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Holiday Rentals and Homes in Holmes Beach, FL

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    From
    €764
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    1 / 12
    3 Bedrooms, 2 Bathrooms, Sleeps 8
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    €1,044
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    1 / 15
    3 Bedrooms, 2 Bathrooms, Sleeps 6
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    €1,572
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    1 / 27
    4 Bedrooms, 3 Bathrooms, Sleeps 10
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    €524
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    1 / 8
    2 Bedrooms, 1 Bathroom, Sleeps 4
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    • Internet Access
    • Air Conditioning
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    • Washer
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    • Pet-friendly
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    • Elder access
    • x
    About this property
    This beautifully decorated unit is right across the street from the beach with 2 bedrooms and 1 bathroom. Sea Pirate has all brand new furniture, ceramic tile floors, and new kitchen and bathroom & a partial Gulf view. There are eight units total in the complex with a heated pool and easy access to... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
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    €3,053
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    1 / 33
    4 Bedrooms, 3 Bathrooms, Sleeps 8
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    • DVD Player
    • TV
    • Hot Tub
    • Washer
    • Air Conditioning
    • Waterfront
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    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
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    • Elder access
    • x
    About this property
    La Plage 2 is Island luxury at its finest! An exquisite example of Mediterranean architecture nestled right on the sands of the Gulf of Mexico, this beachfront enclave will exceed all your expectations. Relax in the tropical splendor of this ultra-luxurious beachfront property on Anna Maria Island... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    €480
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    1 / 11
    2 Bedrooms, 2 Bathrooms, Sleeps 4
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    • Air Conditioning
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    • Dryer
    • Refrigerator
    • Cooker
    • Linens Provided
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • Elder access
    • x
    About this property
    This 2 bedroom, 2 bath villa is in the heart of Anna Maria Island. It is located 500 feet to the beach in a residential neighborhood, west of Gulf Drive. Decorated with simplicity, it is fully equipped with all the amenities which include: Full kitchen, washer/dryer, microwave, dishwasher, cable... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    €611
    / Week
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    1 / 15
    3.5 of 5 stars (2) Average
    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    • DVD Player
    • Internet Access
    • Stereo System
    • Satellite TV
    • Air Conditioning
    • Deck
    • Washer
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    This 2 bedroom, 2 bath home is located in Holmes Beach just 3 blocks from the beach in a quiet residential neighborhood. The home offers a large open floor plan with a bonus room on the lower level with a sleeper sofa and a game room. Amenities Include: Full kitchen, dishes, cook ware, utensils,... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
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    €633
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    1 / 16
    4 of 5 stars (5) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 7
    Overview Reviews (5) Make Enquiry
    Overview Reviews (5)
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    • Dryer
    • DVD Player
    • Stereo System
    • Satellite TV
    • Internet Access
    • Air Conditioning
    • Washer
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    This beautifully decorated 2 bedroom, 1 bath and 3 bedroom, 2 bath duplex is just a short half block from the white sand beaches of Anna Maria Island. The 2 bedroom unit sleeps 7 people and the 3 bedroom sleeps up to 10 people. Palm Haven is the perfect vacation spot for anyone! Amenities Include:... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
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    €677
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    1 / 11
    4.5 of 5 stars (3) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Reviews (3) Make Enquiry
    Overview Reviews (3)
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    • Dryer
    • Grill
    • Refrigerator
    • Balcony
    • Washer
    • Air Conditioning
    • Deck
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Palm Views is a comfortable and welcoming 3 bedroom, 2 bath townhome located in one of Anna Maria's finest neighborhoods just 1 block from the beach. Lush landscaping gives this home privacy and charm with a peek of the Gulf from the lanai. Townhouse-style layout features a garage on the ground... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
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    €642
    / Week
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    1 / 17
    4 of 5 stars (21) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 6
    Overview Reviews (21) Make Enquiry
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    Amenities & Details
    • Internet Access
    • Shared Outdoor Pool...
    • Dishwasher
    • Grill
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Anna Maria Beach Place #1, 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... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
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    From
    €262
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    1 / 49
    4 of 5 stars (3) Very good
    6 Bedrooms, 3 Bathrooms, Sleeps 14
    Overview Reviews (3) Make Enquiry
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    • Private Outdoor...
    • DVD Player
    • Wi-Fi
    • Hot Tub
    • Air Conditioning
    • Satellite TV
    • Ocean Views
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    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 with double waterfalls. The world-famous Old Florida charm of Anna Maria meets brand-new, modern living in Villa Chianti. With every modern convenience and a... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    €105
    / Night
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    1 / 12
    Studio, 1 Bathroom, Sleeps 4
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    • Air Conditioning
    • Water Views
    • Satellite TV
    • Waterfront
    • Internet Access
    • Ocean Views
    • Elevator/Lift access
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Come and put your toes in the sand! This large studio with balcony sleeps a maximum of 4 guests. Ideally designed for 2 Adults and 2 Children, this unit has one king bed and two twin sleepers, and is decorated with the Tropical Island Beach style furnishings. Relax on your private balcony and... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    €734
    / Week
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    1 / 22
    2 of 5 stars (1) Poor
    2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Overview Reviews (1)
    Amenities & Details
    • Internet Access
    • Shared Outdoor Pool...
    • Waterfront
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Sunbow Bay Condominium #109 located at 3705 East Bay Drive in Holmes Beach has everything you could need or want for a memorable vacation. Conveniently close to shopping and restaurants yet out of the way and quiet. Sunbow Bay offers two heated pools, tennis courts, elevators, undercover parking... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    €139
    / Night
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    1 / 14
    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Overview
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    • Pool
    • Parking
    • Air Conditioning
    • Grill
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Brand new remodeled cottage with a beautifully landscaped private backyard, Heated pool, paver deck, full kitchen with Granite countertops and Stainless Steel appliances. Sleeps up to 6 people. 880 Sq. ft. 310B 62nd St., Holmes Beach 2 Bedroom/2 Bath Villa $1225 Weekly - Winter Season $1125... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    €206
    / Night
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    1 / 30
    5 of 5 stars (2) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8
    Overview Reviews (2) Make Enquiry
    Overview Reviews (2)
    Amenities & Details
    • Dryer
    • Washer
    • Satellite TV
    • Internet Access
    • Air Conditioning
    • Patio
    • Private Outdoor...
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Beautiful Tropical villa with Bamboo ceilings and furniture, a private landscaped backyard, Heated pool, gas grill, and a large covered tiki bar, paver deck, and Full kitchen with Granite countertops and Stainless Steel appliances. Sleeps up to 8 people. 1316 Sq. ft. 303A 64th St., Holmes Beach... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    €2,227
    / Week
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    1 / 19
    4.5 of 5 stars (8) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8
    Overview Reviews (8) Make Enquiry
    Overview Reviews (8)
    Amenities & Details
    • Internet Access
    • Shared Outdoor Pool...
    • Waterfront
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Palm Gables Condominium located at 110 36th Street in Holmes Beach is one of the most sought after Holmes Beach rental complexes. It’s in a popular, quiet area of Holmes Beach yet it’s close to shopping and restaurants. Palm Gables is a small 7 unit complex and features secured undercover parking... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    €581
    / Week
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    1 / 11
    4 of 5 stars (6) Very good
    1 Bedroom, 1 Bathroom, Sleeps 6
    Overview Reviews (6) Make Enquiry
    Overview Reviews (6)
    Amenities & Details
    • Internet Access
    • Water Views
    • Grill
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Anna Cabana Bungalow #2 located at 3711 4th Avenue in Holmes Beach is in a ground level five unit complex that’s fun and affordable. It adjoins three other of the Cabana Bungalow units and is next door to the Cabana Beach House. With the numerous room configurations this is a perfect complex for... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    €213
    / Night
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    1 / 18
    3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Overview
    Amenities & Details
    • Private Outdoor...
    • Internet Access
    • Washer
    • Hot Tub
    • DVD Player
    • Satellite TV
    • Deck
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Beautiful, Brand New, 3 bedroom/2 bath home with Heated Pool and Hot Tub! Granite Countertops, vaulted ceilings, Stainless Appliances, and more. Great location in a quiet neighborhood, just a couple blocks to the beach, and a half block to the Free Island trolley. Enjoy the pool and hot tub with... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    €2,791
    / Week
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    1 / 62
    3 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Stereo System
    • Wi-Fi
    • Private Outdoor...
    • Waterfront
    • Satellite TV
    • Air Conditioning
    • Hot Tub
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    You will be hard-pressed to find something more luxurious than La Casa 12. This high-end condominium is in demand year around. One step inside and you will immediately know why. This luxury property has all the touches - crown molding, granite, deluxe kitchen, over sized balcony, lush tropical... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    €1,681
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    1 / 22
    4 of 5 stars (1) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 11
    Overview Reviews (1) Make Enquiry
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    • Shared Outdoor Pool...
    • Internet Access
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    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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    Location Information
    Holmes Beach, Anna Maria Island 34217
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    From
    €1,016
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    1 / 21
    5 of 5 stars (1) Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 12
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    • Dishwasher
    • Internet Access
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    The Bollinger Duplex is a very comfortably furnished and spacious duplex located at 6909 Gulf Drive, in the preferred, quiet area of northern Holmes Beach. This property is located about one-half block to the beautiful Gulf of Mexico where you can walk for miles in either direction on the white,... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    €105
    / Night
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    1 / 27
    2 Bedrooms, 2 Bathrooms, Sleeps 4
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Dryer
    • DVD Player
    • Internet Access
    • Patio
    • Air Conditioning
    • Satellite TV
    • Washer
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Two bedroom, two bath condo in the quiet, four-unit complex of Seabreeze! Clean and Comfortable! Nicely appointed kitchen with Stainless Steel Applicances. Conveniently located for shopping, restaurants, and the beach, yet tucked back into a quiet area! Just a block to Skinny's for the Best Burger... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    €254
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    1 / 38
    5 of 5 stars (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8
    Overview Reviews (1) Make Enquiry
    Overview Reviews (1)
    Amenities & Details
    • Water Views
    • Internet Access
    • DVD Player
    • Air Conditioning
    • Private Outdoor...
    • Waterfront
    • Hot Tub
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Beautiful, Brand New, Waterfront, 3 bedroom/2 bath home with Heated Pool, Dock, and just over a block to the beach! Covered Patio by pool area and beautiful views of the canal from the Dock. Great location in a quiet neighborhood, a few steps to the Trolley Stop, and a short walk to the Public... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
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    €581
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    1 / 21
    4 of 5 stars (18) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Reviews (18) Make Enquiry
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    Amenities & Details
    • Internet Access
    • Shared Outdoor Pool...
    • Dishwasher
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Fountainhead Condo #3, located at 3402 6th Avenue in Holmes Beach is just a few steps from the beautiful beaches and emerald green water of the Gulf. This eight unit complex has a heated pool and laundry room on site. Due to some long awaited tree removal, there is now a nice beach view from the... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    €141
    / Night
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    1 / 27
    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Overview
    Amenities & Details
    • Air Conditioning
    • Satellite TV
    • Patio
    • Washer
    • Deck
    • DVD Player
    • Dryer
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Casa Sierra Resort is a private Mediterranean style four unit complex in the heart of Anna Maria Island with just a two minute walk to the beautiful white sand beach! Each unit offers an outdoor patio with the spacious common area providing a large heated pool, gazebo, lush tropical landscaping,... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    €259
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    1 / 38
    4 Bedrooms, 3 Bathrooms, Sleeps 10
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Air Conditioning
    • Washer
    • DVD Player
    • Satellite TV
    • Private Outdoor...
    • Deck
    • Internet Access
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Huge 4 bedroom/3.5 bath home, just a short block to the beach(just over 100 yards), and a couple houses to the free Island trolley! Beautiful back yard with Heated Pool. Large Master Suite upstairs with private deck Sleeps up to 10. 2830 sq. ft. 210 67th 4 Bedroom/3.5 Bath/House $2325 Weekly... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
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    €1,742
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    1 / 20
    4.5 of 5 stars (19) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8
    Overview Reviews (19) Make Enquiry
    Overview Reviews (19)
    Amenities & Details
    • Water Views
    • Grill
    • Internet Access
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    The Tiki, located at 3214 Gulf Drive in Holmes Beach is a spectacular three bedroom, two bath home directly on the emerald waters of the Gulf of Mexico. While the Tiki is located in a very quiet area on a secluded beach area, it is within a five minute walk to shopping and restaurants. Recent... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
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    €245
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    1 / 22
    4.5 of 5 stars (8) Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 8
    Overview Reviews (8) Make Enquiry
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    • Grill
    • Shared Outdoor Pool...
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    The Sand Dollar, located at 143 50th Street in Holmes Beach is a beautiful, newly constructed four bedrooms, three and one half bath home with a large heated pool surrounded by native landscaping. It’s located on a quiet residential street west of Gulf Drive and less than a two minute walk to the... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    €239
    / Night
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    1 / 34
    3 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Patio
    • Dryer
    • Private Outdoor...
    • Washer
    • Air Conditioning
    • DVD Player
    • Satellite TV
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Three bedroom, two bath totally redone home with gorgeously landscaped backyard and heated pool! Only houses to the Gulf of Mexico and a beautiful white sand stretch of beach! This home has been updated with Mexican tile, granite countertops, and stainless kitchen! King-sized master bedroom, second... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    €277
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    1 / 26
    4 Bedrooms, 4 Bathrooms, Sleeps 10
    Overview Make Enquiry
    Overview
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    • Washer
    • DVD Player
    • Internet Access
    • Satellite TV
    • Hot Tub
    • Dryer
    • Private Outdoor...
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Brand New Construction! Spacious Ground Level 4 Bedroom/4 Bath Home with One Car Garage, Heated Pool, and Hot Tub. Featuring Granite Countertops, Stainless Steel Appliances, and Flat Screens throughout. Great location in a quiet neighborhood, just a block to the beach, and close to the Trolley... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    €856
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    1 / 22
    5 of 5 stars (5) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4
    Overview Reviews (5) Make Enquiry
    Overview Reviews (5)
    Amenities & Details
    • Waterfront
    • Water Views
    • Shared Outdoor Pool...
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Seaside Beach House #103 located at 102 68th Street in Holmes Beach is a direct Gulf front complex with a heated pool at beachside. It’s one of the nicest complexes on Anna Maria Island. This 'hidden away' property is located on a quiet side street in the northern end of Holmes Beach. The beach... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
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    €1,009
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    3.5 of 5 stars (6) Average
    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Amenities & Details
    • Internet Access
    • Grill
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Smoking allowed
    • Elder access
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    About this property
    The Pool Party South side, located at 6102 Marina Drive 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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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    €734
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    1 / 15
    3.5 of 5 stars (3) Average
    2 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Reviews (3) Make Enquiry
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    Amenities & Details
    • Shared Outdoor Pool...
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    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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    Location Information
    Holmes Beach, Anna Maria Island 34218
    From
    €206
    / Night
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    1 / 26
    3 Bedrooms, 2 Bathrooms, Sleeps 8
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Air Conditioning
    • Satellite TV
    • DVD Player
    • Patio
    • Dryer
    • Private Outdoor...
    • Washer
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Brand New remodeled cottage with a beautifully landscaped private backyard, Heated pool with Swim-up Tiki, Tiki Bar with Fan , paver deck, and Full kitchen with Granite countertops and Stainless Steel appliances. Bamboo Ceilings and Tiki Feel throughout. Sleeps up to 8 people, 1316 Sq. ft. 303B... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    €734
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    1 / 21
    4.5 of 5 stars (4) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4
    Overview Reviews (4) Make Enquiry
    Overview Reviews (4)
    Amenities & Details
    • Shared Outdoor Pool...
    • Internet Access
    • Waterfront
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Sunbow Bay Condominium #308 located at 3805 East Bay Drive in Holmes Beach has everything you could need or want for a memorable vacation. Conveniently close to shopping and restaurants yet out of the way and quiet. Sunbow Bay offers two heated pools, tennis courts, elevators, undercover parking,... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    €236
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    1 / 22
    4.5 of 5 stars (18) Very good
    3 Bedrooms, 4 Bathrooms, Sleeps 12
    Overview Reviews (18) Make Enquiry
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    Amenities & Details
    • Water Views
    • Internet Access
    • Grill
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
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    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    The Harrison Home is a very spacious four bedroom, four bath pool home located at 6901 Gulf Drive in Holmes Beach, just 150' to a beautiful sandy beach. Located in the preferred northern end of Holmes Beach, this home features a private pool with fenced yard, poolside gazebo, extensive new... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    €270
    / Night
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    1 / 35
    4 Bedrooms, 1 Bathroom, Sleeps 10
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Air Conditioning
    • Washer
    • Elevator/Lift access
    • DVD Player
    • Private Outdoor...
    • Satellite TV
    • Internet Access
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Formerly 'Mellow Yellow'. Awesome 4 bedroom/2.5 bath home with an over-sized garage and private elevator access to all 3 levels Gorgeous tropical pool setting with large deck. Beautifully decorated furnished throughout sporting granite counter tops, stainless appliances, wood floors, and 10'... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    €1,742
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    1 / 22
    4.5 of 5 stars (17) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Reviews (17) Make Enquiry
    Overview Reviews (17)
    Amenities & Details
    • Internet Access
    • Grill
    • Waterfront
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Franks Beach House is a beautiful three bedroom, two bath direct Gulf front home located at 3212 Gulf Drive in Holmes Beach. It features a very large open deck facing the beach as well as a screened lanai for when you want a little shade. The expansive beach stretches for miles in either... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    €277
    / Night
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    1 / 38
    5 of 5 stars (4) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 10
    Overview Reviews (4) Make Enquiry
    Overview Reviews (4)
    Amenities & Details
    • Hot Tub
    • Deck
    • Internet Access
    • Air Conditioning
    • Washer
    • Satellite TV
    • Private Outdoor...
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Beautifully furnished 4 bedroom/3.5 bath home just a block to the beach! Large greatroom layout with four separate balconies, high ceilings, and tropical hardwood floors throughout. Master Suite on the main floor has large walk-in closet and ensuite bathroom with Jacuzzi soaker tub and separate... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    €146
    / Night
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    1 / 23
    2 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Air Conditioning
    • Shared Outdoor Pool...
    • Parking
    • Grill
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Beautiful Villa with a tropical landscaped backyard, PRIVATE Heated pool, paver deck, and just a block to the beach. The location cant be beat as it is very centrally located and close to all the great restaurants and shops on the Island. It is just a short bike ride to Pine Ave. Fully stocked... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    €157
    / Night
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    1 / 34
    4.5 of 5 stars (2) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4
    Overview Reviews (2) Make Enquiry
    Overview Reviews (2)
    Amenities & Details
    • Internet Access
    • Dryer
    • Washer
    • Satellite TV
    • Grill
    • Patio
    • Air Conditioning
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Tropical, quiet, 2 bedroom/ 2 bath duplex, just over a block to the beach, and a block to the free Island trolley! Elevated, with one car garage underneath filled with beach chairs and wagon. Heated Pool surrounded by a large paver deck, lush landscape and plenty of seating. Sleeps up to 4. 1160... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    €1,742
    / Week
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    1 / 22
    4.5 of 5 stars (25) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 12
    Overview Reviews (25) Make Enquiry
    Overview Reviews (25)
    Amenities & Details
    • Grill
    • Water Views
    • Internet Access
    • Dishwasher
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
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    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Breakers 3, located at 103 45th Street in Holmes Beach. This luxury three-bedroom, two-bath Gulf-front beach home is located in a quiet, secluded area of Holmes Beach. The white sandy beach stretches for miles along the length of the island and spectacular Gulf vistas can be seen from the living... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    €146
    / Night
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    1 / 14
    2 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Parking
    • Pool
    • Air Conditioning
    • Satellite TV
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Brand new remodeled cottage with a beautifully landscaped private backyard, Heated pool, paver deck, full kitchen with Granite countertops and Stainless Steel appliances. Sleeps up to 6 people. 874 Sq. ft. 5609B Guava St., Holmes Beach 2 Bedroom/2 Bath Villa Private HEATED pool! Just a block... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    €232
    / Night
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    1 / 33
    5 of 5 stars (6) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 10
    Overview Reviews (6) Make Enquiry
    Overview Reviews (6)
    Amenities & Details
    • Satellite TV
    • Air Conditioning
    • Grill
    • Parking
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Coastal living in a tropical setting! Gorgeous ground level 3 bedroom/3 bath home with designer touches at every glance. This light and airy, open-concept floor plan is generously appointed with flat screen TVs in all rooms and tile floors throughout every one of its almost 2000 square feet. You... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    €734
    / Week
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    1 / 22
    4.5 of 5 stars (7) Very good
    2 Bedrooms, 3 Bathrooms, Sleeps 4
    Overview Reviews (7) Make Enquiry
    Overview Reviews (7)
    Amenities & Details
    • Grill
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
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    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Gulfview Townhomes unit 1, located at 3701 5th Avenue in Holmes Beach is located on a very quiet dead end street just a short stroll to the emerald waters of the Gulf of Mexico and only a block from 25 shops and restaurants featuring at least six unique cuisines. This small four unit complex... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34218
    From
    €550
    / Week
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    1 / 19
    4.5 of 5 stars (3) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Reviews (3) Make Enquiry
    Overview Reviews (3)
    Amenities & Details
    • Dishwasher
    • Shared Outdoor Pool...
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
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    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    The Cove at Sandy Pointe #113, at 3601 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. Each unit has a large screened lanai.This well... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    €206
    / Night
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    1 / 30
    5 of 5 stars (2) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 10
    Overview Reviews (2) Make Enquiry
    Overview Reviews (2)
    Amenities & Details
    • Air Conditioning
    • Private Outdoor...
    • Parking
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Gorgeous, remodeled home on the west side of Gulf Drive, no streets to cross to the Gulf of Mexico! Queen-sized master bedroom with Flat screen TV/DVD and quiet patio, Queen in Second Bedroom with Flat Screen TV/DVD and patio to pool area, and 2 twin trundle beds in guest room with Flat screen... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    €157
    / Night
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    1 / 34
    4.5 of 5 stars (5) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4
    Overview Reviews (5) Make Enquiry
    Overview Reviews (5)
    Amenities & Details
    • Air Conditioning
    • Satellite TV
    • Washer
    • Grill
    • Patio
    • Internet Access
    • Dryer
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Tropical, quiet, 2 bedroom/ 2 bath duplex, just over a block to the beach, and a block to the free Island trolley! Elevated, with one car garage underneath filled with beach chairs and wagon. Heated Pool surrounded by a large paver deck, lush landscape and plenty of seating. Sleeps up to 4. 1160... View all property information
    Make Enquiry
    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    €550
    / Week
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    1 / 18
    5 of 5 stars (4) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Reviews (4) Make Enquiry
    Overview Reviews (4)
    Amenities & Details
    • Shared Outdoor Pool...
    • Dishwasher
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    The Cove at Sandy Pointe #202, at 3601 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 Point features undercover parking and a large heated pool. Each unit has a large screened lanai.This well... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island
    From
    €703
    / Week
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    1 / 22
    1 Bedroom, 1 Bathroom, Sleeps 4
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Waterfront
    • Internet Access
    • Dishwasher
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    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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    Location Information
    Holmes Beach, Anna Maria Island 34217