Anna Maria Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

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

Casa Bonita

Anna Maria
  Island Real Estate's rental program now presents Casa Bonita, Upscale to perfection, this private...
Home 4 / 4 / 10

*
Online booking available

$465 - $1030
Per Night

$3255 - $7210
Per Week

Water Colors 109 Palm Ave

Anna Maria
If style and luxury are what you look for in an Anna Maria Island vacation rental home “Water Colors...
Home 4 / 4 / 8

*
Online booking available

$625 - $1265
Per Night

$4375 - $8855
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

Sea 'Esta

Anna Maria
Spend your holiday in Sea ‘Esta and enjoy sweet dreams, suntans, and a short walk to the beach. Slee...
Home 2 / 2 / 5

*
Online booking available

$185 - $380
Per Night

$1295 - $2660
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

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

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

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

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

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

$305 - $565
Per Night

$2135 - $3955
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

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

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

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

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

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

The Seashell Cottage

Anna Maria
Adorable two bedroom and two bath beach cottage rental so close to the beach you can smell the salt ...
Cottage 2 / 2 / 6

*
Online booking available

$225 - $345
Per Night

$1575 - $2415
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

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

$320 - $600
Per Night

$2240 - $4200
Per Week

Mangrove Cottage

Anna Maria
Staying at Mangrove Cottage, known to some as simply “Mangrove Cottage”, is less about vacationing a...
Cottage 2 / 2 / 5

*
Online booking available

$225 - $380
Per Night

$1575 - $2660
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

$205 - $450
Per Night

$1435 - $3150
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

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

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

 

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