Anna Maria Beach Vacation Rentals
 
 
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Holly Jewel
3 bedroom Anna Maria Home Vacation Rental Home
3 BR/ 2.50 BA Sleeps 6
More Info
Sweet Retreat Cottage
3 bedroom Anna Maria Cottage Vacation Rental Cottage
3 BR/ 2.00 BA Sleeps 8
More Info
Sea's the Day
2 bedroom Anna Maria Cottage Vacation Rental Cottage
2 BR/ 2.00 BA Sleeps 6
More Info
 
 
 
  Sort by:  Type BR/BA/Sleeps Price  
 

Blue Dolphin Inn - Four units surrounding a tropical pool.

Anna Maria
Beach Access, Ocean nearby
The Blue Dolphin Inn, located at 780 Jacaranda and 404 Alamanda in the tranquil City of Anna Maria f...

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Condo 3 / 2 / 8

$1050 - $1470
Per Week

 
 

Heron-Dolphi

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

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Home 4 / 2 / 8

Online Booking

$435 - $645
Per Night

$3045 - $4515
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’...

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Home 3 / 2 / 6

Online Booking

$285 - $480
Per Night

$1995 - $3360
Per Week

 
 

My Sisters Beach House

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

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Home 5 / 4 / 10

Online Booking

$590 - $1300
Per Night

$4130 - $9100
Per Week

 
 

Bikini Bottom

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

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Home 3 / 2 / 6

Online Booking

$285 - $470
Per Night

$1995 - $3290
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...

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Home 3 / 2 / 6

Online Booking

$335 - $500
Per Night

$2345 - $3500
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...

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Home 3 / 2 / 7

Online Booking

$205 - $450
Per Night

$1435 - $3150
Per Week

 
 

Dolphin

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

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Home 2 / 1 / 4

Online Booking

$240 - $345
Per Night

$1680 - $2415
Per Week

 
 

All Decked Out

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

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Home 5 / 2.5 / 10

Online Booking

$330 - $795
Per Night

$2310 - $5565
Per Week

 
 

Blue Waters

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

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Home 4 / 4 / 8

Online Booking

$530 - $1090
Per Night

$3710 - $7665
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...

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Home 3 / 2 / 6

Online Booking

$285 - $480
Per Night

$1995 - $3360
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...

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Home 2 / 1 / 4

Online Booking

$165 - $305
Per Night

$1155 - $2135
Per Week

 
 

3 Mermaids

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

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Home 4 / 2.5 / 8

Online Booking

$320 - $600
Per Night

$2240 - $4200
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. ...

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Home 3 / 2.5 / 8

Online Booking

$285 - $495
Per Night

$1995 - $3465
Per Week

 
 

Sea's the Day

Anna Maria
Beach Access
The various shades of blue throughout Sea's the Day make this a  water lover's dream vacation cottag...

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Cottage 2 / 2 / 6

Online Booking

$225 - $380
Per Night

$1575 - $2660
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...

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Cottage 2 / 2 / 6

Online Booking

$205 - $450
Per Night

$1435 - $3150
Per Week

 
 

Casa Bonita

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

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Home 4 / 4 / 10

Online Booking

$465 - $1030
Per Night

$3255 - $7210
Per Week

 
 

Holly Hideaway

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

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Home 2 / 2 / 4

Online Booking

$225 - $430
Per Night

$1575 - $3010
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...

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Home 5 / 3 / 10

Online Booking

$320 - $655
Per Night

$2240 - $4585
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 ...

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Home 3 / 3 / 8

Online Booking

$365 - $585
Per Night

$2555 - $4095
Per Week

 
 

Waterfront Retreat

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

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Home 6 / 3.5 / 12

Online Booking

$480 - $1265
Per Night

$3360 - $8855
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...

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Cottage 3 / 2 / 8

Online Booking

$300 - $600
Per Night

$2100 - $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 ...

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Home 2 / 1 / 6

Online Booking

$180 - $345
Per Night

$1295 - $2415
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 ...

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Home 3 / 2 / 6

Online Booking

$335 - $620
Per Night

$2345 - $4340
Per Week

 
 

Rest a Shore

Anna Maria
There is getting away from it all and there’s completely removing yourself from reality. Experience ...

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Home 4 / 3.5 / 8

Online Booking

$465 - $1005
Per Night

$3255 - $7035
Per Week

 
           
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