Anna Maria Beach Vacation Rentals
 
 
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Blue Waters
4 bedroom Anna Maria Home Vacation Rental Home
4 BR/ 4.00 BA Sleeps 8
More Info
Au Soleil
5 bedroom Anna Maria Home Vacation Rental Home
5 BR/ 3.00 BA Sleeps 10
More Info
Waterfront Retreat
6 bedroom Anna Maria Home Vacation Rental Home
6 BR/ 3.50 BA Sleeps 14
More Info
 
 
 
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Sea 'Esta

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

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Home 2 / 2 / 5

Online Booking

$165 - $280
Per Night

$1155 - $1960
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

$230 - $385
Per Night

$1610 - $2695
Per Week

 
 

Paradise Pointe

Anna Maria
Paradise Pointe, located in the quiet north end of beautiful Anna Maria awaits the vacationer in you...

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Home 3 / 2 / 8

Online Booking

$300 - $510
Per Night

$2100 - $3570
Per Week

 
 

Harmony House

Anna Maria
Welcome to the perfect island getaway at "Harmony House"! This beautiful "Key West style" Anna Maria...

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Home 3 / 2 / 8

Online Booking

$230 - $385
Per Night

$1610 - $2695
Per Week

 
 

Sandy's Getaway

Anna Maria
3 Bedroom, 2 Bath (sleeps 8) - "Sandy's Getaway" - 122 Peppertree Lane, Anna Maria Sandy’s Getaway,...

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Home 3 / 2 / 8

Online Booking

$165 - $280
Per Night

$1155 - $1960
Per Week

 
 

Sangria Sunrise

Anna Maria
  Directly on beautiful Tampa Bay and views of the Sunshine Bridge makes this the picture perfect v...

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Home 3 / 3 / 7

Online Booking

$240 - $385
Per Night

$1680 - $2695
Per Week

 
 

Heavenly Holly

Anna Maria
Welcome to Heavenly Holly located on the northern end of beautiful Anna Maria Island! This lovely s...

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Home 3 / 2 / 6

Online Booking

$230 - $385
Per Night

$1610 - $2695
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...

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Home 4 / 4 / 10

Online Booking

$565 - $1185
Per Night

$3955 - $8295
Per Week

 
 

Heron

Anna Maria
Beach Access
“Heron” is the perfect Anna Maria Island beach rental for a relaxed Florida getaway. When you arrive...

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Home 2 / 1 / 4

Online Booking

$165 - $280
Per Night

$1155 - $1960
Per Week

 
 

Casa Bonita

Anna Maria
 You are just a short stroll to the white sugar sand beaches on the Gulf of Mexico. Enjoy the beach ...

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Home 4 / 4 / 8

Online Booking

$375 - $935
Per Night

$2625 - $6545
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

$230 - $385
Per Night

$1610 - $2695
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

$255 - $550
Per Night

$1785 - $3885
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...

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Home 4 / 4 / 8

Online Booking

$375 - $890
Per Night

$2625 - $6230
Per Week

 
 

HoneyWood House

Anna Maria
Beach Access
Enjoy a one of a kind Florida vacation when you visit “Honeywood House” on tropical Anna Maria Islan...

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Home 3 / 4 / 8

Online Booking

$300 - $510
Per Night

$2100 - $3570
Per Week

 
 

Mangrove Cottage

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

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Cottage 2 / 2 / 5

Online Booking

$180 - $335
Per Night

$1260 - $2345
Per Week

 
 

Maple Cottage

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

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Home 3 / 2 / 8

Online Booking

$165 - $280
Per Night

$1155 - $1960
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

$240 - $425
Per Night

$1680 - $2975
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...

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Home 2 / 2 / 4

Online Booking

$190 - $340
Per Night

$1330 - $2380
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

$270 - $765
Per Night

$1890 - $5355
Per Week

 
 

Shoreline Terrace

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

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Cottage 4 / 2.5 / 8

Online Booking

$320 - $850
Per Night

$2240 - $5950
Per Week

 
 

619 Rose - Dream Maker

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

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Home 3 / 3.5 / 6

Online Booking

$425 - $545
Per Night

$2975 - $3815
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...

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Cottage 4 / 2 / 8

Online Booking

$255 - $550
Per Night

$1785 - $3885
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

$180 - $385
Per Night

$1260 - $2695
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

$300 - $720
Per Night

$2100 - $5075
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

$300 - $510
Per Night

$2100 - $3570
Per Week

 
           
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