 2016. They feature new cabinets, stainless steel appliances and granite countertops....
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    Location Information
    Holmes Beach, Anna Maria Island 34209
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    AnnaMariaIsland a Paradise. MINUMIM RENTAL 2 WEEKS1 / 13
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Private Outdoor Pool (Heated)
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    • DVD Player
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    • Air Conditioning
    • Satellite TV
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    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...
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    Location Information
    Bradenton Beach, Anna Maria Island 34217
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    5 Bedroom w/ Lagoon pool, hot tub & golf cart1 / 37
    (2)Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Hot Tub
    • Private Outdoor Pool (Heated)
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    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
    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...
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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...
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 14
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    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    • Patio
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    • Private Outdoor Pool (Heated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Buddy's Beach House. A beachy chic getaway just 2 blocks to the beach. Stroll to the beach with a beverage in one hand and your beach cart in the other. After soaking up the sun all day, walk to one of the many fine restaurants, only a few blocks away. Or hop on the free trolley, which...
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    Gulf Breeze ~ RA434641 / 24
    (1)Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Grill
    • Balcony
    • DVD Player
    • Hot Tub
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    • Terrace
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 April 2017
    Upon our arrival we were so happy to see that many of the furnishings in the house were brand new. It was bright,comfortable and clean. We all loved having breakfast on the...
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    About this property
    Fantastic new private vacation rental home with outstanding Gulf Views from two of the four balconies and large heated pool equipped with a swim up Tiki hut in tropical paradise setting. Ample seating will ensure everyone can relax and enjoy the extra large pool area. Your outdoor paradise is...
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 12
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    2 Bedroom/2 Bath updated condo in a great central Holmes Beach location, and just a few steps from the beautiful white sand beach! There is a Queen in the master with a TV and ensuite bath and Queen in the second bedroom with TV. Amenities also include Heated pool, Washer/Dryer, Cable TV, DVD, High...
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Le Paradis 727 Jacaranda ~ RA910691 / 23
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Washer
    • Balcony
    • Terrace
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 January 2017
    My husband and stayed at le paradis for a week and it was incredible. The house is very well appointed and the location is hard to beat. The pool is amazing! I would highly...
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    About this property
    Anna Maria rental “Le Paradis” offers a comfortable and casual sophistication for a memorable beachside getaway. Accommodating up to six guests this home is perfectly located, and well appointed. You’ve found an Anna Maria vacation rental you’ll want to visit again! Located in a highly desired...
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    Location Information
    Anna Maria, Anna Maria Island 34216
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Grant's View ~ RA435391 / 15
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    Grant's View is a private bay front home is located on the Tampa Bay where you will enjoy the amazing endless views of the open water, not to mention Dolphins swiming by! This bayfront home is furnished with beach style furniture which offers a rich and comfortable atmosphere and is fully...
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    Location Information
    Anna Maria, Anna Maria Island 34216
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Satellite TV
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    • Housekeeping Included
    • Air Conditioning
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    LUXURY RENOVATED 2 BR/2 BA ISLAND CONDO - DIRECTLY ON GULF OF MEXICO Private, Peaceful, Comfortable * Relax, Rejuvenate * Screened-in Dining Balcony/w Hi-Back Swivel Rockers, Overlooking Heated Pool, Beach and Gulf of Mexico * Spectacular Water Views, Nightly Show at Sunset, Ocean Breezes, and...
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    Location Information
    Bradenton Beach, Anna Maria Island 34217
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    BEACH RETREAT 2061 / 26
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Patio
    • Grill
    • Satellite TV
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 October 2015
    Our group: My wife and me from Argentina. My son, wife and children from Belgium. My daugther, husband and children from Salt Lake City.The house is excellent and complete. The...
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    About this property
    3 Bedroom/2 Bath Villa, with its own Backyard, PRIVATE Heated pool, and only 75 yards to the beach! Beautiful new granite countertops, stainless appliances, and tile throughout. King Master bedroom with TV, Queen Bedroom w/ TV, Full/Twin bunk in the third bedroom with TV, and a full size Sleeper...
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Ocean View 3 bedroom, pool, North Shore Drive1 / 123
    (34)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Air Conditioning
    • Satellite TV
    • Private Outdoor Pool (Heated)
    • DVD Player
    • Ocean Views
    • Wi-Fi
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 February 2017
    We arrived to an obvious effort to provide for above and beyond the norm in regards to service and accommodations. A bottle of wine and fresh flowers made for a welcome...
    Reviewed 2 January 2017
    Vacation Island House is a charming, beautifully maintained pool home. My husband and I have been renting beach houses for over twenty years, and this is the best appointed one...
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    About this property
    Just steps to the sugar sand beaches in Anna Maria, FL. Your 3 bedroom, 2 bath, pool home with sweeping gulf views from two elevated front porches is located in the charming northern end of Anna Maria on North Shore Drive. If you are looking for a tropical vacation home to just relax, take long...
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    Location Information
    Anna Maria, Anna Maria Island 34216
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    • Private Outdoor Pool (Heated)
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    • Satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 2 Bathrooms, Sleeps 11 Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to the SS Salamander located at 121 50th Street in Holmes Beach. This recently updated duplex is just a one block stroll down a side street to the beautiful white, sandy beaches. It’s located in a quiet and preferred residential neighborhood yet it's easily within walking distance to...
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 11
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    AMICoastal Rentals Cracker Cottages - Fish Tales1 / 20
    (1)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Ocean Views
    • Patio
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    • Satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    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...
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    Location Information
    Bradenton Beach, Anna Maria Island 34217
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    LA COCONUT1 / 23
    (2)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
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    • Wi-Fi
    • Satellite TV
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    • Private Outdoor Pool (Heated)
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful 3 bedroom/2 bath beach house with Florida style furnishings! Corian countertops, beautiful Ceramic tile throughout, and high ceilings with crown molding. Private backyard with Heated Pool, waterfall, tropical landscape, and covered patio. Sleeps up to 6 people. 1 adult and 1 kid's bike...
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4-Bdrm, 3 Bath, Private Heated Saltwater Pool, Private Elevator, Steps to Beach1 / 29
    (7)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
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    • Ocean Views
    • Patio
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    Our family loved staying in this vacation home! Joe was so friendly and helpful. We had quick access to the beach and we enjoyed the private pool with our small children. The...
    Reviewed 25 April 2017
    We found the perfect vacation house in the perfect location! Believe me you will not be disappointed with this house. It was very clean,spacious and tastefully decorated. It is...
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    About this property
    2-MINUTE STROLL TO WHITE SANDY GULF BEACH - Compare us to any rental on the Island for luxury and best price. Call us if you find a better deal. Breathtaking Gulf View! 5-Star Luxury Townhome - See our Guests' Reviews! Private, Heated Saltwater Pool 16" x 10" Private Elevator to all Levels and...
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    Location Information
    Anna Maria Island, Florida 34217
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    LOGGERHEAD1 / 27
    (9)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Patio
    • Washer
    • DVD Player
    • Satellite TV
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 January 2017
    We have stayed on AMI several times. The location of this rental is an easy 2 blocks to the beach. The backyard is a quiet, private oasis. The house could use a serious thorough...
    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...
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    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...
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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,...
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Smoking allowed
    About this property
    this 3 story condo is directly across the street from the gulf of mexico. this condo has 2 balconies to sit and relax and look at the gulf.this condo is appox. 8 very short blocks from bridge street were their are restaurants and bars and even a mini gulf coarse. we have a free shuttle that goes up...
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    Location Information
    Bradenton Beach, Anna Maria Island 34217
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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