Anna Maria Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Living The Dream

Anna Maria
"Living The Dream" is a spacious 2,650 sq. ft. luxurious private vacation rental home with an attach...
Home 4 / 3 / 8

*
Online booking available

$480 - $685
Per Night

$3360 - $4795
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

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

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

Sea Song

Anna Maria
Get ready to fall in love with the vacation rental of your dreams when you visit “Sea Song”! This st...
Home 2 / 1 / 6

*
Online booking available

$530 - $785
Per Night

$3710 - $5495
Per Week

Rest a Shore

Anna Maria
There is getting away from it all and there’s completely removing yourself from reality. Experience ...
Home 4 / 3.5 / 8

*
Online booking available

$465 - $1005
Per Night

$3255 - $7035
Per Week

Sundance

Anna Maria
There’s a certain Florida way of life. It’s about knowing you need to enjoy every day and slow down ...
Home 3 / 2 / 6

*
Online booking available

$335 - $620
Per Night

$2345 - $4340
Per Week

Holly Hideaway

Anna Maria
Welcome to "Holly Hideaway" located on the northern end of beautiful Anna Maria Island. This lovely...
Home 2 / 2 / 4

*
Online booking available

$225 - $430
Per Night

$1575 - $3010
Per Week

Heron

Anna Maria
Welcome to the Heron. Recently updated and all new furniture throughout and a brand new shared heate...
Home 2 / 1 / 4

*
Online booking available

$240 - $345
Per Night

$1680 - $2415
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

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

Blue Waters

Anna Maria
  Located at the prestigious north end of Anna Maria, Blue Waters is brand new  to the rental progr...
Home 4 / 4 / 8

*
Online booking available

$530 - $1090
Per Night

$3710 - $7665
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

Harmony House

Anna Maria
  Harmony House is such a special place! Remember days gone by in this Key West style holiday renta...
Home 3 / 2 / 8

*
Online booking available

$285 - $500
Per Night

$1995 - $3500
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

Shoreline Terrace

Anna Maria
 4 Bedroom, 2.5 Bath (sleeps 8) - "Shoreline Terrace" - 901 North Shore Drive, Anna Maria Anna Mari...
Cottage 4 / 2.5 / 10

*
Online booking available

$420 - $840
Per Night

$2940 - $5880
Per Week

Maple Cottage

Anna Maria
Time spent on Anna Maria Island should be savored. We islanders move through our day with a slower, ...
Home 3 / 2 / 8

*
Online booking available

$225 - $365
Per Night

$1575 - $2555
Per Week

All Decked Out

Anna Maria
“All Decked Out" Welcomes you to beautiful Anna Maria Island Florida! This private single family hom...
Home 5 / 2.5 / 10

*
Online booking available

$330 - $795
Per Night

$2310 - $5565
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

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

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

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

Magnolia Duplex A

Anna Maria
Chic and cozy vacation rental nestled right between the Tampa Bay and the Gulf of Mexico.   (2) Bedr...
Home 2 / 1 / 4

*
Online booking available

$165 - $305
Per Night

$1155 - $2135
Per Week

Sugar Plum Hideaway East

Anna Maria
(3) Bedroom, (2) Bath (Sleeps 6) – “Sugar Plum Hideaway East”- 114 Mangrove East in Anna Maria You’...
Home 3 / 2 / 6

*
Online booking available

$285 - $480
Per Night

$1995 - $3360
Per Week

Beach Pearl 212 Archer Way

Anna Maria
Just a short stroll from Gulf of Mexico beaches, Anna Maria vacation rental “Beach Pearl” offers a l...
Home 3 / 2 / 6

*
Online booking available

$335 - $500
Per Night

$2345 - $3500
Per Week

 

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