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Holiday Rentals and Homes 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 / 30
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    5 of 5 stars (3) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    5 of 5 stars (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    4.5 of 5 stars (4) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    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 Additional amenities include: bed sizes queen, twins, #of units in complex 4, # baths 2, distance... View all property information
    Location Information
    Holmes Beach, Anna Maria Island
    4 of 5 stars Reviewed 29 June 2011
    We're very happy with the rental and how close it is to the beach, restarangs, grocerystore. We will absolutley return and stay at the same rental!
    5 of 5 stars Reviewed 20 June 2011
    What can I say ! A two bedroom appartment, less than a stones throw from a bueatiful beach on the beautiful anna maria Island, who could ask for more. We discovered a Paradise...
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Elegant Beach living at it's finest! Beach front Palm Gables,3 bedroom, 2 bath condo offering state of the art kitchen, tastefully decorated with a Florida flair . Large, open and airy floor plan with sliders to the balcony where you can sip on your frozen cocktail and enjoy the balmy breezes of... 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
    This lovely property features a tropical setting surrounding a heated swimming pool. The six unit complex is located one block from the beach. Great for family reunions or wedding parties. This unit is a one bedroom one bath full size apartment. King bed in bedroom and a sofa sleeper in the living... View all property information
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    Holmes Beach, Anna Maria Island 34217
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Island Beach Club-I f you're looking for total serenity and magnificent gulf front views then you've found the right place. This 2 bedroom/ 1 bath beachfront condo is tucked away in its own private paradise and a short stroll to of shopping, restaurants and easy access on and off the Island.... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 24
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Let the 'Good Times' roll at this original and fun Anna Maria Island vacation home! The location is excellent, just a few blocks to the white sand beaches of the Gulf of Mexico! This fantastic, three-bedroom, two-bath vacation rental offers everything you need for a relaxing getaway. There are two... 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
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    €446
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    About this property
    150 Steps to Gulf of Mexico Beach...Carissa Beach Cottage...1 Bedroom/1 Bath (King Bed) with sleeper sofa in living room. Unit is fully furnished and stocked with appliances, extremely comfortable seating and linens. Stroll to local shops and restaurants.You will arrive to complete comfort and all... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
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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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    1 / 10
    4 of 5 stars (2) Very good
    6 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    About this property
    Outstanding large home perfect for a family! This beautiful Florida pool home is on a canal offering 6 bedrooms- 5 bathrooms . Luxury at its best! Sip your coffee in the morning on the large open patio as the gentle breezes of the canal slowly drift your way. Large, airy and spacious, this... View all property information
    Location Information
    Holmes Beach, Anna Maria Island
    4 of 5 stars Reviewed 13 June 2011
    We had a large family group of all ages. We all had loads of space, the house is pretty new and had been equipped to a high standard. the pool and dock were good for relaxing and...
    4 of 5 stars Reviewed 17 December 2010
    Great space - needed a few repairs - like no towel racks in one of bathrooms, shower drain issue in a different bathroom, but overall a great spot for a large group - lots of...
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    1 / 11
    4 of 5 stars (1) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    €112
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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
    Location Information
    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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    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    €116
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    • x
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    • Elder access
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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 2 full size beds. Its just steps to the beach. Covered parking.... View all property information
    Location Information
    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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    • Wi-Fi
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    • Terrace
    • Satellite TV
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • x
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    • Elder access
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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 / 23
    4.5 of 5 stars (3) Very good
    1 Bedroom, 1 Bathroom, Sleeps 6 | Quick View
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    €143
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    • Air Conditioning
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
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    About this property
    Part of the Spinnakers Vacation Cottages compound, Crows Nest is what some have called an adult version of a tree house, so you know kids will love it! A one bedroom, one bath vacation rental that sleeps six, Crows Nest features an awesome private deck where you'll have a great space to enjoy... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 1 week ago
    We loved 202 56th St. (Spinnakers Cottages). We stayed in the Crows Nest. The location was perfect as it was really close to the beach and easy to take the Trolley or Monkey Bus...
    4 of 5 stars Reviewed 2 August 2015
    The Crow's Nest has character and charm in spades. The open plan kitchen/living/dining area is spacious and light, bathroom is a great size and the kids loved their bedroom at...
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    6 Bedrooms, 4 Bathrooms, Sleeps 16 | Quick View
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    €716
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Elder access
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    About this property
    Come enjoy a large family and friends gathering at this spacious brand new luxury home just a few minutes stroll to the beach. One of the larger homes on the island, with 6 bedrooms and 4.5 bathrooms and over 3200 sq. ft, this home has plenty of room to be together but yet not feel overcrowded.... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 13
    5 of 5 stars (2) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    €152
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    • Grill
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    • Child-friendly
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    • x
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    About this property
    Welcome to Sand Dollar Shack 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 Sand Dollar Shack side includes a private heated pool (not shared), hot/cold outdoor shower, lush... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 12 October 2015
    The shack was spotlessly clean, modern with all the essentials for a relaxed end to our 2 week RV holiday. The proximity to the beach, and the beach equipment/gear avaible was...
    5 of 5 stars Reviewed 27 January 2015
    We had a wonderful stay at AMI with Lizzie Lu/Sand Dollar Shack! From the moment we got there, the owner Ben took great care of us. The location is in a great spot towards the...
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    1 / 24
    4.5 of 5 stars (6) Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    €236
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    About this property
    This beautifully furnished four-bedroom, 3.5-bath vacation rental is just a little more than a block to the beach! With a large great room layout and balconies in the front and back there is plenty of room for vacationing in this Anna Maria Island home. The master bedroom on the main floor has a... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 11 November 2015
    This house was perfect for our annual girls trip! There was enough space for all of us. The house was nicely decorated and very well maintained. It was nice to hang out at the...
    5 of 5 stars Reviewed 19 April 2015
    We visited the island for the first time on a family vacation with our adult children. The house was great. It had everything we needed. The walk to the beach was less than 5...
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    1 / 9
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    €169
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    • Pet-friendly
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    • Elder access
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    About this property
    Eye-popping Peach Bellini is a newly renovated, small-dog friendly, 2 Bedroom/2 Bath Villa. Whether you relax in the private heated pool nestled in a lush tropical landscaped setting or take a short 2-3 minute stroll to the sugar white sand beaches this bunglaow and its conveinient location will... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 6 April 2014
    We chose Peach Bellini from the photos on line and they did not lie. Peach Bellini is a wonderful place to stay. Both bedrooms were wonderful and the kitchen contained...
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    1 / 17
    4 of 5 stars (1) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    €148
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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 14 May 2015
    This condo is in the perfect location; pool right outside the door and steps to the beach. The property is well maintained, the pool immaculate. The condo was spacious and...
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    3 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    €384
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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 / 41
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    €3,037
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    About this property
    Island Paradise is just that - the best view on Anna Maria Island. Panoramic views of the beautiful blue waters of the Gulf of Mexico and the white sand beaches. And don't forget the legendary sunsets. It simply does not get any better than this. It is like you are sitting on the deck of a cruise... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 28
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    €99
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    About this property
    Two bedroom, two bath condo in the quiet, four-unit complex of Seabreeze! Clean and Comfortable! Nicely appointed kitchen with Stainless Steel Applicances. Conveniently located for shopping, restaurants, and the beach, yet tucked back into a quiet area! Just a block to Skinny's for the Best Burger... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 30
    5 of 5 stars (2) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    €161
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    About this property
    Gorgeous, remodeled home on the west side of Gulf Drive, no streets to cross to the Gulf of Mexico! Queen-sized master bedroom with Flat screen TV/DVD and quiet patio, Queen in Second Bedroom with Flat Screen TV/DVD and patio to pool area, and 2 twin trundle beds in guest room with Flat screen... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 30 November 2013
    This place is absolutely amazing. This vacation home fit our needs perfectly. It had everything we needed! We absolutely loved that the beach was walkin distance and watching the...
    5 of 5 stars Reviewed 29 November 2013
    This place is heaven. So close to the beach on anna maria island that most people have never heard of. This house is so great and fully furnished. It was/and still is my dream...
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    1 / 12
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    €1,655
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    About this property
    Casa Del Mar is a 4 bedroom, 2.5 bath chic Key West style island home with a brand new heated swimming pool located in northern Holmes Beach. Designer decorated from top to bottom. Close to shopping, restaurants, and the trolley stop. Come and enjoy the island life at its very best! Sleeps upto 6-8... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 17
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    €179
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    About this property
    Coral Cottage is a newly renovated 2 bedroom, 2 bathroom bungalow which includes its own private heated pool nestled in lush tropical landscaping. The white sand beaches are only a short 2-3 minute walk away. Featuring a King bed in the Master bedroom and a Queen bed in the second bedroom. There... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 12
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    €1,006
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    • Child-friendly
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    About this property
    Newly decorated 3 bedroom, 2 bath townhouse located in central Holmes Beach just a half block from the beach. Sleeps up to 8 people. Amenities Include: Full kitchen, dishes, cook ware, utensils, dishwasher, microwave, blender, toaster, coffee maker, linens, washer/dryer, central air... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 11
    4.5 of 5 stars (3) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Palm Views is a comfortable and welcoming 3 bedroom, 2 bath townhome located in one of Anna Maria's finest neighborhoods just 1 block from the beach. Lush landscaping gives this home privacy and charm with a peek of the Gulf from the lanai. Townhouse-style layout features a garage on the ground... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    4 of 5 stars Reviewed 22 April 2015
    Had a wonderful week and love this area on island. Grounds and pool area very clean and nice swimming beach within short walking distance. A very safe and friendly neighborhood...
    5 of 5 stars Reviewed 14 July 2014
    Beautiful home, great access to beach, love the lack of high rise skyline killers in this area of what Florida beach vacation is supposed to be.
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    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
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    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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    1 / 14
    5 of 5 stars (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Welcome to Bluefin Cottage 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 Bluefin Cottage side includes a private heated pool (not shared), hot/cold outdoor shower, lush... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 26 October 2015
    House was located a very short walk from the beach, about 4 houses away. No traffic on the street. Walked barefoot to the beach and never a problem to walk back if something was...
    5 of 5 stars Reviewed 6 February 2015
    Bill and I arrived at Bluefin Jan 10 for 2 weeks. I have never rented a more beautiful clean accomodation ever. We loved it so much we would have moved it to BC if...
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    1 / 38
    5 of 5 stars (4) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    About this property
    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 7 November 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 2 April 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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    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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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
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    Holmes Beach, Anna Maria Island 34217
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    About this property
    Welcome to Loggerhead Beach House on Anna Maria Island. Completely remodeled in 2013, this ground level duplex is comprised of two stunning beach homes close to the beach in a quiet residential neighborhood. The Loggerhead Beach House side includes a private heated pool (not shared), hot/cold... View all property information
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    Holmes Beach, Anna Maria Island 34217
    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
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    €322
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    About this property
    Welcome to Aqua Oasis on Anna Maria Island. Built in 2015, this duplex is comprised of two stunning beach homes close to the beach in a quiet residential neighborhood that provide views of the Gulf of Mexico from the Master Suite. The Aqua Oasis side includes a private heated pool (not shared)... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 12
    3.5 of 5 stars (2) Average
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    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 10 June 2011
    Condo needs update. The location is great, close to shopping and walk to beach. We will return.
    4 of 5 stars Reviewed 9 June 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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    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    About this property
    This 3 bedroom , 3 bath townhouse condo features 2 living floors and 3 verandas above an enclosed over-sized garage and located in the Cove at Sandy Pointe on beautiful Anna Maria Island! Surrounded by nature you will experience the serenity and beauty of the Grassy Point preserve. Within walking... View all property information
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    Holmes Beach, Anna Maria Island
    1 / 24
    4.5 of 5 stars (4) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    €140
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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 26 July 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 3 February 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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    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
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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
    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
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    €191
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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
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Welcome to Coconut Hideaway on Anna Maria Island. Built in 2015, this duplex is comprised of two stunning beach homes close to the beach in a quiet residential neighborhood that provide views of the Gulf of Mexico from the Master Suite. The Coconut Hideaway side includes a private heated pool... 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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    €115
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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 / 70
    4 of 5 stars (1) Very good
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    August & September Special Offer $900.00 All-Inclusive Save $771.00. Anna Maria Island is not a place you go to the beach. When you are on Anna Maria Island you are at the beach.The Anna Maria Island 'Beach Paradise Condo' is located on Holmes Beach directly in the middle of Anna Maria Island and... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    4 of 5 stars 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 / 22
    4.5 of 5 stars (10) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    Island Hideaway East has been newly renovated for your vacation pleasure! Over 800 square feet of living area boasts a king master and a twin bedroom with a hall bath. The open and spacious living area includes a kitchen with granite countertops and stainless appliances. The kitchen opens onto an... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 19 April 2015
    Wonderful family home. Ideal for the four of us. Small pool, but kids loved it. Only a 3 to 4 minute walk from the beautiful Holmes Beach. This is an ideal place for a chill out...
    5 of 5 stars Reviewed 20 September 2014
    Yet another great stay at Hideaway East, the house/pool are immaculately presented and perfect for a family of 4 maximum, it's only 5 minutes to a Superb beach and 20 yards from...
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    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Gulf Coasts Finest!~ Looking for the ultimate Gulf front luxury vacation? Well, look no further. You will love this second level 2 bedroom/1 bath condo. Newly and completely renovated kitchen with granite countertops, appliances, new tile flooring and two full baths! Enjoy all this gulf... View all property information
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    Holmes Beach, Anna Maria Island
    1 / 49
    4 of 5 stars (3) Very good
    6 Bedrooms, 3 Bathrooms, Sleeps 14 | Quick View
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    €2,192
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    About this property
    Villa Chianti is a luxurious Anna Maria Island vacation home in Holmes Beach that boasts one of the largest beach entry pools on the island with double waterfalls. The world-famous Old Florida charm of Anna Maria meets brand-new, modern living in Villa Chianti. With every modern convenience and a... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 21 July 2015
    The day we arrived there were a few things that needed attention, but the staff was amazing. They addressed our needs immediate. The beach is less than a 5 minute walk. The...
    3 of 5 stars Reviewed 7 February 2013
    The home is one of the nicer properties on the island. Its perfect for large groups. However, we had issues with the pool heater twice and another time had to have them come out...
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    4 of 5 stars (1) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    617 Dundee 3 Bedroom , 3 Bath private home with pool and boatdock! Hop out of the bed and into the pool! Lovely 3 bedroom, 3 bath home with newly remodeled kitchen. Screened pool on a canal with dock and davits. Enjoy the screened in pool area with lots of inside shade from the porch Sun bathe... View all property information
    Location Information
    Holmes Beach, Anna Maria Island
    4 of 5 stars Reviewed 11 June 2011
    In general we enjoyed our stay but we have 4 remarks: 1. in the master room the bed/the matress are not very comfortable. The bed is very very hard. Mybe it is an old one. 2. The...
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    While the exterior hints of a quaint Mediterranean village, the chic interior is pure Anna Maria Island Americana. 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... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    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.