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Vacation Rentals in Holmes Beach, FL

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    ($246 Average)
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    From
    $1,160
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    1 / 22
    3 Bedrooms, 2 Bathrooms, Sleeps 10
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    $2,041
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    1 / 22
    4.5 of 5 stars (12) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 / 25
    3 Bedrooms, 2 Bathrooms, Sleeps 7
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    1 / 38
    5 of 5 stars (1) Excellent
    5 Bedrooms, 2 Bathrooms, Sleeps 10
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    • Private Outdoor...
    • Air Conditioning
    • Hot Tub
    • Waterfront
    • Water Views
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    • x
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    About this property
    Beautiful, Brand New, 5 bedroom/3.5 bath Waterfront home with Heated Pool, Hot Tub, Dock, and just over a block to the beach! Covered Patio by pool area and peeks of the Gulf and Bay from the top patios. Great location in a quiet neighborhood, a few steps to the Trolley Stop, and a short walk to... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
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    $932
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    1 / 28
    4 of 5 stars (1) Very good
    8 Bedrooms, 4 Bathrooms, Sleeps 18
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    • Private Outdoor...
    • Stereo System
    • Satellite TV
    • Air Conditioning
    • Deck
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    • Hot Tub
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    • x
    • x
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    About this property
    Welcome to the ultimate in Large Family luxury vacation Homes, with beautiful views of the Gulf of Mexico and sunsets from the Roof Top Deck. This beautiful 8 bedroom/5.5 bath home resides only one short block to the beach and features a gorgeous kitchen with Granite countertops and Stainless... View all property information
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    Holmes Beach, Anna Maria Island 34217
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    1 / 18
    5 of 5 stars (4) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    • Shared Outdoor Pool...
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    • ?
    • ?
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    • Elder access
    • ?
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    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
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    $563
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    1 / 21
    4 Bedrooms, 4 Bathrooms, Sleeps 8
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    • Stereo System
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    • Pet-friendly
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    • Child-friendly
    • x
    • x
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    • Elder access
    • x
    • ?
    About this property
    Welcome to Sunset Beach House on Anna Maria Island. This brand new duplex is comprised of two stunning new beach homes that are close to the beach in a quiet residential neighborhood and provide views of the Gulf of Mexico from the Master Suite. Sunset Beach House is the west side of the duplex... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
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    $2,386
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    1 / 27
    4 Bedrooms, 3 Bathrooms, Sleeps 10
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    • Grill
    • Private Outdoor...
    • Dryer
    • TV
    • Washer
    • Air Conditioning
    • Wi-Fi
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Welcome to Big Sky Beach House, a quiet and private location for a memorable getaway with family and friends. Our freshly updated mid-century 4 bedroom, 3 bath home is all on one level with a sparkling heated pool in full view throughout the house. It is ideally situated a mere block to the... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    $170
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    1 / 24
    2 Bedrooms, 2 Bathrooms, Sleeps 4
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    • Grill
    • Air Conditioning
    • Satellite TV
    • Refrigerator
    • DVD Player
    • Wi-Fi
    • Shared Tennis Court
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Located just steps from the white sand beach and fantastically blue waters of the Gulf of Mexico, this two-bedroom, two-bath condo will keep you coming back year after year. This two-bedroom, two-bath Anna Maria Island condo features a full kitchen with modern conveniences, dining inside for eight... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
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    $394
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    1 / 17
    3 of 5 stars (2) Average
    2 Bedrooms, 2 Bathrooms, Sleeps 8
    Overview Reviews (2) Make Enquiry
    Overview Reviews (2)
    Amenities & Details
    • Internet Access
    • Grill
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Hammock Haven is a wonderful two bedroom two bath home located at 2702 Avenue C in Holmes Beach. This two story beach get away has a distant gulf view and a peek at the bay. Hammock Haven is close to dining, beach, trolley, and the bay. Stroll the beaches, fish the bay, and explore the many... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34218
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    From
    $142
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    1 / 25
    4 of 5 stars (1) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4
    Overview Reviews (1) Make Enquiry
    Overview Reviews (1)
    Amenities & Details
    • Wi-Fi
    • Refrigerator
    • Grill
    • Satellite TV
    • Dryer
    • Air Conditioning
    • Washer
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    **FALL PRICE BREAK** Book now to take advantage of our fall price break! Prices only good through December 15, 2015! -------------------------------------------- Part of the Spinnakers Vacation Cottages compound, Cabin 2 is a one bedroom, one bath cottage nestled in a lush tropical landscape.... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    $142
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    1 / 23
    1 Bedroom, 1 Bathroom, Sleeps 4
    Overview Make Enquiry
    Overview
    Amenities & Details
    • DVD Player
    • Wi-Fi
    • Grill
    • Washer
    • Air Conditioning
    • Satellite TV
    • Patio
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    **FALL PRICE BREAK** Book now to take advantage of our fall price break! Prices only good through December 15, 2015! -------------------------------------------- Part of the Spinnakers Vacation Cottages compound, Cabin 1 is a one bedroom, one bath cottage nestled in a lush tropical landscape. Great... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    $530
    / Night
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    1 / 11
    4 Bedrooms, 4 Bathrooms, Sleeps 10
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Grill
    • Internet Access
    • Stereo System
    • Parking
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Welcome to the Aqua Oasis on Anna Maria Island. This brand new duplex is comprised of two stunning new beach homes that are close to the beach and in a quiet residential neighborhood and provide views of the Gulf of Mexico from the Master Suite. The Aqua Oasis side includes a private heated pool... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    $530
    / Night
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    1 / 14
    4 Bedrooms, 4 Bathrooms, Sleeps 8
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Internet Access
    • Grill
    • Stereo System
    • Parking
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Welcome to the Coconut Hideaway on Anna Maria Island. This brand new duplex is comprised of two stunning new beach homes that are close to the beach and in a quiet residential neighborhood and provide views of the Gulf of Mexico from the Master Suite. The Coconut Hideaway side includes a private... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    $227
    / Night
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    1 / 12
    5 of 5 stars (2) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2
    Overview Reviews (2) Make Enquiry
    Overview Reviews (2)
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    • Internet Access
    • Parking
    • Grill
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    The 'Flip Flop' duplex is a fantastic recently remodeled duplex located one block from the white sandy beaches boasting professional landscaping, beautiful retro interiors, and its own private pool for each side of the duplex. Flip (the orange side of the duplex) is a one bedroom, one bath duplex... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    $245
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    1 / 24
    3 Bedrooms, 2 Bathrooms, Sleeps 7
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Washer
    • Wi-Fi
    • Dryer
    • Linens Provided
    • Cooker
    • Satellite TV
    • Grill
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    **FALL PRICE BREAK** Book now to take advantage of our fall price break! Prices only good through December 15, 2015! -------------------------------------------- Part of the Spinnakers Vacation Cottages compound, Captain's Quarters is surrounded by lush tropical landscaping, close to everything but... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    $378
    / Night
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    1 / 25
    3 Bedrooms, 3 Bathrooms, Sleeps 6
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Internet Access
    • Stereo System
    • Grill
    • Parking
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Welcome to the Coral Cabana on Anna Maria Island. This brand new duplex is comprised of two stunning new beach homes that are close to the beach and in a quiet residential neighborhood. Coral Cabana is the eastern side of the duplex and provide views of the Gulf of Mexico from both Master Suites.... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    $219
    / Night
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    1 / 11
    5 of 5 stars (13) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6
    other travellers have booked this property
    Overview Reviews (13) Make Enquiry
    Overview Reviews (13)
    Amenities & Details
    • DVD Player
    • Air Conditioning
    • Washer
    • Satellite TV
    • Internet Access
    • Shared Outdoor Pool...
    • Grill
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Very spacious two bedroom Condo with a patio area off the living room. Recently remodeled and very nicely furnished. Flat screen TV, fully equipped kitchen with all the appliances. Across the street from the beach, and short distance to area shopping. Unit has waterfall pool, and a relaxing Pool... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    $166
    / Night
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    1 / 11
    2 Bedrooms, 1 Bathroom, Sleeps 6
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Cast Away #1, located at 4101 Gulf Drive in Holmes Beach is a delightful condo situated conveniently across from the Manatee Public Beach and the shimmering Gulf of Mexico. This two bedroom and one bath unit sleeps six with a queen size bed, two twin beds and a sofa bed. A full size kitchen and... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    $221
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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
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    From
    $1,253
    / Week
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    1 / 22
    5 of 5 stars (9) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Reviews (9) Make Enquiry
    Overview Reviews (9)
    Amenities & Details
    • Water Views
    • Dishwasher
    • Internet Access
    • Shared Outdoor Pool...
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Anna Cabana Bungalow #4 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
    $244
    / Night
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    1 / 29
    2 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Satellite TV
    • DVD Player
    • Air Conditioning
    • Dryer
    • Patio
    • Private Outdoor...
    • Washer
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Great 2 Bedroom/2 Bath Home with a private Heated Pool, located on a quiet street west of Gulf Drive, just 3 houses to the beach!! King sized master bedroom with TV/DVD, Twins in guest room with TV/DVD, and sleeper sofa in living room! Cable TV/DVD and Wii Console in living Room, High speed... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    $284
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    1 / 24
    3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Overview
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    • Wi-Fi
    • Private Outdoor...
    • Dryer
    • Satellite TV
    • DVD Player
    • Washer
    • Elevator/Lift access
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Dragonfly Breeze is the place you want to be, for vacation that is! This home is located in Holmes Beach on Florida's beautiful Anna Maria Island and is just a short walk to the white sand beach and azure blue waters of the Gulf of Mexico. Begin relaxation therapy when you open the door and step... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    $1,584
    / Week
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    1 / 15
    3 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Internet Access
    • DVD Player
    • Deck
    • Dryer
    • TV
    • Private Outdoor...
    • Air Conditioning
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Sea Breeze is a private home with 3 bedrooms and 2 bathrooms and a brand new heated pool! The home is comfortable and well stocked. Wood floors throughout, open floor plan and cathedral ceilings with large sliders that open onto a large screened porch. Close proximity to the beach, about 3... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    $4,760
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    1 / 22
    7 Bedrooms, 7 Bathrooms, Sleeps 24
    Overview Make Enquiry
    Overview
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    • Grill
    • Dishwasher
    • Internet Access
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    The Anna Cabana Resort, located at 3709 Gulf Drive and 3711 4th Avenue in Holmes Beach consists of five units, all located less than one block to the beach. Four of the units are the Anna Cabana Bungalows. The fifth unit is the Anna Cabana Beach House. All five units have been are decorated in a... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island
    From
    $142
    / Night
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    1 / 21
    3.5 of 5 stars (2) Average
    2 Bedrooms, 1 Bathroom, Sleeps 4
    Overview Reviews (2) Make Enquiry
    Overview Reviews (2)
    Amenities & Details
    • Grill
    • Dryer
    • Patio
    • DVD Player
    • Washer
    • Wi-Fi
    • Satellite TV
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Just one short block away from the pristine water of the Gulf of Mexico and Anna Maria Island's gleaming white sand beaches, this two-bedroom, one-bath vacation rental has been updated inside and out for your vacationing pleasure. A well-appointed kitchen and outdoor grill may entice you to create... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    $729
    / Week
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    1 / 11
    2 Bedrooms, 2 Bathrooms, Sleeps 4
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Air Conditioning
    • Washer
    • Patio
    • Satellite TV
    • Dryer
    • Refrigerator
    • Cooker
    • Linens Provided
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • 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
    $789
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    1 / 13
    4 of 5 stars (12) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4
    Overview Reviews (12) Make Enquiry
    Overview Reviews (12)
    Amenities & Details
    • Grill
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    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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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    $398
    / Night
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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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    Amenities & Details
    • 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
    $1,113
    / Week
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    1 / 19
    4 of 5 stars (1) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 5
    Overview Reviews (1) Make Enquiry
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    Amenities & Details
    • Waterfront
    • Shared Outdoor Pool...
    • Water Views
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Sunbow Bay Condominium #108 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
    $835
    / Week
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    1 / 22
    4 of 5 stars (5) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Reviews (5) Make Enquiry
    Overview Reviews (5)
    Amenities & Details
    • Shared Outdoor Pool...
    • Waterfront
    • Grill
    • Internet Access
    • Dishwasher
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    The Cove at Sandy Pointe #208, 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
    From
    $166
    / Night
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    1 / 5
    5 of 5 stars (6) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 6
    Overview Reviews (6) Make Enquiry
    Overview Reviews (6)
    Amenities & Details
    • DVD Player
    • Washer
    • Air Conditioning
    • Dryer
    • Private Outdoor...
    • Water Views
    • Satellite TV
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    If you are looking for a simple, quiet, stress-free place to enjoy the beach, Heron House on Anna Maria Island is it! Heron House is a cozy, Old Florida-style duplex. There is a new pool and tiki bar in our yard next door to the rental units that is available for all our guests! The beach is only... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    $961
    / Week
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    1 / 16
    4 of 5 stars (5) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 7
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    Overview Reviews (5)
    Amenities & Details
    • 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
    From
    $188
    / Night
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    1 / 24
    5 of 5 stars (4) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Reviews (4) Make Enquiry
    Overview Reviews (4)
    Amenities & Details
    • Satellite TV
    • Waterfront
    • Water Views
    • Elevator/Lift access
    • DVD Player
    • Wi-Fi
    • Washer
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Grab your flip flops and get ready to head to the beach when staying in this Gulf Sands condo! With a private balcony overlooking the turquoise waters of the Gulf of Mexico, this vacation rental is a fantastic place to stay during your Anna Maria Island vacation. There is plenty of space for... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    $159
    / Night
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    1 / 12
    Studio, 1 Bathroom, Sleeps 4
    Overview Make Enquiry
    Overview
    Amenities & Details
    • 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
    $343
    / Night
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    1 / 11
    2 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Air Conditioning
    • Waterfront
    • Internet Access
    • Satellite TV
    • DVD Player
    • Hot Tub
    • Stereo System
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Overlooking stunning turquoise waters of Anna Maria Island is the Mainsail Beach Inn offering guests a superb island experience. This ideally located resort offers 12 upscale vacation rentals, all with beachfront access, and some with a Gulf view. Our community vacation rental amenities include... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    $1,127
    / Week
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    1 / 28
    5 of 5 stars (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Amenities & Details
    • Terrace
    • Wi-Fi
    • Linens Provided
    • Grill
    • Air Conditioning
    • Towels Provided
    • Balcony
    • Ocean Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Direct across street from our unit at Gulf Sands. Both units use the same pristine Beach... Over 100 ft of Beach less than 100 yards away. Recently decorated lovely Pool and Barbecue Area.Spacious pool area with shaded area Bedrooms are private as well as bathrooms. rooms do not open into LV.... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    $1,193
    / Week
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    1 / 21
    5 of 5 stars (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Washer
    • DVD Player
    • Watersports Nearby
    • Horse Riding Nearby
    • TV
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Please note: we welcome only stays of seven nights or more, and require Saturday arrivals. -------------------------------------------------------------------------------------------------- This delightful cottage isn't just a place to stay – it's your means to a truly tranquil state of mind.... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    $284
    / Night
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    1 / 20
    5 of 5 stars (5) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Overview Reviews (5)
    Amenities & Details
    • Washer
    • DVD Player
    • Patio
    • Satellite TV
    • Boat Available
    • Dryer
    • Internet Access
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    High-end, high quality smaller units are almost non-existent as short term vacation rentals. So if you’re looking for a “comfortable, updated, style and convenience driven home” for a smaller number of guests, that usually means getting more space than you really need. With the Palm Shores... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    $2,373
    / Week
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    1 / 19
    5 of 5 stars (17) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6
    Overview Reviews (17) Make Enquiry
    Overview Reviews (17)
    Amenities & Details
    • Waterfront
    • Stereo System
    • Washer
    • DVD Player
    • Wi-Fi
    • Satellite TV
    • Air Conditioning
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Completely remodeled, 2 BR, 1-1/2 bath beach house right on the beautiful Gulf of Mexico. Walk out the door to a wide, white, powdery beach and the Gulf. This 2 bedroom beach house is located in the most perfect spot you willl ever find! This private and quiet beach hide-a-way has the best of... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    $3,943
    / Week
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    1 / 22
    4.5 of 5 stars (6) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8
    Overview Reviews (6) Make Enquiry
    Overview Reviews (6)
    Amenities & Details
    • Internet Access
    • Shared Outdoor Pool...
    • Grill
    • Waterfront
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    L’Plage Condominium #3 located at 6420 Gulf Drive in the preferred northern end of Holmes Beach is a spectacular four bedroom, three bath Gulf front unit with a glorious beachside swimming pool and spa. There is even a BBQ area onsite for your use! L’Plage Condominium features a security gated... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    $2,180
    / Week
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    1 / 22
    4.5 of 5 stars (35) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Reviews (35) Make Enquiry
    Overview Reviews (35)
    Amenities & Details
    • Shared Outdoor Pool...
    • Internet Access
    • Dishwasher
    • Grill
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    The Captain's Quarters, located at 2801 Gulf Drive in Holmes Beach is a spectacular two bedroom, two bath home with a den and brand new screened lanai with gulf views. The unique heated pool at the Captain’s Quarters is private and secluded. There is a wonderful new outside kitchen at poolside.This... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    $1,531
    / Week
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    1 / 15
    3.5 of 5 stars (6) Average
    2 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Reviews (6) Make Enquiry
    Overview Reviews (6)
    Amenities & Details
    • Internet Access
    • Grill
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    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
    $2,644
    / Week
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    1 / 13
    4 of 5 stars (14) Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 12
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    Amenities & Details
    • Shared Outdoor Pool...
    • Internet Access
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    The Pool Party, located at 6102 Marina Drive in Holmes Beach, is a beautiful duplex featuring two bedrooms and two baths on each side with a pool area that is unsurpassed! This property features a heated pool with a spa surrounded by mature, native plantings as well as a shaded hammock and an... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    $1,067
    / Week
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    1 / 11
    4.5 of 5 stars (3) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Reviews (3) Make Enquiry
    Overview Reviews (3)
    Amenities & Details
    • Water Views
    • Shared Outdoor Pool...
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Sunbow Bay Condominium #310 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
    $170
    / Night
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    1 / 22
    2 Bedrooms, 2 Bathrooms, Sleeps 4
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Dryer
    • Satellite TV
    • Grill
    • Wi-Fi
    • Washer
    • DVD Player
    • Refrigerator
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Sun-Day West is the picture-perfect name for this two-bedroom, two-bath, elevated duplex. Located in Holmes Beach on Anna Maria Island, this vacation rental features a large, west-facing balcony that allows for plenty of sunshine in the afternoon and shade in the morning for that early cup of... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    $170
    / Night
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    1 / 24
    4.5 of 5 stars (3) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4
    Overview Reviews (3) Make Enquiry
    Overview Reviews (3)
    Amenities & Details
    • Sauna
    • Satellite TV
    • Elevator/Lift access
    • DVD Player
    • Shared Tennis Court
    • Washer
    • Air Conditioning
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Sun Plaza West, located in Holmes Beach on Anna Maria Island, is a fantastic get-away for the beach lover and tennis enthusiast! This two-bedroom, two-bath, end unit condo is located just steps to the white sand beaches of the Gulf of Mexico. This vacation rental features a large master suite with... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    $284
    / Night
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    1 / 24
    4.5 of 5 stars (5) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8
    Overview Reviews (5) Make Enquiry
    Overview Reviews (5)
    Amenities & Details
    • Washer
    • DVD Player
    • Private Outdoor...
    • Satellite TV
    • Patio
    • Dryer
    • Wi-Fi
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This vacation rental has been completely refurbished, with tile floors and ceiling fans throughout and a beautiful heated pool. Centrally located on Anna Maria Island, Twin Villa is a short two block walk to the beach. The well-appointed kitchen is equipped with a vegetable sink, stainless... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    $363
    / Night
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    1 / 33
    3 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Make Enquiry
    Overview
    Amenities & Details
    • Internet Access
    • Washer
    • Satellite TV
    • Air Conditioning
    • Hot Tub
    • DVD Player
    • Private Outdoor...
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Come to this Island home and 'Whatever will be, will be!' Remodeled and tasteful is this 3 bedroom/2 bath home with new heated pool and hot tub in a very private backyard setting. Well appointed with designer finishes throughout. The kitchen is outfitted with gorgeous granite countertops and... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217
    From
    $341
    / Night
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    1 / 24
    5 of 5 stars (6) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8
    Overview Reviews (6) Make Enquiry
    Overview Reviews (6)
    Amenities & Details
    • Washer
    • Deck
    • Wi-Fi
    • Private Outdoor...
    • Dryer
    • DVD Player
    • Satellite TV
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This beautifully-decorated Anna Maria Island vacation rental with a heated pool in a gorgeous tropical setting, a large deck and plenty of seating is just the place to stay on vacation. Strikingly furnished throughout by AMI-based Egrets Landing, Egret's Nest boasts four bedrooms and 2.5 baths to... View all property information
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    Location Information
    Holmes Beach, Anna Maria Island 34217