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Holiday Homes near Zegway by the Bay

3220 E Bay Dr, Holmes Beach, Anna Maria Island, Florida 34217-2039
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    Travellers to Holmes Beach are booking August dates now. Secure your holiday rental today, and have the perfect trip.
    All 100 Rentals in Holmes Beach
    AnnaMariaBeachCondo - Bright and Spacious Condo w Heated Pool!1 / 37
    (15)Excellent
    0.1 kilometres from Zegway by the Bay
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Absolutely Perfect - Cove at Sandy Pointe #2071 / 21
    (5)Excellent
    0.2 kilometres from Zegway by the Bay
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Anna Maria The Pink Flamingo1 / 22
    (2)Excellent
    0.2 kilometres from Zegway by the Bay
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Blue Bayou1 / 26
    (8)Excellent
    0.3 kilometres from Zegway by the Bay
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Cable/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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    Holmes Beach, Anna Maria Island
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Feel like in Paradise - visit Holmes Beach on AMI1 / 12
    (14)Very good
    0.2 kilometres from Zegway by the Bay
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • DVD Player
    • Washer
    • Internet Access
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    • Patio
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 June 2018
    This condo is very well situated to all the amenities on the island, restaurants, and things to do. The apartment, recently renovated was quite lovely, with many small touches...
    Reviewed 12 April 2018
    This was adequate, but could be great with some improvements. The size of condo is good. Sitting on the balcony overlooking the mangroves was relaxing. The downside to this unit...
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    About this property
    Beachy and bright condo on the second floor of a small 2-story-building (20 units in total), overlooking the mangroves with view to the Palma Sola Bay. Only some steps away from the ocean and the wonderful wide and powder sanded beaches. The condo is recently refurnished; masterbedroom with a...
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    Holmes Beach, Anna Maria Island
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Gulf View Townhouse (Unit 2) remodeled, granite counters, new tile and carpet1 / 11
    (21)Very good
    0.2 kilometres from Zegway by the Bay
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Porch
    • Air Conditioning
    • DVD Player
    • Balcony
    • Washer
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 June 2017
    This was very nice! I loved all the space and very clean !!I would recommend it is everything people say it is. It's very close to beach, pool, etc. I would go back.
    Reviewed 9 July 2015
    We had a great time there. Wonderful place to stay, nice,cozy and the balcony. I definitely recommend this place to anyone. Thank you Richard.
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    About this property
    Gulf View Townhouse, Unit 2, has a heated swimming pool, covered parking for two cars. Nestled on a short dead end street adjacent to a lineal park, walking distance to the beach, shopping and restaurants for breakfast, lunch or dinner. This residence is completely furnished with a washer and...
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    Holmes Beach, Anna Maria Island
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    90 steps to the Beach!1 / 30
    (4)Excellent
    0.1 kilometres from Zegway by the Bay
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Ocean Views
    • Washer
    • Cable/satellite TV
    • Patio
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 weeks ago
    The condo is truly only 90 steps to the beach and has a partial view of the water also. We weren’t expecting such a nice view. The condo is very comfortable and has lots of...
    Reviewed 6 March 2017
    We have stayed at this condo past 12 years. New owners have made many needed improvements and it is perfect! Great location steps to beach and a Publix nearby. Short walk to...
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    About this property
    Location! location! Spacious and light 1395 sq.ft, 2 bed, 2 bath condo on Anna Maria Island in Holmes Beach. Located on a quiet, less traveled fork of Gulf drive. No roads to cross, you can see the beach at sunset from your lanai or roof deck. Right out #3's door and up 12 steps to a huge deck with...
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    Holmes Beach, Anna Maria Island
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Island Vacation Rental1 / 19
    (4)Very good
    0.3 kilometres from Zegway by the Bay
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Internet Access
    • DVD Player
    • Patio
    • Outdoor Dining Area
    • Balcony
    • Cable/satellite TV
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 May 2018
    Close to amenities condo good. Disappointed that we had to buy beach furniture and umbrella as we couldn't find any at the condo. It was always supplied at other places where we...
    Reviewed 27 December 2016
    This 2-bedroom condo is located within a quiet, peaceful setting, just like the picture shows. It was very nicely furnished and adequately supplied with household items...
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    About this property
    Lovely Bayside Condo recently remodeled, 2 Bedroom, 2 Bathroom, fully air conditioned, screened lanai, heated pool and covered parking. Easy access to: retail shops, grocery store and restaurants. 200 hundred yards to Free Island Trolley. Five minute walk to white sand beaches. Bike to nearby...
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    Holmes Beach, Anna Maria Island
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    0.3 kilometres from Zegway by the Bay
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Terrace
    • DVD Player
    • Internet Access
    • Grill
    • Shared Outdoor Pool (Unheated)
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Island Beach Club 22 - Condo 2 Bedroom / 1 Bath gulf front , maximum occupancy of 4 people. Community pool. VRC16-000068 If you're looking for total serenity and magnificent gulf front views then you've found the right place. This 2 bedroom/ 1 bath beachfront condo is tucked away in its own...
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    Holmes Beach, Anna Maria Island
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    The beautiful Cove on Anna Maria Island1 / 30
    (8)Very good
    0.3 kilometres from Zegway by the Bay
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
    • Parking
    • Cable/satellite TV
    • DVD Player
    • Grill
    • Wi-Fi
    • Air Conditioning
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 April 2018
    Spacious, lovely condo located across the street from groceries and pharmacy. We were somewhat disappointed in the pool. It didn't seem to be heated, and after inquiring were...
    Reviewed 20 October 2017
    Very nicely decorated with eye for comfort. Very, very clean. Great location. Hope to return in the near future.
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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
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Condo in quiet complex1 / 18
    (2)Very good
    0.2 kilometres from Zegway by the Bay
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Cable/satellite TV
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    • Internet Access
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 August 2017
    The location was perfect. The beach is two blocks away, grocery store across the street, trolley just steps away. We walked to just about everywhere we needed to go. The condo...
    Reviewed 2 July 2016
    Agnes and her husband were extremely accommodating and helpful when my wife and I arrived for our first trip to Anna Maria. Their condo was beautiful and very close to...
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    About this property
    This two bedroom, two-bath condo has been tastefully renovated and refurbished. The kitchen has new appliances and granite countertops. All the new furnishings make this a very comfortable home away from home. It has a private screened balcony off the living room and bedroom that overlooks the...
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    Location Information
    Holmes Beach, Anna Maria Island
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.3 kilometres from Zegway by the Bay
    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 3 Bedroom/ 3 Bath, maximum occupancy of 6 people. Distance to the Beach: 4 blocks. VRC16-000070 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...
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    Holmes Beach, Anna Maria Island
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    Gulf Beach Place - Just a few steps from the beach1 / 38
    (37)Excellent
    0.1 kilometres from Zegway by the Bay
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Ocean Views
    • Wi-Fi
    • DVD Player
    • Air Conditioning
    • Grill
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 June 2018
    Great condo and has all of the amenities that you may need while on vacation! The ocean is only a few steps away from condo.
    Reviewed 23 April 2018
    This beach condo was exceptional. Few steps from the beach, sunsets, and pool. The condo was bigger then I imagined. Had everything you could possibly think of in it. Would love...
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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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    Holmes Beach, Anna Maria Island
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.2 kilometres from Zegway by the Bay
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Balcony
    • Terrace
    • Air Conditioning
    • DVD Player
    • Secure Parking
    • Cable/satellite TV
    • Wi-Fi
    • Outdoor Dining Area
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Bright and light condo on the second floor with view to the Palma Sola Bay (left side) and a peek-a-boo-view to the beach (right side) but only some steps away from the blue green water of the Gulf. 7 miles of white sandy beaches invite you for walking, swimming or only relaxing and enjoying the...
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    Location Information
    Holmes Beach, Anna Maria Island
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    0.1 kilometres from Zegway by the Bay
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Location Information
    Holmes Beach, Anna Maria Island
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Gulf Beach Place, miles of whites sandy beach1 / 8
    (1)Excellent
    0.1 kilometres from Zegway by the Bay
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Air Conditioning
    • Cable/satellite TV
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    • Patio
    • Grill
    • Wi-Fi
    • Waterfront
    Suitability
    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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    Location Information
    Holmes Beach, Anna Maria Island
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.2 kilometres from Zegway by the Bay
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Internet Access
    • Terrace
    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sandy Point 205 - Condo 2 Bedroom/ 2 Bath, maximum occupancy of 4 people. Distance to the Beach: 4 blocks. VRC16-000291 Sit on your balcony and listen to the gentle sway of the mangroves as you sip on your cocktail and bask in the Florida warmth! 2 bedroom, 2 bath condo in quiet, residential area...
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    Holmes Beach, Anna Maria Island
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Sandy Point 1061 / 31
    (2)Average
    0.2 kilometres from Zegway by the Bay
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Balcony
    • Terrace
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 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 14 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 6 people. Distance to the Beach: 4 blocks. VRC16-0000290 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...
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    Holmes Beach, Anna Maria Island
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Stunning 5 bedroom Pool Home just steps from the beach!1 / 49
    (4)Excellent
    0.2 kilometres from Zegway by the Bay
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Patio
    • Air Conditioning
    • Ocean Views
    • Washer
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 October 2017
    This wonderful house is located about in the middle of the island, close to Walgreens (if you forgot something) and a couple of minutes from Publix (for your culinary needs...
    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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    Holmes Beach, Anna Maria Island
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    0.2 kilometres from Zegway by the Bay
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Internet Access
    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Gulf View Townhouse 3 - Condo 2 Bedroom / 2 1/2 Bath , maximum occupancy of 4 people. VRC16-000063 Peaceful Anna Maria Island Living! Distance to the Beach: 2 blocks Come relax and enjoy your beach vacation at the Gulf View Townhouses. Enjoy your vacation at this wonderful townhouse just 3 min...
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    Holmes Beach, Anna Maria Island
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Coastal Hideaway1 / 24
    (1)Excellent
    0.3 kilometres from Zegway by the Bay
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Balcony
    • Cable/satellite TV
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    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 June 2017
    This condo is as immaculate as it is in the pictures! Very pristine and beautifully decorated. The owner has thought of just about anything you could possible need while...
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    About this property
    Come to Anna Maria Island and stay at Coastal Hideaway! This recently renovated two-bedroom, two-bath condominium, located in Holmes Beach, is a fantastic place for your vacation. A beautiful vacation rental condo with an open floor plan invites you to relax the minute you walk in the door. A new...
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    Location Information
    Holmes Beach, Anna Maria Island
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    0.2 kilometres from Zegway by the Bay
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Terrace
    • Shared Outdoor Pool (Unheated)
    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sandy Point 111 - Condo 2 Bedroom/ 2 Bath, maximum occupancy of 4 people. Distance to the Beach: 4 blocks VRC16-000289 Condo in quiet, residential area about 4 blocks to the beach. Walking distance to grocery, shops and restaurants. Laundry in unit. Overlooks mangroves. Heated pool. Anna...
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    Holmes Beach, Anna Maria Island
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Fountain Head 61 / 21
    (5)Very good
    0.1 kilometres from Zegway by the Bay
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Fountain Head 6 - Condo 2 Bedroom / 1.5 Bath , maximum occupancy of 4 people. VRC16-000061 Florida Living at it's Finest!~ Distance to the Beach: 1 block Is a location near attractions important, particularly when this location comes at a reasonable price? Is an easy walk to the white-sand...
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    Location Information
    Holmes Beach, Anna Maria Island
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    0.1 kilometres from Zegway by the Bay
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Patio
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    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sea Pirate 1 has been recently renovated throughout and is conveniently located close to shops and restaurants; and most of all; less than 100 feet from the beach. There are eight units total in the complex with a heated pool with easy access to the beach. Amenities Include: Full kitchen, dishes,...
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    Location Information
    Holmes Beach, Anna Maria Island
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Beach Potato: 2BR Condo with Pool & Amazing View1 / 24
    (6)Excellent
    0.1 kilometres from Zegway by the Bay
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Grill
    • Balcony
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    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 May 2018
    We loved the decor, and the relaxed atmosphere. We cooked breakfast and lunch and then would explore local places for dinner. Beach and pool were pristine. Condo very clean...
    Reviewed 22 September 2017
    We stayed at the Beach Potato for a week with our 2 young kids and had an incredible time. The condo is spacious and beautifully updated. The proximity to the beach and...
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    About this property
    Leave the couch at home and become a beach potato when you vacation in this spacious two-bedroom family-friendly condo just steps from Anna Maria Island's beautiful white sand beach! With 1,349 square feet, this vacation rental offers plenty of space to relax and enjoy your time away from the...
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    Location Information
    Holmes Beach, Anna Maria Island
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    0.2 kilometres from Zegway by the Bay
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
    • Central Heating
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Anna Maria Beach Place #6, located at 201 35th Street in Holmes Beach is a charming beachside complex featuring six units surrounding a heated pool and tropical gardens. Immediately across a rarely traveled, dead end road are the white sandy beaches and the emerald green water of the Gulf of...
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    Location Information
    Holmes Beach, Anna Maria Island
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    0.2 kilometres from Zegway by the Bay
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Grill
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    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If you're vacationing on Anna Maria Island with another small family, this stylish, relaxing villa is the perfect choice, offering two separate and complete living quarters (Turtle Cove East and Turtle Cove West) with a shared, heated pool, two parking spaces each, and close proximity to the beach...
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    Location Information
    Holmes Beach, Anna Maria Island
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    0.2 kilometres from Zegway by the Bay
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Patio
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spacious beachside glamour is waiting for you at this dog-friendly Holmes Beach retreat. With a great location and room for the whole family - even the dog! - everyone can enjoy the private pool, soothing hot tub, and spectacular views from the rooftop. Enjoy all the luxury of a resort getaway...
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    Location Information
    Holmes Beach, Anna Maria Island
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    0.3 kilometres from Zegway by the Bay
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Salt Shack is an adorable three-bedroom vacation rental spacious enough for up to six guests. Enjoy a number of deluxe amenities inside and outside including a full kitchen, furnished patio, and a private heated pool. Dogs under 50 lbs. are welcome for an additional nightly fee. Perched just...
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    Location Information
    Holmes Beach, Anna Maria Island
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.1 kilometres from Zegway by the Bay
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Terrace
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fountain Head 8 - Condo 2 Bedroom / 2 Bath , maximum occupancy of 6 people. VRC16-000062 Enjoy Old Florida Quiet Island Living! Distance to the Beach: 1 block Is a residential location near attractions important, particularly when this location comes at a reasonable price? Is an easy walk to the...
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    Location Information
    Holmes Beach, Anna Maria Island
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.2 kilometres from Zegway by the Bay
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Beachside is a custom built three bedroom, two bath home located at 113 31st Street in Holmes Beach. This spectacular home is west of Gulf Drive for easy beach access with no busy streets to cross. There is a wonderful heated, salt water pool and spa for your use. The pool area is tropical and...
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    Location Information
    Holmes Beach, Anna Maria Island
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    0.3 kilometres from Zegway by the Bay
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Grill
    • Waterfront
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Step right outside onto white sand and the turquoise Gulf of Mexico at this two-bedroom Holmes Beach cottage, a beachfront escape with a private deck, incredible sunset views, and an ideal location within walking distance of restaurants and the free trolley. This darling Gulf-front cottage is...
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    Location Information
    Holmes Beach, Anna Maria Island
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    0.3 kilometres from Zegway by the Bay
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Patio
    • Internet Access
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    • Waterfront
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    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The panoramic views from this dreamy condo are something that you will need to share with absolutely EVERYONE back home. Up to six guests will enjoy this vibrant and airy rental complete with a full kitchen, sunny rooftop deck, and immediate beach access right in your own backyard. While you'll...
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    Location Information
    Holmes Beach, Anna Maria Island
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.2 kilometres from Zegway by the Bay
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    The Siboney located at 3700 Gulf Drive in Holmes Beach, is an exquisite, executive level home with a private heated pool set amidst tropical, native landscaping. Its 2000 square feet of luxury! The beach is approximately one half block away with no major roads to cross. You can enjoy views of the...
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    Location Information
    Holmes Beach, Anna Maria Island
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    0.2 kilometres from Zegway by the Bay
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Sandy Pointe Condo #210, at 3607 East Bay Drive is a cheerful, two bedroom and two bath condo in a secluded complex close to shopping and conveniently located to the beach. Sandy Pointe features undercover parking and a large heated pool. This unit has a screened lanai overlooking a natural...
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    Location Information
    Holmes Beach, Anna Maria Island
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.2 kilometres from Zegway by the Bay
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Looking for that tropical island getaway? Look no further – this lovely, light and bright two bedroom, two bath condominium is calling your name. Located on beautiful Anna Maria Island in Holmes Beach, the free trolley stops right in front which makes shopping and dining a breeze. This condo has...
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    Location Information
    Holmes Beach, Anna Maria Island
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    0.2 kilometres from Zegway by the Bay
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Central Heating
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    Pet friendly
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    Smoking allowed
    About this property
    Anna Maria Beach Place #3, located at 201 35th Street in Holmes Beach is in a charming beachside complex featuring six units surrounding a heated pool and tropical gardens. Immediately across a rarely traveled, dead end road are the white sandy beaches and the emerald green water of the Gulf of...
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    Location Information
    Holmes Beach, Anna Maria Island
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    0.3 kilometres from Zegway by the Bay
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Terrace
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sandy Point Cove 112 - Condo 2 Bedroom/ 2 Bath, maximum occupancy of 4 people. Distance to the Beach: 4 blocks. Direct Bay Front 2 bedroom 2 bathroom condo overlooking the mangroves and the bay Located in a quiet residential area and c onvenient to grocery, shops and restaurants. Just 4...
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    Location Information
    Holmes Beach, Anna Maria Island
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    0.1 kilometres from Zegway by the Bay
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Walk onto the white sands and into the clear waters of the Gulf of Mexico from your beach retreat, the Seascape cottage, one half of a duplex nestled in Holmes Beach on picturesque Anna Maria Island, Florida. Once you arrive at this bright two bedroom/one bath cottage, you can leave your car...
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    Location Information
    Holmes Beach, Anna Maria Island
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    0.2 kilometres from Zegway by the Bay
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Internet Access
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    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come to Holmes Beach and stay in this quaint two-bedroom beachfront rental with an ideal location and screened lanai. Bask in the sun and revel in the salty sea air every day, and enjoy immediate, unbeatable access to the warm beach sands! Park your two cars in the driveway, leave them for the...
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    Location Information
    Holmes Beach, Anna Maria Island
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    0.1 kilometres from Zegway by the Bay
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Kid friendly
    Smoking allowed
    About this property
    Everything you need for a fun Anna Maria Island paradise vacation is waiting at Casa Sierra 205 A. This ground-level and dog-friendly Holmes Beach rental is just a short walk to gulf beaches and features a lovely shared heated pool. The perfect destination for a relaxing island vacation! When...
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    Location Information
    Holmes Beach, Anna Maria Island
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.2 kilometres from Zegway by the Bay
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
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    • Terrace
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    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Discover the best Anna Maria Island has to offer when you stay in this comfortable house steps from an amazing white sand beach. Offering access to a shared heated pool plus your own garden and a sunny balcony to relax on, you'll be living the island dream in no time! Located in one of the most...
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    Location Information
    Holmes Beach, Anna Maria Island
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Inviting condo w/shared pool - easy beach access & dogs are welcome!1 / 26
    (1)Very good
    0.1 kilometres from Zegway by the Bay
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 April 2018
    We loved our 2 weeks at 203A 36th Ave... Casa Sierra. Just a short walk to the beach, close to the trolley stop, an easy drive to any where we needed to go, walking distance to...
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    About this property
    Come to Anna Maria Island and stay in this inviting condo with a shared pool, easy beach access, and walking distance to dining and shopping. You'll be able to park two cars in the designated spots and leave them there for the duration of your stay, thanks to the free, air-conditioned trolley. Your...
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    Location Information
    Holmes Beach, Anna Maria Island
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.1 kilometres from Zegway by the Bay
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Patio
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    You'll fall in love with the relaxed lifestyle of Anna Maria Island at this two-bedroom Holmes Beach villa, a dog-friendly retreat with an ideal location for beach-goers and community amenities that include a heated swimming pool, a gazebo, and a picnic area. This quiet, ground-floor villa is...
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    Location Information
    Holmes Beach, Anna Maria Island
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.2 kilometres from Zegway by the Bay
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Internet Access
    • Terrace
    • Washer
    • Balcony
    • Patio
    • Parking
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This delightful two-bedroom condo in Holmes Beach offers a shared pool, two screened lanais, and easy access to the beach, dining, and shopping, providing everyone a relaxing, stress-free island life experience. You'll be located on central Anna Maria Island, close enough to the Intracoastal...
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    Location Information
    Holmes Beach, Anna Maria Island
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.2 kilometres from Zegway by the Bay
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This cozy duplex with a shared pool and easy beach access is waiting for your upcoming Anna Maria Island vacation. You'll be in close proximity to dining and shopping, and you'll have space to park two cars. This rental is located two blocks from flour soft, sugar white beaches on the Gulf of...
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    Location Information
    Holmes Beach, Anna Maria Island
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    0.2 kilometres from Zegway by the Bay
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
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    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Head to Anna Maria Island and make this conveniently located two-bedroom duplex your home away from home in paradise. You'll have access to a shared pool and easy access to the beach, dining, and shopping, as well as room to park two cars. This rental is half a duplex, located two blocks from the...
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    Location Information
    Holmes Beach, Anna Maria Island
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    0.2 kilometres from Zegway by the Bay
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The sun is always shining at this two-bedroom Holmes Beach condo, a wonderfully appointed family escape with a private patio and grill, access to a shared heated swimming pool, and an ideal location steps from the beach! You'll find this ground-floor condo at the Palm Isle Village Resort, a...
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    Location Information
    Holmes Beach, Anna Maria Island
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    0.2 kilometres from Zegway by the Bay
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
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    • Balcony
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    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    It’s impossible not to settle into an island state of mind when the sunlight pours through the glass doors in this Holmes Beach townhouse. Open the doors and windows up and enjoy your coffee on the balcony. You're steps from the ocean, but if you prefer to swim in less salty waters, take the family...
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    Location Information
    Holmes Beach, Anna Maria Island
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    0.1 kilometres from Zegway by the Bay
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Garcia Home is a very comfortable and cozy two bedroom, two bath home at 3212 6th Avenue in Holmes Beach. It’s located in a quiet, residential neighborhood, close to the beach, restaurants and shopping. It has undercover parking and a washer and dryer. The Garcia Home sleeps six with a queen...
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    Location Information
    Holmes Beach, Anna Maria Island
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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