Anna Maria Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Heron-Dolphi

Anna Maria
4 Bedroom, 2 Bath (sleeps 8) - "Heron-Dolphin" -706 Rose Street in Anna Maria. Anna Maria Island va...
Home 4 / 2 / 8

*
Online booking available

$335 - $580
Per Night

$2345 - $4060
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

$240 - $430
Per Night

$1680 - $3010
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 / 3 / 12

*
Online booking available

$345 - $835
Per Night

$2415 - $5845
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

$295 - $530
Per Night

$2065 - $3710
Per Week

Dolphin Watch

Anna Maria
Sundrenched and colorful, Dolphin Watch is as beautiful inside as the landscape surrounding it. Whic...
Home 2 / 1 / 6

*
Online booking available

$250 - $520
Per Night

$1750 - $3640
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

$310 - $545
Per Night

$2170 - $3815
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 / 14

*
Online booking available

$425 - $1225
Per Night

$2975 - $8575
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

$310 - $545
Per Night

$2170 - $3815
Per Week

Rose Pleasant Home

Anna Maria
3 Bedroom, 2 Bathroom (Sleeps 7) – 620 Rose Street in Anna Maria Fall in love with the perfect Anna...
Home 3 / 2 / 7

*
Online booking available

$165 - $410
Per Night

$1155 - $2870
Per Week

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

$265 - $570
Per Night

$1855 - $3990
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

$310 - $790
Per Night

$2170 - $5530
Per Week

Holly Jewel

Anna Maria
3 Bedroom, 2.5 Bathroom (Sleeps 6) – “Holley Jewel” – 727 Holly Road in the city of Anna Maria. Fal...
Home 3 / 2.5 / 6

*
Online booking available

$220 - $375
Per Night

$1540 - $2625
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

$240 - $440
Per Night

$1680 - $3080
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

$440 - $560
Per Night

$3080 - $3955
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

$240 - $440
Per Night

$1680 - $3080
Per Week

3 Mermaids

Anna Maria
4 Bedroom, 2.5 Bath (Sleeps 8) - “ 3 Mermaids” - 120 Oak Avenue in Anna Maria. A fun and relaxing w...
Home 4 / 2.5 / 8

*
Online booking available

$265 - $570
Per Night

$1855 - $3990
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 / 8

*
Online booking available

$355 - $800
Per Night

$2485 - $5600
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

$260 - $560
Per Night

$1820 - $3920
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

$385 - $920
Per Night

$2730 - $6440
Per Week

HoneyWood House

Anna Maria
Enjoy a one of a kind Florida vacation when you visit “Honeywood House” on tropical Anna Maria Islan...
Home 3 / 4 / 8

*
Online booking available

$310 - $555
Per Night

$2170 - $3885
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

$240 - $395
Per Night

$1680 - $2765
Per Week

The Seashell Cottage

Anna Maria
Steps to the beach - adorable "Old Florida" beach cottage located in the heart of the city of Anna M...
Cottage 2 / 2 / 6

*
Online booking available

$170 - $290
Per Night

$1190 - $2030
Per Week

Old Florida Charm

Anna Maria
Welcome to the "Old Florida" charm of this well cared for ground level cottage located at 215 Fir Av...
Home 2 / 2 / 4

*
Online booking available

$250 - $440
Per Night

$1750 - $3080
Per Week

Willow Cottage

Anna Maria
  Willow Cottage is a lovely ground level bungalow in Anna Maria just waiting to give you that trop...
Cottage 3 / 2 / 8

*
Online booking available

$265 - $440
Per Night

$1855 - $3080
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

$150 - $255
Per Night

$1050 - $1785
Per Week

 

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