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Vacation Rentals near Anna Maria City Pier Grille

100 S Bay Blvd, Anna Maria, Anna Maria Island, Florida 34216
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    Travelers to Anna Maria are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    All 694 Rentals in Anna Maria
    'Island Oasis'  A single family North end canal home with pool1 / 68
    (2)Excellent
    0.2 miles from Anna Maria City Pier Grille
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    0.2 miles from Anna Maria City Pier Grille
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    0.1 miles from Anna Maria City Pier Grille
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    0.2 miles from Anna Maria City Pier Grille
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Unheated)
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    About this property
    Welcome to Island Priva-Sea! If it is privacy, you are looking for you will get plenty in this North-end Island house. Tucked away in a cul-de-sac the location North of Pine Ave and a peaceful canal front setting make this beautiful home a perfect vacation getaway! Island Priva-Sea has a convenient...
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    Anna Maria, Anna Maria Island
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Gulf front, charming home right on the beach - stunning views & dogs welcome!1 / 30
    (87)Excellent
    0.5 miles from Anna Maria City Pier Grille
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Anna Maria, Anna Maria Island
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Beautiful, decorated and furnished, spacious Great Room family & kid friendly,1 / 41
    (101)Excellent
    0.2 miles from Anna Maria City Pier Grille
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Anna Maria, Anna Maria Island
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Visit AMI in Luxury! 5 bedroom home with pool and spa, AMAZING Rooftop Deck View1 / 48
    (26)Very good
    0.6 miles from Anna Maria City Pier Grille
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Anna Maria, Anna Maria Island
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 12
    Lovely Seaside Magnolia, 7 bed luxury home close to beach! Pool & putting green1 / 49
    (23)Excellent
    0.2 miles from Anna Maria City Pier Grille
    7 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    Anna Maria, Anna Maria Island
    Rental Home - 7 Bedrooms, 5 Bathrooms, Sleeps 16
    Beach, Private Fishing dock, Heated Pool, Tropical Paradise1 / 28
    (61)Excellent
    0.4 miles from Anna Maria City Pier Grille
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Anna Maria, Anna Maria Island
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Spoonbill Hideaway-*WINTER SPECIAL*/Huge Pool/Spa/Across from Gulf Beach1 / 50
    (84)Excellent
    0.5 miles from Anna Maria City Pier Grille
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Anna Maria, Anna Maria Island
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Heated Pool. Short stays available!1 / 24
    (27)Very good
    0.5 miles from Anna Maria City Pier Grille
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Anna Maria, Anna Maria Island
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Seaside Maison, Family Friendly, 3 Blocks to Gulf, 2 Blocks to Rest. & Pine St.1 / 50
    (53)Excellent
    0.2 miles from Anna Maria City Pier Grille
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    Anna Maria, Anna Maria Island
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 8
    A Time Out- A remodeled beach home on North End1 / 23
    (23)Excellent
    0.6 miles from Anna Maria City Pier Grille
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Anna Maria, Anna Maria Island
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Sunny, dog-friendly cottage w/ a spacious patio and grill, steps from the beach!1 / 40
    (60)Very good
    0.5 miles from Anna Maria City Pier Grille
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Anna Maria, Anna Maria Island
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Waterfront dog-friendly home with heated private pool, dock, views, and lanai!1 / 33
    (40)Very good
    0.4 miles from Anna Maria City Pier Grille
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Anna Maria, Anna Maria Island
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Private Home with Private Pool, Outdoor Spa, Game Room, Private Grill, and More!1 / 33
    (15)Very good
    0.4 miles from Anna Maria City Pier Grille
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Anna Maria, Anna Maria Island
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 12
    Bean Point Beach Cottage: 3BR  North End Pool Home1 / 32
    (24)Excellent
    0.6 miles from Anna Maria City Pier Grille
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Anna Maria, Anna Maria Island
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    North End AMI! Canal Front Home, Private Heated Pool, Private Boat Dock, & More1 / 30
    (6)Excellent
    0.4 miles from Anna Maria City Pier Grille
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Anna Maria, Anna Maria Island
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Beautiful home, private pool with water VIEWS! Enjoy Anna Maria Island in Luxury1 / 47
    (50)Very good
    0.4 miles from Anna Maria City Pier Grille
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Anna Maria, Anna Maria Island
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 12
    Canal-front home with private dock, covered lanai with heated pool and grill1 / 50
    (50)Excellent
    0.6 miles from Anna Maria City Pier Grille
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Anna Maria, Anna Maria Island
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Luxury waterfront home w/ heated private pool & dock only three blocks to beach1 / 41
    (27)Excellent
    0.5 miles from Anna Maria City Pier Grille
    4 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    Anna Maria, Anna Maria Island
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 6
    BON AMI: 3BR Family-Friendly Pool Home Less than Block from Beach1 / 29
    (43)Excellent
    0.7 miles from Anna Maria City Pier Grille
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Anna Maria, Anna Maria Island
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Colorful beach cottage w/ heated private pool, grill area, & more-dog-friendly1 / 21
    (67)Very good
    0.4 miles from Anna Maria City Pier Grille
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Anna Maria, Anna Maria Island
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    My Private Beach: Waterfront Pool Home on the Bay by Anna Maria Life Vacation Re1 / 43
    (17)Very good
    0.6 miles from Anna Maria City Pier Grille
    5 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Anna Maria, Anna Maria Island
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 8
    Anna Belle by Beach Boutique Rentals1 / 29
    (49)Excellent
    0.4 miles from Anna Maria City Pier Grille
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Waterfront
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    Anna Maria, Anna Maria Island
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 8
    Conchshell - Stunning decor unique canal front1 / 29
    (11)Excellent
    0.6 miles from Anna Maria City Pier Grille
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Anna Maria, Anna Maria Island
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Beach Front with Heated Pool! Gorgeous views from all 3 levels.1 / 38
    (19)Very good
    0.7 miles from Anna Maria City Pier Grille
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Anna Maria, Anna Maria Island
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Sea Spray 1: 2  BR, 1  BA House in Anna Maria, Sleeps 41 / 14
    (9)Excellent
    0.7 miles from Anna Maria City Pier Grille
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Anna Maria, Anna Maria Island
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Bateman's - New Luxury Canal Front Home with Pool, Spa, Dock, Close to Bean Poin1 / 45
    (38)Excellent
    0.3 miles from Anna Maria City Pier Grille
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    Anna Maria, Anna Maria Island
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 8
    Emerald Shores West: 3  BR, 2  BA Duplex in Anna Maria, Sleeps 61 / 17
    (19)Very good
    0.5 miles from Anna Maria City Pier Grille
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Anna Maria, Anna Maria Island
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Turtle Cottage - Anna Maria Island1 / 29
    (46)Excellent
    0.5 miles from Anna Maria City Pier Grille
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    Anna Maria, Anna Maria Island
    Rental Home - 1 Bedroom, 2 Bathrooms, Sleeps 4
    Dog-friendly house w/ heated private lagoon pool - two blocks from the beach!1 / 34
    (59)Very good
    0.7 miles from Anna Maria City Pier Grille
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Anna Maria, Anna Maria Island
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Anapauo Beachhouse: 4  BR, 4  BA House in Anna Maria, Sleeps 101 / 48
    (27)Excellent
    0.0 miles from Anna Maria City Pier Grille
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Anna Maria, Anna Maria Island
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 10
    AMI’s local LANDMARK    The BLUE HOUSE on PINE     �Casa Calienta�1 / 50
    (57)Excellent
    0.4 miles from Anna Maria City Pier Grille
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Anna Maria, Anna Maria Island
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Sea La Vie Beach House - Stunning Luxury Waterfront Home w/Pool, Dock, Elevator1 / 44
    (49)Excellent
    0.3 miles from Anna Maria City Pier Grille
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    Anna Maria, Anna Maria Island
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 8
    Jewel of the Bay: 4BR INCREDIBLE and AMAZING Waterfront Pool Home1 / 50
    (47)Very good
    0.7 miles from Anna Maria City Pier Grille
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    Anna Maria, Anna Maria Island
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 8
    Lake La Vista Beach House1 / 41
    (16)Very good
    0.4 miles from Anna Maria City Pier Grille
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Anna Maria, Anna Maria Island
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Beach Front Home with Beautiful Sunset Views1 / 20
    (23)Very good
    0.7 miles from Anna Maria City Pier Grille
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
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    Anna Maria, Anna Maria Island
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Dog friendly oasis with heated private pool and very close to the beach1 / 34
    (53)Very good
    0.5 miles from Anna Maria City Pier Grille
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Anna Maria, Anna Maria Island
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Canal front 5 bedroom luxury home on AMI! Private pool and spa, putting green!1 / 50
    (26)Excellent
    0.4 miles from Anna Maria City Pier Grille
    5 Bedrooms, 5 Bathrooms, Sleeps 13 Quick View
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    Anna Maria, Anna Maria Island
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 13
    Waterfront dog-friendly bungalow w/ bay views - watch for dolphins from deck!1 / 28
    (45)Very good
    0.2 miles from Anna Maria City Pier Grille
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Anna Maria, Anna Maria Island
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    2 Minute Walk to the Beach. Private Pool & Dog Friendly!1 / 37
    (8)Very good
    0.4 miles from Anna Maria City Pier Grille
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Anna Maria, Anna Maria Island
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Bay Breeze Cottages #31 / 31
    (92)Excellent
    0.5 miles from Anna Maria City Pier Grille
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Anna Maria, Anna Maria Island
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 7
    Lovin' the Sannd: 2  BR, 2  BA House in Anna Maria, Sleeps 51 / 36
    (8)Excellent
    0.2 miles from Anna Maria City Pier Grille
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Anna Maria, Anna Maria Island
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Palm Beach House: 4  BR, 3  BA House in Anna Maria, Sleeps 81 / 32
    (17)Excellent
    0.4 miles from Anna Maria City Pier Grille
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Anna Maria, Anna Maria Island
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Island Time: AMI North End, Pool, Close to City Pier & Pine Ave by Anna Maria Li1 / 36
    (32)Excellent
    0.1 miles from Anna Maria City Pier Grille
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Anna Maria, Anna Maria Island
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Stunning Canal front Luxury home! Beautiful tropical backyard Pool and Spa!1 / 50
    (39)Excellent
    0.3 miles from Anna Maria City Pier Grille
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Anna Maria, Anna Maria Island
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Luxury home with AMAZING backyard Pool and Spa! So close to beach and shopping!1 / 48
    (31)Very good
    0.2 miles from Anna Maria City Pier Grille
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    Anna Maria, Anna Maria Island
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 8
    Jersey Girl- Stunning home 1 block from Pine Ave.1 / 34
    (26)Excellent
    0.2 miles from Anna Maria City Pier Grille
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Anna Maria, Anna Maria Island
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 10
    Kingfish- North end family home on canal!1 / 36
    (39)Excellent
    0.3 miles from Anna Maria City Pier Grille
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Anna Maria, Anna Maria Island
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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