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Holiday Rentals in Anna Maria Island, FL

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    Travellers to Anna Maria Island are booking April dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 24
    5 of 5 bubbles (5) Excellent
    Bradenton Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    1 / 21
    5 of 5 bubbles (8) Excellent
    Bradenton Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    1 / 28
    5 of 5 bubbles (9) Excellent
    Holmes Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    1 / 35
    5 of 5 bubbles (12) Excellent
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    **Due to a house being built in frount of our building, we don't know how our views of the Mexican Gulf will be affected. We cannot guarantee that you will have the views depicted in our pictures.** 5 reasons why you will love our condos as much as we do: *LOCATION! Close to the... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 40
    5 of 5 bubbles (12) Excellent
    Anna Maria
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • x
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    About this property
    Description We are located in the heart of the beautiful city of Anna Maria FL. We are one block from the historic Pine Ave with free trolley service to the entire island. We are two blocks to the beautiful white sand beach. Three blocks in the opposite direction is the bay and the historic City... View all property information
    Location Information
    Anna Maria, Anna Maria Island 34216
    5 of 5 bubbles Reviewed 17 January 2017
    Crescent Wave was the perfect place for us to stay. We came down to surprise our parents for their 50th Wedding Anniversary (there were three couples) and this was just the...
    5 of 5 bubbles Reviewed 29 November 2016
    We stayed Thanksgiving week. House was as advertised and the family loved the heated pool and hot tub. No complaints and location of the house is perfect. Would definitely...
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    1 / 24
    5 of 5 bubbles (29) Excellent
    Bradenton Beach
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Wi-Fi
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    • x
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    About this property
    Aloha and welcome to our Island Home. Ohana is Hawaiian for family and that is who you are when you stay with us. Our retreat is nestled on Anna Maria Island, Florida and is a short 5 minute walk to the white sand beaches and turquoise waters of the Gulf of Mexico. Your vacation Hale (home) has... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island 34217
    5 of 5 bubbles Reviewed 21 November 2016
    We have rented with Danny & Brenda for four years now. I originally found them on Trip Advisor and was so impressed with their reviews. Dealing directly with the owners is top...
    5 of 5 bubbles Reviewed 25 October 2016
    We rented Suite D (2bedroom) upstairs, it was quiet lovely we loved the place and Brenda and Danny were very accommodating The place was immaculate clean and the sunsets from...
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    1 / 31
    5 of 5 bubbles (2) Excellent
    Holmes Beach
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    This newly remodeled Florida gem backs onto 17 acres of mangrove forest and is ideally located only 3 blocks from the beach. Reasonably priced, this quaint 3 bedroom, 1 bath cottage has a spacious backyard equipped with a pool, hammock, patio furniture, grill, brick fireplace, and picket fencing,... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 bubbles Reviewed 7 August 2016
    April was helpful and prompt. She made the whole process from booking to check out easy! The house was cozy and just what we were looking for. I would definitely book again
    5 of 5 bubbles Reviewed 27 July 2015
    I will be going back! From reservations to communication, from check in to location and the property itself, this place is magnificent!
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    1 / 23
    5 of 5 bubbles (4) Excellent
    Anna Maria
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Waterfront
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    • Pet-friendly
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    • x
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    About this property
    Stunning ground level 3 bedroom/2 bath home with luxury finishes at every glance. Brand new to the market and recently renovated, this home is packed with designer finishes throughout from luxury linens in all three uniquely appointed bedrooms to furnishings that make this home feel like you are... View all property information
    Location Information
    Anna Maria, Anna Maria Island 34217
    5 of 5 bubbles Reviewed 23 November 2016
    Had a wonderful stay at blue heron, the house is beautifully furnished, but main thing about this property is outside. The dock with fishing and the kayaks for kayaking in the...
    5 of 5 bubbles Reviewed 29 June 2016
    Just what our family needed for a relaxing vacation. We loved the swimming pool and that you could kayak a few hundred feet and view the manatees on the canal right from the...
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    1 / 14
    5 of 5 bubbles (9) Excellent
    Bradenton Beach
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • DVD Player
    • Parking
    • Air Conditioning
    • Satellite TV
    • Outdoor Dining Area
    • Wi-Fi
    • Ocean Views
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Aloha and welcome to our Island Home. “Ohana” is Hawaiian for family and that is who you are when you stay with us. Our retreat is nestled in Anna Maria Island, Florida. Ohana Hale Beachside is 150 feet to the white sand beaches and turquoise waters of the Gulf of Mexico. Beachside is 4 suites... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island 34221
    5 of 5 bubbles Reviewed 10 February 2017
    Wonderful one week stay. Rooftop deck great for watching sunset while enjoying and adult beverage, which you can't do on the beach here. Many restaurants within walking...
    5 of 5 bubbles Reviewed 29 August 2016
    Thank you Brenda & Danny for being a wonderful host. Our stay was short but it was well worth it. We arrived really late and Danny stopped by to make sure everything was alright...
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    1 / 23
    5 of 5 bubbles (10) Excellent
    Bradenton Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Patio
    • Washer
    • Satellite TV
    • Porch
    • Hot Tub
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    • Balcony
    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • ?
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    • x
    About this property
    Overlooking the Gulf of Mexico Beach, these 1250 square feet each two bedroom beach townhouses (complex of 4 apartments) arranged on two elevated levels offer beautiful views of Anna Maria island sound. A nice yard with a access to a barbecue area and a six persons tub make our apartments an ideal... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island 34217
    5 of 5 bubbles Reviewed 23 October 2016
    We discovered Bradenton Beach by chance and we loved it, just as much as we loved staying at the Bird's Nest. The apartments are comfortable, clean, welcoming, well equipped and...
    5 of 5 bubbles Reviewed 11 May 2016
    We stayed for 5 nights in April and were delighted with our choice. Large studio on 2 levels, spotlessly clean with great views from front and back balconies. Great location and...
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    1 / 26
    Holmes Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Private Garden
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    • Pet-friendly
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    • x
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    • x
    About this property
    Find everything that makes a fun beach getaway on Anna Maria Island memorable when you stay at North Gulf Villa Beach vacation rental home 6311 North Beach Village. This three bedroom townhouse style vacation rental sleeps up to eight guests, and is just a short walk to beautiful gulf beaches.... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 17
    5 of 5 bubbles (24) Excellent
    Bradenton Beach
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • Grill
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    • Pet-friendly
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    • x
    About this property
    You will enjoy this adorable newly renovated vacation cottage – THE LITTLE MERMAID -- on Anna Maria Island just across the street from the Gulf of Mexico and minutes from shopping and attractions on Bradenton Beach’s popular Bridge Street! Your three parking spaces are right at the front door!!... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island 34217
    5 of 5 bubbles Reviewed 24 November 2016
    Can't speak too highly about the Little Mermaid and Anna Maria Island. What you see is what you get. Every possible utensil and beach toy is to hand and all spotlessly clean. The...
    5 of 5 bubbles Reviewed 5 October 2016
    Wonderful place to stay. Very clean. Hope to be a repeat guest. Pet friendly. Very close to the beach.
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    1 / 73
    5 of 5 bubbles (2) Excellent
    Bradenton Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    About this property
    Anna Maria Island is not a place where you go to the beach. When you are on Anna Maria Island you are at the beach. The Anna Maria Island Beach Palms 5B is completely surrounded by water and has just been completely updated with a new state of the art ultra high efficiency air conditioning... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island
    5 of 5 bubbles Reviewed 10 June 2015
    My family of 4 stayed in this condo for 5 days/4 nights. It was awesome, except for being on the 2nd floor. Our knees couldn't take it! But, the amenities were well thought out...
    5 of 5 bubbles Reviewed 21 June 2014
    This was our 3rd stay at this condo. We love Anna Maria Island! We see something interesting in the water every year. This year we saw dolphins every day in the bay and twice...
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    1 / 69
    Bradenton Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    The Anna Maria Island Beach Palms 7A is located with-in walking distance of Anna Maria Island's best waterfront restaurants, beach shops, gift shops, shell shops, boutiques and the quaint shopping village on historic Bridge St. that leads right out onto the pier, famous for strolling, fishing and... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island
    1 / 39
    5 of 5 bubbles (4) Excellent
    Anna Maria
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    It doesn't get much better than being right on the water, less than one block from the bay beach, and only 7 blocks from Pine Avenue. Sunshine Cottage couldn't be a better name, because this 3 bedroom, 2 bathroom, cottage truly lets you experience the beauty of Anna Maria Island. Enjoy dangling... View all property information
    Location Information
    Anna Maria, Anna Maria Island 34216
    5 of 5 bubbles Reviewed 28 October 2016
    We had a fantastic time exploring Anna Maria Island and coming home to such a fantastic place made the holiday even more special.
    5 of 5 bubbles Reviewed 18 February 2016
    This home is located in walking distance to restaurants and the beach with bikes available as well. It is very nicely and newly decorated. The kitchen is well stocked as well as...
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    1 / 53
    Bradenton Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Grill
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    • Pet-friendly
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    • x
    • ?
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    • ?
    About this property
    The Beach Castle is located with-in walking distance of Anna Maria Island's best waterfront restaurants, beach shops, gift shops, shell shops, boutiques and the quaint shopping village on Bridge St. that leads right out onto the Bridge St. a pier famous for strolling, fishing and eating and the... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island
    1 / 32
    5 of 5 bubbles (16) Excellent
    Holmes Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Washer
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    • Pet-friendly
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    • x
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    About this property
    **DISCOUNTS FOR RENTALS OF 28 NIGHTS OR MORE ANY TIME OF YEAR** *****PLEASE ASK US ABOUT SPECIAL PRICING FOR YOUR STAY***** LARGE HEATED FREE-FORM, LUXURY POOL AND SPA WITH SPACIOUS PAVED SURROUND - ADDED AUGUST 2014 TOGETHER WITH TROPICAL LANDSCAPING, AUTOMATED GARDEN LIGHTING AND LARGE GROUND... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 bubbles Reviewed 24 October 2016
    We were on a special trip to the USA for my 50th birthday and we want to say a big big ‘Thank you’ to Mike & Lesley for making our holiday one we will never forget. Their...
    5 of 5 bubbles Reviewed 7 October 2016
    We have just returned from a wonderful 2 week holiday on the beautiful Anna Maria Island. Mike and Lesley's home really does have the "wow factor" The moment we walked through the...
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    1 / 25
    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
    Location Information
    Anna Maria, Anna Maria Island 34217
    1 / 45
    4.5 of 5 bubbles (19) Very good
    Anna Maria
    5 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    • DVD Player
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    About this property
    WELCOME TO ALL DECKED OUT! Whether getting away for a family vacation, with a group of friends, for a wedding or any other occasion, our gorgeous 5 Bedroom home offers everything you could want for a relaxing holiday on Anna Maria Island.... with incredible views of the Bay! Sit by the tropical... View all property information
    Location Information
    Anna Maria, Anna Maria Island 34216
    5 of 5 bubbles Reviewed 2 January 2017
    This is an excellent vacation home to spend with a large family looking for a quiet getaway on AMI. Our family of eight adults, one teenager, one toddler, and one infant spent 7...
    5 of 5 bubbles Reviewed 27 December 2016
    We've stayed on AMI many times and this house was far and above the best one we have rented on the island! Great location....can walk everywhere and gorgeous views from all of...
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    1 / 26
    4.5 of 5 bubbles (17) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • x
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    About this property
    3 Story 'Nantucket' Style - 4 bedroom/ 3 bath villa is just a short walk to the beach! - Located at 212 85th Street, Anna Maria Island FL., the home is placed In a tropical setting, with pool great for cooling off and a large sun deck. 4 Bedrooms/3 baths, large master suite with king size bed... View all property information
    Location Information
    Anna Maria Island, Florida 34217
    5 of 5 bubbles 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 is...
    4 of 5 bubbles Reviewed 28 October 2016
    We found the Nantucket House to be both comfortable and conveniently located for the beautiful beach and local shops and restaurants. The island is very laid back and gorgeous and...
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    1 / 44
    5 of 5 bubbles (1) Excellent
    Anna Maria
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
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    • Porch
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    The lovely Dolphin Pointe resides on the highly desirable north end of Anna Maria, just a three houses away from the beach at Bean Point and a short walk to Rod and Reel Pier. The spacious open concept living area is perfect for spending quality time with the family. The home exudes an Island charm... View all property information
    Location Information
    Anna Maria, Anna Maria Island 34216
    5 of 5 bubbles Reviewed 30 January 2017
    The house is just as the pictures suggests. The floor plan was very spacious. We traveled with 6 adults (4 were college students) and there was ample room to spread out. The...
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    1 / 11
    3.5 of 5 bubbles (2) Average
    Holmes Beach
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    • x
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    • ?
    About this property
    Located in Holmes Beach, on Anna Maria island. This one bedroom two bath unit is a full size apartment with full size kitchen all appliances dishwasher, stove full size refrigerator, living area, dinning area and a separate bedroom has a king size bed. Its just steps to the beach. Covered... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    3 of 5 bubbles Reviewed 8 September 2015
    It is very close to the beach. You don't have to cross a street when walking to the beach, which is a plus. The unit could benefit from some TLC. The furniture are dated. The...
    4 of 5 bubbles Reviewed 19 May 2015
    The location and price is what makes this place so great. It outdated, not the cleanest, and not the most comfortable BUT it's in a perfect location with all the necessities (cold...
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    1 / 29
    5 of 5 bubbles (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Satellite TV
    • Patio
    • Sauna
    • Grill
    • Waterfront
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    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Welcome to Your Anna Maria Island Paradise!! Vacation on a beautiful island that is surrounded by the warm Florida sun. This paradise getaway, known as Anna Maria Island, is seven miles of warm-white sandy beaches on the Gulf of Mexico where you can swim, walk, relax, and collect shells. This... View all property information
    Location Information
    Anna Maria Island, Florida 34217
    5 of 5 bubbles Reviewed 1 September 2016
    The whole family really enjoyed the stay it was a quiet complex with a beautiful view and short walk to the beach
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    1 / 23
    Holmes Beach
    1 Bedroom, 1 Bathroom, Sleeps 8 | Quick View
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    • Terrace
    • Air Conditioning
    • Internet Access
    • Grill
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    • Pet-friendly
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    • x
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    About this property
    Two bedroom two bath condo located upstairs in the courtyard. The Coconuts Beach Resort is directly on the Gulf Of Mexico Holmes Beach Anna Maria Island Florida.. Each unit is individually owned. The unit is a full size apartment with a separate bedroom living room and kitchen sleeps up to 6 to... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 21
    5 of 5 bubbles (1) Excellent
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Patio
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Very contemporary condo (danish style), just refurnished and remodeled, and equipped with more than everything you need for a relaxing and unforgettable vacation in Paradise. The unit is inspiring and gives you a laid back feeling immediately after entering. A huge pool with lounges and sun... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 bubbles Reviewed 14 September 2015
    Beautiful condo with a very convenient location just a few blocks from the beach and close by shops. We stayed for more than a month and it was such a perfect getaway. Definitely...
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    1 / 31
    5 of 5 bubbles (7) Excellent
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Balcony
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    • Terrace
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    • Pet-friendly
    • Child-friendly
    • x
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    About this property
    This well-furnished two bedroom condo is next to a quiet nature preserve and has a fine view of the bay separating Anna Maria Island from Florida's mainland as well as the Sandy Pointe heated swimming pool. The beach is just 3 small blocks away with its bright white sand and aquamarine waters. For... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 bubbles Reviewed 11 November 2016
    Exellent holiday, everything we needed. brilliant accomadation and priced very reasonable. Thankyou.
    5 of 5 bubbles Reviewed 10 April 2015
    We loved our condo. It had plenty of room for our family which included 2 teens. The trolley stop a short walk a away and easy walk to the beach. Our condo was fabulous. Well...
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    1 / 22
    5 of 5 bubbles (2) Excellent
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Internet Access
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    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    ANNA MARIA ISLAND #3 TOP 10 ISLAND'S IN U.S.A. Palm Isle 3203,our 2 bedroom island decorated condo is across the street from the beaches of Anna Maria Island. Steps from the heated pool and fully landscaped setting, along with all the amenities of home, your family will enjoy our beach get... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 bubbles Reviewed 18 January 2017
    The photos are accurate. But, in person the home is stunning. When my husband and I walked in, the first thing I said was "they must have did a background check on us"! My...
    5 of 5 bubbles Reviewed 1 December 2014
    LOVED, LOVED, LOVED this property! It's perfectly located right in the heart of Anna Marie island - easy in and out parking RIGHT in front of the villa. The villa was roomy for us...
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    1 / 16
    4 of 5 bubbles (1) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    If you're seeking relaxation of recreation, this the rental home for you! Large solar heated pool in a screened-in lanai, dock facility featuring a floating dock, with a boat launch within 500 yards at Palma Sola Bay Beach. It is a short walk to the Bay Beach, and only 2.5 miles to the main beach... View all property information
    Location Information
    Anna Maria Island, Florida 34209
    4 of 5 bubbles Reviewed 26 August 2015
    Wanted something different from a villa and this ticked all the. boxes. Ample supply of all the things you look for when away on holiday,e.g. private space, towels and cooking...
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    1 / 41
    5 of 5 bubbles (7) Excellent
    Bradenton Beach
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    About this property
    Top rental manager - since 2011!! Rent with confidence knowing that Travelers rated the owner/manager of this property one of FlipKey's best! <div id="FK_Review_Widget533edd03db5d9"> <a href="http://www.flipkey.com/"><img alt="FlipKey"... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island 34217
    5 of 5 bubbles Reviewed 27 June 2015
    Everything I was looking for was right there with a little luck! I am a homeowner in the area. My home is currently undergoing renovation and I needed a place to stay close by. I...
    5 of 5 bubbles Reviewed 15 February 2015
    We stayed in this condo for two weeks Jan into Feb. It has to be the most immaculate place we have ever rented. The beautiful cherry kitchen is completely redone and is equipped...
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    1 / 13
    Holmes Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    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
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 18
    Holmes Beach
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    7901 Palm Dr- Duplex-2 bedroom 1 bath- Maximum Occupancy is 4 This is a very cute and well- appointed 2 bedroom 1 bath duplex. It has a Queen size bed in the master bedroom and a 2 twin size beds in the guest bedroom. It has a very nice comfortable sofa in the living room. The kitchen is well... View all property information
    Location Information
    Holmes Beach, Anna Maria Island
    1 / 17
    4.5 of 5 bubbles (23) Very good
    Holmes Beach
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    Aloha and welcome to our Island Home. Ohana is Hawaiian for family and that is who you are when you stay with us. Our retreat is nestled on Anna Maria Island, Florida and is a short 5 minute walk to the white sand beaches and turquoise waters of the Gulf of Mexico. We offer three locations on... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 bubbles Reviewed 1 March 2016
    We stayed one week and it was great. 2 1/2 blocks to the beach, we watched the sunsets at the beach. Unit is set up very well, they thought of everything. Kitchen has everything...
    5 of 5 bubbles Reviewed 20 July 2015
    I was very impressed, so convenient and well taken care of. I loved being so close to the beach and right next to the store where our needs were immediately available. The...
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    1 / 27
    5 of 5 bubbles (5) Excellent
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    This property is available for rentals 7 nights or more. 99 steps from the beach! Elegantly furnished two bedroom and two bath condo with brand new Tommy Bahama style furnishings. Sit by the heated pool after a stroll on the white, sandy beach of Holmes Beach just across the street! There are 18... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 33569
    5 of 5 bubbles Reviewed 23 March 2016
    The owners have provided a wonderful living space that was very clean cute and cozy. My guests were very complimentary. I can't emphasize enough the owners' responsiveness and...
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    1 / 25
    5 of 5 bubbles (2) Excellent
    Bradenton Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    *NOTE: If you cannot find availability for this unit, please contact us, there is an additional unit. Thank you for considering my home which has been recently updated to provide the warmth and feel of a true beach cottage. Wooden ceiling planks have been added along with pine beach chic cabinets... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island 34217
    5 of 5 bubbles Reviewed 7 September 2016
    The pictures don't do it justice! Charming beach cottage that we'll book again. It was the perfect trip.
    5 of 5 bubbles Reviewed 24 July 2016
    It was clean, comfortable, and convenient! We had a great stay! And would recommend it for anyone looking for a place!
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    1 / 15
    4.5 of 5 bubbles (2) Very good
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Perhaps Shady Palms will become "your place on the beach." Walk into a charming, Old Florida style beach cottage to see the beautiful Gulf of Mexico from every room in the house. Continue through the back door, and into the backyard and you are one step from the wide, white, sugar-sand beach of... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    4 of 5 bubbles Reviewed 11 September 2015
    Shady Palms brings you back to old style Florida, before condos and high rises took over the beaches. This 50's ranch house is surprisingly spacious, with multiple living areas...
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    1 / 14
    5 of 5 bubbles (1) Excellent
    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
    Location Information
    Anna Maria, Anna Maria Island 34216
    1 / 29
    Anna Maria
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    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... View all property information
    Location Information
    Anna Maria, Anna Maria Island 34216
    1 / 57
    5 of 5 bubbles (20) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    About this property
    Special Offer Nov. 26-Dec. 17/2016 $1000.00 All-Inclusive Plus One Night Fee For Seven Day Rental. SAVE $1037.50. There are good days at the beach, and then there are days like today. Days that go down in memory a “Best Day Ever!” Today, powder-soft sands and the Gulf of Mexico greeted you like a... View all property information
    Location Information
    Anna Maria Island, Florida 34217
    5 of 5 bubbles Reviewed 22 March 2016
    Had condo 101 which faced directly onto the sea, lovely condo decorated with seaside colors, hundreds of towels and everything you could need, we had a great vacation Anna Marie...
    5 of 5 bubbles Reviewed 30 November 2015
    Hi Terry and Sandy, We really enjoyed our stay at your Anna Marie Island condo unit #110. . We were impressed with the spacousness, tasteful furniture and decor, the wall...
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    1 / 21
    3 of 5 bubbles (1) Average
    2 Bedrooms, Sleeps 6 | Quick View
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    About this property
    Bird's Nest accommodations, overlooking the Gulf of Mexico, is a vacation rental complex of 4 town houses in Anna Maria island, Bradenton Beach, FL, south of Tampa/St. Petersburg and north-west of Miami. Each 1200 square foot two bedroom beach townhouses, arranged on two elevated levels, offer... View all property information
    Location Information
    Anna Maria Island, Florida 34217
    3 of 5 bubbles Reviewed 5 April 2015
    This place looks good in the pictures but looks are deceiving! Grossly overpriced for what it is. It is really looking run down and showing some wear. Stairs on every level so...
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    1 / 24
    4.5 of 5 bubbles (4) Very good
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Horizon West 112 - Condo 2 Bedroom / 2 Bath , maximum occupancy of 4 people. Beach Bound.....This is your place!~ 2 bedroom 2 bath condo 1 very short block to beach. Beautifully decorated with comfortable furniture. Everything you need for a relaxing vacation. Pet friendly Anna Maria Island is... View all property information
    Location Information
    Holmes Beach, Anna Maria Island
    1 / 15
    4.5 of 5 bubbles (5) Very good
    Holmes Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    One bedroom one bath condo located in the courtyard. The Coconuts Beach Resort is directly on the Gulf Of Mexico Holmes Beach Anna Maria Island Florida.. Each unit is individually owned. The unit is a full size apartment with a separate bedroom living room and kitchen sleeps up to 4. There are... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 bubbles Reviewed 10 November 2016
    This condo was a block from the free trolley that can take you around the island to shops and restaurants, and a quick transfer to St. Armand's Circle. It was literally only steps...
    4 of 5 bubbles Reviewed 19 April 2016
    The place was just what I expected. The rooms were large, pool was warm, it was close to the ocean. The people were friendly. If you want maid service I do not think they have it...
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    1 / 23
    5 of 5 bubbles (2) Excellent
    Bradenton Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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    About this property
    This tropical retreat single family home boasts 1800sq. ft.of living space on the in the Braden River Lakes subdivision. The home is nestled among lush tropical palms and Florida vegetation. The expansive plantings provide privacy and a natural preserve setting in the backyard tropical paradise.... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island 34208
    5 of 5 bubbles Reviewed 3 December 2016
    We were having family with children from California and Colorado visit for Thanksgiving Week and needed a home with a heated pool for their stay. This rental was perfect: roomy...
    5 of 5 bubbles Reviewed 3 October 2016
    My family and I thought this house was perfect for out stay in FL. My kids ages 10, 9, and 7 loved the pool! It was conveniently located by a bunch of stores and the highway to...
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    1 / 27
    4 of 5 bubbles (4) Very good
    Holmes Beach
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Situated 3 blocks from the beach and 2 blocks from the bay with a secluded yard surrounded by mangroves, this two-story pool home includes 3 bedrooms on the first floor and a regal master suite on the second floor. Comes equipped with Wifi, cable TV in all 4 bedrooms, washer/dryer, dishwasher,... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    4 of 5 bubbles Reviewed 12 August 2015
    The house is spacious, close to the beach, convenient to numerous stores and the main road of Anna Marie Island. The Anthony beach cottage also has plenty of parking space and is...
    5 of 5 bubbles Reviewed 9 February 2015
    First I want to thank the manager, April, for being helpful in arranging for my family and I to stay at this property at the last minute. She was really amazing to work with. The...
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    1 / 21
    5 of 5 bubbles (1) Excellent
    Anna Maria
    4 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    About this property
    116 Maple Breeze Private home 4 Bedroom / 2 1/2 Bath , maximum occupancy of 7 people. 116 Maples is located on one of the prettiest streets in the village of Anna Maria, this gorgeous 4 bedroom, 2 and a half bath home is just steps away from the beach. This quiet, tree-lined street evokes... View all property information
    Location Information
    Anna Maria, Anna Maria Island 34216
    5 of 5 bubbles Reviewed 3 November 2015
    Wonderful location, The beach is at the end of Maple Ave, a quiet road only a 2 minute walk. The house is well situated, 4 bedrooms and 2 and 1/2 baths. I can only speak of the...
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    1 / 66
    4 of 5 bubbles (1) Very good
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    The Anna Maria Island Beach Paradise 5 condo is located directly in the middle of beautiful Anna Maria Island on Holmes Beach. This is a delightful location conveniently located across from the seven acre Manatee Public Beach and the shimmering Gulf of Mexico. This is one of only two lifeguard... View all property information
    Location Information
    Holmes Beach, Anna Maria Island
    4 of 5 bubbles Reviewed 26 August 2015
    we loved Anna Maria Island, a great place to unwind after a week in Orlando. Beach Paradise was very centrally located, just across the road from the public beach and the free...
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    1 / 24
    5 of 5 bubbles (1) Excellent
    Bradenton Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Bradenton Beach Club 252 - Condo 2 Bedroom/ 2 Bath, maximum occupancy of 6 people. So well appointed with comfortable furniture,with fishing dock, pools, easy access to the beach, and located near shopping, trolley, and restaurants, Bradenton Beach Club welcomes you to relax, relax, relax. So... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island
    1 / 23
    Holmes Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Two bedroom two bath condo located upstairs in the courtyard. The Coconuts Beach Resort is directly on the Gulf Of Mexico Holmes Beach Anna Maria Island Florida.. Each unit is individually owned. The unit is a full size apartment with a separate bedroom living room and kitchen sleeps up to 6 to... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 21
    5 of 5 bubbles (3) Excellent
    Bradenton Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Club Bamboo South is a beautiful beach front apartment resort right at the white beach of Anna Maria Island. Sarasota is only 15 minutes by car and gives access to many fantastic restaurants, cultural attractions, and ice-cream parlors. The elegant and spacious one-room studio suite features a full... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island 34217
    5 of 5 bubbles Reviewed 24 December 2016
    Perfect location on Bradenton Beach. The room was clean and comfortable. The sunsets from our balcony were spectacular, there was a supermarket less than a mile down the road for...
    5 of 5 bubbles Reviewed 7 March 2016
    Many Thanks, we had a great stay. The arrival was super flexible, we had no problems throughout the stay and of course the island Anna Maria is a fantastic spot for young couples...
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    1 / 21
    4.5 of 5 bubbles (5) Very good
    Bradenton Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • x
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    About this property
    Aloha and welcome to our Island Home. “Ohana” is Hawaiian for family and that is who you are when you stay with us. Our retreat is nestled in Anna Maria Island, Florida. Ohana Hale Beachside is 150 feet to the white sand beaches and turquoise waters of the Gulf of Mexico. Beachside is 4 suites... View all property information
    Location Information
    Bradenton Beach, Anna Maria Island 34217
    3 of 5 bubbles Reviewed 22 March 2016
    Suite is in a great location, near to the beach but also nearby to lots of great restaurants. Accommodation comfortable. However the stay would have been better if owners had...
    5 of 5 bubbles Reviewed 27 May 2015
    This is a perfect place for two people. We were able to make small meals, and we were provided with beach towels, chairs and umbrellas. The studio is across from the beach; this...
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    1 / 24
    5 of 5 bubbles (5) Excellent
    Holmes Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • x
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    About this property
    One bedroom one bath condo located on the poolside. The Coconuts Beach Resort is a beach front property in Holmes Beach on Anna Maria Island. Each unit is individually owned. The unit is a full size apartment with a separate bedroom living room and kitchen sleeps up to 4. There are two... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 bubbles Reviewed 2 June 2016
    Awesome, already booked this for next year! Easy to fond, easy to get to beach, great people to work with.
    4 of 5 bubbles Reviewed 19 January 2016
    We were there in January 2016 and we were very happy with the accommodations. The decor is a little dated but all the essentials were there. We enjoyed Holmes Beach and...
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    Waterfront holiday rentals on Anna Maria Island

    Whether an experienced or a first-time holiday home renter, you’ll enjoy the many choices for beachside getaways on Anna Maria Island. Luxury gulf side villas, quaint beach cottages and canal front condos offer breathing-room space and countless amenities that traditional hotel stays can’t match. Beyond the advantage of preparing some meals at home, your beach rental allows you to slide right into islander life and feel very much at home.

    “Old Florida” charm and easy island living

    Three small communities share Anna Maria Island – Bradenton Beach, Holmes Beach and Anna Maria. Each gathers along 7 miles of silky white beach overlooking the Gulf of Mexico. The island offers the village feel of Old Florida, with simple beach cottages and sandy lanes dipping under lazy Florida oaks and beachfront villas overlooking turquoise bays. There’s plenty to do on the family-friendly island, but nothing quite as important as simple relaxation. Rent a bike to roam the island or a kayak to explore the waterways. Fish, sail, comb the beaches for shells, and pack a little picnic for a sunset meal.

    One-of-a-kind dining and shopping

    Shop names reveal that island boutiques are anything but ordinary. The Painted Gate, Egret’s Landing, Paper Panache and other local establishments offer everything from resort wear to arts and crafts. The free island trolley runs North and South, as a convenient way to explore. Ginny's and Jane E's at the old IGA is a popular spot, where vintage furniture mixes with home-baked quiches and brioches in an internet café setting. One restaurant you can’t miss is Rod & Reel located at the end of a wooden pier jutting out into the bay. Kick back, fish, eat and let that tropical seascape deliver complete relaxation.

    Take a side trip south to “Shangri-la”

    Don your best resort wear and head south along Highway 789 that links Anna Maria Island to Longboat and St. Armand Keys. The gulf front drive leads you to famous St. Armand’s Circle, where elite shopping and pampered dining venues merge in an elegant European atmosphere. After a gourmet lunch, venture over to Sarasota for a visit to the cherished Ringling enclave, home to the Museum of Art and Ca d’Zan Mansion. Set in a lush 20-acre garden overlooking the water, the Venetian mansion is considered “the last of the Gilded Age mansions” built in America.

    Holiday rental homes, a superb value for families and friends

    Spacious living areas, plenty of baths and bedrooms and every imaginable amenity explain why holiday homes are today’s most popular travel choices. From the comfort of your own island getaway, you’ll enjoy every pleasure Anna Maria Island offers.