Anna Maria Vacation Rental Getaways


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Max Price Per Week $
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  • Pool Access
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  • Smoking allowed
  • Beach Access
  • Beach Front
  • Golf on site
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  • Walk to Slopes
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Sort by: Type BR/BA/Sleeps Price

Blue Heron Beach House

Anna Maria
4 Bedroom, 2 Bath (sleeps 8) - "Blue Heron Beach House" - 117 Peppertree Lane in Anna Maria.  Welco...
Cottage 4 / 2 / 8

*
Online booking available

$320 - $600
Per Night

$2240 - $4200
Per Week

Magnolia Duplex B

Anna Maria
People choose Anna Maria Island for their family vacations because we have a slower, simpler way of ...
Home 2 / 1 / 6

*
Online booking available

$180 - $345
Per Night

$1295 - $2415
Per Week

Bikini Bottom

Anna Maria
Bikini Bottom on Periwinkle is just a short walk -- only nine houses -- to the beautiful, pristine b...
Home 3 / 2 / 6

*
Online booking available

$285 - $470
Per Night

$1995 - $3290
Per Week

Casa Calienta

Anna Maria
Impeccable and luxurious, tasteful island vacation home. (2) Bedroom, (2) Bathroom, accomodates up t...
Home 2 / 2 / 6

*
Online booking available

$530 - $600
Per Night

$3710 - $4235
Per Week

Waterfront Retreat

Anna Maria
The perfect spot for a large family getaway, Waterfront Retreat is a stunning six bedroom, 3 full ba...
Home 6 / 3.5 / 12

*
Online booking available

$480 - $1265
Per Night

$3360 - $8855
Per Week

619 Rose - Dream Maker

Anna Maria
Absolutely stunning in every way! This ultimate luxury beach vacation rental home is for relaxing wi...
Home 3 / 3.5 / 6

*
Online booking available

$485 - $600
Per Night

$3395 - $4200
Per Week

LaRaya-801 Jacaranda

Anna Maria
Welcome to 801 Jacaranda Road located at the north end of beautiful Anna Maria Island, less than 2 b...
Home 3 / 2 / 6

*
Online booking available

$300 - $600
Per Night

$2100 - $4200
Per Week

Grande Haven

Anna Maria
6 Bedroom, 3 Bath (sleeps 12) - "Grande Haven" - 804 North Shore Drive in the city of Anna Maria. A...
Home 6 / 3 / 12

*
Online booking available

$570 - $1510
Per Night

$3990 - $10570
Per Week

Sugar Plum Hideaway West

Anna Maria
“Sugar Plum Hide Away West” is a cute ground level duplex located in the spectacular city of Anna Ma...
Home 3 / 2 / 6

*
Online booking available

$285 - $480
Per Night

$1995 - $3360
Per Week

Grant's View

Anna Maria
Grant's View is a private bay front home is located on the Tampa Bay where you will enjoy the amazin...
Cottage 2 / 2 / 6

*
Online booking available

$205 - $450
Per Night

$1435 - $3150
Per Week

Fish House

Anna Maria
(3) Bedroom, (3) Bath (Sleeps 8) – “Fish House” – 231 Oak Avenue in Anna Maria. For the perfect Ann...
Home 3 / 3 / 8

*
Online booking available

$365 - $585
Per Night

$2555 - $4095
Per Week

A Sassy Seahorse

Anna Maria
The special "North End" vacation rental is immaculately clean and whimsically decorated, professiona...
Home 2 / 2 / 6

*
Online booking available

$285 - $575
Per Night

$1995 - $4025
Per Week

Au Soleil

Anna Maria
5 Bedroom,  3 Bath (sleeps 10) - "Au Soleil" - 717 Jacaranda, Anna Maria We don’t have high rise ho...
Home 5 / 3 / 10

*
Online booking available

$320 - $655
Per Night

$2240 - $4585
Per Week

Paradise Pointe

Anna Maria
Paradise Pointe, located in the quiet north end of beautiful Anna Maria awaits the vacationer in you...
Home 3 / 2 / 8

*
Online booking available

$385 - $585
Per Night

$2695 - $4095
Per Week

Cayman Bay 505 Magnolia

Anna Maria
A unique and truly luxurious vacation experience is waiting for you at Anna Maria vacation rental “C...
Home 4 / 4 / 8

*
Online booking available

$465 - $910
Per Night

$3255 - $6370
Per Week

Anna Maria's Finest

Anna Maria
When you stay at vacation rental home “Anna Maria’s Finest” you’ll experience the luxurious side of ...
Home 3 / 3 / 8

*
Online booking available

$365 - $585
Per Night

$2555 - $4095
Per Week

Periwinkle Home with Dock Access 208

Anna Maria
Living at the beach is like living anywhere else except it’s better in almost every way imaginable. ...
Home 3 / 2.5 / 8

*
Online booking available

$285 - $495
Per Night

$1995 - $3465
Per Week

Sweet Retreat Cottage

Anna Maria
Cozy enough for honeymooners but room for a family of eight, you’re not going to feel any guilt abou...
Cottage 3 / 2 / 8

*
Online booking available

$300 - $600
Per Night

$2100 - $4200
Per Week

Heavenly Holly

Anna Maria
Welcome to Heavenly Holly located on the northern end of beautiful Anna Maria Island! This lovely s...
Home 3 / 2 / 6

*
Online booking available

$285 - $450
Per Night

$1995 - $3150
Per Week

Down by the Sea

Anna Maria
Lush, tropical setting with a heated salt water pool. Lovingly and locally decorated to make you fee...
Home 3 / 2 / 6

*
Online booking available

$250 - $415
Per Night

$1785 - $2905
Per Week

Gorgeous Periwinkle Cottage

Anna Maria
Periwinkles are small, sunshine loving flowers with a color so distinct they name crayons after it. ...
Cottage 3 / 2 / 6

*
Online booking available

$290 - $425
Per Night

$2030 - $2975
Per Week

My Sisters Beach House

Anna Maria
Immaculate, stunning and spacious multi-level holiday island rental. (5) Bedroom, (4) Bathroom, acco...
Home 5 / 4 / 10

*
Online booking available

$590 - $1300
Per Night

$4130 - $9100
Per Week

Star Fish Cottage

Anna Maria
2 Bedroom, 2 Bath (sleeps 6) - "Star Fish Cottage" - 209 Palm Avenue, Anna Maria 209 Palm Avenue is...
Home 2 / 2 / 6

*
Online booking available

$195 - $420
Per Night

$1365 - $2940
Per Week

Dolphin

Anna Maria
Welcome to the Dolphin located at 706 Rose unit B. Recently updated and all new furniture throughout...
Home 2 / 1 / 4

*
Online booking available

$240 - $345
Per Night

$1680 - $2415
Per Week

Sea's the Day

Anna Maria
The various shades of blue throughout Sea's the Day make this a  water lover's dream vacation cottag...
Cottage 2 / 2 / 6

*
Online booking available

$225 - $380
Per Night

$1575 - $2660
Per Week

 

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