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Anna Maria Island Rentals

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Results: 1 - 30 of 1612 Rentals

  • Condo 1 Bedrooms 1 Baths Sleeps 4
    $115 - 170

    per night (USD)

    By: VRBO

    Condo, 1 Bedrooms, 1 Baths, (Sleeps 4)

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Enjoy the casual style and laid back attitude of Anna Maria Island when you stay at Bay View Inn 202. This charming one ...

    Details
  • Home 3 Bedrooms 2 Baths Sleeps 6
    $1,190 - 1,855

    per week (USD)

    By: VRBO

    Home, 3 Bedrooms, 2 Baths, (Sleeps 6)

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    6

    Located on the coveted northern end of Anna Maria Island, “Alamanda by the Gulf” is a charming beach cottage offering th ...

    Details
  • Anna Maria Island 2 Bedroom 2 Bathroom Condo Sleeps Six Private Beach Access
    $115 - 345

    per night (USD)

    By: VRBO

    Anna Maria Island 2 Bedroom, 2 Bathroom Condo, Sleeps Six, Private Beach Access

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    FAMILY/CHILD FRIENDLY CONDOMINIUM - ALL BABIES AND CHILDREN ARE WELCOME!!!! Surrounded by water with the Gulf of Mexico ...

    Details
  • Townhouse 2 Bedrooms 2 Baths Sleeps 6
    $165 - 280

    per night (USD)

    By: VRBO

    Townhouse, 2 Bedrooms, 2 Baths, (Sleeps 6)

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Accommodating up to six guests for a fun laid back beach vacation, Casa Sierra 205 B offers the perfect two bedroom, two ...

    Details
  • Home 4 Bedrooms 4 Baths Sleeps 8
    $2,380 - 5,355

    per week (USD)

    By: VRBO

    Home, 4 Bedrooms, 4 Baths, (Sleeps 8)

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    Spend your Anna Maria Island vacation in five star luxury when you visit “Fernweh”. This new Holmes Beach vacation renta ...

    Details
  • Condo 1 Bedrooms 1 Baths Sleeps 4
    $115 - 170

    per night (USD)

    By: VRBO

    Condo, 1 Bedrooms, 1 Baths, (Sleeps 4)

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Recently updated, Bay View Inn 201 is a charming and stylish Bradenton Beach vacation rental condo accommodating up to f ...

    Details
  • Home 6 Bedrooms 3 5 Baths Sleeps 14
    $2,870 - 8,295

    per week (USD)

    By: VRBO

    Home, 6 Bedrooms, 3.5 Baths, (Sleeps 14)

    Bedrooms:
    6
    Bathrooms:
    4
    Sleeps:
    14

    The perfect spot for a large family getaway, Waterfront Retreat is a stunning six bedroom, 3 full bath/2 half bathroom, ...

    Details
  • Townhouse 2 Bedrooms 2 Baths Sleeps 6
    $165 - 280

    per night (USD)

    By: VRBO

    Townhouse, 2 Bedrooms, 2 Baths, (Sleeps 6)

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Casa Sierra 205 A has everything you’ll need for a fun Anna Maria Island paradise vacation. This two bedroom two bathroo ...

    Details
  • Condo 1 Bedrooms 1 Baths Sleeps 4
    $115 - 170

    per night (USD)

    By: VRBO

    Condo, 1 Bedrooms, 1 Baths, (Sleeps 4)

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    After you stay at the Bay View Inn 102 you’ll want to make it your vacation destination year after year! This one bedroo ...

    Details
  • Condo 1 Bedrooms 1 Baths Sleeps 4
    $85 - 155

    per night (USD)

    By: VRBO

    Condo, 1 Bedrooms, 1 Baths, (Sleeps 4)

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Located in the heart of Anna Maria Island’s Bradenton Beach, the Bay View Inn 101 is a quaint one bedroom one bathroom c ...

    Details
  • Home 3 Bedrooms 3 5 Baths Sleeps 6
    $2,975 - 3,815

    per week (USD)

    By: VRBO

    Home, 3 Bedrooms, 3.5 Baths, (Sleeps 6)

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    6

    Absolutely stunning in every way! This ultimate luxury beach vacation rental home is for relaxing with family and friend ...

    Details
  • Home 3 Bedrooms 2 Baths Sleeps 6
    $1,995 - 3,570

    per week (USD)

    By: VRBO

    Home, 3 Bedrooms, 2 Baths, (Sleeps 6)

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    6

    Just a short stroll from Gulf of Mexico beaches, Anna Maria vacation rental “Beach Pearl” offers a luxurious getaway exp ...

    Details
  • Home 4 Bedrooms 4 Baths Sleeps 8
    $2,625 - 6,230

    per week (USD)

    By: VRBO

    Home, 4 Bedrooms, 4 Baths, (Sleeps 8)

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    A unique and truly luxurious vacation experience is waiting for you at Anna Maria vacation rental “Cayman Bay” located o ...

    Details
  • Home 4 Bedrooms 4 Baths Sleeps 10
    $3,955 - 8,295

    per week (USD)

    By: VRBO

    Home, 4 Bedrooms, 4 Baths, (Sleeps 10)

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    10

    Welcome to Water Colors with Gulf views from this New Luxury custom built home with roof top deck located at 109 Palm Av ...

    Details
  • 3 Bedrooms 3 Baths Sleeps 8
    $1,645 - 2,996

    per week (USD)

    By: VRBO

    3 Bedrooms, 3 Baths, Sleeps 8

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    8

    The Beachside is a custom built three bedroom, three bath home located at 113 31st Street in Holmes Beach. This spectacu ...

    Details
  • Two bedroom Two Bathroom Completely Remodeled Condo Heated Pool Bikes
    $150 - 340

    per night (USD)

    By: VRBO

    Two bedroom, Two Bathroom Completely Remodeled Condo, Heated Pool, Bikes

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    FAMILY/CHILD FRIENDLY CONDOMINIUM - ALL BABIES AND CHILDREN ARE WELCOME!!!! The Anna Maria Island Beach Paradise 5 cond ...

    Details
  • 2 Bedroom 2 Bathroom Condo Overlooking the Gulf Private Beach Access and Pool
    $150 - 345

    per night (USD)

    By: VRBO

    2 Bedroom, 2 Bathroom Condo Overlooking the Gulf, Private Beach Access and Pool

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    FAMILY/CHILD FRIENDLY CONDOMINIUM - ALL BABIES AND CHILDREN ARE WELCOME!!!! The Anna Maria Island Beach Sands." Just ...

    Details
  • 3 Bedrooms 2 5 Baths Sleeps 6
    $3,500 - 7,112

    per week (USD)

    By: VRBO

    3 Bedrooms, 2.5 Baths, Sleeps 6

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    The Beachcomber, located at 3306 4th Avenue in Holmes Beach is the ideal, dream vacation home. This recently built gulf ...

    Details
  • 1 Bedroom 1 Bath Sleeps 4
    $135 - 262

    per night (USD)

    By: VRBO

    1 Bedroom, 1 Bath, Sleeps 4

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    The Beach House Resort #1, located at 1000 Gulf Drive in Bradenton Beach is in a gulf front complex with panoramic beach ...

    Details
  • 1 Bedroom 1 Bath Sleeps 4
    $110 - 243

    per night (USD)

    By: VRBO

    1 Bedroom, 1 Bath, Sleeps 4

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Anna Maria Beach Place #6, located at 201 35th Street in Holmes Beach is a charming beachside complex featuring six unit ...

    Details
  • 2 Bedrooms 2 Baths Sleeps 6
    $840 - 1,827

    per week (USD)

    By: VRBO

    2 Bedrooms, 2 Baths, Sleeps 6

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    A Wright Place, located at 6803 Holmes Blvd., is a comfortable two bedroom, two bath duplex with poolside den which can ...

    Details
  • 3 Bedrooms 2 Baths Sleeps 8
    $1,470 - 2,639

    per week (USD)

    By: VRBO

    3 Bedrooms, 2 Baths, Sleeps 8

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    8

    The Crow's Nest, located directly on the beach at 2416 Gulf Drive in Bradenton Beach is a unique three bedroom, two bath ...

    Details
  • 3 Bedrooms 2 Baths Sleeps 6
    $1,400 - 2,954

    per week (USD)

    By: VRBO

    3 Bedrooms, 2 Baths, Sleeps 6

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    The Tequila Sunrise is an absolutely wonderful three bedroom, two bath home with a private heated pool. Located 309 B 59 ...

    Details
  • 5 Bedrooms 5 Baths Sleeps 18
    $3,136 - 6,475

    per week (USD)

    By: VRBO

    5 Bedrooms, 5 Baths, Sleeps 18

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    16

    The Anna Cabana Resort, located at 3711 4th Avenue in Holmes Beach consists of four units, all located less than one blo ...

    Details
  • 2 Bedrooms 1 Bath Sleeps 6
    $160 - 345

    per night (USD)

    By: VRBO

    2 Bedrooms, 1 Bath, Sleeps 6

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    6

    Shell Cove Condominium 9, located at 2310 Gulf Drive in Bradenton Beach, is a two bedroom, one bath Gulf front unit that ...

    Details
  • 9 Bedrooms 6 Baths Sleeps 26
    $510 - 1,237

    per night (USD)

    By: VRBO

    9 Bedrooms, 6 Baths, Sleeps 26

    Bedrooms:
    9
    Bathrooms:
    6
    Sleeps:
    26

    The Blue Dolphin Inn, located at 780 Jacaranda and 404 Alamanda in the tranquil City of Anna Maria features four units s ...

    Details
  • 3 Bedrooms 2 Baths Sleeps 8
    $1,715 - 3,241

    per week (USD)

    By: VRBO

    3 Bedrooms, 2 Baths, Sleeps 8

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    8

    Sunset View is a three bedroom, two bath home located at 100 7th Street South in Bradenton Beach. This home has been tot ...

    Details
  • 2 Bedrooms 2 Baths Sleeps 6
    $1,190 - 2,268

    per week (USD)

    By: VRBO

    2 Bedrooms, 2 Baths, Sleeps 6

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Peace 'n Paradise, located at 5405 B Gulf Drive in Holmes Beach is a comfortable two bedroom, two bath duplex with a pri ...

    Details
  • 2 Bedrooms 2 Baths Sleeps 6
    $1,400 - 2,632

    per week (USD)

    By: VRBO

    2 Bedrooms, 2 Baths, Sleeps 6

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Sunset Terrace Condo #204 is a newly renovated Gulf front condo with a heated pool, located at 2312 Gulf Drive in Braden ...

    Details
  • 2 Bedrooms 2 Baths Sleeps 6
    $1,400 - 2,632

    per week (USD)

    By: VRBO

    2 Bedrooms, 2 Baths, Sleeps 6

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Gulfsands Condo #201, located at 4200 Gulf Drive in Holmes Beach, is a beautifully furnished two bedroom, two bath condo ...

    Details