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House Rentals and Condos in Holmes Beach, FL

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    Travelers to Holmes Beach are booking March dates now. Secure your vacation rental today, and have the perfect trip.
    1 / 32
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    5 of 5 stars (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    5 of 5 stars (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Part of the Spinnakers Vacation Cottages compound, Cabin 1 is a one bedroom, one bath cottage nestled in a lush tropical landscape. Great for an anniversary celebration, honeymoon or just a getaway! Want to bring the kids? No problem, they will love it here as well! Cabin 1 sits beside the pool... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed December 11, 2015
    We loved our cottage, it's location, the decor, cleanliness, layout. The only necessary change would be the bedding, it could use an upgrade!
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    1 / 13
    4 of 5 stars (1) Very good
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Let Shady Palms be 'your place on the beach.' Walk into this charming beach cottage and be greeted by the beautiful Gulf of Mexico. Just out the back door, beyond the sand dunes and sea oats, is the pristine, wide, white sandy beaches of the Gulf of Mexico. You may want to relax in the hammock with... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    4 of 5 stars Reviewed September 10, 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 / 37
    4 of 5 stars (2) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 14 | Quick View
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    About this property
    Anna Maria Island offers a family oriented vacation destination, laid back feel ...very relaxing. The island's beauty, world famous white beaches and friendly atmosphere will make you want to come back. The four bedroom home with a Golf Cart to bop around the island. The home is furnished with a... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    4 of 5 stars Reviewed December 28, 2015
    We've completed our trip and it was great, now we're wondering how we get our damage deposit back? Great house for our family. Nice short walk to the beach. Trolleys were very...
    4 of 5 stars Reviewed October 2, 2014
    We enjoyed our stay at Casa Laguna. Great location just a few blocks from the beach and the option to use the golf cart was a nice perk for getting there easily. The pool and spa...
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    1 / 29
    5 of 5 stars (15) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    http://www.villachezshell.com Villa Chez Shell is a newly renovated Mediterranean beach home that offers a luxurious getaway. The highlight of this newly renovated 3 bedroom and 3 bathroom property is its tropical private backyard complete with a lagoon shaped pool and a soothing stone waterfall.... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed November 29, 2015
    My family and I have just returned from a wonderful week in this beautiful house. My parents flew in from the UK and myself, my husband and our 5 year old flew in from Los...
    5 of 5 stars Reviewed May 18, 2015
    Amazing house, great location, beautiful in every way, planning our next trip, that says it all!!! Every detail was taken care of and perfect
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    1 / 22
    4 of 5 stars (1) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    There is a memory in every grain of sand!~ Beautiful, spacious, comfortable Townhouse. New 3 bedroom 2 + 1/2 bath townhouse with garage. Private Pool area, beautiful porch balcony, and close to the beach. Fabulous high ceilings, gourmet kitchen and everything you need to get your vacation... View all property information
    Location Information
    Holmes Beach, Anna Maria Island
    4 of 5 stars Reviewed June 10, 2011
    Everything was nice. The House, the Pool and the lovely People from aMI. Thx and see you in 2011
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    1 / 24
    5 of 5 stars (2) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    This elevated vacation rental will meet your high standards of vacation home living. With over 1400 square feet of living space, this home boasts three large bedrooms with a king master suite, a queen in the second bedroom, and a twin in the third. A queen sofa bed in the living area provides... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 1 week ago
    a great place. the only downside was that it was a 2nd floor living space. lugging luggage and groceries was a bit much - we are not as young as we used to be. other than that...
    5 of 5 stars Reviewed June 16, 2014
    The hide out west was awesome! We took our kids, grandkids and parents. We couldn't have picked a more perfect rental! I even realized after I was on my way home, I had left my...
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    1 / 23
    4.5 of 5 stars (4) Very good
    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 stars Reviewed April 26, 2015
    We had a wonderful few days. We were presently surprised and was upgraded to a great unit #110. We enjoyed the area very much. Looking forward to coming back next year.
    3 of 5 stars Reviewed April 6, 2015
    You are steps from a great beach, but the rental could use some updates. Mattress on one bed badly in need of replacement. A faulty air conditioner kept us awake every night.
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Come and relax in this very comfortable two bedroom condo.Small complex in the city of Holmes Beach just a stone's throw from the beach. Nicely appointed with new furnishings.Fabulous king sleigh bed in the master bedroom. New 42' TV in the living room. Wi-fi available. The complex also offers a... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Wouldn't you rather be at the Beach?~ Nestled in a quiet residential area just one half block from the beach, is a tri-plex offering a pleasant environment for individual guests or the family clan. Rent all units, enough to sleep 18, and plan on a grand reunion. Is this too much space for your... View all property information
    Location Information
    Holmes Beach, Anna Maria Island
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    One bedroom one bath condo located on the beach. The Coconuts Beach Resort is a beach front property in Holmes Beach on Anna Maria Island. Each unit is individually owned. The unit is a full size apartment with a separate bedroom living room and kitchen sleeps up to 4. There are two double... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 32
    5 of 5 stars (13) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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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 stars Reviewed December 21, 2015
    Every since we booked this vacation rental we knew it would be great because of the interaction with the owners. They were on top of everything and went out of their to help us...
    5 of 5 stars Reviewed October 15, 2015
    My husband, parents and two boys decided to vacation in Florida this summer. We have always vacationed at hotels or all inclusive resorts. For this vacation we wanted to find a...
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Sit on your balcony and listen to the gentle sway of the mangroves as you sip on your cocktail and bask in the Florida warmth! 2 bedroom, 2 bath condo in quiet, residential area about 4 blocks to the beach. Walking distance to grocery, shops and restaurants. Fully equipped unit complete with... View all property information
    Location Information
    Holmes Beach, Anna Maria Island
    1 / 30
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Casa Sierra Resort is a private Mediterranean style four unit complex in the heart of Anna Maria Island with just a two minute walk to the beautiful white sand beach! Each unit offers an outdoor patio with the spacious common area providing a large heated pool, gazebo, lush tropical landscaping,... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 11
    5 of 5 stars (1) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    About this property
    Welcome to Surf Camp on Anna Maria Island. Completely remodeled in 2013, this duplex is comprised of two stunning beach homes close to the beach in a quiet residential neighborhood. The Surf Camp side includes a private heated pool (not shared), hot/cold outdoor shower, lush landscaping... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed May 11, 2015
    From the moment we walked in, it was perfect. Truly two blocks to the beach. Anna maria is a truly unspoiled beach- you can walk for miles and enjoy the peace, surf and sand. The...
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    1 / 21
    5 of 5 stars (7) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    At first glimpse, Happy Heron will make you smile! Just one short block away from the pristine water of the Gulf of Mexico and Anna Maria Island's gleaming white sand beaches, this one-bedroom, one-bath vacation rental has been completely remodeled inside and out for your vacationing pleasure.... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed May 10, 2015
    We stayed here for 2 weeks and enjoyed every minute. It's nicely decorated and very clean, with everything you'll need for your stay and very close to a beautiful beach. Would...
    5 of 5 stars Reviewed September 25, 2014
    Nicely decorated and furnished, spacious apartment in a great location 5 minutes walk from the beach. Appreciated the beach chairs/towels etc being included as part of the deal...
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    5 minutes walk to the beach! Totally renovated, furnished 2 bedroom / 2 full bath townhouse. Tile floors, new kitchen & breakfast bar area, granite countertops and stainless steel appliances. Ground floor has additional kitchenette, full bathroom, large living room area. 2nd floor - two large... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    One bedroom one bath condo located on the beach. The Coconuts Beach Resort is a beach front property in Holmes Beach on Anna Maria Island. Each unit is individually owned. The unit is a full size apartment with a separate bedroom living room and kitchen sleeps up to 4. There are two double... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
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    1 / 8
    5 of 5 stars (6) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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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 2 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 stars Reviewed April 10, 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...
    4 of 5 stars Reviewed January 22, 2011
    A very well appointed apartment in a great location that had everything you would wish for to enhance your vacation experience. A real home from home that is clean, well...
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    1 / 24
    4.5 of 5 stars (4) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    Escape to Serenity sums it up for this quaint and cozy duplex (with no shared walls). You will feel as if you have landed on your own personal island with this gem of a property. This fantastic, two-bedroom, one-bathroom vacation rental will help you find some serenity. This home boasts an all-new... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    3 of 5 stars Reviewed July 26, 2015
    CLEAN, updated and private. However, No mention of this unit being located a few yards from a sewerage lift in it's description. While sitting outside enjoying the pool- the foul...
    4 of 5 stars Reviewed February 3, 2015
    Very happy with our rental, heated pool and fenced patio were great. Short walk to a wide scenic beach. Mattress was a little too extra firm, will consider for next...
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    The number 3 island in the United States so says Trip Advisor. The best island beach sand so says Conde Nast Travelers. So who wouldn't want to stay right on the beach in an immaculate and roomy 2 bedroom, 2 bath condominium in the Tiffany Place Condominium located on the Gulf of Mexico in Holmes... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 16
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Very contemporay condo, 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 umbrellas are waiting... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed September 13, 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 / 27
    4.5 of 5 stars (6) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    This gorgeous 3 bedroom/2 bath villa, offers a private heated pool, newly remodeled with granite countertops, stainless appliances, and brand new furnishings throughout. Outdoor paver patio for private sunning, or put the umbrella and chairs in the pool to cool off. The beach is only a block... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed November 12, 2013
    From check-in to departure, the staff was extremely friendly and responsive to minor questions and concerns. The house was in impeccable condition, with a short walk to the...
    4 of 5 stars Reviewed August 6, 2013
    We really enjoyed our stay at the ainsley Beach House. Great location, very short walk to beach and close to all the shops in Holmes Beach. The home was decorated very nice and...
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    1 / 22
    5 of 5 stars (2) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Beautiful, Brand New, Ground Level 4 bedroom/3 bath home, just a short block to the beach. Beautiful back yard with Heated Pool surrounded by a large paver deck and beautiful outdoor dining and gas grill area by pool. Open Living/Family/Dining Room area for everyone to gather, and attention to... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed March 2, 2014
    Our party (three couples) loved Simply Chic! It was spacious, and elegantly appointed, and had everything we needed. The heated pool was used and appreciated, as the air...
    5 of 5 stars Reviewed October 18, 2013
    Simply Chic more than lived up to it's name.Spacious,well laid out,beautifully furnished,fabulous garden, great pool,ideally located(short stroll to the beach and bus stop)quiet...
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Fabulous canal-front two bedroom and two bathroom home with all the comforts of home. Filled with lots of sitting areas to read a book or totally relax looking at the water view. Located on a quiet residential street with no through traffic this home is the perfect retreat with a wonderful pool and... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Meticously maintained bayview home offering 3 bed/3 baths with two master suites. Large gourmet kitchen with breakfast bar overlooking the pool. Relax and enjoy your cocktail while sitting under the gazebo by the pool enjoying the gentle breezes over Bimini Bay! Truly a vacationer's delight!... View all property information
    Location Information
    Holmes Beach, Anna Maria Island
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Brand new remodeled cottage with a beautifully landscaped private backyard, Heated pool, paver deck, full kitchen with Granite countertops and Stainless Steel appliances. Sleeps up to 6 people. 874 Sq. ft. 5609B Guava St., Holmes Beach (Left-side facing) 2 Bedroom/2 Bath Villa Private HEATED... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    This beautiful 3 bedroom 3 bathroom Bungalow is only a short walk from the white sands beach of Anna Maria Island. Around the corner from the nearest free trolley stop. You can explore all the beauty of the island or just spend the day relaxing in our own backyard oasis. This is one of the best... View all property information
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    Holmes Beach, Anna Maria Island 34217
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    Sandy Point #111 2 bedroom, 2 bath condo in quiet, residential area about 4 blocks to the beach. Walking distance to grocery, shops and restaurants. Laundry in unit. Overlooks mangroves. Heated pool. Additional amenities include: sofabed, view greenery, # baths 2, distance to beach 4... View all property information
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    Holmes Beach, Anna Maria Island
    1 / 24
    5 of 5 stars (4) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Grab your flip flops and get ready to head to the beach when staying in this Gulf Sands condo! With a private balcony overlooking the turquoise waters of the Gulf of Mexico, this vacation rental is a fantastic place to stay during your Anna Maria Island vacation. There is plenty of space for... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed January 4, 2015
    This was our first time to Anna Maria Island, but we'll certainly come back! We left Chicago at 8:30 and were enjoying fresh fish and eggplant fries (yum!) at The Beach Cafe next...
    5 of 5 stars Reviewed June 30, 2014
    Our family consists of kids ranging from 4 yrs to 18 yrs. We have stayed at Gulf Sands multiple times and for the cost of unit 103, it was by far the best deal! The furnishings...
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    3.5 of 5 stars (2) Average
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    Gulf Coast's Finest!~ Looking for the ultimate Gulf front luxury vacation? Well, look no further. You will love this ground level 2 bedroom/1 bath condo. Additional amenities include: view gulfpartial (dunes), # baths 1, distance to beach gulf front, bedroom TV yes, bed sizes king, twins, pool... View all property information
    Location Information
    Holmes Beach, Anna Maria Island
    3 of 5 stars Reviewed June 10, 2011
    Condo needs update. The location is great, close to shopping and walk to beach. We will return.
    4 of 5 stars Reviewed June 9, 2011
    We stayed 2 weeks in april and mostly enjoyed the white sandy beach and most importantly no highrisebuildings which would have taken away the beauty.This makes this place extra...
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    1 / 35
    4.5 of 5 stars (5) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Tropical, quiet, 2 bedroom/ 2 bath duplex, just over a block to the beach, and a block to the free Island trolley! Elevated, with one car garage underneath filled with beach chairs and wagon. Heated Pool surrounded by a large paver deck, lush landscape and plenty of seating. Sleeps up to 4. 1160... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    4 of 5 stars Reviewed June 21, 2014
    We really enjoyed our stay at Island Girl North (duplex). It's a quick stroll to the beach, decorated very nicely, clean, and the pool area is lush and private. The only negative...
    4 of 5 stars Reviewed March 12, 2014
    Peaceful, quiet, relaxing. House is decorated beautifully. Close to beach. We would go back.
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    1 / 38
    5 of 5 stars (4) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    Beautifully furnished 4 bedroom/3.5 bath home just a block to the beach! Large greatroom layout with four separate balconies, high ceilings, and tropical hardwood floors throughout. Master Suite on the main floor has large walk-in closet and ensuite bathroom with Jacuzzi soaker tub and separate... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed November 7, 2014
    We stayed a week from 1st to the 8th and we were so happy that we picked the Fairwinds. Everything you could possibly need for a vacation is here. We were a group of 8 that...
    5 of 5 stars Reviewed April 2, 2014
    I too thoroughly enjoyed a relaxing, week-long vacation with family in this beautiful, clean & well-maintained, fully equipped and spacious home on lovely anna Maria Island. Lots...
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    1 / 24
    4.5 of 5 stars (6) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    This vacation rental has been completely refurbished, with tile floors and ceiling fans throughout and a beautiful heated pool. Centrally located on Anna Maria Island, Twin Villa is a short two block walk to the beach. The well-appointed kitchen is equipped with a vegetable sink, stainless... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed October 7, 2015
    My husband and I really enjoyed our stay at Twin Villa by the Sea. The house is excellent and has every amenity one could want. The pool was perfect and the elevator was an added...
    5 of 5 stars Reviewed April 16, 2015
    We had a great time here. The house was very nice! Very close to the beach and had a pool! We would definitely stay here again.
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    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    Come relax and enjoy your beach vacation at The Cast Away! Located conveniently across from the Manatee Public Beach and the Gulf of Mexico. This two bedroom and one bath unit sleeps six with a queen size bed, two twin beds and a sofa bed. A full size kitchen and living room are included for your... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    At 3 bedrooms and 2 full bathrooms, this is a great little rental on Anna Maria Island. A few short blocks to the beach, and around the corner to restaurants, pubs & stores. Featuring a heated pool and spa to relax in after your busy day, Starfish East is a luxurious and welcome retreat in the... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 12
    4.5 of 5 stars (4) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Beachy and bright condo on the second floor of a small 2-story-building (20 units in total), overlooking the mangroves with view to the Palma Sola Bay. Only some steps away from the ocean and the wonderful wide and powder sanded beaches. The condo is recently refurnished; masterbedroom with a... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    4 of 5 stars Reviewed August 5, 2013
    We stayed for 4 nights at the appartment and enjoyed all our time there. The appartment is well situated on easy access routes, across the way from the Publix and a brisk walk...
    5 of 5 stars Reviewed July 31, 2012
    When we walked in we knew we made the right decision. Not only was it spacious and clean but it was stocked with everything one needs for a long stay! We just kept saying wow...
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    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    This beautiful island condo is newly refurbished and redecorated for a perfect get-away. This quiet, 55+ community is a paradise. Situated in Anna Maria Island, Florida, the island has quiet, old-Florida charm with numerous restaurants, shops, and conveniences. A free trolly runs the length of... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    6 Bedrooms, 4 Bathrooms, Sleeps 16 | Quick View
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    About this property
    *** Ask about our specials through the end of the year!! *** The world-famous Old Florida charm of Anna Maria meets brand-new, modern living in Villa Chianti, our latest FABULOUS vacation rental. 6 Bedrooms, sleeps 14. Villa Chianti boasts one of the largest beach entry pools on the island with... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34216
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    One bedroom one bath condo located on the beach. The Coconuts Beach Resort is a beach front property in Holmes Beach on Anna Maria Island. Each unit is individually owned. The unit is a full size apartment with a separate bedroom living room and kitchen sleeps up to 4. There are two double... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 10
    2.5 of 5 stars (2) Poor
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Old Florida with all the comforts! of home~ 217 84th. Street 3 bedroom 2 bath home in quiet residential area of Holmes Beach. Private, screened-in, solar heated pool. 3 blocks to the beach. Spacious and comfortable. Ground level. Free Broadband Internet Access via Cable Modem Additional... View all property information
    Location Information
    Holmes Beach, Anna Maria Island
    3 of 5 stars Reviewed June 16, 2011
    This is a typical Florida bungalow, on quiet street. Property is well maintained with usual supplies. Some shortcomings that mattered to us was that 1-the pool is not...
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    1 / 13
    5 of 5 stars (1) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    About this property
    Welcome to Seahorse Beach House on Anna Maria Island. Completely remodeled in 2013, this duplex is comprised of two stunning new beach homes close to the beach in a quiet residential neighborhood. The Seahorse Beach House side includes a private heated pool (not shared), hot/cold outdoor shower,... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed May 23, 2015
    We completely enjoyed our stay at The Seahorse vacation home. It was clear the home was recently renovated and is meticulously cared for. The pictures don't do it justice! Ben the...
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    1 / 12
    5 of 5 stars (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    The 'Flip Flop' duplex is a fantastic ground level remodeled duplex located one block from the white sandy beaches boasting professional landscaping, beautiful retro interiors, and its own private pool for each side of the duplex. Flop (the yellow side of the duplex) is a one bedroom, one bath... View all property information
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    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed October 8, 2014
    My husband and I loved Flop Cottage for many reasons. First of all, the landscaping is lush and tropical and the décor is fun and cozy - so you instantly feel like you are on...
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    1 / 23
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Just two short blocks from the beach, this adorable, elevated vacation rental awaits you for vacation! Jo-Joes Beach Place has been recently refurbished and is ready for you to relax and enjoy the sun and sand on Anna Maria Island. Centrally located in Holmes Beach, within walking distance to the... View all property information
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    Holmes Beach, Anna Maria Island
    1 / 10
    5 of 5 stars (2) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    Island Elegance for the whole family!~ Come to Anna Maria Island, bring family, friends and your boat to enjoy the simple pleasures of life: sun, sand, and surf. Relax in well-appointed rooms, dine alfresco, cruise from your private dock to the bay and private pool, or you simply cover yourself... View all property information
    Location Information
    Holmes Beach, Anna Maria Island
    5 of 5 stars Reviewed December 29, 2015
    I recently stayed at this beautiful house and it was the best decision I made for the holiday. First, the rental company was so easy to work with. There was no stress at all. Even...
    5 of 5 stars Reviewed May 21, 2015
    This house at 510 Bayview was phenominal!! We couldn't have picked a more perfect house for our vacation. It has everything...A beautifully landscaped inground swimming pool, 40...
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Beautiful, Brand New, 3 bedroom/2 bath home with Heated Pool and Hot Tub! Granite Countertops, vaulted ceilings, Stainless Appliances, and more. Great location in a quiet neighborhood, just a couple blocks to the beach, and a half block to the Free Island trolley. Enjoy the pool and hot tub with... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Sandy Point Cove #112 Direct Bay Front 2 bedroom 2 bathroom condo overlooking the mangroves and the bay Located in a quiet residential area and c onvenient to grocery, shops and restaurants. Just 4 blocks to the serene sandy beaches of Anna Maria!. Surrounded by nature you will... View all property information
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    Holmes Beach, Anna Maria Island
    1 / 14
    5 of 5 stars (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    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 stars Reviewed August 5, 2015
    we've stayed at coconuts before and just love it there. Everything is included in the condo, the location is great to the beach and local shops/food, the pool is great. This condo...
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    Holmes Beach Vacation Rentals

    Holmes Beach is a small town on Anna Maria Island in the Gulf of Mexico just south of Tampa Bay. It boasts miles of gorgeous white, sandy beaches, emerald Gulf waters, abundant sunshine, and an eclectic selection of vacation rentals. Visitors to Holmes Beach can stay anywhere from a luxurious beachfront house to a rustic rental cottage. Friendly locals welcome everyone to relax and enjoy this “Florida old charm” paradise.

    Where to Stay in Holmes Beach

    Rental homes can provide not only flexibility but the amenities of the best resorts at a fraction of the price. If you are vacationing with the family, having extra space to spread out is also an asset. Whether you want a weekend getaway or a long trip the rental choices are endless, and you’re sure to find something that will fit your family’s needs.

    Fun things to do in Holmes Beach

    A scooter is an inexpensive and fun way of getting around the island from your vacation rental. If you want to spend a day on the water, there is excellent fishing in the waters surrounding Anna Maria Island. Take a charter boat and head out in the Gulf for an exciting day of sport fishing. The grouper, snapper, or mackerel you catch can provide the ingredients for a delicious seafood dinner at your vacation rental. Inshore or backwater fishing is also very popular.

    Enjoy a beach picnic with the locals under the Australian Pines, or find a secluded cove and enjoy some private sunbathing. Prefer an animated beach crowd? Then the all-you-can-eat pancake breakfasts at "Cafe on the Beach" is your scene.

    More beach Fun

    Join a volley ball game. There are numerous nets along the beach, and there is always an exciting game taking place. Not in for that much activity? Then lie on the beach soak up some sun while you cheer for your favorite team.

    Dining and entertainment

    Enjoy a burger and a cold beer at Dusty’s Tavern steps away from your vacation rental. The Beach House Restaurant provides beachfront dining and live music for your enjoyment. Enjoy fresh grouper and a beer close to your vacation rental. You can also rest and relax at the pool at your vacation rental and enjoy a barbeque with your family and friends. Whatever your choice, you will leave the island with unforgettable memories.