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Holiday Rentals in Holmes Beach

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    Travellers to Holmes Beach are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    All 589 Rentals in Holmes Beach
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    Villas on Anna Maria Island 3B Two Bedroom1 / 12
    (3)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    SAVE $400.00 5*WaterfrontCanal/Pool/Dock/Kayak/Bikes/Hammocks/Private/Family Fun1 / 90
    (3)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Happy Island Cottage with heated private Pool1 / 52
    (27)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Absolutely Perfect - Cove at Sandy Pointe #2071 / 21
    (4)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Patio
    • DVD Player
    • Parking
    • Air Conditioning
    • Wi-Fi
    • Outdoor Dining Area
    • Balcony
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 July 2017
    Clean and neat condo - ideal for family. Close to beach and other amenities, beautiful location. We love this area having been before and we were very happy with the...
    Reviewed 22 June 2017
    Very nice condo in a quiet place, just 5 minutes from the beach and a pool in front of it. Carla was helpful, the instructions on how to check in and out were clear. We had a...
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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...
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    Holmes Beach, Anna Maria Island 34217
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    AnnaMariaBeachCondo - Bright and Spacious Condo w Heated Pool!1 / 35
    (13)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Washer
    • Ocean Views
    • Balcony
    • DVD Player
    • Air Conditioning
    • Satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 weeks ago
    We had an amazing week in AMI! The condo was perfect for our family. It was spacious, decorated so nicely and had more than everything we could need for our stay. It was...
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    About this property
    **Due to a house being built in frount of our building, we don't know how our views of the Mexican Gulf will be affected. We cannot guarantee that you will have the views depicted in our pictures.** 5 reasons why you will love our condos as much as we do: *LOCATION! Close to the...
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    Holmes Beach, Anna Maria Island 34217
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Ohana Hale North  2  Bedroom on Anna Maria1 / 17
    (23)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Satellite TV
    • Air Conditioning
    • Wi-Fi
    • DVD Player
    • Parking
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
    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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    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...
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    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Club Bamboo Resorts - Gulf Front Room 1221 / 17
    (5)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • DVD Player
    • Satellite TV
    • Waterfront
    • Air Conditioning
    • Ocean Views
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 August 2017
    Even though the room was smaller than most condos, it was adequate for our needs and quite comfortable. We could sit on the balcony with our coffee in the morning and watch...
    Reviewed 13 April 2016
    The only good thing about this room was the view of the ocean. The actual room itself was very dirty and dingy. We had to request the sheets be changed as soon as we got there...
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    About this property
    Come and put your toes in the sand! These large studios with a balcony sleep a maximum of 4 guests. This room has one King bed and 2 twin pull-outs, and are beautifully decorated. Relax on your private balcony and enjoy the breathtaking view of the sunsets and the beach. This unit features a...
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    Holmes Beach, Anna Maria Island 34217
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    North Beach Village, unit 59  - Great Townhouse!1 / 28
    (12)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Balcony
    • Patio
    • DVD Player
    • Grill
    • Satellite TV
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 August 2017
    Tranquil and friendly people good beaches. Very family friendly,good neighbor Doddy, Very close to markets and restaurants.
    Reviewed 7 June 2017
    We stayed here for a week in May and had a brilliant time. The house was clean and had everything we needed. The pool was lovely and warm and literally a stones throw away. The...
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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...
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    Holmes Beach, Anna Maria Island 32417
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Anna Maria The Pink Flamingo1 / 22
    (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
    Kid friendly
    Smoking allowed
    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...
    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...
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    About this property
    ANNA MARIA ISLAND #3 TOP 10 ISLAND'S IN U.S.A. Palm Isle 3203,our 2 bedroom island decorated condo is across the street from the beaches of Anna Maria Island. Steps from the heated pool and fully landscaped setting, along with all the amenities of home, your family will enjoy our beach get...
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    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Coconuts Beach Front 106 Ground Floor1 / 17
    (5)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
    • Waterfront
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Porch
    • DVD Player
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
    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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    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...
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Tiffany Place - Gulf Front Complex1 / 21
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Patio
    • Ocean Views
    • Grill
    • Air Conditioning
    • DVD Player
    • Waterfront
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 May 2017
    My husband and I thoroughly enjoyed our stay at Tiffany Place. We loved being able to walk to the beach in minutes, and the proximity of so many great restaurants. The condo is...
    Reviewed 13 December 2016
    My husband and I had the pleasure of staying in this condo in December. The unit was absolutely perfect for us, spotlessly clean, beautifully decorated and well-appointed. We...
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    About this property
    The number 3 island in the United States so says Trip Advisor. The best island beach sand so says Conde Nast Travelers. So who wouldn't want to stay right on the beach in an immaculate and roomy 2 bedroom, 2 bath condominium in the Tiffany Place Condominium located on the Gulf of Mexico in Holmes...
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    On the Beach1 / 51
    (3)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Heated)
    • Satellite TV
    • Patio
    • Air Conditioning
    • Ocean Views
    • Washer
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 March 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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    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...
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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...
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    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    510 Bayview1 / 10
    (3)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Terrace
    • Balcony
    • Grill
    • DVD Player
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
    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...
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    About this property
    510 Bayview - Private canal home 5 Bedroom / 5 Bath with private pool , maximum occupancy of 10 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...
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Air Conditioning
    • Private Garden
    • Satellite TV
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Sunset Inn in Holmes Beach is conveniently located on Gulf Drive. Close to shopping, dining, private and public beaches. Close to the free trolley stop that takes you anywhere on the island. Relax by the pool or take a short walk to the clear waters and white sandy beaches of Holmes Beach....
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    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
    Kid friendly
    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...
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 8
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    LaPlayita Condo1 / 14
    (5)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 July 2017
    Excellent! Loved the condo! Very clean and inviting! Accessible to the beach (a block away) and trolley bus. This is the way to lodge on a vacation!
    Reviewed 25 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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    About this property
    LaPlayita 5 - Condo 2 Bedroom / 2 Bath , maximum occupancy of 6 people. 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....
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Island Love Nest1 / 27
    (5)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • DVD Player
    • Balcony
    • Parking
    • Internet Access
    • Grill
    • Washer
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    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...
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    Location Information
    Holmes Beach, Anna Maria Island 33569
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Coconuts Two Bedroom 118 Upstairs Courtyard1 / 21
    (3)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Grill
    • Internet Access
    • Parking
    • DVD Player
    • Balcony
    • Satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 August 2017
    Had a great stay. The kids and grandkids enjoyed going between the pool and the ocean. Loved that the location was close to the free trolley service and shopping. The...
    Reviewed 2 July 2017
    This condo is provides rooms that are steps from the beach. Rooms are a good size and kitchen is well stocked. Staff is very friendly and the property manager, Joyce is easy to...
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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...
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Latitude Adjustment ; September and October are Great at the Beach, Lower Rates1 / 21
    (2)Excellent
    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
    Kid friendly
    Smoking allowed
    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...
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    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    7901 Palm B1 / 18
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Internet Access
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 April 2017
    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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    About this property
    7901 Palm Dr- Duplex-2 bedroom 1 bath-, maximum occupancy of 4 people. 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...
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Island Beach Club 41 / 12
    (2)Average
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • DVD Player
    • Internet Access
    • Grill
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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...
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Direct Beachfront 2 BR Condo on Florida’S Beautiful Gulf Coast!1 / 30
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Secure Parking
    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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...
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    Location Information
    Holmes Beach, Anna Maria Island 34218
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Beach House on Anna Maria Island-Rental Openings1 / 16
    (6)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Washer
    • Wi-Fi
    • Satellite TV
    • Waterfront
    • Ocean Views
    • Patio
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 July 2017
    Had another great stay close to the beach and all the extras. Great weather over the July 4th. Very pet friendly.
    Reviewed 22 December 2016
    We spent only a family wedding weekend at this rental, but it was wonderful and we hated to leave. We couldn't possibly take full advantage of the Island shuttle, the beach, the...
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    About this property
    This 3 bedroom 2.5 bath villa with 2 car garage accommodates 6 guests and is 150 feet from the pristine white sandy beaches with easy access. It has a heated 16 by 34 foot pool shared with the identical rental house next door. This unit is fully furnished in tropical decor and has all the luxuries...
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Blue Bayou1 / 26
    (8)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Satellite TV
    • Terrace
    • Wi-Fi
    • DVD Player
    • Air Conditioning
    • Washer
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 May 2017
    Really cute, clean condo in a great location. It was really well stocked with everything you could need, lots of dishes and kitchen things as well as tons of beach gear. It was...
    Reviewed 11 November 2016
    Exellent holiday, everything we needed. brilliant accomadation and priced very reasonable.Thankyou.
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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...
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    HorizonWest 1121 / 24
    (4)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • DVD Player
    • Terrace
    • Internet Access
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Coconuts Courtyard 116 Ground Floor1 / 15
    (5)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Internet Access
    • Parking
    • Grill
    • Air Conditioning
    • Waterfront
    • DVD Player
    • Washer
    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
    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...
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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...
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Satellite TV
    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Cast Villa sits in the heart of Anna Maria Island directly across from the famous Manatee County public beach W/life guard which features a gift/surf shop, restaurant, Tiki bar, live music and more. Beach is groomed daily and has lifeguards. Walk to Publix grocery store, CVS drug store and...
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    Holmes Beach, Anna Maria Island 34217
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Coconuts Beach Front 110 Upstairs1 / 20
    (5)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Internet Access
    • Waterfront
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    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    This condo was all about the location, beachfront & excellent views. The interior showed age & use, screen slider didn't work & kitchen cabinet handles missing.
    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...
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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...
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    Holmes Beach, Anna Maria Island 34217
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Shady Palms - Real Beachfront on the Gulf of Mexico1 / 15
    (2)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Waterfront
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    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    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...
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    A Pearl of a Beach Home - with luxury private heated pool and hot tub1 / 32
    (20)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Washer
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    • Hot Tub
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    • Satellite TV
    • Private Outdoor Pool (Heated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 July 2017
    We loved staying here, a spacious property with everything you could ask for including a beautiful swimming pool and spa. There are local shops for everyday items and several...
    Reviewed 6 July 2017
    The home was amazing...it made our stay even more amazing! We loved having the "at-home" feeling while being on vacation. We would definitely considered such an option...
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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...
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Island Beach Club 241 / 20
    (2)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Terrace
    • DVD Player
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    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    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...
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Satellite TV
    • Washer
    • DVD Player
    • Air Conditioning
    • Wi-Fi
    • Housekeeping Included
    • Ocean Views
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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....
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Sandy Point 1061 / 62
    (2)Average
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Balcony
    • Terrace
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 June 2017
    The unit is positioned between the bay and the beach. It is very private [first floor]with a balcony overlooking mangroves. The pool is very nice and very quiet and a Publix...
    Reviewed 13 April 2016
    The walk to the beach is over 10 minutes. You have to cross major streets. The view from the balcony was not a parking lot, but it wasn't a sunset or sunrise either. For the...
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    About this property
    Sandy Point 106 - Condo 2 Bedroom/ 2 Bath, maximum occupancy of 4 people. This comfortable 2 bedroom, 2 bath condo is in a great location; a quiet residential area yet within easy walking distance to the beach grocery, pharmacy and restaurants. In addition, there is a trolley stop directly in...
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    Holmes Beach, Anna Maria Island 34217
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Villas on Anna Maria Island 1A One bedroom1 / 11
    (3)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 July 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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    About this property
    This lovely property features a tropical setting surrounding a heated swimming pool. The six unit complex is located one block from the beach. Great for family reunions or wedding parties. This unit is a one bedroom one bath full size apartment. King bed in bedroom and a sofa sleeper in the living...
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Poseidon's Palace - 428 62nd St.1 / 20
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Porch
    • Secure Parking
    • Air Conditioning
    • Washer
    • Private Garden
    • Outdoor Dining Area
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
    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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    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...
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    The beautiful Cove on Anna Maria Island1 / 30
    (5)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
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    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 May 2017
    Location is great- near beaches, stores and restaurants .It has a beautiful pool and very friendly people.The condo was very well equipped with anything you would need..The...
    Reviewed 28 January 2017
    it was close to the beach , groceries store , mini malls , pharmacy , liquor store , free Island Trolley , friendly people , the condo was perfect for 4 people , the beds were...
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    About this property
    This beautifully 2017 decorated first floor 2 bed condo is set in an idyllic, peaceful setting amongst the natural beauty of Anna Maria Island and only a short walk from the stunning white sandy beaches. This fully air conditioned condo comprises of a large lounge with a tiled floor, new leather 2...
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Coconuts Courtyard 115 Ground Floor1 / 19
    (1)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
    • Internet Access
    • Waterfront
    • Parking
    • DVD Player
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    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    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...
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Luxury 3BR/3BA, Private Heated Pool, Beach1 / 34
    (30)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • Internet Access
    • Grill
    • DVD Player
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    Villa Chez Shell was very welcoming, Alex & Irina made sure everything was what we expected. Located centrally to everything that you could possibly need during your stay. We...
    Reviewed 3 weeks ago
    The Villa is an ideal location for a week on the island. It is located in a residential area but with all the landscaping it feels as though you are on the island with only your...
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    About this property
    http://www.villachezshell.com Villa Chez Shell is a newly renovated Mediterranean beach home that offers a luxurious getaway. The highlight of this newly renovated 3 bedroom and 3 bathroom property is its tropical private backyard complete with a lagoon shaped pool and a soothing stone waterfall....
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    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
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    • Porch
    Suitability
    Pet friendly
    Kid friendly
    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 double...
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    Holmes Beach, Anna Maria Island 34217
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Coconuts Poolside Unit 1041 / 24
    (5)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • DVD Player
    • Waterfront
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    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 June 2016
    Awesome, already booked this for next year! Easy to fond, easy to get to beach, great people to work with.
    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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    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...
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Internet Access
    • Grill
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    • Waterfront
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    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...
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    405 Bay Palms1 / 31
    (3)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Internet Access
    • Grill
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    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 April 2014
    This is the second time we stayed at the home. The home is located about a 5 min walk to the beach. The home is in a residential area so it is very quiet. The pool in the...
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    About this property
    405 Bay Palms - Private home 2 Bedroom/ 2 Bath with private pool , maximum occupancy of 4 people. If privacy is calling, quit stalling and come and play at 405 bay!~ Home in a very private tropical setting with lush landscaping. Large, open and airy floorplan. Minutes from the beach and local...
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    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....
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Gulf Beach Place, miles of whites sandy beach1 / 8
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Air Conditioning
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    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 February 2017
    Wonderful Place! Clean and spacious condo. Great location and easy walk/access to beach. Convenient location to publix and great restaurants!
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    About this property
    This gorgeouse condo, has balcony view of the beach. Your on the Beach side so you do not have to cross the street. From the roof balcony you can see miles of beach and beautiful gulf waters. This spacious condo, has two nice size bedrooms, with two balconies, fully equiped kitchen, flat screen TV...
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    ISLAND TOWNHOUSE - 200 Steps to the BEACH1 / 18
    (25)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 August 2016
    This is a very clean, cozy, and serene townhouse located in a very quiet street. Very updated with all of the essential amenities necessary to cook (inside as well as outside...
    Reviewed 30 August 2015
    Quite simply - we will be back!Having never been to AMI it was a lottery choosing where to stay. We won!Brilliant location. Shops and restaurants literally around the...
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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,...
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Anna Maria Island Private Tropical Garden Home1 / 20
    (97)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
    • Patio
    • Satellite TV
    • DVD Player
    • Internet Access
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 August 2017
    Stayed here again in July 2017. We had just as much fun as we did the previous year. Kent and Pa take very good care of their home, and it is in perfect condition upon your...
    Reviewed 25 June 2017
    We just returned from another great anniversary week in this lovely home on Anna Maria Island. This was our 6th visit to this immaculate property which was recently enhanced...
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    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...
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
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    • Satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Just a few steps to the beautiful powder-soft, white-sand Anna Maria Island Beach. This immaculate and inviting condominium is just one cottage away from being on the sand - but you save plenty! The large roof-top deck has a full, unobstructed gulf view, as shown in the photo - so why pay more?...
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sandy Point 114 - Condo 2 Bedroom/ 3 Bath, maximum occupancy of 6 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...
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    Fully Remodeled Vacation Rental Anna Maria Island1 / 15
    (2)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Parking
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 April 2017
    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...
    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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    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...
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Previous
    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.

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