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Holiday Rentals in Holmes Beach

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    ₹ 12,499 Average
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    ₹ 0₹ 65,000+
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    Travellers to Holmes Beach are booking December dates now. Secure your holiday home today, and have the perfect trip.
    All 535 Rentals in Holmes Beach
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    SAVE $500.00 FALL 5*WaterfrontCanal/Pool/Dock/Kayak/Bikes/Hammocks//Family Fun1 / 45
    (3)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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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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    AnnaMariaBeachCondo - Bright and Spacious Condo w Heated Pool!1 / 35
    (13)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Club Bamboo Resorts - Gulf Front Room 1221 / 17
    (6)Very good
    Studio, 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 14 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 Bathroom, Sleeps 4
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    A Pearl of a Beach Home - with luxury private heated pool and hot tub1 / 64
    (21)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Patio
    • Wi-Fi
    • Hot Tub
    • Air Conditioning
    • Satellite TV
    • Private Outdoor Pool (Heated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    where do I start. mike and Lesley thank you so much for this beautiful home and letting us rent it for the week. as regular visitors to AMI we had a rough idea where your rental...
    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...
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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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    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 3 Bedrooms, 3 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 1 March 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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    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 8 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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    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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    Holmes Beach, Anna Maria Island 34217
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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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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    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • DVD Player
    • Patio
    • Wi-Fi
    • Washer
    • Hot Tub
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 June 2017
    Our stay was amazing. The house was exactly as described. The week went by way too quickly. Perfect weather. We booked the trip almost a year ago and have had MANY MANY...
    Reviewed 15 March 2017
    The pictures and previous great reviews are right on the money! We were very happy with this home, its features, layout, proximity to beach, restaurants, etc.Loved the outdoor...
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    About this property
    A brand NEW 2300 sq/ft, 3 bedroom modern beach house with heated and very private pool. A perfect location just steps from the beach, marina and the main plaza with great shops, a grocery store and restaurants. No need to drive anywhere. Located in a quiet neighborhood with tropical greenery, large...
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    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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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
    • Parking
    • Air Conditioning
    • Grill
    • Washer
    • Patio
    • 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 19 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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    Villa Chianti1 / 54
    (3)Very good
    6 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Private Outdoor Pool (Heated)
    • Washer
    • Wi-Fi
    • Hot Tub
    • Air Conditioning
    • Satellite TV
    • Ocean Views
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 July 2015
    The day we arrived there were a few things that needed attention, but the staff was amazing. They addressed our needs immediate. The beach is less than a 5 minute walk. The...
    Reviewed 2 October 2012
    This house was beautiful and only a short distance from the beach. We had a large extended family and everyone had plenty of room. The house was clean, but the walls need some...
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    About this property
    Villa Chianti is a luxurious Anna Maria Island vacation home in Holmes Beach that boasts one of the largest beach entry pools on the island. The world-famous Old Florida charm of Anna Maria meets modern living in Villa Chianti. With every modern convenience and a high level of attention to detail...
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    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 14
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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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    Location Information
    Holmes Beach, Anna Maria Island 34217
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Wi-Fi
    • Grill
    • DVD Player
    • Satellite TV
    • Parking
    • Air Conditioning
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sandy Beach Access Duplex, 2 bedrooms, 2 baths, 6 Places Newly renovated, fully furnished, 2 BR 2 Bath duplex. 202B 76th Street, Holmes Beach, FL 34217 New landscaping. 1 1/2 blocks (300 yards) to a beautiful sandy beach. Cable TV's, Wireless Internet, DVD Player. Laundry room. Anna Maria Island...
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    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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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 26 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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    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 26 November 2014
    We had a good time at la Playita. The main things worked well at La Playita, like the AC, the stove, and the kitchen is well stocked and there were enough towels. It would have...
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    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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    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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    Location Information
    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Coquina Sands ~ RA434501 / 23
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
    • Air Conditioning
    • Terrace
    • Parking
    • Balcony
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    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come have the full Anna Maria Island experience with a week in Coquina Sands. This beach house offers you the ultimate Anna Maria Island experience complete with panoramas of the Gulf of Mexico. Approximately 2196 square feet of space gives up room to unwind and enjoy being laid back in luxury....
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    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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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 6 September 2017
    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 29 August 2017
    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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    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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    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Internet Access
    • Terrace
    • Shared Outdoor Pool (Unheated)
    Suitability
    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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    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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    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 2 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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    Gulf Beach Place - Just a few steps from the beach1 / 19
    (23)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Ocean Views
    • Wi-Fi
    • DVD Player
    • Air Conditioning
    • Grill
    • Washer
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    Great location that is close to shopping .Condo is well stocked plus beach supplies.We had a minor inconvenience that Kay took care of to the best of her ability. Overall a...
    Reviewed 26 August 2017
    This Condo was perfect for my family and I, on arrival it was very clean and spacious and well equipped with everything you need for the duration of your stay including extra...
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    About this property
    THERE ARE NO ADDITIONAL TRAVELLER BOOKING FEES WHEN BOOKING THIS ACCOMMODATION Gulf Beach Place is in a fantastic location, just steps from the 7 mile long famous white sand beach and almost halfway from top to bottom of this quaint ‘Old Florida’ island. There are no roads to cross to get to the...
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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 Beach Club 241 / 10
    (2)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Terrace
    • DVD Player
    • Grill
    • 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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    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 14 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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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    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...
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    Holmes Beach, Anna Maria Island 34217
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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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
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 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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    Holmes Beach, Anna Maria Island 34217
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 8 Quick View
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    • Terrace
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    Pet friendly
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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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    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 8
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    Coquina Sands, view beach from balcony, priv pool1 / 12
    (7)Very good
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Waterfront
    • Satellite TV
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    • Hot Tub
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    • Private Outdoor Pool (Heated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 July 2017
    We were a family of 6 and stayed for a week. With the pull out bed in the living room we had space for everyone to sleep. The place was very clean and tidy, well stocked with...
    Reviewed 4 November 2015
    Location and view from balcony are awesome. The condition of the unit needs improvement. The walls and floors are heavily scuffed and appear dirty. The couch and chair in...
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    About this property
    This is a gorgeous home, just 1/4 block from the beach which you can see from the balcony. Private elevator to all floors, relaxing living room with flat screen TV. Impressive Kitchen with granite counter tops, Stainless steel appliances, wood floors, bar sitting area, large dining room....
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    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    Island Time 309 62nd St ~ RA755071 / 23
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    Reviewed 19 March 2017
    We come to Anna Maria Island since many years but this house is the best we ever had: VERY comfortable bedrooms with quality furniture and cozy beds, fully equipped kitchen...
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    About this property
    Welcome to your very own private island resort: You’ll find everything you need for the perfect Anna Maria Island vacation when you stay at “Island Time”! Just a short walk to the beach, this gorgeous home accommodates up to eight guests with three bedrooms and two bathrooms. From the West...
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    Holmes Beach, Anna Maria Island 34209
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Sandy Point 1061 / 31
    (2)Average
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
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    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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    Island Beach Club 41 / 12
    (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...
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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
    • Private Garden
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    Pet friendly
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    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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    510 Bayview1 / 20
    (3)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Terrace
    • Balcony
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    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 30 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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    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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    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • DVD Player
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    Pet friendly
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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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    Holmes Beach, Anna Maria Island 34217
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    Casa Sierra 205 A 36th ST ~ RA754991 / 24
    (1)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
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    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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    About this property
    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...
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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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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    About this property
    2 Bedroom, 1 Bath (sleeps 4-6) - 'Playa Casanas South' - 3222 Gulf Drive unit A in Holmes Beach. “Playa Casanas South” is a wonderful vacation rental home directly on the sparkling white quartz sands of the Gulf of Mexico. Sleeping up to six guests comfortably in two bedrooms and one bathroom...
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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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    Steps to the Beach/Renovated/Heated, Private Pool1 / 19
    (1)Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Satellite TV
    • DVD Player
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    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Blue Turtle Cottage is a private house 1 property from the beach in Holmes Beach on Anna Maria Island. You will love the location, newness and private pool. Holmes Beach is the central of 3 small cities on Anna Maria Island and convenient to all the Island's amenities. INSIDE The cottage is newly...
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 8
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    coconuts Courtyard 114 Ground Floor1 / 14
    (2)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
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    • Waterfront
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 July 2017
    We enjoyed the wonderful place. Very relaxing and peaceful. Will definitely be back. Conveniently located. Our room didn't face the beach which was the only disappointment...
    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...
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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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    Save $300/wk 11/26-12/19: 5-⭐️ Beachfront Condo on Anna Maria Island1 / 41
    (38)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Balcony
    • Satellite TV
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    • Ocean Views
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 September 2017
    This is a truly beautiful condo. The beach is at the bottom of a second set of stairs that lead directly down from the screened lanai. There were turtle nests and shorebirds...
    Reviewed 29 August 2017
    Perfect beach location,down a flight of steps and you are on the white powdery sands of the beach. Wonderfully equipped condo with everything required for a perfect holiday. The...
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    About this property
    NOVEMBER/DECEMBER DISCOUNTS begin Nov. 26. Special $200 per week Discount on the rental rate. TripAdvisor EXCELLENCE AWARD | Exquisite direct beachfront condo with 2 en suite bedrooms, den, and 2 baths | Stunning views | Sleeps 4 | Open kitchen | Granite counter tops | Large storeroom at beach...
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    Holmes Beach, Anna Maria Island 34217
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
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    Pet friendly
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    About this property
    When a starfish needs to get away, it is more than prepared to detach an arm in order to do that. Don’t let yourself get that stressed! Stay for a week in Starfish Beach Cottages and feel all your cares and worries just fall away. From the moment you arrive, you’ll feel like this vacation cottage...
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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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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Located in the center of beautiful Anna Maria Island at the Manatee Public Beach. Castnetter 5 is a (2) Bedroom (2) full Bath with complete kitchen. Unit also includes a private 10' x 30' Sun Deck with table & loungers....
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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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    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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    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
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    • 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 19 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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    Holmes Beach, Anna Maria Island 34217
    Condo/Apartment - 1 Bedroom, 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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    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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    Holmes Beach, Anna Maria Island 34218
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    North Beach Village on Gulf Drive-700 ft to beach, large heated pool, free wifi1 / 33
    (3)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    My three adult children, two son-in-laws and my granddaughter spent a great family vacation at this wonderful Holmes Beach Condo. The condo has many amenities including a great...
    Reviewed 29 June 2017
    This beach condo is a very family friendly condo whose host (Elissa) goes out of her way to make your arrival, stay and departure stress free. Location is as stated-2 minute...
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    About this property
    For a relaxing and fun Anna Maria Island paradise vacation, reserve Whispering Palms Villa at North Beach Village now! This villa is the perfect island style escape with three bedrooms, two bathrooms a bonus room with an outdoor private shower and is in the perfect location. Everything you need...
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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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    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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    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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    Blue Bayou1 / 26
    (8)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
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    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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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Internet Access
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    Pet friendly
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    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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    Holmes Beach, Anna Maria Island 34217
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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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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