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Holmes Beach Pet Friendly Vacation Rentals

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    Travellers to Holmes Beach are booking July dates now. Secure your vacation rental today, and have the perfect trip.
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    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    4 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    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... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    4 of 5 bubbles (1) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Casa Sierra 205 A has everything you’ll need for a fun Anna Maria Island paradise vacation. This two bedroom two bathroom Mediterranean style Holmes Beach vacation rental condo offers accommodations for up to six guest with one king bed,two twin beds and a queen sleeper sofa. When you arrive... View all property information
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    Holmes Beach, Anna Maria Island 34217
    4 of 5 bubbles Reviewed 9 August 2016
    The location is perfect. Close to the beach, the trolly and Publix. The unit itself is very accurately represented in the photos. It's cute and clean and has plenty of space...
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    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Welcome to Buddy's Beach House. A beachy chic getaway just 2 blocks to the beach. Stroll to the beach with a beverage in one hand and your beach cart in the other. After soaking up the sun all day, walk to one of the many fine restaurants, only a few blocks away. Or hop on the free trolley, which... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Recently renovated, 2 bed 2 bath Villa perfect for families, couples or a small group of friends. Located in a quiet neighborhood with an easy 3-minute walk to the gorgeous white sand beaches of the Gulf of Mexico. You are less than a mile from historic Pine Avenue shops, restaurants, and the Anna... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Fun and beachy lower duplex with pool on Anna Maria island. Only a block and a half from the beach. Wash the sand off fro the beach with the outdoor shower and foot wash. Play or relax by the pool. Outdoor furniture is perfect for eating or entertaining outside. Lounge furniture is perfect for... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    4 of 5 bubbles (1) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    Gorgeous Efficiency and steps to white sandy beaches from this 1 bedroom, 1 bath elevated vacation rental, one story up overlooking pool area. Stairs go up to small deck in front of the efficiency. With 3 x 8 open deck to enjoy the sunsets, or overlooking pool. Feel the warm gulf breezes lounging... View all property information
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    Holmes Beach, Anna Maria Island 34217
    4 of 5 bubbles Reviewed 14 May 2015
    I travelled with my husband and teenage daughter (age 18). We stayed an entire week in May. This is an ideal location in that it's walking distance to the beach, grocery store...
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    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    Beachside Palms Anna Maria Island Resort is extremely conveniently located directly across from the famous Manatee County Public Beach on the gorgeous Gulf of Mexico. All 3 of our units were completely updated in 2016. They feature new cabinets, stainless steel appliances and granite countertops.... View all property information
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    Holmes Beach, Anna Maria Island 34217
    4 of 5 bubbles Reviewed 24 February 2017
    Excellent spot. Immaculate. Close to beach (3 minute walk), Publix, Walgreens and CVS. Owner (Jerry) is super nice to deal with. You can book directly from Property Management...
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    1 / 14
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    Beachside Palms Anna Maria Island Resort is extremely conveniently located directly across from the famous Manatee County Public Beach on the gorgeous Gulf of Mexico. All 3 of our units were completely updated in 2016. They feature new cabinets, stainless steel appliances and granite countertops.... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Islands West Resort, located at 3605 Gulf Drive in Holmes Beach, is a tranquil resort with a large heated pool just a short stroll to the Gulf, shopping and restaurants. Enjoy the relaxing charm of island living when you stay at the Islands West Resort. The property consists of four, one bedroom... View all property information
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    Holmes Beach, Anna Maria Island 34218
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    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Islands West Resort, located at 3605 Gulf Drive in Holmes Beach, is a tranquil resort with a large heated pool just a short stroll to the Gulf, shopping and restaurants. Enjoy the relaxing charm of island living when you stay at the Islands West Resort. The property consists of four, one bedroom... View all property information
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    Holmes Beach, Anna Maria Island 34218
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    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Islands West Resort, located at 3605 Gulf Drive in Holmes Beach, is a tranquil resort with a large heated pool just a short stroll to the Gulf, shopping and restaurants. Enjoy the relaxing charm of island living when you stay at the Islands West Resort. The property consists of four, one bedroom... View all property information
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    Holmes Beach, Anna Maria Island 34218
    1 / 24
    5 of 5 bubbles (1) Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    Fantastic new private vacation rental home with outstanding Gulf Views from two of the four balconies and large heated pool equipped with a swim up Tiki hut in tropical paradise setting. Ample seating will ensure everyone can relax and enjoy the extra large pool area. Your outdoor paradise is... View all property information
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    Holmes Beach, Anna Maria Island 34217
    5 of 5 bubbles Reviewed 4 weeks ago
    Upon our arrival we were so happy to see that many of the furnishings in the house were brand new. It was bright,comfortable and clean. We all loved having breakfast on the...
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    1 / 26
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Seabreeze Condo B, at 403 39th Street in Holmes Beach, is a very nicely furnished, well maintained, and comfortable two bedroom, two bath unit with a heated pool. This smaller complex is located just a few short steps to the beach and it's just a short stroll down a newly created path to,... View all property information
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    Holmes Beach, Anna Maria Island 34218
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    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Welcome to the Four Beach Lovers (Formerly Dawg Daze). Located at 2908 Avenue E in Holmes Beach, this gulf front tropical paradise features four well-appointed and comfortable one bedroom units. Each of the four units is fully equipped and tastefully furnished. All four units feature a private... View all property information
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    Holmes Beach, Anna Maria Island 34218
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    4 Bedrooms, 2 Bathrooms, Sleeps 11 | Quick View
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    About this property
    Welcome to the SS Salamander located at 121 50th Street in Holmes Beach. This recently updated duplex is just a one block stroll down a side street to the beautiful white, sandy beaches. It’s located in a quiet and preferred residential neighborhood yet it's easily within walking distance to... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    Islands West Resort, located at 3605 Gulf Drive in Holmes Beach, is a tranquil resort with a large heated pool just a short stroll to the Gulf, shopping and restaurants. Enjoy the relaxing charm of island living when you stay at the Islands West Resort. The property consists of four, one bedroom... View all property information
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    Holmes Beach, Anna Maria Island 34218
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    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Welcome to the Four Beach Lovers (Formerly Dawg Daze). Located at 2908 Avenue E in Holmes Beach, this gulf front tropical paradise features four well-appointed and comfortable one bedroom units. Each of the four units is fully equipped and tastefully furnished. All four units feature a private... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34218
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    1 / 37
    4 of 5 bubbles (2) Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    About this property
    Anna Maria Island offers a family oriented vacation destination, laid back feel ...very relaxing. The island's beauty, world famous white beaches and friendly atmosphere will make you want to come back. The four bedroom home with a Golf Cart to bop around the island. The home is furnished with a... View all property information
    Location Information
    Holmes Beach, Anna Maria Island 34217
    4 of 5 bubbles Reviewed 28 December 2015
    We've completed our trip and it was great, now we're wondering how we get our damage deposit back? Great house for our family. Nice short walk to the beach. Trolleys were very...
    4 of 5 bubbles Reviewed 2 October 2014
    We enjoyed our stay at Casa Laguna. Great location just a few blocks from the beach and the option to use the golf cart was a nice perk for getting there easily. The pool and spa...
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Cayman Cay Condo #109 located at 4307 Gulf Drive in Holmes Beach, is a very comfortably furnished and recently updated ground level unit in a smaller complex, just a few short steps to the beach. Cayman Cay offers a heated pool, and every amenity to make your stay here a comfortable one. After a... View all property information
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    Holmes Beach, Anna Maria Island 34218
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    A Wright Place, located at 6803 Holmes Blvd., is a comfortable two bedroom, two bath duplex with poolside den which can easily serve as a third bedroom. It's exactly what you are looking for in a peaceful Anna Maria Island retreat. Located in a quiet, lakeside residential neighborhood, this unit... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    Islands West Resort, located at 3605 Gulf Drive in Holmes Beach, is a tranquil resort with a large heated pool just a short stroll to the Gulf, shopping and restaurants. Enjoy the relaxing charm of island living when you stay at the Islands West Resort. The property consists of four, one bedroom... View all property information
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    Holmes Beach, Anna Maria Island 34218
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    The While Away, located at 6203 Holmes Blvd. in Holmes Beach is a two bedroom, two bath, ground level duplex with a private heated pool. This very spacious duplex is located in a quiet, residential neighborhood just a short stroll to the beach, shopping or the library. It’s a perfect spot to... View all property information
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    Holmes Beach, Anna Maria Island 34218
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    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    Gulf Sound is a gulf side, ground level tri-plex located at 2814 Gulf Drive in the southern end of Holmes Beach. This one bedroom one bath unit is fully equipped with everything you need for your stay. Each unit has been updated and is comfortably furnished. It's quiet, yet close to shopping,... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    Welcome to the SS Salamander, South unit at 121 50th Street in Holmes Beach. This recently updated two bedroom and one bath unit is just a one block stroll down a side street to the beautiful white, sandy beaches. It’s located in a quiet and preferred residential neighborhood yet it's easily... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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     3 Bedroom, 2.5 Bath (Sleeps 6) - “North Beach Village” 6250 Holmes Boulevard unit 72 in Holmes Beach. Relax in casual luxury and comfort at North Beach Village unit 72 Gulf Dream! This Anna Maria Island vacation rental home has everything you need for the perfect getaway with up to six... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    About this property
    This property is a two unit duplex 1/2 block to a beautiful stretch of gulf coast beach on Anna Maria Island. Each side has two bedrooms and a pull out queen in the living room. The two units share a heated, screen enclosed, pool. Rent one or both sides. The free island trolley stops right... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    The peaceful and airy feeling “Sandy Point 202” is a condo style Holmes Beach vacation home located in the center of Anna Maria Island. This calming uncluttered home offers accommodations for 6 guests. “Sandy Point 202” has a clean feel, decorated with white hues and dark wood furnishings with... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    The Pool Party North side, located at 314 61st Street in Holmes Beach, is a beautiful two bedroom, two bath duplex with a pool area that is unsurpassed! This unit features a heated pool with a spa surrounded by mature, native plantings as well as a shaded hammock and an outdoor bar with charcoal... View all property information
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    Holmes Beach, Anna Maria Island 34218
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    The casual and spacious Anna Maria Island vacation rental “North Beach Village 67” is a fabulous way to make your vacation amazing! Just two blocks from the Gulf of Mexico’s best beaches, this town house style vacation rental has 3 bedrooms, 2.5 bathrooms, and accommodates up to 6 guests with 1... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Enjoy your own slice of island life with a week at 25 Seaside Court!  (2) Bedrooms, (2) Bathrooms, accommodates up to (4) guests. 1 Queen, 2 Twins. Highspeed internet, pets welcome with fee, bay front location with boat access, not far from the beach. Located in a quiet but vibrant neighborhood... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Beachside Palms Anna Maria Island Resort is extremely conveniently located directly across from the famous Manatee County Public Beach on the gorgeous Gulf of Mexico. All 3 of our units were completely updated in 2016. They feature new cabinets, stainless steel appliances and granite countertops.... View all property information
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    Holmes Beach, Anna Maria Island 34209
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    About this property
    Welcome to the Four Beach Lovers (Formerly Dawg Daze). Located at 2908 Avenue E in Holmes Beach, this gulf front tropical paradise features four well-appointed and comfortable one bedroom units. Each of the four units is fully equipped and tastefully furnished. All four units feature a private... View all property information
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    Holmes Beach, Anna Maria Island 34218
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    Welcome to the Four Beach Lovers (Formerly Dawg Daze). Located at 2908 Avenue E in Holmes Beach, this gulf front tropical paradise features four well-appointed and comfortable one bedroom units. Each of the four units is fully equipped and tastefully furnished. All four units feature a private... View all property information
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    Holmes Beach, Anna Maria Island 34218
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    The right company can be a retreat all in themselves. So when you’re looking for an escape in Anna Maria Island with someone special, consider a week spent at PIV3211 in Holmes Beach. There is room for only two people at this one bedroom, one and half bathroom vacation cottage with a king sized... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    The Pool Party South side, located at 314 61st Street in Holmes Beach, is a beautiful two bedroom, two bath duplex with a pool area that is unsurpassed! This unit features a heated pool with a spa surrounded by mature, native plantings as well as a shaded hammock and an outdoor bar with charcoal... View all property information
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    Holmes Beach, Anna Maria Island 34218
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    Relax and unwind in the casually luxurious Anna Maria Island vacation rental home “Sapphire Beach House”. This four star rental has everything experienced vacationers look for in a home from the perfect location to well-appointed amenities. Just two blocks from the powder sand beaches of... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    Welcome to the SS Salamander, North unit at 121 50th Street in Holmes Beach. This recently updated two bedroom and one and one half bath unit is just a one block stroll down a side street to the beautiful white, sandy beaches. It’s located in a quiet and preferred residential neighborhood yet... View all property information
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    Holmes Beach, Anna Maria Island 34218
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    Accommodating up to six guests for a fun laid back beach vacation, Casa Sierra 205 B offers the perfect two bedroom, two bathroom getaway for you and your family. Centrally located on Anna Maria Island, Casa Sierra 205 B is near everything for an entertaining stay including gulf beaches, free... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    Peaceful Palms is more than a vacation rental, it is a slice of island life that you can call you own. Ease into your home away from home by pulling up swaying palm trees and charming, well maintained landscaping in the front yard. You’ll be getting into that Florida frame of mind as soon as you... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    Alamanda Villas, located at 102 39th Street in Holmes Beach is a charming beachside complex featuring eight units surrounding a heated pool, tropical landscaping, multi-level decks and built in BBQ area. Anna Maria's white sandy beaches and the emerald green water of the Gulf of Mexico are just... View all property information
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    Holmes Beach, Anna Maria Island 34218
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      Create lasting memories at this island oasis just steps from eight continuous miles of uncrowded sugar-sand beach. Relax, unwind, and immerse yourself in the tropical ambience of your own private sun-dappled courtyards, but know that world-famous Anna Maria Island, and all it has to offer, is... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    On Anna Maria Island, you hear a lot about visitors experiencing love at first sunset. By the time sun is setting on your first day, most people are hooked. But at 131 W White Ave, it might not even take you that long. With an island breeze rustling the palm fronds and waves crashing in the... View all property information
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    Holmes Beach, Anna Maria Island 34217
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     2 Bedroom, 2 Bath (sleeps 6) - 202 78th Street - Holmes Beach A perfect beach is one where all you need is a bottle of sunscreen and a towel. All you need to relax is somewhere beautiful to get away from your stressors. (2) Bedrooms plus loft, (2) Bath, accommodates up to (6) people: 1... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    About this property
    Alamanda Villas, located at 102 39th Street in Holmes Beach is a charming beachside complex featuring eight units surrounding a heated pool, tropical landscaping, multi-level decks and built in BBQ area. Anna Maria's white sandy beaches and the emerald green water of the Gulf of Mexico are just... View all property information
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    Holmes Beach, Anna Maria Island 34218
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    About this property
    Alamanda Villas, located at 102 39th Street in Holmes Beach is a charming beachside complex featuring eight units surrounding a heated pool, tropical landscaping, multi-level decks and built in BBQ area. Anna Maria's white sandy beaches and the emerald green water of the Gulf of Mexico are just... View all property information
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    Holmes Beach, Anna Maria Island 34218
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    • x
    About this property
    Alamanda Villas, located at 102 39th Street in Holmes Beach is a charming beachside complex featuring eight units surrounding a heated pool, tropical landscaping, multi-level decks and built in BBQ area. Anna Maria's white sandy beaches and the emerald green water of the Gulf of Mexico are just... View all property information
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    Holmes Beach, Anna Maria Island 34218
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    2 Bedroom, 2.5 Bath (Sleeps 6) - “North Beach Village” - 6250 Holmes Boulevard unit 63 in Holmes Beach. You will love spending time with friends and family during your Anna Maria Island getaway when you spend a week at North Beach Village 63! This two bedroom, two and a half bathroom... View all property information
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    Holmes Beach, Anna Maria Island 34217