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Holiday Rentals near Anna Maria City Pier Grille

100 S Bay Blvd, Anna Maria, Anna Maria Island, Florida 34216
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    Travellers to Anna Maria are booking June dates now. Secure your holiday rental today, and have the perfect trip.
    All 477 Rentals in Anna Maria
    Beachfront Paradise w/ Private Beach, Dogs Stay Free, Beach in Backyard1 / 42
    (9)Excellent
    0.4 kilometres from Anna Maria City Pier Grille
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    0.4 kilometres from Anna Maria City Pier Grille
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    0.3 kilometres from Anna Maria City Pier Grille
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    0.1 kilometres from Anna Maria City Pier Grille
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    About this property
    Newly Renovated Bathrooms and Fabulous New Flooring and up-dates throughout the whole property! Welcome to Canario Cottage! This beautiful 3 bedroom, 3 bathroom property has 1254 square feet of elevated living space and the ability to accommodate 6 guests very comfortably inside and out. Canario...
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    Anna Maria, Anna Maria Island
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
    0.3 kilometres from Anna Maria City Pier Grille
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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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
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Gulf front, charming home right on the beach - stunning views & dogs welcome!1 / 30
    (86)Excellent
    0.8 kilometres from Anna Maria City Pier Grille
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Anna Maria, Anna Maria Island
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Beautiful, decorated and furnished, spacious Great Room family & kid friendly,1 / 41
    (88)Excellent
    0.4 kilometres from Anna Maria City Pier Grille
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Anna Maria, Anna Maria Island
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    La Grande Maison in Anna Maria1 / 38
    (3)Excellent
    0.6 kilometres from Anna Maria City Pier Grille
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Anna Maria, Anna Maria Island
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Visit AMI in Luxury! 5 bedroom home with pool and spa, AMAZING Rooftop Deck View1 / 50
    (26)Very good
    1.0 kilometres from Anna Maria City Pier Grille
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Anna Maria, Anna Maria Island
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
    Vacation in Luxury at this Beautiful home, great for families, close to beach!1 / 49
    (22)Excellent
    0.3 kilometres from Anna Maria City Pier Grille
    7 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    Anna Maria, Anna Maria Island
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 16
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    Breathtaking, panoramic Bay Views. Exceptionally spacious. Private pool in lu1 / 44
    (8)Excellent
    0.6 kilometres from Anna Maria City Pier Grille
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Anna Maria, Anna Maria Island
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Beach, Private Fishing dock, Heated Pool, Tropical Paradise1 / 28
    (55)Excellent
    0.6 kilometres from Anna Maria City Pier Grille
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Anna Maria, Anna Maria Island
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Spoonbill Hideaway-*WINTER SPECIAL*/Huge Pool/Spa/Across from Gulf Beach1 / 50
    (79)Excellent
    0.9 kilometres from Anna Maria City Pier Grille
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Anna Maria, Anna Maria Island
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Short stays available!Heated pool!1 / 19
    (23)Very good
    0.9 kilometres from Anna Maria City Pier Grille
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Anna Maria, Anna Maria Island
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Seaside Maison, Family Friendly, 3 Blocks to Gulf, 2 Blocks to Rest. & Pine St.1 / 50
    (49)Excellent
    0.3 kilometres from Anna Maria City Pier Grille
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    Anna Maria, Anna Maria Island
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
    A Time Out in Anna Maria1 / 23
    (21)Excellent
    1.0 kilometres from Anna Maria City Pier Grille
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Anna Maria, Anna Maria Island
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Sunny, dog-friendly cottage w/ a spacious patio and grill, steps from the beach!1 / 40
    (59)Very good
    0.9 kilometres from Anna Maria City Pier Grille
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Anna Maria, Anna Maria Island
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Waterfront dog-friendly home with heated private pool, dock, views, and lanai!1 / 33
    (37)Very good
    0.7 kilometres from Anna Maria City Pier Grille
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Anna Maria, Anna Maria Island
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Reduced Rates 25% OFF! Private Heated Pool - Close to Bay Beaches in Anna Maria1 / 40
    (6)Very good
    0.3 kilometres from Anna Maria City Pier Grille
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Anna Maria, Anna Maria Island
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Reserve today for your Summer Vacay! August dates now available.1 / 33
    (13)Very good
    0.7 kilometres from Anna Maria City Pier Grille
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Anna Maria, Anna Maria Island
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    Bean Point Beach Cottage: 3BR  North End Pool Home1 / 32
    (23)Very good
    1.0 kilometres from Anna Maria City Pier Grille
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Anna Maria, Anna Maria Island
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Prestigious North end, boat dock & Basketball court.1 / 30
    (6)Excellent
    0.7 kilometres from Anna Maria City Pier Grille
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Anna Maria, Anna Maria Island
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Beautiful home, private pool with water VIEWS! Enjoy Anna Maria Island in Luxury1 / 50
    (48)Excellent
    0.6 kilometres from Anna Maria City Pier Grille
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Anna Maria, Anna Maria Island
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
    Canal-front home with private dock, covered lanai with heated pool and grill1 / 50
    (50)Excellent
    1.0 kilometres from Anna Maria City Pier Grille
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Anna Maria, Anna Maria Island
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Luxury waterfront home w/ heated private pool & dock only three blocks to beach1 / 41
    (26)Excellent
    0.8 kilometres from Anna Maria City Pier Grille
    4 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    Anna Maria, Anna Maria Island
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 6
    BON AMI: 3BR Family-Friendly Pool Home Less than Block from Beach1 / 29
    (39)Excellent
    1.1 kilometres from Anna Maria City Pier Grille
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Anna Maria, Anna Maria Island
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Colorful beach cottage w/ heated private pool, grill area, & more-dog-friendly1 / 21
    (67)Very good
    0.8 kilometres from Anna Maria City Pier Grille
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Anna Maria, Anna Maria Island
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    INCREDIBLE Waterfront Pool Home on the Bay!1 / 43
    (16)Very good
    1.0 kilometres from Anna Maria City Pier Grille
    5 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Anna Maria, Anna Maria Island
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 8
    Waterfront Luxury North End w/ Dock, Heated Pool, Spa and No Steps!1 / 37
    (46)Excellent
    0.6 kilometres from Anna Maria City Pier Grille
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Anna Maria, Anna Maria Island
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Cherryfish in Anna Maria1 / 29
    (9)Excellent
    0.9 kilometres from Anna Maria City Pier Grille
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Anna Maria, Anna Maria Island
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Beach Front with Heated Pool! Close to Bean Point & Rod and Reel pier!1 / 38
    (15)Excellent
    1.2 kilometres from Anna Maria City Pier Grille
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Anna Maria, Anna Maria Island
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Cozy Cottage: Steps Away From The Beach!1 / 14
    (3)Excellent
    1.1 kilometres from Anna Maria City Pier Grille
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Anna Maria, Anna Maria Island
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    New Luxury Canal Front Home with Pool, Spa, Dock, Close to Bean Point & Pine Ave1 / 44
    (33)Excellent
    0.6 kilometres from Anna Maria City Pier Grille
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    Anna Maria, Anna Maria Island
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
    Emerald Shores West in Anna Maria1 / 17
    (12)Very good
    0.8 kilometres from Anna Maria City Pier Grille
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Anna Maria, Anna Maria Island
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Turtle Cottage - Anna Maria Island1 / 29
    (41)Excellent
    0.9 kilometres from Anna Maria City Pier Grille
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    Anna Maria, Anna Maria Island
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
    Dog-friendly house w/ heated private lagoon pool - two blocks from the beach!1 / 39
    (51)Very good
    1.1 kilometres from Anna Maria City Pier Grille
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Anna Maria, Anna Maria Island
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Anapauo Beachhouse-  Million dollar views of Tampa Bay!1 / 49
    (25)Excellent
    0.1 kilometres from Anna Maria City Pier Grille
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Anna Maria, Anna Maria Island
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
    Conch Shell- A cozy family home nestled between Pine ave. and the gulf beache1 / 30
    (8)Excellent
    0.6 kilometres from Anna Maria City Pier Grille
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Anna Maria, Anna Maria Island
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Waterfront Stunning New Luxury Home w/Pool, Spa, Dock, Elevator, Close to Pine1 / 44
    (44)Excellent
    0.5 kilometres from Anna Maria City Pier Grille
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
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    Location Information
    Anna Maria, Anna Maria Island
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
    Jewel of the Bay: 4BR INCREDIBLE and AMAZING Waterfront Pool Home1 / 49
    (45)Very good
    1.1 kilometres from Anna Maria City Pier Grille
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Balcony
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    Pet friendly
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    Location Information
    Anna Maria, Anna Maria Island
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
    Lake LaVista Beach House1 / 41
    (15)Very good
    0.6 kilometres from Anna Maria City Pier Grille
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
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    • Air Conditioning
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    Pet friendly
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    Location Information
    Anna Maria, Anna Maria Island
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Gulf Front Home with Beautiful Sunset Views☼1 / 21
    (16)Very good
    1.2 kilometres from Anna Maria City Pier Grille
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
    • Terrace
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    Pet friendly
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    Location Information
    Anna Maria, Anna Maria Island
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Dog friendly oasis with heated private pool and very close to the beach1 / 34
    (52)Very good
    0.9 kilometres from Anna Maria City Pier Grille
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Anna Maria, Anna Maria Island
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Spacious 5 bedroom, canal front luxury home with private Pool and Spa!1 / 50
    (25)Excellent
    0.6 kilometres from Anna Maria City Pier Grille
    5 Bedrooms, 5 Bathrooms, Sleeps 13 Quick View
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    • Internet Access
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    Pet friendly
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    Anna Maria, Anna Maria Island
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 13
    Waterfront dog-friendly bungalow w/ bay views - watch for dolphins from deck!1 / 28
    (45)Very good
    0.4 kilometres from Anna Maria City Pier Grille
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
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    Pet friendly
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    Location Information
    Anna Maria, Anna Maria Island
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Reduced Rates 25% OFF! 2 Minute Walk to the Gulf Beach & Dog Friendly!1 / 37
    (4)Very good
    0.7 kilometres from Anna Maria City Pier Grille
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
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    • Private Outdoor Pool (Unheated)
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    • Balcony
    Suitability
    Pet friendly
    Kid friendly
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    Location Information
    Anna Maria, Anna Maria Island
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Quiet street, great views, 1 block to Pine Ave.1 / 35
    (8)Excellent
    0.3 kilometres from Anna Maria City Pier Grille
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Internet Access
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    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Anna Maria, Anna Maria Island
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Palm Perch in Anna Maria1 / 32
    (12)Excellent
    0.7 kilometres from Anna Maria City Pier Grille
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
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    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
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    Location Information
    Anna Maria, Anna Maria Island
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Charming North End Home with Private, Heated Pool - 2 blocks to the Bay1 / 36
    (28)Excellent
    0.3 kilometres from Anna Maria City Pier Grille
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
    • Internet Access
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    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Anna Maria, Anna Maria Island
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Stunning Canal front Luxury home! Beautiful tropical backyard Pool and Spa!1 / 50
    (37)Excellent
    0.5 kilometres from Anna Maria City Pier Grille
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Patio
    • Parking
    • Private Outdoor Pool (Unheated)
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    • Washer
    • Internet Access
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Anna Maria, Anna Maria Island
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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