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Holiday Rentals and Villas in Holmes Beach, FL

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    Travellers to Holmes Beach are booking March dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 26
    5 of 5 stars (11) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 28
    5 of 5 stars (8) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    1 / 12
    4.5 of 5 stars (3) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    1 / 10
    4.5 of 5 stars (4) Very good
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Island Breezes and Magical Sunsets Await your arrival!~ 517 Key Royale - Beautiful View of Tampa Bay from upstairs Deck. Great house for large family - maximum 10 People, Handicap Friendly - 5/5 Home on Canal w/Fenced Pool, no Cage, Pool Heat Optional @ $25 per Day Additional amenities include:... View all property information
    Location Information
    Holmes Beach, Anna Maria Island
    5 of 5 stars Reviewed 4 September 2015
    Having stayed in a less than satisfactory house on the first leg of our Florida holiday, we arrived at Key Royale Drive with feelings of trepidation. OH MY!! What a fabulous...
    5 of 5 stars Reviewed 26 July 2014
    We had an absolutely fabulous holiday at this property. Absolutely couldn't fault it. The house was perfect - very well fitted out with absolutely every you could need. The two...
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    1 / 20
    4.5 of 5 stars (3) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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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
    4 of 5 stars Reviewed 3 weeks ago
    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...
    5 of 5 stars Reviewed 31 December 2015
    Perfect for a couple, off the main drag and steps to beach. Heated pool and a bench to watch the wonderful sunsets. Will come back to this place. Very affordable with all...
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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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    • Internet Access
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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 26 April 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 6 April 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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    1 / 10
    5 of 5 stars (2) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    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 29 December 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 21 May 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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    1 / 23
    3.5 of 5 stars (3) Average
    4 Bedrooms, 3 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 stars Reviewed 11 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 stars Reviewed 8 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 / 27
    5 of 5 stars (4) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
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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 stars Reviewed 29 May 2013
    We had such a relaxing time during our stay. The condo is very clean and comfy with lots of little touches to make your stay even better. Its cozy enough for a couple but also has...
    5 of 5 stars Reviewed 15 May 2013
    The accommodations were great! This unit is very accessible to the beach; it is right across the street and it was easy to walk to with my wife and 15 month old child. The unit is...
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    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Ocean Views
    • DVD Player
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    About this property
    This Gulf Front is an elevated property with great gulf views. . We rent Saturday to Saturday until one week before arrival dates. If available at that time, we can rent less than the 7 days.Caribbean Casual is decorated with Tropical paintings and murals, to complete the ambiance of your... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
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    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 21 December 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 15 October 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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    1 / 20
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Internet Access
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    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 stars 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 / 46
    4.5 of 5 stars (9) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Enjoy our relaxed house with brand new heated pool and its integrated jet tubes. It is just a few steps from the beach and also to best restaurants and shops on the island. This is not a duplex, this is not a condo. This is a single family house with private garden an pool. A nice dining deck with... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    3 of 5 stars Reviewed 20 September 2015
    Having been to Anna Marie several times we decided on Turtle place and booked from the end of August until the 12th September, a total of six weeks. We enjoyed our time there but...
    5 of 5 stars Reviewed 6 October 2014
    Locally known as “The Turtle Place” its in a great location halfway up the island in a quiet residential area between Gulf Drive and Marina Drive. Very easy to find. Easy key...
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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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    • Waterfront
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    • Pet-friendly
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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 10 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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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Authentic spacious beach cottage charm in a mid-century shell. Located a couple blocks from Florida's best powder sand beach and situated across from Bimini Bay with use of our dock. Explore the quiet paradise where the locals live. The Pine Ave shops and famous Beach Bistro Restaurant are less... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 24
    5 of 5 stars (1) Excellent
    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 stars 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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    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Private Garden
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    About this property
    Old Florida charm in a completely remodeled house only 1 1/2 short blocks to an uncrowded beach. Ours is a 2 bedroom/2 bath home which sleeps 5. It is the larger 1/2 of a duplex house with exclusive use of the solar heated saltwater pool in the privately fenced backyard. A garage separating both... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 19
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Internet Access
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    About this property
    Lovely Bayside Condo recently remodeled, 2 Bedroom, 2 Bathroom, fully air conditioned, screened lanai, heated pool and covered parking. Easy access to: retail shops, grocery store and restaurants. 200 hundred yards to Free Island Trolley. Five minute walk to white sand beaches. Bike to nearby... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 12 March 2014
    The moment we arrived, exhausted after many delays and problems, the Thomas' home became our home. The condo is well appointed, with comfortable beds, a wonderful kitchen and a...
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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
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    Holmes Beach, Anna Maria Island 34217
    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 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...
    4 of 5 stars Reviewed 22 January 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 / 25
    5 of 5 stars (1) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    Come relax and enjoy your beach vacation at The Dolphin Club! 2 bedrooms and 1 bathroom, the master bedroom has a queen bed and the other has 2 twin beds. There is also a sleeper couch in the living room which can sleep 2 people. Fully air conditioned. Includes covered parking and outdoor deck with... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 22 September 2015
    Beautiful and clean. Had very comfortable beds. Perfect location in the middle of the island. Walk to food, beach, stores. Will definitely rebook!
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Welcome to Buddy's Beach House. A beachy chic getaway just 2 blocks to the beach. Stroll to the beach with a beverage in one hand and your beach cart in the other. After soaking up the sun all day, walk to one of the many fine restaurants, only a few blocks away. Or hop on the free trolley, which... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 9
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Our Holmes Beach duplex, 2 bedroom and 2 bath home is just a short walk, (500 feet), from the beach. We are west of Gulf Drive and north of the Holmes Beach public beach. The downstairs living area has a full kitchen with appliances, spacious dining and living area and a full bath. Upstairs are... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 31 December 2015
    This was the most amazing place to stay. From the condo to the location and lets not forget to mention Fran and Bob who by the way was absolutely wonderful. Bob and Fran made us...
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Central Heating
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    About this property
    PRIVATE ISLAND PARADISE - This unique home is hidden on a quarter acre garden lot surrounded by palms, birds of paradise, tropical plants and a 6 ft fence. Few island homes offer this degree of privacy. SPACIOUS ELEGANCE - Every room enjoys sunny, private garden views. CONVENIENT SPLIT FLOORPLAN:... 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
    This two bedroom, two-bath condo has been tastefully renovated and refurbished. The kitchen has new appliances and granite countertops. All the new furnishings make this a very comfortable home away from home. It has a private screened balcony off the living room and bedroom that overlooks the... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 13
    5 of 5 stars (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    About this property
    Charming cottage-style duplex 2 blocks from beach with sugary sand and safe swimming in the beautiful Gulf of Mexico. Walk to restaurants, shops, library, laundry, & more. Clean & well appointed with tasteful modest furnishings provide a comfortable relaxing & quiet home away from home, or base... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 13 August 2015
    My girlfriend and I had a great experience the Dolphin Duplex. We were in town for a big family reunion and had a lot to coordinate. The owner of Dolphin Duplex was...
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Patio
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    • Pet-friendly
    • Wheelchair access
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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 / 37
    4 of 5 stars (2) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 14 | Quick View
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    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
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    Holmes Beach, Anna Maria Island 34217
    4 of 5 stars Reviewed 28 December 2015
    We've completed our trip and it was great, now we're wondering how we get our damage deposit back? Great house for our family. Nice short walk to the beach. Trolleys were very...
    4 of 5 stars Reviewed 2 October 2014
    We enjoyed our stay at Casa Laguna. Great location just a few blocks from the beach and the option to use the golf cart was a nice perk for getting there easily. The pool and spa...
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    1 / 22
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Gulf Sound is a gulf side, ground level tri-plex located at 2814 Gulf Drive in the southern end of Holmes Beach. This five bedroom, three bath property is fully equipped with everything you need for your stay. Each unit has been updated and is comfortably furnished. It's quiet, yet close to... View all property information
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    Holmes Beach, Anna Maria Island 34217
    3 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    About this property
    200 feet to the beach-a short one minute stroll - Gulf Views Three story with elevator, private pool and spa, gourmet kitchen with granite counter tops, double refrigerators, wine cooler, dishwasher, double oven, gas cook top, built-in microwave, disposal - all stainless steel appliances, cherry... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 13
    3 of 5 stars (1) Average
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Gorgeous gulf views and steps to white sandy beaches across the street from this 2 bedroom,2 bath elevated vacation rental. Up two flights of stairs to this top unit, with a partial view of the Gulf of Mexico just outside your front door. With 12 x 63 open covered deck below to enjoy the gulf... View all property information
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    Holmes Beach, Anna Maria Island 34217
    3 of 5 stars Reviewed 7 January 2015
    The location of this rental was wonderful,just a few steps from one of the most Beautiful Beaches,we rented this for 31 day's, on the down side, it needs to be up dated,the carpet...
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    1 / 12
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Bright and sunny condo on the second floor with view to the Palma Sola Bay and a peek-a-boo-view to the beach. Only some steps away from the white sandy beach and the turquoise water of the gulf. Ten miles of clean beaches invite you for swimming and snorkeling, walking, or only relaxing and... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 11
    4 of 5 stars (1) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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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... View all property information
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    Holmes Beach, Anna Maria Island 34217
    4 of 5 stars Reviewed 14 May 2015
    I travelled with my husband and teenage daughter (age 18). We stayed an entire week in May. This is an ideal location in that it's walking distance to the beach, grocery store...
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    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    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
    1 / 19
    5 of 5 stars (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Private Garden
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    • ?
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    About this property
    Totally furnished apartment close to the beach. Spend quality time in a nice neighborhood. Enjoy activities such as playing tennis, kayaking, water skiing, fishing, painting, swimming, walking your dog and meeting new people at the dog park , the library or the Community Center. Two bedroom, two... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 7 August 2015
    Nice House with everything you need for a vacation on the beach. The nearest beautiful beach is only half a mile, which is good because it gave me the opportunity to exercise my...
    5 of 5 stars Reviewed 5 June 2015
    We spent nearly two months here, and really enjoyed our stay on Anna Maria! The house is equipped with everything that we needed to be comfortable during our stay, and its...
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    1 / 27
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    About this property
    In a tropical setting, complete with an above ground pool with a large sun deck. We are a 2 minute walk to the beach. Our visitors love biking the island and taking walking tours to the various places of interest on the island. There are four bedrooms and three baths. The master suite has a... 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
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    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 13 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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    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Paradise Found at this Anna Maria Island canal front pool home with private dock. Located just 3 blocks from the beach, this spacious and recently renovated home boasts two master suites and comfortably sleeps eight. Just steps to free island trolley and two blocks from shops and restaurants. Other... View all property information
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    Holmes Beach, Anna Maria Island 34217
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Bright and light condo on the second floor with view to the Palma Sola Bay (left side) and a peek-a- boo-view to the beach (right side) but only some steps away from the blue green water of the Gulf. 7 miles of white sandy beaches invite you for walking, swimming or only relaxing and enjoying the... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 16
    3 Bedrooms, 3 Bathrooms, Sleeps 16 | Quick View
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    About this property
    This 3 bedroom 2.5 bath villa with garage is steps from the pristine white sandy beaches on the Gulf of Mexico. This unit is fully furnished in tropical decor and has all the luxuries of home for a stress free vacation. Optional rental of private boat slip. The villa's main features are the pool... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 22
    4 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    About this property
    At 4 bedrooms and 3 full bathrooms, this is one of the best rentals 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 West is a luxurious and welcome retreat in the... View all property information
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    Holmes Beach, Anna Maria Island 34217
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31 : Saturday check-in required, Saturday check-out required.; The patio area and tropical palms create the perfect venue for grilling and time with friends. This beautifully decorated 3 bedroom and 2 bathroom vacation... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 24
    5 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    About this property
    At 5 bedrooms and 3 full bathrooms, this is one of the newest rentals on Anna Maria Island. HEATED SALT WATER POOL AND SPA Straight down the road to the beach, and around the corner to restaurants, pubs & stores. Featuring a huge heated pool to relax in after your busy day, Island Time Beach... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 14
    3 of 5 stars (1) Average
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    The Beachcomber, located at 3306 4th Avenue in Holmes Beach is the ideal, dream vacation home. This gulf front home is newly constructed and features a brand new heated pool and spa nestled in a tropical setting. It does not get any better than this! Luxurious furnishings, an elevator, a gourmet... View all property information
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    Holmes Beach, Anna Maria Island 34217
    3 of 5 stars Reviewed 28 September 2014
    owners need to be honest, fix the pool and hot tub dont advertise heated pool and hot but its broke, and has been for some time according to the pool guy and beleive that its a...
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    This gorgeouse condo, has balcony view of the beach. From the roof balcony you can see miles of beach and beautiful gulf waters. This spacious condo, has two nice size bedrooms, with two balconies, fully equiped kitchen, flat screen tv, really nice sofa that makes into sleeper. The complex has... View all property information
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    Holmes Beach, Anna Maria Island 34217
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Terrace
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    About this property
    Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31 : Saturday check-in required, Saturday check-out required.; Have some fun entertaining friends under the covered patio next to the refreshing pool. Brand new 5 bedroom 4 bathroom vacation home in Holmes Beach, just... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    This is a comfortably furnished and updated home equipped with every vacation need. Washer and dryer,cable televisions, Wi-Fi, land line phone, screened rear porch for OUTDOOR SMOKING ONLY. There is an outdoor gas grill. All beach equipment such as chairs, umbrella, wagon,coolers,toys and towels... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Sandy Beach Access Duplex, 2 bedrooms, 2 baths, 6 Places Newly renovated, fully furnished, 2 BR 2 Bath duplex. New landscaping. 1 1/2 blocks (300 yards) to a beautiful sandy beach. Cable TV's, Wireless Internet, DVD Player. Laundry room. Anna Maria Island offers the perfect vacation, whether... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 19
    4.5 of 5 stars (2) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    This townhouse is beautifully decorated and completely modern with everything you need for the perfect vacation in paradise! The townhouse is convenient to everything on the island - walk to the beach, supermarket, retail shops, and restaurants. Or catch the local trolley and cruise the island to a... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    4 of 5 stars Reviewed 10 March 2015
    This was my second birthday celebration at this location. Myself and about 8 of my girlfriends gather to unwind. The location is perfect, we find that shopping at Publix and...
    5 of 5 stars Reviewed 21 October 2014
    This place met all our needs for our beach getaway. Location is close to everything but when you go on the back balconies make you feel like you are on a private getaway on the...
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    1 / 12
    4.5 of 5 stars (14) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Apartment 1 is located on the lower level, with a private patio in the back, and the ability to walk straight out to the heated swimming pool. It has one bedroom with a queen size bed and there is a pull-out sofa in the living room. If you are looking for a great, affordable place to stay on Anna... View all property information
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    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 4 January 2016
    We stayed here in July 2015 in condo #1. It was decorated very nicely and had everything we needed except food. The location is across a small bike path from the gulf so we could...
    5 of 5 stars Reviewed 3 January 2016
    This is a very nice appartement and the location is perfect for a quiet and relaxing vacation.the appartement was clean and all inventory was in order, and the bed was also very...
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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.