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House Rentals and Condos in Holmes Beach, FL

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    Travelers to Holmes Beach are booking March dates now. Secure your vacation rental today, and have the perfect trip.
    1 / 32
    5 of 5 bubbles (16) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    1 / 26
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    1 / 35
    5 of 5 bubbles (12) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 28
    5 of 5 bubbles (9) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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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 heated... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 32417
    5 of 5 bubbles Reviewed May 9, 2016
    North Beach Village, unit 59, is a wonderful place to stay. The unit is fully equipped, and it is close to the beach. The pool is nearby, also. It was enjoyable to sit on the...
    5 of 5 bubbles Reviewed August 21, 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...
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    1 / 27
    5 of 5 bubbles (5) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    This property is available for rentals 7 nights or more. 99 steps from the beach! Elegantly furnished two bedroom and two bath condo with brand new Tommy Bahama style furnishings. Sit by the heated pool after a stroll on the white, sandy beach of Holmes Beach just across the street! There are 18... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 33569
    5 of 5 bubbles Reviewed March 22, 2016
    The owners have provided a wonderful living space that was very clean cute and cozy. My guests were very complimentary. I can't emphasize enough the owners' responsiveness and...
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    1 / 19
    4.5 of 5 bubbles (3) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    One bedroom one bath condo located on the 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 queen... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 bubbles Reviewed 4 weeks ago
    We just returned from this condo at the Coconuts Beach Resort and can only say that we wish we could have been there longer ! It is a beachfront unit and we absolutely loved it...
    4 of 5 bubbles Reviewed November 9, 2016
    Unit was nice, comfortable. The best was the balcony, daily we'd sit there and have a drink and watch the sunset. But the complex, washer, pool, location, all were great!.
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    1 / 13
    4.5 of 5 bubbles (3) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    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
    Location Information
    Holmes Beach, Anna Maria Island 34217
    4 of 5 bubbles Reviewed April 11, 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 bubbles Reviewed January 22, 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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    1 / 21
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
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    About this property
    Very contemporary condo (danish style), just refurnished and remodeled, and equipped with more than everything you need for a relaxing and unforgettable vacation in Paradise. The unit is inspiring and gives you a laid back feeling immediately after entering. A huge pool with lounges and sun... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 bubbles Reviewed September 13, 2015
    Beautiful condo with a very convenient location just a few blocks from the beach and close by shops. We stayed for more than a month and it was such a perfect getaway. Definitely...
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    1 / 12
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Child-friendly
    • x
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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 two bedroom one bath full size apartment. King bed in bedroom and 2 full size beds in second... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 31
    5 of 5 bubbles (2) Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • ?
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    • x
    About this property
    This newly remodeled Florida gem backs onto 17 acres of mangrove forest and is ideally located only 3 blocks from the beach. Reasonably priced, this quaint 3 bedroom, 1 bath cottage has a spacious backyard equipped with a pool, hammock, patio furniture, grill, brick fireplace, and picket fencing,... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 bubbles Reviewed August 6, 2016
    April was helpful and prompt. She made the whole process from booking to check out easy! The house was cozy and just what we were looking for. I would definitely book again
    5 of 5 bubbles Reviewed July 27, 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 / 27
    4 of 5 bubbles (4) Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Situated 3 blocks from the beach and 2 blocks from the bay with a secluded yard surrounded by mangroves, this two-story pool home includes 3 bedrooms on the first floor and a regal master suite on the second floor. Comes equipped with Wifi, cable TV in all 4 bedrooms, washer/dryer, dishwasher,... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    4 of 5 bubbles Reviewed August 11, 2015
    The house is spacious, close to the beach, convenient to numerous stores and the main road of Anna Marie Island. The Anthony beach cottage also has plenty of parking space and is...
    5 of 5 bubbles Reviewed February 8, 2015
    First I want to thank the manager, April, for being helpful in arranging for my family and I to stay at this property at the last minute. She was really amazing to work with. The...
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    1 / 21
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Newly Remodeled & Professionally Decorated Large Townhome in Desirable North Beach Village, one Block from beautiful White Sand Beaches. Brand new Upscale Furnishings in all Rooms. Big Flat Screen Smart TV's in all rooms with Premium HD Cable & WiFi powerful enough to run all your devices and... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 89
    4.5 of 5 bubbles (9) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Hot Tub
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    • Pet-friendly
    • Child-friendly
    • x
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    • 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
    Location Information
    Holmes Beach, Anna Maria Island 34217
    3 of 5 bubbles Reviewed September 20, 2015
    Having been to Anna Marie several times we decided on Turtle place and booked from the end of August until the 12th September, a total of six weeks. We enjoyed our time there but...
    5 of 5 bubbles Reviewed October 6, 2014
    Locally known as “The Turtle Place” its in a great location halfway up the island in a quiet residential area between Gulf Drive and Marina Drive. Very easy to find. Easy key...
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    1 / 66
    4 of 5 bubbles (1) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    The Anna Maria Island Beach Paradise 5 condo is located directly in the middle of beautiful Anna Maria Island on Holmes Beach. This is a delightful location conveniently located across from the seven acre Manatee Public Beach and the shimmering Gulf of Mexico. This is one of only two lifeguard... View all property information
    Location Information
    Holmes Beach, Anna Maria Island
    4 of 5 bubbles Reviewed August 26, 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 / 21
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Internet Access
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    • Waterfront
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    • Pet-friendly
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    • x
    • x
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    • ?
    About this property
    One bedroom one bath condo located on the poolside. The Coconuts Beach Resort is a beach front property in Holmes Beach on Anna Maria Island. Each unit is individually owned. The unit is a full size apartment with a separate bedroom living room and kitchen sleeps up to 4. There are two... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 24
    4 of 5 bubbles (1) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31 : Saturday check-in required, Saturday check-out required. Casa Sierra 205 A has everything you’ll need for a fun Anna Maria Island paradise vacation. This two bedroom two bathroom Mediterranean style Holmes Beach... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    4 of 5 bubbles Reviewed August 9, 2016
    The location is perfect. Close to the beach, the trolly and Publix. The unit itself is very accurately represented in the photos. It's cute and clean and has plenty of space...
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    1 / 18
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    7901 Palm Dr- Duplex-2 bedroom 1 bath- Maximum Occupancy is 4 This is a very cute and well- appointed 2 bedroom 1 bath duplex. It has a Queen size bed in the master bedroom and a 2 twin size beds in the guest bedroom. It has a very nice comfortable sofa in the living room. The kitchen is well... View all property information
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    Holmes Beach, Anna Maria Island
    1 / 15
    4.5 of 5 bubbles (5) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Pet-friendly
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    • x
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    About this property
    One bedroom one bath condo located in the courtyard. The Coconuts Beach Resort is directly on the Gulf Of Mexico Holmes Beach Anna Maria Island Florida.. Each unit is individually owned. The unit is a full size apartment with a separate bedroom living room and kitchen sleeps up to 4. There are... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 bubbles Reviewed November 9, 2016
    This condo was a block from the free trolley that can take you around the island to shops and restaurants, and a quick transfer to St. Armand's Circle. It was literally only steps...
    4 of 5 bubbles Reviewed April 18, 2016
    The place was just what I expected. The rooms were large, pool was warm, it was close to the ocean. The people were friendly. If you want maid service I do not think they have it...
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    1 / 23
    4.5 of 5 bubbles (4) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Internet Access
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    • Terrace
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    • Pet-friendly
    • Child-friendly
    • x
    • x
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    • ?
    About this property
    One bedroom one bath condo located in the courtyard. The Coconuts Beach Resort is directly on the Gulf Of Mexico Holmes Beach Anna Maria Island Florida.. Each unit is individually owned. The unit is a full size apartment with a separate bedroom living room and kitchen sleeps up to 4. There are... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 bubbles Reviewed April 26, 2015
    We had a wonderful few days. We were presently surprised and was upgraded to a great unit #110. We enjoyed the area very much. Looking forward to coming back next year.
    3 of 5 bubbles Reviewed April 6, 2015
    You are steps from a great beach, but the rental could use some updates. Mattress on one bed badly in need of replacement. A faulty air conditioner kept us awake every night.
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    1 / 24
    5 of 5 bubbles (5) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • x
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    • ?
    About this property
    One bedroom one bath condo located on the poolside. The Coconuts Beach Resort is a beach front property in Holmes Beach on Anna Maria Island. Each unit is individually owned. The unit is a full size apartment with a separate bedroom living room and kitchen sleeps up to 4. There are two... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 bubbles Reviewed June 2, 2016
    Awesome, already booked this for next year! Easy to fond, easy to get to beach, great people to work with.
    4 of 5 bubbles Reviewed January 18, 2016
    We were there in January 2016 and we were very happy with the accommodations. The decor is a little dated but all the essentials were there. We enjoyed Holmes Beach and...
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    1 / 17
    4.5 of 5 bubbles (5) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Pet-friendly
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    • x
    • x
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    • x
    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
    4 of 5 bubbles Reviewed August 19, 2015
    Right on the beach! Perfect view and immediate access to the warm Gulf water. Basic accomodation, nicely done recent upgrades to unit. Mentioned to office staff under bed dust...
    4 of 5 bubbles Reviewed August 15, 2015
    great location , right on the beach, no need to drag beach equipment or look for toilets , Ideal for family with children, stayed in 106, access to the beach from unit, seen...
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    1 / 16
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31 : Saturday check-in required, Saturday check-out required. 2 Bedroom, 1 Bath (sleeps 4-6) - "Playa Casanas South" - 3222 Gulf Drive unit A in Holmes Beach. “Playa Casanas South” is a wonderful vacation rental... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 11
    4.5 of 5 bubbles (2) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • x
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    About this property
    Island Beach Club 24 - Condo 2 Bedroom / 1 Bath gulf front , maximum occupancy of 4 people. Community pool. Escape to the Peaceful Shores of the Island!~ Island Beach Club--Gulf Front Condo---2 bedroom 1 bath ---10 unit building with solar heated shared pool. This condo has a newly renovated... View all property information
    Location Information
    Holmes Beach, Anna Maria Island
    4 of 5 bubbles Reviewed April 11, 2016
    We really enjoyed the stay here. Unit 24 has an amazing view and it was pretty well stocked. We liked how close it was to Holmes public beach, publix and even walgreens. We...
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    1 / 51
    5 of 5 bubbles (3) Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Private Outdoor...
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    • Ocean Views
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Beautiful 5 bedroom 4 bathroom vacation home in Holmes Beach, just steps from the beach with fantastic Gulf views. This home is the perfect beach getaway with everything you could want while enjoying Anna Maria Island. Just imagine waking up to the sound of the surf rolling in. Enjoy a cup of... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 bubbles Reviewed March 3, 2013
    We had the most wonderful four days in this house with our baby son. The house is just two blocks from the beach and comes with basic gear (towels, umbrella, chairs, wagon...
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    1 / 19
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Porch
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    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    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 / 14
    5 of 5 bubbles (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Washer
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    • Waterfront
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    • DVD Player
    • Internet Access
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    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • ?
    About this property
    One bedroom one bath condo located in the courtyard. The Coconuts Beach Resort is directly on the Gulf Of Mexico Holmes Beach Anna Maria Island Florida.. Each unit is individually owned. The unit is a full size apartment with a separate bedroom living room and kitchen sleeps up to 4. There are... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 bubbles Reviewed August 5, 2015
    we've stayed at coconuts before and just love it there. Everything is included in the condo, the location is great to the beach and local shops/food, the pool is great. This condo...
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    1 / 15
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Child-friendly
    • x
    • x
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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 / 25
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Pet-friendly
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    • x
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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 bubbles Reviewed September 22, 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 / 22
    5 of 5 bubbles (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    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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    Holmes Beach, Anna Maria Island 34217
    5 of 5 bubbles Reviewed 4 weeks ago
    The photos are accurate. But, in person the home is stunning. When my husband and I walked in, the first thing I said was "they must have did a background check on us"! My...
    5 of 5 bubbles Reviewed December 1, 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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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Two bedroom two bath condo located upstairs in the courtyard. The Coconuts Beach Resort is directly on the Gulf Of Mexico Holmes Beach Anna Maria Island Florida.. Each unit is individually owned. The unit is a full size apartment with a separate bedroom living room and kitchen sleeps up to 6 to... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 11
    3.5 of 5 bubbles (2) Average
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    Located in Holmes Beach, on Anna Maria island. This one bedroom two bath unit is a full size apartment with full size kitchen all appliances dishwasher, stove full size refrigerator, living area, dinning area and a separate bedroom has a king size bed. Its just steps to the beach. Covered... View all property information
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    Holmes Beach, Anna Maria Island 34217
    3 of 5 bubbles Reviewed September 8, 2015
    It is very close to the beach. You don't have to cross a street when walking to the beach, which is a plus. The unit could benefit from some TLC. The furniture are dated. The...
    4 of 5 bubbles Reviewed May 18, 2015
    The location and price is what makes this place so great. It outdated, not the cleanest, and not the most comfortable BUT it's in a perfect location with all the necessities (cold...
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    1 / 29
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    8201 Gulf Drive - Private home 3 Bedroom/ 3 Bath with private pool, maximum occupancy of 6 people. Welcome to 8201 Gulf Drive located on a spacious corner lot that is just a short stroll to the beach. Tastefully decorated, this beautiful residence was designed with your comfort in mind, and... View all property information
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    Holmes Beach, Anna Maria Island
    1 / 23
    1 Bedroom, 1 Bathroom, Sleeps 8 | Quick View
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    About this property
    Two bedroom two bath condo located upstairs in the courtyard. The Coconuts Beach Resort is directly on the Gulf Of Mexico Holmes Beach Anna Maria Island Florida.. Each unit is individually owned. The unit is a full size apartment with a separate bedroom living room and kitchen sleeps up to 6 to... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 31
    5 of 5 bubbles (7) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    This well-furnished two bedroom condo is next to a quiet nature preserve and has a fine view of the bay separating Anna Maria Island from Florida's mainland as well as the Sandy Pointe heated swimming pool. The beach is just 3 small blocks away with its bright white sand and aquamarine waters. For... View all property information
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    Holmes Beach, Anna Maria Island 34217
    5 of 5 bubbles Reviewed November 11, 2016
    Exellent holiday, everything we needed. brilliant accomadation and priced very reasonable. Thankyou.
    5 of 5 bubbles Reviewed April 10, 2015
    We loved our condo. It had plenty of room for our family which included 2 teens. The trolley stop a short walk a away and easy walk to the beach. Our condo was fabulous. Well...
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    5 of 5 bubbles (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Lovely Bayside Condo recently remodeled, 2 Bedroom, 2 Bathroom, fully air conditioned, screened lanai, heated pool and covered parking. Easy access to: retail shops, grocery store and restaurants. 200 hundred yards to Free Island Trolley. Five minute walk to white sand beaches. Bike to nearby... View all property information
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    Holmes Beach, Anna Maria Island 34217
    5 of 5 bubbles Reviewed December 26, 2016
    This 2-bedroom condo is located within a quiet, peaceful setting, just like the picture shows. It was very nicely furnished and adequately supplied with household items. Shopping...
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    5 of 5 bubbles (1) Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    200 feet to the beach-a short one minute stroll - Gulf Views Three story with elevator, private pool and spa, Four-person Golf Cart to haul your stuff to and from the beach or run to Publix grocery two blocks away. Gourmet kitchen with granite counter tops, double refrigerators, wine cooler,... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 13
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Fun and beachy lower duplex with pool on Anna Maria island. Only a block and a half from the beach. Wash the sand off fro the beach with the outdoor shower and foot wash. Play or relax by the pool. Outdoor furniture is perfect for eating or entertaining outside. Lounge furniture is perfect for... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 11
    3.5 of 5 bubbles (2) Average
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    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
    3 of 5 bubbles Reviewed July 8, 2016
    Location is wonderful, villa is clean and nice pool. A little outdated, but had necessities. We have 2 adults and two teens. Would be much better suited for just two adults, as...
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    3.5 of 5 bubbles (2) Average
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    Island Beach Club 4 - Condo 2 Bedroom / 1 Bath ground level gulf front , maximum occupancy of 4 people. Community pool. 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. THIS IS A... View all property information
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    Holmes Beach, Anna Maria Island
    1 / 36
    5 of 5 bubbles (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    We installed a new pool with a spa January 2016 and a new dock in March. There is an outside bath house with heated Shower. If you search on Google for mahanarental it will take you directly to my website. Look for the Florida Home Tab. This island home just one block from the beach offers a one... View all property information
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    Holmes Beach, Anna Maria Island 34217
    5 of 5 bubbles Reviewed November 9, 2016
    Beautiful home with spacious and comfortable bedrooms. The owners pride shows easily. They were easy to contact and were very accommodating. It was immaculately clean and had...
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    4 of 5 bubbles (1) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Perhaps Shady Palms will become "your place on the beach." Walk into a charming, Old Florida style beach cottage to see the beautiful Gulf of Mexico from every room in the house. Continue through the back door, and into the backyard and you are one step from the wide, white, sugar-sand beach of... View all property information
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    Holmes Beach, Anna Maria Island 34217
    4 of 5 bubbles Reviewed September 10, 2015
    Shady Palms brings you back to old style Florida, before condos and high rises took over the beaches. This 50's ranch house is surprisingly spacious, with multiple living areas...
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    5 of 5 bubbles (90) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    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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    Holmes Beach, Anna Maria Island 34217
    5 of 5 bubbles Reviewed January 3, 2017
    My family and I had a great week vacation. The house was everything we were looking for and more. We arrived on Christmas eve and Kent and Pa had decorated the house with...
    5 of 5 bubbles Reviewed September 5, 2016
    Very clean, beautiful and fun place to vacation! The house is loaded with great things like beach chairs, tons of beach toys, umbrellas, games, books etc! The pool is amazing and...
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    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    Sandy Point 114 - Condo 2 Bedroom/ 3 Bath, maximum occupancy of 7 people. This 2 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... View all property information
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    Holmes Beach, Anna Maria Island
    1 / 15
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Bradenton Beach Club 247 - Condo 3 Bedroom/ 2 1/2 Bath, maximum occupancy of 6 people. Bradenton Beach Club 247 let's you enjoy the best of the bayside and the beachside of Anna Maria! This 3 bedroom, 2.5 bathroom townhouse with a private elevator* is just steps away to the beautiful beach of the... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 4
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    Beachside Palms Anna Maria Island Resort is extremely conveniently located directly across from the famous Manatee County Public Beach on the gorgeous Gulf of Mexico. All 3 of our units were completely updated in 2016. They feature new cabinets, stainless steel appliances and granite countertops.... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 54
    4 of 5 bubbles (3) Very good
    6 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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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. The world-famous Old Florida charm of Anna Maria meets modern living in Villa Chianti. With every modern convenience and a high level of attention to detail... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 bubbles Reviewed July 21, 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...
    4 of 5 bubbles Reviewed October 2, 2012
    This house was beautiful and only a short distance from the beach. We had a large extended family and everyone had plenty of room. The house was clean, but the walls need some new...
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    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    This brand new Stunning 3 bedroom 3.5 bathroom + den . This home is ideally located just down the street from the white sand beaches, restaurants and shops. After a day of fun in the sun relax by the heated pool in your own backyard oasis. This house has every luxury you could want, Flat screen... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 27
    4 of 5 bubbles (1) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Make your stay in Florida fun and easy! This 2 Bedroom, 2 Bath condo is direct beachfront with wide open views up and down the coast. The condo is on the top floor (6th) of the building and is completely furnished with a dining table that seats 6 – 8, sofa and loveseat, coffee and end tables, flat... View all property information
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    Holmes Beach, Anna Maria Island 34218
    4 of 5 bubbles Reviewed March 26, 2016
    We really enjoyed our stay there. It is also close to great restaurants on Anna Maria Island, as well as Longboat Key. It also had trolley service close by that would bring you...
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Island Beach Club 21 - Condo 2 Bedroom / 2 Bath gulf front , maximum occupancy of 4 people. Community pool. Gulf Coasts Finest!~ Looking for the ultimate Gulf front luxury vacation? Well, look no further. You will love this second level 2 bedroom/2 bath condo. Newly and completely renovated... View all property information
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    Holmes Beach, Anna Maria Island
    1 / 24
    4.5 of 5 bubbles (4) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Horizon West 112 - Condo 2 Bedroom / 2 Bath , maximum occupancy of 4 people. Beach Bound.....This is your place!~ 2 bedroom 2 bath condo 1 very short block to beach. Beautifully decorated with comfortable furniture. Everything you need for a relaxing vacation. Pet friendly Anna Maria Island is... View all property information
    Location Information
    Holmes Beach, Anna Maria Island
    Holmes Beach Flight and Weather Info
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    Additional Holmes Beach Info

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    • Local time: 06:46 PM (EST)
    • Peak travel: February - April
    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.