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Anna Maria
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Anna Maria, FL Apartments and Holiday Rentals
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Anna Maria Island
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Holiday Rentals in
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Internet or Wifi (829)
Air Conditioning (785)
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Kid friendly (828)
Pet friendly (245)
Elder access (9)
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Holiday Rental House (786)
Condominium/Apartment (46)
Cabin Holiday Rental (3)
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Waterfront (233)
Boat Available (45)
Water Views (11)
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Distance from
5 km
Bean Point
Anna Maria Island Historical Museum
Anna Maria City Pier Grille
Coquina Baywalk
Island Players Community Theatre
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835 rentals
in Anna Maria.
Castaway Cottage + Beach + Heated Private Pool & Spa = R & R! Near Bean Point!
166 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
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Seaside Sanctuary #1 - World's Greatest Sunsets!
145 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
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Anna Maria-Villa Tarpon- Ground Level Private Canal/Dock, Saltwater Heated pool
130 reviews
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
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Beautiful, Gulf-Front Home on Bean Point--Halcyon House
172 reviews
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
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Dragonfly - Southern charm on the North end of Anna Maria Island
154 reviews
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 8
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Seaside Sanctuary #2 - Read Our Reviews - 100% Positive
130 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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Free bikes+tandem kayaks+beach cart+hot tub+dock PLEASE READ OUR 5 STAR REVIEWS!
165 reviews
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
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Naut 2 Shabby Bungalow | A sweet and cozy getaway on Pine Avenue!
141 reviews
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
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Spectacular Beachfront House with Pool
116 reviews
Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 8
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Sea Garden Cottage with Direct Beach Access,AC & WiFi - North End Anna Maria Fl
131 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
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NEST ON THE BEACH IS MAGICAL! Pool, hot tub, 5 master suites! Sunset views!!
91 reviews
Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 8
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Private heated salt pool at OHasis Getaway and only 200 steps from the Beach!
101 reviews
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
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Beautiful, decorated and furnished, spacious Great Room family & kid friendly,
101 reviews
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
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Charming house with private heated pool, lanai. Great location to beach & shops
117 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
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Spacious Canal Front Home w/ Private Heated Pool on AMI
122 reviews
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
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North Island beach getaway
88 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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Bungalow On The Bayou (Best Location on the Island)
82 reviews
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
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Spoonbill Hideaway-Huge Pool and Spa across from Gulf Beach
87 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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MI Oasis Getaway! Just 200 Steps to the Beach on a very quiet street
79 reviews
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
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Charming cottage in quiet area, close to beach & bay.
172 reviews
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
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Island Living, refreshing outdoor shower and pool , pet friendly if approved
96 reviews
Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 4
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Luxury Upscale Beach Home Steps from Gulf of Mexico, Heated Pool, Spa & Golfcart
77 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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Luxury Beach Cottage for Families on the North Shore of Anna Maria Island
60 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
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AMI North End Private Heated Pool. Great location to beach
93 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
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Anna Maria Island Rentals - Beach Front - "Angels Envy"
96 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
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Sirenia Beach House - Waterfront/HotTub/ Pool/Dock/PuttGreen/Beach
114 reviews
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
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Northshore Beach House near Pine Ave, north end of Anna Maria Island
78 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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New Luxury-Professionally Decorated Home Pool/Spa 5 Minutes walk to beach
58 reviews
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
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BEAUTIFUL BEAN POINT LOCATION 200 FEET TO ROD AND REEL PIER! EVERYTHING INCLUDED
149 reviews
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
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Rum Cove-Magical Tropical Oasis: Pool/Hot Tub, Golf Cart, Kayak, SUPs & MORE
67 reviews
Holiday Rental House
5 bedrooms
7 bathrooms
Sleeps 14
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Minutes Walk to Bean Point and Rod & Reel Pier!!
100 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
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Beachfront, EASTER SPECIAL, SEE RATES Dogs R free, Walking Beach, Awesome views
73 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
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Tucked Away in Anna Maria
47 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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ANNA MARIA Northshore & Pine Ave LOCATION! Northshore Beach Villa
80 reviews
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
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Charming Beach Home-with a large, Private Pool -3 Houses to the Beach!!!
94 reviews
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
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Aug 2999/wk Deal - Putting Green/Waterfront/Dock//Pool/ Hot Tub/Steps to Beach
76 reviews
Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 12
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Amie House Chef’s kitchen, 2 King suites walk to beach/Stunning Pool
48 reviews
Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 8
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HUGE SALE: 299/NIGHT SEPT - DEC ! 3 blocks to beach! Heated pool/20 ft dock.
73 reviews
Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 5
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Sea La Vie Beach House - Stunning New Luxury Waterfront Home w/Pool, Dock
49 reviews
Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 8
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Bay Breeze Cottages #3
93 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 7
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4 Bed 4.5 Bath Family Friendly, 3 Blocks to Gulf
53 reviews
Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 8
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Blue Heron Cottage - Anna Maria Island
35 reviews
Holiday Rental House
1 bedroom
3 bathrooms
Sleeps 4
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Charming gulf-front home right on the beach - stunning views, dogs welcome
87 reviews
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
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Turtle Cottage - Anna Maria Island
46 reviews
Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 4
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Ideal Location, Stunning Villa! Close to beach, beach gear provided!
75 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
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Beautiful cottage w/ heated private pool - walk to beach, dining, Bayfront Park
63 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
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Beautiful Villa, Perfect Small Getaway | Close to beach, beach gear provided!
64 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
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Bay -Canal Waterfront! Tiki Bar 5BR, 5BA Heated Pool 2 Kitchens, Golf Cart
70 reviews
Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 14
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Newer Custom Home Walking Distance from the Gulf ! NOT LISTED ON FACEBOOK
97 reviews
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
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Best Location on Island - Read Our Guest Reviews!
89 reviews
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
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Frequently Asked Questions about Anna Maria
Do any holiday rentals in Anna Maria have a pool?
Yes, here are some popular holiday rentals in Anna Maria that have a pool:
Enjoy our Beach, Pool and Dock! 100 5-Star Reviews!
Gorgeous views,spectacular home!
'Island Oasis' A single family North end canal home with pool
See all holiday rentals with a pool in Anna Maria on Tripadvisor
Do any holiday rentals in Anna Maria have internet access?
Yes, here are some popular holiday rentals in Anna Maria that have internet access:
Beachfront Paradise w/ Private Beach, Dogs Stay Free, Beach in Backyard
Enjoy our Beach, Pool and Dock! 100 5-Star Reviews!
Gorgeous views,spectacular home!
See all holiday rentals in Anna Maria on Tripadvisor
What are the best pet friendly rentals in Anna Maria?
The best pet friendly rentals in Anna Maria are:
Beachfront Paradise w/ Private Beach, Dogs Stay Free, Beach in Backyard
Gorgeous views,spectacular home!
Latitude Adjustment
See all pet friendly holiday rentals in Anna Maria on Tripadvisor
What are some great rentals in Anna Maria that are kid friendly?
Some of the most popular kid friendly rentals in Anna Maria are:
Beachfront Paradise w/ Private Beach, Dogs Stay Free, Beach in Backyard
Enjoy our Beach, Pool and Dock! 100 5-Star Reviews!
Gorgeous views,spectacular home!
See all kid friendly holiday rentals in Anna Maria on Tripadvisor