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Holiday Homes and Apartments Holmes Beach, FL

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    1 / 19
    5 of 5 stars (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    5 of 5 stars (32) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 / 28
    5 of 5 stars (14) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8
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    1 / 31
    5 of 5 stars (8) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6
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    • Deck
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    About this property
    *******DISCOUNTS FOR STAYS OF 28 NIGHTS OR MORE - 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
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    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 23 June 2015
    This is an absolutely lovely home. I concur with another reviewer who stated the pictures do not do it justice. It is located in a very quiet neighborhood, yet is close to...
    5 of 5 stars Reviewed 23 May 2015
    Mattresses very comfortable! It was nice to have all the beach stuff there and towels! Location was great near the beach, restaurants, and the trolley was just across the road...
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    1 / 28
    5 of 5 stars (8) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8
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    • Air Conditioning
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    • ?
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    About this property
    Grab your flip-flops and beach chairs! This family-friendly 3-bedroom, 2 1/2 -bath townhouse is just two quick blocks to the pristine, white sandy beaches of Anna Maria's gorgeous blue waters of the Gulf Coast. And after a relaxing day of sand and sun, come back for a refreshing dip in the... View all property information
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    Holmes Beach, Anna Maria Island 32417
    5 of 5 stars Reviewed 22 August 2015
    We stayed on Anna Marie Island with several grandchildren. We had everything that we possibly needed for an enjoyable stay. The kids loved the feel of being in a jungle like...
    5 of 5 stars Reviewed 12 August 2015
    This condo was very comfortable, clean, beautifully decorated and fully furnished with all the comforts of home. The kitchen had everything we needed and more! We enjoyed eating...
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    2 Bedrooms, 2 Bathrooms, Sleeps 4
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    • Waterfront
    • Shared Tennis Court
    • Wi-Fi
    • Watersports Nearby
    • Ocean Views
    • Hot Tub
    • Pool Table
    • Air Conditioning
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Elder access
    • x
    About this property
    MINIMUM STAY - 2 Weeks Amazing serene, quiet and peaceful waterfront, ground level two bedroom two bath condo tucked away in one of the Island's best kept secrets.....West bay Point and Moorings. Relax and enjoy the large heated pool and jacuzzi spa or take in a morning game of Tennis at the... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    1 / 24
    5 of 5 stars (1) Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6
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    • TV
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    • Water Views
    • Dryer
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    • Pet-friendly
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    • Child-friendly
    • ?
    • x
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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
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    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 28 July 2015
    I will be going back! From reservations to communication, from check in to location and the property itself, this place is magnificent!
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    1 / 34
    4.5 of 5 stars (19) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4
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    • Internet Access
    • Watersports Nearby
    • Air Conditioning
    • Satellite TV
    • DVD Player
    • Washer
    • Stereo System
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
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    • x
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    About this property
    Fantastic 2 bedroom / 1.5 bath townhome just 200 steps to the beach. Relax in Paradise at #116 52nd Street in Holmes Beach on Anna Maria Island and enjoy all the comforts that this beautifully furnished townhome has to offer. Newly decorated with granite countertops, stainless steel appliances,... View all property information
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    Holmes Beach, Anna Maria Island 34217
    4 of 5 stars Reviewed 22 August 2015
    Our week in Holmes Beach was amazing. The townhouse was exactly as advertised and photographed. We were delighted to find everything as clean and comfortable as hoped. Our family...
    4 of 5 stars Reviewed 19 August 2015
    Our family of four stayed for a week and would choose this rental again. We love this area! You can walk to the beach and are in a central location convenient to dining, shopping...
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    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    • Washer
    • Wi-Fi
    • Dryer
    • DVD Player
    • Satellite TV
    • Grill
    • Air Conditioning
    • Refrigerator
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    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
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    1 / 12
    5 of 5 stars (2) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5
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    • Stereo System
    • DVD Player
    • Patio
    • Air Conditioning
    • Satellite TV
    • Grill
    • Internet Access
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Located on a quiet stretch of Gulf Drive, Sea Pirate is a charming ground level condo directly across the street from the beaches of the Gulf of Mexico. This two bedroom, one bath unit is bright and airy, featuring newer furniture, quality linen service, full kitchen with tile floors, and a large... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 19 February 2013
    The property really is the perfect way to enjoy wonderful Anna-Maria-Island. The Beach is just over the street with a public Beach access directly on the other side. Shops are...
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    1 / 11
    5 of 5 stars (129) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    • Internet Access
    • Stereo System
    • Hot Tub
    • There Are Tennis...
    • Watersports Nearby
    • Satellite TV
    • DVD Player
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    'Island Garden Villas is the most enchanting spot on Anna Maria Island.' Imagine yourself surrounded by lush tropical gardens with the soft sounds of water trickling in the nearby fountain. Our six luxurious villas are beautifully decorated and just steps from the spectacular Gulf beaches.... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 1 July 2015
    My husband and I travelled to beautiful Anna Maria Island June 2015 and stayed at Island Garden Villas. The villa was wonderful. It was decorated beautifully, cozy, efficient...
    5 of 5 stars Reviewed 16 June 2015
    We live on the Florida east coast and wanted a caribbean vacation feel without having to get on a plane or cruise and I'm so glad I took the countless hours on-line to find this...
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    5 of 5 stars (15) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8
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    • Private Outdoor...
    • Air Conditioning
    • DVD Player
    • Washer
    • Wi-Fi
    • Deck
    • Hot Tub
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    A brand NEW 2300 sq/ft, 3 bedroom modern beach house with heated and very private pool. A perfect location just steps from the beach, marina and the main plaza with great shops, a grocery store and restaurants. No need to drive anywhere. Located in a quiet neighborhood with tropical greenery, large... View all property information
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    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 16 August 2015
    I would not hesitate in recommending this house to anyone. The house is exactly as shown in the photos. The house is in very good condition, extremely clean and has every thing...
    5 of 5 stars Reviewed 12 August 2015
    This was our first visit to Anna Maria Island and as a family, we believe we hit the jackpot when we picked Happy island Cottage. Prior to travelling, we had email contact from...
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    1 / 26
    5 of 5 stars (11) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    • DVD Player
    • Water Views
    • Air Conditioning
    • Stereo System
    • Satellite TV
    • Wi-Fi
    • Ocean Views
    • Watersports Nearby
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    6 reasons why you will love our condos as much as we do: *VIEW! So close to the beach, with a wonderful view from the living room and master bedroom - not to mention from the roof-top terrace! *LOCATION! Close to the beach, grocery store, restaurants and everyday needs. 'We... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    1 / 10
    4.5 of 5 stars (3) Very good
    1 Bedroom, 1 Bathroom, Sleeps 2
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    • Satellite TV
    • Private Outdoor...
    • DVD Player
    • Air Conditioning
    • Deck
    • Internet Access
    • Washer
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    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... View all property information
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    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 18 May 2015
    My husband and I stayed for 10 days. The condo is lovely, clean and perfect size for two (unit 1A). The ladies in the office were very nice and helpful. The location is...
    4 of 5 stars Reviewed 6 March 2015
    Stayed at this condo in October 2014. The unit itself is very nice and comfortable. My only complaints would be 1) the owner does not provide beach chairs and umbrella, which...
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    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    • Internet Access
    • Washer
    • Balcony
    • Air Conditioning
    • Dryer
    • DVD Player
    • Refrigerator
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    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
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    Location Information
    Holmes Beach, Anna Maria Island 34217
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    1 / 20
    5 of 5 stars (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4
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    • Water Views
    • Waterfront
    • Dryer
    • Air Conditioning
    • Washer
    • TV
    • DVD Player
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    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
    5 of 5 stars Reviewed 17 August 2014
    First I should let y'all know we were moved to 103 but it was right next door and actually a little closer to the pool so this is a review of 103. This place was great! The...
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    5 of 5 stars (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Amenities & Details
    • Terrace
    • Wi-Fi
    • Linens Provided
    • Grill
    • Air Conditioning
    • Towels Provided
    • Balcony
    • Ocean Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Direct across street from our unit at Gulf Sands. Both units use the same pristine Beach... Over 100 ft of Beach less than 100 yards away. Recently decorated lovely Pool and Barbecue Area.Spacious pool area with shaded area Bedrooms are private as well as bathrooms. rooms do not open into LV.... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 25 July 2015
    Our stay at Cayman Cay was wonderful! The condo was immaculate! Felt like we were home. Comfortable bed, great little kitchen, living room! We had our coffee every morning on the...
    5 of 5 stars Reviewed 21 July 2015
    This is a well-appointed condo in a great location on AMI. Clean, comfortable and very homey. We loved the decor! The patio right off of the pool is just beautiful. Looking...
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    5 of 5 stars (22) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 4
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    • Stereo System
    • Satellite TV
    • Water Views
    • Ocean Views
    • DVD Player
    • Wi-Fi
    • Waterfront
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    TripAdvisor EXCELLENCE AWARD | Exquisite direct beachfront condo with 2 bedrooms, den, and 2 baths | Stunning views | Sleeps 4 | Open kitchen | Granite counter tops | Large storeroom near beach with beach items | Beach side screened lanai with stairway direct to beach | Ceiling fans in every room |... View all property information
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    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 24 August 2015
    This gorgeous condo is the perfect place to enjoy the beauty of the Gulf of Mexico, the soft white sand of the beach, and the laid back life style of Anna Maria Island. The...
    5 of 5 stars Reviewed 11 August 2015
    We are locals and always plan a trip to Anna Maria for the summer. This is a great condo with a wonderful view and on north part of island so more quiet. Looking forward to...
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    5 of 5 stars (8) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4
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    • Air Conditioning
    • Satellite TV
    • Stereo System
    • Wi-Fi
    • Private Outdoor...
    • Deck
    • Hot Tub
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    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
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 7 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...
    5 of 5 stars Reviewed 17 June 2014
    Pool Beach House is unpretentious and has a simple charm around the themes of turtles and the beach. The property has great light and blinds for when you don't want it. The...
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    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4
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    • Internet Access
    • Water Views
    • Washer
    • Patio
    • Dryer
    • Satellite TV
    • Air Conditioning
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    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
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    Holmes Beach, Anna Maria Island 34217
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    4.5 of 5 stars (22) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 6
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    • DVD Player
    • Air Conditioning
    • Water Views
    • Deck
    • Internet Access
    • Stereo System
    • Grill
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Aloha and welcome to our Island Home. Ohana is Hawaiian for family and that is who you are when you stay with us. Our retreat is nestled on Anna Maria Island, Florida and is a short 5 minute walk to the white sand beaches and turquoise waters of the Gulf of Mexico. We offer three locations on... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 20 July 2015
    I was very impressed, so convenient and well taken care of. I loved being so close to the beach and right next to the store where our needs were immediately available. The...
    4 of 5 stars Reviewed 2 December 2014
    Excellent location near all the best restaurants and 20 steps to the beach!!! I was the first person to rent this cozy clean cute beach house. Danny & Brenda are very...
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    3.5 of 5 stars (3) Average
    4 Bedrooms, 3 Bathrooms, Sleeps 8
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    • Wi-Fi
    • Washer
    • DVD Player
    • Dryer
    • TV
    • Air Conditioning
    • Deck
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
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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
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    Holmes Beach, Anna Maria Island 34217
    4 of 5 stars Reviewed 12 August 2015
    The house is spacious, close to the beach, convenient to numerous stores and the main road of Anna Marie Island. The Anthony beach cottage also has plenty of parking space and is...
    2 of 5 stars Reviewed 21 June 2015
    My husband and I and our grade-school kiddos and new baby along with both of our parents booked this house for five days. We were so excited about it from the pictures and...
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    $405
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    3 Bedrooms, 2 Bathrooms, Sleeps 6
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    • Deck
    • Cooker
    • Dishwasher
    • Parking
    • Microwave
    • Linens Provided
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Please note these Check-in Day Requirements for this property: Jan 01 2015 - Dec 31 2024 : Saturday check-in required. Saturday check-out required.; This Holmes Beach rental is 1.5 blocks away from the Gulf Coast beaches and perfect for families or small groups. Welcome to Tropical Paradise in... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    $314
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    2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Overview
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    • Terrace
    • Microwave
    • Cooker
    • Dishwasher
    • Linens Provided
    • Balcony
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
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    About this property
    Please note these Check-in Day Requirements for this property: Jan 01 2015 - Dec 31 2024 : Saturday check-in required. Saturday check-out required.; Make your vacation on Anna Maria Island a memorable one with a stay in one of our Martinique South beachfront vacation condos. Enjoy gorgeous views... View all property information
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    Holmes Beach, Anna Maria Island 34218
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    4 of 5 stars (15) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4
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    • Internet Access
    • Shared Outdoor Pool...
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    • Pet-friendly
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    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Palm Cay Condominium #1 is located at 3000 Gulf Drive in Holmes Beach, on the west side of the street for easy beach access. The complex offers a heated pool and an on site coin operated laundry room for your convenience. It’s a short stroll to shopping and restaurants and the beach is less than... View all property information
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    Holmes Beach, Anna Maria Island 34217
    From
    $209
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    2 Bedrooms, 2 Bathrooms, Sleeps 4
    other travellers have booked this property
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    • DVD Player
    • Air Conditioning
    • Washer
    • Wi-Fi
    • Watersports Nearby
    • Dryer
    • There Are Tennis...
    • TV
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Smoking allowed
    • Elder access
    • x
    • x
    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
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    $907
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    2 Bedrooms, 2 Bathrooms, Sleeps 4
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    • Dryer
    • Secure Parking
    • Internet Access
    • DVD Player
    • Refrigerator
    • Satellite TV
    • Air Conditioning
    • Balcony
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    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
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    1 / 70
    4 of 5 stars (1) Very good
    2 Bedrooms, 3 Bathrooms, Sleeps 6
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    • Watersports Nearby
    • Wi-Fi
    • Waterfront
    • Water Views
    • Private Outdoor...
    • Water Park Nearby
    • Air Conditioning
    • TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    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
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    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 / 19
    4.5 of 5 stars (11) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6
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    • Washer
    • Deck
    • Stereo System
    • TV
    • Wi-Fi
    • Air Conditioning
    • Waterfront
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    This island home just one block from the beach offers a one of a kind setting which affordably gives you the pleasures of a spring-fed lake with dock as well as one block walk to the beach with a peek of the gulf. The beautiful lake is stocked with all types of fish ranging from Snapper, Redfish,... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34218
    5 of 5 stars Reviewed 8 January 2014
    We have now stayed twice at this vacation house and loved it both times. Ken, the owner makes it so easy to book and is a real pleasure to deal with. Booking direct with the owner...
    5 of 5 stars Reviewed 23 February 2013
    Exactly as advertised. This is not someone's investment property - it is a home. It has every comfort you would need and more. Literally minutes walk from the beach, private back...
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    4.5 of 5 stars (18) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 6
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    • Shared Outdoor Pool...
    • Internet Access
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
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    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Sea Pirate Condo #3, located at 3301 Gulf Drive in the heart of Holmes Beach is just a stone's throw from the tropic teal waters of the Gulf of Mexico. Situated in a much desired area, close to shopping and restaurants, this smaller complex features a large, screened and heated pool, on site coin... View all property information
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    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 6 August 2015
    Absolutely love this place. It's cozy, charming, a great location, gorgeous beach. What more could you ask for?
    4 of 5 stars Reviewed 19 July 2015
    Nice place to stay. Although not beach front, it was super close to the beach compared to most places on the island. Publix was close by and the kitchen was decently stocked...
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    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Overview Reviews (1)
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    • Internet Access
    • Air Conditioning
    • Washer
    • Water Views
    • Dryer
    • DVD Player
    • Stereo System
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    ANNA MARIA ISLAND #3 TOP 10 ISLAND'S IN U.S.A. Palm Isle 3203,our 2 bedroom island decorated condo is across the street from the beaches of Anna Maria Island. Steps from the heated pool and fully landscaped setting, along with all the amenities of home, your family will enjoy our beach get... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 2 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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    5 of 5 stars (81) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6
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    • Hot Tub
    • Washer
    • Satellite TV
    • DVD Player
    • Internet Access
    • Air Conditioning
    • Private Outdoor...
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    PRIVATE ISLAND PARADISE - This unique custom home is hidden on a huge 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 - The home has 2,600 sq ft (240 sq m.) of ground level indoor living space with... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 25 July 2015
    We traveled to AMI for our wedding with our four young children (3,5,6 and 8). I searched for rentals for what seamed like months and after reading numerous 5 star reviews on...
    5 of 5 stars Reviewed 16 April 2015
    From the moment we inquired about the availability of our week, I knew we were in for something special. Kent and Pa were incredibly fast in replying to any questions, and went...
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    5 of 5 stars (17) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6
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    • Waterfront
    • Stereo System
    • Washer
    • DVD Player
    • Wi-Fi
    • Satellite TV
    • Air Conditioning
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Completely remodeled, 2 BR, 1-1/2 bath beach house right on the beautiful Gulf of Mexico. Walk out the door to a wide, white, powdery beach and the Gulf. This 2 bedroom beach house is located in the most perfect spot you willl ever find! This private and quiet beach hide-a-way has the best of... View all property information
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    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 25 May 2015
    We have been coming to Anna Maria for about 12 years. We have stayed in different places on the Island (last place, we returned for several years). My search is over! I found...
    4 of 5 stars Reviewed 5 February 2015
    If you are looking for a quiet single family home on the beach, this is it. Walk out the back door and there is nothing between you and the beautiful white sand beach. The house...
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    $137
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    5 of 5 stars (14) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    • Air Conditioning
    • Waterfront
    • Internet Access
    • Washer
    • Stereo System
    • Satellite TV
    • Dryer
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
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    About this property
    The Cove at Sandy point, unit 204 ,3601 East Bay drive, Holmes Beach is a beautiful upper floor, fully air conditioned 2 bed, 2 baths Pool front condo that has been completely remodeled and entirely refurnished in May 2012. Situated near a quiet nature reserve it also benefits from being just a... View all property information
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    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 22 September 2014
    Stayed here from the 3rd September to the 12th September. Lorraine is the nicest person to deal with. The condo was perfect. We travelled as a family, me, hubby, daughter aged 15...
    5 of 5 stars Reviewed 5 January 2014
    We stayed at this wonderful condo over Christmas 2013. I was as described, a short walk to Publix and to beach. The bus stops outside Publix,so there is no need to use your...
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    $2,583
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    2 Bedrooms, 3 Bathrooms, Sleeps 6
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    • Waterfront
    • Air Conditioning
    • Wi-Fi
    • DVD Player
    • Stereo System
    • There Are Tennis...
    • Water Park Nearby
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    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
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    $1,396
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    1 Bedroom, 1 Bathroom, Sleeps 4
    other traveller has booked this property
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    • Pool Table
    • Waterfront
    • Air Conditioning
    • TV
    • Ocean Views
    • Wi-Fi
    • Watersports Nearby
    • Game Room
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    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
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    $209
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    3 Bedrooms, 2 Bathrooms, Sleeps 6
    other traveller has booked this property
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    • Stereo System
    • DVD Player
    • Air Conditioning
    • Dryer
    • Grill
    • Washer
    • Wi-Fi
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • Smoking allowed
    • Elder access
    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
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    Holmes Beach, Anna Maria Island 34217
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    $193
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    1 / 7
    4.5 of 5 stars (4) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    • Internet Access
    • Shared Outdoor Pool...
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Unforgetable Vacations Created Here!~ Vaulted Ceiling in Living Room. Upper Level Master Bedroom/Bath. Lower Level Bedroom/Bath. Telephone, Cable TV, wi-fi internet service available. Fully Furnished.Covered Parking. Enclosed Pool Area, Recreation Room.Walk to Beach and Shopping Additional... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    4 of 5 stars Reviewed 26 November 2014
    We had a good time at la Playita. The main things worked well at La Playita, like the AC, the stove, and the kitchen is well stocked and there were enough towels. It would have...
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    5 of 5 stars (1) Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10
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    • DVD Player
    • Shared Outdoor Pool...
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    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, or you simply cover yourself with tanning oil... View all property information
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    Holmes Beach, Anna Maria Island 34217
    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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    4 of 5 stars (14) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    • Water Views
    • Internet Access
    • Shared Outdoor Pool...
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
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    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Waters Edge Condo 210S is a gorgeous two bedroom, two bath direct Gulf front unit, located at 5806 Gulf Drive in Holmes Beach. This much sought after complex features an elevator, heated pool, tennis court and a beach that is unparalleled. The open balcony is directly on the beach and will provide... View all property information
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    Holmes Beach, Anna Maria Island 34217
    3 of 5 stars Reviewed 5 January 2013
    You can not beat the view. We rented over New Years.Had guests and we were a little embarrassed. Place needs paint, all new utensils, dishes, towels, bedding comforters/ sheets...
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    5 of 5 stars (6) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 6
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    • DVD Player
    • Washer
    • Air Conditioning
    • Dryer
    • Private Outdoor...
    • Water Views
    • Satellite TV
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    If you are looking for a simple, quiet, stress-free place to enjoy the beach, Heron House on Anna Maria Island is it! Heron House is a cozy, Old Florida-style duplex. There is a new pool and tiki bar in our yard next door to the rental units that is available for all our guests! The beach is only... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 15 January 2015
    We have stayed here multiple times!! We have also referred others to stay here as well!! You feel like you are at Home with Diane and Paul! They always take care of anything...
    5 of 5 stars Reviewed 5 December 2013
    We recently stayed at the side unit of the Heron House on Anna Maria. Paul and Diana keep the property in tip top shape with lots of amenities such as free use of bikes, beach...
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    5 of 5 stars (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    • Wi-Fi
    • Air Conditioning
    • Washer
    • DVD Player
    • Watersports Nearby
    • Horse Riding Nearby
    • TV
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Please note: we welcome only stays of seven nights or more, and require Saturday arrivals. -------------------------------------------------------------------------------------------------- This delightful cottage isn't just a place to stay – it's your means to a truly tranquil state of mind.... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 13 April 2014
    Had a fantastic Christmas vacation on the beaches of Florida. Location: Excellent!! 3 minute walk from plaza with groccery store and many resturants. 1 minute from bus stop to...
    5 of 5 stars Reviewed 14 October 2013
    The check-in process was without flaw. The cottage was immaculate when we arrived. Stocked with everything we needed to get our stay off to a perfect start. Beach access could...
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    5 of 5 stars (9) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6
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    • Internet Access
    • DVD Player
    • Air Conditioning
    • Water Views
    • Washer
    • Satellite TV
    • Deck
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Castnetter Beach Resort is located in the center of beautiful Anna Maria Island and directly across the street from the 7-Acre 'Manatee Public Beach.' Castnetter's has been a family favorite for Beach-Goers, Sun-Seekers, Boaters, Fishermen and Fun-Lovers alike since 1967. Extensive renovations... View all property information
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    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 24 July 2015
    Alan and Donna Gary of the Castnetter are fabulous hosts. The property did not disappoint our family. It is beautifully decorated and clean. From beach towels to bicycles, you...
    5 of 5 stars Reviewed 21 July 2015
    My family and I stayed for a week in two units at Castnetter Beach Resort. We absolutely loved the location as it is steps away from the beach, shops, restaurants and other...
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    5 of 5 stars (19) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6
    other travellers have booked this property
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    Amenities & Details
    • Stereo System
    • Satellite TV
    • Water Views
    • Internet Access
    • Deck
    • Waterfront
    • Air Conditioning
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Castnetter Beach Resort #6 has been a family favorite for Beach-Goers, Sun-Seekers, Boaters, Fishermen and Fun-Lovers alike since 1967. Located in the middle of beautiful Anna Maria Island and directly accross the street from the 7-Acre 'Manatee Public Beach.' Extensive renovations were completed... View all property information
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    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 29 May 2014
    First of all this unit is so beautifully furnished. You feel like you're at home. Plus the private balcony is perfect for laying out or drinking your morning coffee or eating your...
    5 of 5 stars Reviewed 10 November 2012
    We stayed at Castnetter unit 6 for four nights Oct 2012. It had been quite difficult to find a condo for a short stay on AMI so we were pleased to have found this. At first...
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    1 / 24
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Amenities & Details
    • Waterfront
    • Shared Tennis Court
    • DVD Player
    • Air Conditioning
    • Water Views
    • Elevator/Lift access
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Once you open the door to this Gulf View, you will begin to relax. Restful and soothing beach colors throughout this two-bedroom, two-bath condo will encourage you to have a fabulous vacation on Anna Maria Island. The breathtaking view of the sparkling water through floor to ceiling windows in the... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    $140
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    1 / 11
    4 of 5 stars (1) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4
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    • Grill
    • TV
    • Air Conditioning
    • Deck
    • Parking
    • Linens Provided
    • Internet Access
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    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 15 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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    3 of 5 stars (1) Average
    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    • Wi-Fi
    • Satellite TV
    • Shared Outdoor Pool...
    • Air Conditioning
    • Water Views
    • Washer
    • Grill
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    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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    Location Information
    Holmes Beach, Anna Maria Island 34217
    3 of 5 stars Reviewed 8 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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    From
    $2,583
    / Week
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    1 / 29
    2 Bedrooms, 2 Bathrooms, Sleeps 6
    other travellers have booked this property
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Stereo System
    • Air Conditioning
    • TV
    • Water Views
    • Internet Access
    • Watersports Nearby
    • Waterfront
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Adriel's Place in Anna Maria...located in upscale private golf club neighborhood, a stone throw from pristine beaches, restaurants and island entertainment ( less than 1 mile ). An expansive backyard dotted with majestic palms, papered terrace and pool overlooking sailboat water. Fishing and... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    $279
    / Night
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    1 / 8
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5
    Overview Reviews (1) Make Enquiry
    Overview Reviews (1)
    Amenities & Details
    • Stereo System
    • Parking
    • Internet Access
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Welcome to the Citrus Cottage on Anna Maria Island. This completely remodeled duplex is comprised of two stunning new beach homes that are close to the beach and in a quiet residential neighborhood. The Citrus Cottage side includes a master suite complete with a private patio and private hot/cold... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 stars Reviewed 20 November 2014
    Brand new five-star cottage with luxury sheets, fluffy towels, great dishes, warm swimming pool, big TV, snuggly blankets for watching big TV, and light fresh decor. The cottage...
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    From
    $2,932
    / Week
    Payment Protection
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    1 / 13
    4.5 of 5 stars (2) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6
    other travellers have booked this property
    Overview Reviews (2) Make Enquiry
    Overview Reviews (2)
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Spacious 3-level House with 2 large decks overlooking the beautiful Gulf of Mexico. House is fully furnished with a large flat screen TV and Bose Stereo System. Great Gulf views from living room and Master Bedroom. One Guest room also has a gulf view. Large garage is fully equipped with beach... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    4 of 5 stars Reviewed 11 April 2015
    This house is lovely. It is well maintained and clean and has good sized rooms. The description is accurate. It is in an excellent location if you are looking for a beach week...
    5 of 5 stars Reviewed 23 January 2015
    A fantastic home, very well appointed, very clean and the perfect size for a group of 6. The location is spectacular, only steps from the beach and in the heart of Anna Maria...
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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.