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Anna Maria Island Luxury Holiday Homes

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0+ rooms, 2+ guests
Distance from
1 km
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AU$1,000+
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227 rentals in Anna Maria Island.
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5 Bed/3.5 Bath/2900sq ft/Heated Pool/Golf Cart/Game Room/Beach Across St
5 bedrooms
4 bathrooms
Sleeps 14
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WAVES EDGE ANNA MARIA
4 bedrooms
3 bathrooms
Sleeps 8
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Surfside AMI, Many Amenities included!
5 bedrooms
4 bathrooms
Sleeps 10
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215 SPRING AVENUE
4 bedrooms
4 bathrooms
Sleeps 14
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Reduced rates for June Stunning luxury beachfront house with pool and spa
4 bedrooms
5 bathrooms
Sleeps 8
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105 81ST SUNSET PALMS
4 bedrooms
4 bathrooms
Sleeps 10
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Beautiful luxury beach front condominium
3 bedrooms
4 bathrooms
Sleeps 6
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OakView - 204 Oak Avenue
4 bedrooms
3 bathrooms
Sleeps 14
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The Magnolia Lady - Anna Maria Beach Front Rental
4 bedrooms
4 bathrooms
Sleeps 10
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Amazing Beach Front Condo-Ocean views throughout!
3 bedrooms
2 bathrooms
Sleeps 8
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109-6STN. Gorgeous Anna Maria Island 4 Bedroom Pool Home
4 bedrooms
3 bathrooms
Sleeps 8
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C-viewFlorida, Canal/Dock/Heated Pool/Near Gulf - A Hidden Gem
5 bedrooms
4 bathrooms
Sleeps 10
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104 30TH ST
3 bedrooms
2 bathrooms
Sleeps 10
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Mango Beach House - Unforgettable vacations and sunsets
3 bedrooms
2 bathrooms
Sleeps 10
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Full duplex w/ private heated pool and fenced backyard - dogs welcome!
6 bedrooms
4 bathrooms
Sleeps 12
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134 49TH STREET
4 bedrooms
3 bathrooms
Sleeps 12
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103 36th ST
3 bedrooms
2 bathrooms
Sleeps 6
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Pier To Pier Paradise
4 bedrooms
4 bathrooms
Sleeps 8
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Anna Maria Island Beach Palace
4 bedrooms
3 bathrooms
Sleeps 8
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3 other travellers have booked this property
Mintfish, beautiful views across Bimini Bay! 4-Bed
4 bedrooms
4 bathrooms
Sleeps 8
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2812 N-FINS TO THE RIGHT
2 bedrooms
1 bathroom
Sleeps 6
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2812 S-FINS TO THE LEFT
2 bedrooms
1 bathroom
Sleeps 6
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Gorgeous views,spectacular home!
5 bedrooms
3 bathrooms
Sleeps 12
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90 other travellers have booked this property
129 51ST STREET
3 bedrooms
3 bathrooms
Sleeps 10
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LA PLAGE 11
3 bedrooms
2 bathrooms
Sleeps 6
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Enjoy our Beach, Pool and Dock! 100 5-Star Reviews!
3 bedrooms
3 bathrooms
Sleeps 8
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12 other travellers have booked this property
Gorgeous bayfront house w/ ocean views, private pool - beach nearby!
4 bedrooms
4 bathrooms
Sleeps 8
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ANNA MARIA'S BEST LOCATION! PANORAMIC VIEW of Pool Dock & Bayou to Gulf
3 bedrooms
3 bathrooms
Sleeps 8
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3 other travellers have booked this property
West O'Gulf
4 bedrooms
2 bathrooms
Sleeps 8
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Old Island Charm - Newly Renovated
3 bedrooms
2 bathrooms
Sleeps 6
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1 other traveller has booked this property
Dog-friendly house w/ private pool & entertainment - walk to the beach!
5 bedrooms
3 bathrooms
Sleeps 8
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Sand Castle well appointed home steps from beaches
3 bedrooms
2 bathrooms
Sleeps 8
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6 other travellers have booked this property
Anna Maria Island Beach Paradise
2 bedrooms
2 bathrooms
Sleeps 6
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2 other travellers have booked this property
Cherryfish, a spectacular spacious 4-bed home!
4 bedrooms
3 bathrooms
Sleeps 8
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Dream Beach House - Steps to Water
4 bedrooms
3 bathrooms
Sleeps 8
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2903 AVENUE F
3 bedrooms
2 bathrooms
Sleeps 6
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106 30TH ST
3 bedrooms
2 bathrooms
Sleeps 10
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Lazy Hammock
3 bedrooms
3 bathrooms
Sleeps 6
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763 NORTH SHORE UPSTAIRS
3 bedrooms
2 bathrooms
Sleeps 6
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763 NORTH SHORE DOWNSTAIRS
3 bedrooms
2 bathrooms
Sleeps 6
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Bright and cheery waterfront home with private pool and spa
3 bedrooms
3 bathrooms
Sleeps 6
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2 other travellers have booked this property
3004 AVE E
3 bedrooms
2 bathrooms
Sleeps 8
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5621 GULF DRIVE
2 bedrooms
2 bathrooms
Sleeps 8
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Gorgeous remodeled townhouse, granite counter, tlle floors, stainless appliances
3 bedrooms
3 bathrooms
Sleeps 6
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Coastal Paradise! 6mi to beaches! Heated Pool! Sleep up to 14
4 bedrooms
3 bathrooms
Sleeps 14
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Bodacious Oasis
4 bedrooms
2 bathrooms
Sleeps 8
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The Oleander House
4 bedrooms
3 bathrooms
Sleeps 8
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Waters Edge 110N
2 bedrooms
2 bathrooms
Sleeps 4
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Spacious gulf side home with private pool and views of gulf beaches.
4 bedrooms
4 bathrooms
Sleeps 8
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Anna Maria Island Private Tropical Garden Home
3 bedrooms
2 bathrooms
Sleeps 6
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25 other travellers have booked this property
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