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Holmes Beach Holiday Rentals

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    Travellers to Holmes Beach are booking May dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 21
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | 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 8 | Quick View
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    1 / 31
    5 of 5 bubbles (2) Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Washer
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    About this property
    This newly remodeled Florida gem backs onto 17 acres of mangrove forest and is ideally located only 3 blocks from the beach. Reasonably priced, this quaint 3 bedroom, 1 bath cottage has a spacious backyard equipped with a pool, hammock, patio furniture, grill, brick fireplace, and picket fencing,... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 bubbles Reviewed 6 August 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 27 July 2015
    I will be going back! From reservations to communication, from check in to location and the property itself, this place is magnificent!
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    1 / 15
    4.5 of 5 bubbles (5) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Internet Access
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    About this property
    One bedroom one bath condo located in the courtyard. The Coconuts Beach Resort is directly on the Gulf Of Mexico Holmes Beach Anna Maria Island Florida.. Each unit is individually owned. The unit is a full size apartment with a separate bedroom living room and kitchen sleeps up to 4. There are... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 bubbles Reviewed 9 November 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 18 April 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 / 31
    5 of 5 bubbles (7) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Balcony
    • Satellite TV
    • Terrace
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    • Pet-friendly
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    • x
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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
    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 bubbles Reviewed 11 November 2016
    Exellent holiday, everything we needed. brilliant accomadation and priced very reasonable. Thankyou.
    5 of 5 bubbles Reviewed 10 April 2015
    We loved our condo. It had plenty of room for our family which included 2 teens. The trolley stop a short walk a away and easy walk to the beach. Our condo was fabulous. Well...
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    1 / 32
    5 of 5 bubbles (16) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Wi-Fi
    • Hot Tub
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    About this property
    **DISCOUNTS FOR RENTALS OF 28 NIGHTS OR MORE ANY TIME OF YEAR** *****PLEASE ASK US ABOUT SPECIAL PRICING FOR YOUR STAY***** LARGE HEATED FREE-FORM, LUXURY POOL AND SPA WITH SPACIOUS PAVED SURROUND - ADDED AUGUST 2014 TOGETHER WITH TROPICAL LANDSCAPING, AUTOMATED GARDEN LIGHTING AND LARGE GROUND... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 bubbles Reviewed 23 October 2016
    We were on a special trip to the USA for my 50th birthday and we want to say a big big ‘Thank you’ to Mike & Lesley for making our holiday one we will never forget. Their...
    5 of 5 bubbles Reviewed 7 October 2016
    We have just returned from a wonderful 2 week holiday on the beautiful Anna Maria Island. Mike and Lesley's home really does have the "wow factor" The moment we walked through the...
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    1 / 27
    5 of 5 bubbles (5) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
    • DVD Player
    • Balcony
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    • Grill
    • Washer
    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • x
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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 22 March 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 / 17
    4.5 of 5 bubbles (23) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Satellite TV
    • Air Conditioning
    • Wi-Fi
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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
    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 bubbles Reviewed 29 February 2016
    We stayed one week and it was great. 2 1/2 blocks to the beach, we watched the sunsets at the beach. Unit is set up very well, they thought of everything. Kitchen has everything...
    5 of 5 bubbles 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...
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    1 / 22
    5 of 5 bubbles (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Internet Access
    • Air Conditioning
    • Grill
    • DVD Player
    • Balcony
    • Washer
    • Patio
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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
    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 bubbles Reviewed 17 January 2017
    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 1 December 2014
    LOVED, LOVED, LOVED this property! It's perfectly located right in the heart of Anna Marie island - easy in and out parking RIGHT in front of the villa. The villa was roomy for us...
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    1 / 24
    4.5 of 5 bubbles (4) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • DVD Player
    • Terrace
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    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 34217
    1 / 26
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Private Garden
    • Wi-Fi
    • Parking
    • Satellite TV
    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Find everything that makes a fun beach getaway on Anna Maria Island memorable when you stay at North Gulf Villa Beach vacation rental home 6311 North Beach Village. This three bedroom townhouse style vacation rental sleeps up to eight guests, and is just a short walk to beautiful gulf beaches.... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 18
    5 of 5 bubbles (1) Excellent
    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
    Location Information
    Holmes Beach, Anna Maria Island 34217
    5 of 5 bubbles Reviewed 2 weeks ago
    The accommodations were very nice and clean and well equipped. We were centrally located so could walk or ride our bikes to shopping, restaurants, the fishing pier and, best of...
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    1 / 4
    5 of 5 bubbles (1) Excellent
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    • Satellite TV
    • Washer
    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Located in the center of beautiful Anna Maria Island at the Manatee Public Beach. Castnetter 10 is a Pool - Side Studio with (1) full Bath, Queen size bed, and Queen size sleeper sofa. Refrigerator and microwave.... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 21
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Patio
    • Wi-Fi
    • Balcony
    • Air Conditioning
    • Grill
    • Satellite TV
    • DVD Player
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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 / 13
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Private Garden
    • Satellite TV
    • Parking
    • Wi-Fi
    • Washer
    • Air Conditioning
    • Ocean Views
    • Grill
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    This cottage is located "on the beach" 3007 Avenue F, beautiful Holmes beach. It is the downstairs unit (1 of 2). The cottage is very comfortable and sleeps 4 comfortably with additional space for a pull-out. This quaint cottage is hidden away on a dead end street, away from it all yet close... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 17
    4.5 of 5 bubbles (5) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Grill
    • Waterfront
    • Washer
    • Shared Outdoor Pool...
    • Air Conditioning
    • Porch
    • DVD Player
    • Internet Access
    Suitability
    • 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
    4 of 5 bubbles Reviewed 19 August 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 15 August 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 / 10
    4.5 of 5 bubbles (2) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Balcony
    • Shared Outdoor Pool...
    • Terrace
    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    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 34217
    4 of 5 bubbles Reviewed 11 April 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 / 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 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 bubbles Reviewed 22 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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    1 / 24
    5 of 5 bubbles (5) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • DVD Player
    • Waterfront
    • Parking
    • Air Conditioning
    • Grill
    • Washer
    • Patio
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • ?
    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 2 June 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 18 January 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 / 23
    4.5 of 5 bubbles (4) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Internet Access
    • Air Conditioning
    • Terrace
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    • Grill
    • Waterfront
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    • 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 26 April 2015
    We had a wonderful few days. We were presently surprised and was upgraded to a great unit #110. We enjoyed the area very much. Looking forward to coming back next year.
    3 of 5 bubbles Reviewed 6 April 2015
    You are steps from a great beach, but the rental could use some updates. Mattress on one bed badly in need of replacement. A faulty air conditioner kept us awake every night.
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    1 / 11
    3.5 of 5 bubbles (2) Average
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    • Air Conditioning
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    • x
    • x
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    About this property
    Located in Holmes Beach, on Anna Maria island. This one bedroom two bath unit is a full size apartment with full size kitchen all appliances dishwasher, stove full size refrigerator, living area, dinning area and a separate bedroom has a king size bed. Its just steps to the beach. Covered... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    3 of 5 bubbles Reviewed 8 September 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 18 May 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 / 23
    1 Bedroom, 1 Bathroom, Sleeps 8 | Quick View
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    • Terrace
    • Air Conditioning
    • Internet Access
    • Grill
    • Balcony
    • DVD Player
    • Washer
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • ?
    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
    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
    • Satellite TV
    • Waterfront
    • Air Conditioning
    • Porch
    • DVD Player
    • Internet Access
    • Grill
    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 5 August 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 / 27
    4 of 5 bubbles (4) Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • ?
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    • x
    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 11 August 2015
    The house is spacious, close to the beach, convenient to numerous stores and the main road of Anna Marie Island. The Anthony beach cottage also has plenty of parking space and is...
    5 of 5 bubbles Reviewed 8 February 2015
    First I want to thank the manager, April, for being helpful in arranging for my family and I to stay at this property at the last minute. She was really amazing to work with. The...
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    1 / 19
    4.5 of 5 bubbles (3) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Internet Access
    • Waterfront
    • Air Conditioning
    • Washer
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    • DVD Player
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • ?
    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 22 January 2017
    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 9 November 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 / 11
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
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    • Pet-friendly
    • Child-friendly
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    • Smoking allowed
    • x
    About this property
    Very spacious two bedroom Condo with a large living room. Flat Screen TV, fully equipped kitchen with all the appliances. Not far from the beach, and short distance to area shopping. Unit has heated pool, and a relaxing Pool deck area. Main bedroom has a King size bed with a private bathroom and... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    1 / 10
    5 of 5 bubbles (3) Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • x
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    • Smoking allowed
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    About this property
    510 Bayview - Private canal home 3 Bedroom / 3 Bath with private pool , maximum occupancy of 7 people. 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,... View all property information
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    Holmes Beach, Anna Maria Island 34217
    5 of 5 bubbles Reviewed 29 April 2016
    Had a fantastic week here nine adults and we did not bump into one another once 4double rooms and 1 twin all with their own bathrooms pool area great pity that the water display...
    5 of 5 bubbles Reviewed 29 December 2015
    I recently stayed at this beautiful house and it was the best decision I made for the holiday. First, the rental company was so easy to work with. There was no stress at all. Even...
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    5 of 5 bubbles (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    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 26 December 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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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Bright and light condo on the second floor with view to the Palma Sola Bay (left side) and a peek-a-boo-view to the beach (right side) but only some steps away from the blue green water of the Gulf. 7 miles of white sandy beaches invite you for walking, swimming or only relaxing and enjoying the... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 15
    5 of 5 bubbles (2) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    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
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    Holmes Beach, Anna Maria Island 34217
    5 of 5 bubbles Reviewed 2 weeks ago
    Great place to stay--clean, good location, comfortable beds. Tanner was a good person to rent from. One of the perks we got when we rented from him were delicious free...
    5 of 5 bubbles Reviewed 22 September 2015
    Beautiful and clean. Had very comfortable beds. Perfect location in the middle of the island. Walk to food, beach, stores. Will definitely rebook!
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    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 / 23
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | 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 / 16
    1 Bedroom, 2 Bathrooms, Sleeps 4 | 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 2 full size beds. Its just steps to the beach. Covered parking.... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 19
    4 of 5 bubbles (1) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    One bedroom one bath condo located in the courtyard. The Coconuts Beach Resort is directly on the Gulf Of Mexico Holmes Beach Anna Maria Island Florida.. Each unit is individually owned. The unit is a full size apartment with a separate bedroom living room and kitchen sleeps up to 4. There are... View all property information
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    Holmes Beach, Anna Maria Island 34217
    4 of 5 bubbles Reviewed 3 September 2014
    Yes, the room was very dated, as the pictures showed. It would seem for $200 a night, an upgrade in furnishings is due. But, it was clean, and the short walk to the beach made...
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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 34217
    1 / 11
    4 of 5 bubbles (1) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    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 bubbles Reviewed 14 May 2015
    I travelled with my husband and teenage daughter (age 18). We stayed an entire week in May. This is an ideal location in that it's walking distance to the beach, grocery store...
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    4.5 of 5 bubbles (2) 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 with a view of the beautiful Gulf of Mexico from every room in the house. Continue through the back door, and into the yard and you are one step from the wide, white, sugar-sand beach... View all property information
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    Holmes Beach, Anna Maria Island 34217
    4 of 5 bubbles Reviewed 10 September 2015
    Shady Palms brings you back to old style Florida, before condos and high rises took over the beaches. This 50's ranch house is surprisingly spacious, with multiple living areas...
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    This is the Florida view you have been dreaming of... Single family home situated at the end of a natural canal with a view over the water. Sit outside, fish off our dock, take out the kayaks, or just walk steps across the street to the beach! This is not your typical beach rental. It is our... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 20
    5 of 5 bubbles (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • ?
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    About this property
    Totally furnished apartment close to the beach. Spend quality time in a nice neighborhood. Enjoy activities such as playing tennis, kayaking, water skiing, fishing, painting, swimming, walking your dog and meeting new people at the dog park , the library or the Community Center.<BR>Two bedroom, two... View all property information
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    Holmes Beach, Anna Maria Island 34217
    5 of 5 bubbles Reviewed 7 August 2015
    Nice House with everything you need for a vacation on the beach. The nearest beautiful beach is only half a mile, which is good because it gave me the opportunity to exercise my...
    5 of 5 bubbles Reviewed 5 June 2015
    We spent nearly two months here, and really enjoyed our stay on Anna Maria! The house is equipped with everything that we needed to be comfortable during our stay, and its...
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    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Located in Holmes Beach, on Anna Maria island. This one bedroom two bath unit is a full size apartment with full size kitchen all appliances dishwasher, stove full size refrigerator, living area, dinning area and a separate bedroom has 2 full size beds. Its just steps to the beach. Covered parking.... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 21
    5 of 5 bubbles (1) Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    About this property
    200 feet to the beach-a short one minute stroll - Gulf Views Three story with elevator, private pool and spa, 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 / 21
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    One bedroom one bath condo located on the poolside. The Coconuts Beach Resort is a beach front property in Holmes Beach on Anna Maria Island. Each unit is individually owned. The unit is a full size apartment with a separate bedroom living room and kitchen sleeps up to 4. There are two... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 30
    4 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    Tropical Paradise on Holmes Beach and ONLY 3 blocks to the beach. Anna Maria Island, noted for its old Florida ambiance, offers this Key West styled home, where you may awaken to greet the dawn sipping coffee on the balcony or swimming in your private pool. The modern interior arrangements add to... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 19
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    One bedroom one bath condo located on the beach. The Coconuts Beach Resort is a beach front property in Holmes Beach on Anna Maria Island. Each unit is individually owned. The unit is a full size apartment with a separate bedroom living room and kitchen sleeps up to 4. There are two double... View all property information
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    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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    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 vacation rental condo offers accommodations for up to six guest with one king bed,two twin beds and a queen sleeper sofa. When you arrive... View all property information
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    Holmes Beach, Anna Maria Island 34217
    4 of 5 bubbles Reviewed 9 August 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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    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Welcome to Buddy's Beach House. A beachy chic getaway just 2 blocks to the beach. Stroll to the beach with a beverage in one hand and your beach cart in the other. After soaking up the sun all day, walk to one of the many fine restaurants, only a few blocks away. Or hop on the free trolley, which... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    One bedroom one bath condo located on the beach. The Coconuts Beach Resort is a beach front property in Holmes Beach on Anna Maria Island. Each unit is individually owned. The unit is a full size apartment with a separate bedroom living room and kitchen sleeps up to 4. There are two double... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 18
    4 of 5 bubbles (1) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    Cayman 104 - Condo 2 Bedroom / 2 Bath , maximum occupancy of 5 people. Nice ground level condo located across the street from the beach , pool and covered parking. The complex also offers a heated pool in the winter, grilling area and shuffleboard. There is even a designated smoking area if you'd... View all property information
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    Holmes Beach, Anna Maria Island 34217
    1 / 12
    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. Brand new 40 inch... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    Holmes Beach Holiday 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 holiday 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 holidaying 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 holiday 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 holiday 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 holiday rental. The Beach House Restaurant provides beachfront dining and live music for your enjoyment. Enjoy fresh grouper and a beer close to your holiday rental. You can also rest and relax at the pool at your holiday rental and enjoy a barbeque with your family and friends. Whatever your choice, you will leave the island with unforgettable memories.