Anna Maria Beach Vacation Rentals
 
 
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HoneyWood House
3 bedroom Anna Maria Home Vacation Rental Home
3 BR/ 4.00 BA Sleeps 8
More Info
Shoreline Terrace
4 bedroom Anna Maria Cottage Vacation Rental Cottage
4 BR/ 2.50 BA Sleeps 8
More Info
Grant's View
2 bedroom Anna Maria Cottage Vacation Rental Cottage
2 BR/ 2.00 BA Sleeps 6
More Info
 
 
 
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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

 
 

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

$165 - $410
Per Night

$1155 - $2870
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

$170 - $290
Per Night

$1190 - $2030
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

$170 - $290
Per Night

$1190 - $2030
Per Week

 
 

Down by the Sea

Anna Maria
Down by the Sea is a lovely ground level vacation rental home in a quiet Anna Maria City neighborhoo...

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Home 3 / 2 / 6

Online Booking

$210 - $375
Per Night

$1505 - $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...

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Home 3 / 2 / 6

Online Booking

$240 - $440
Per Night

$1680 - $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...

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Cottage 3 / 2 / 8

Online Booking

$265 - $440
Per Night

$1855 - $3080
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

$220 - $370
Per Night

$1540 - $2590
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

$250 - $395
Per Night

$1750 - $2765
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

$310 - $555
Per Night

$2170 - $3885
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

$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...

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Cottage 4 / 2.5 / 8

Online Booking

$355 - $800
Per Night

$2485 - $5600
Per Week

 
 

Alamanda by the Gulf 620 N Bay

Anna Maria
Located on the coveted northern end of Anna Maria Island, “Alamanda by the Gulf” is a charming beach...

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Home 3 / 2 / 6

Online Booking

$185 - $275
Per Night

$1295 - $1925
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...

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Home 2 / 1 / 6

Online Booking

$485 - $745
Per Night

$3395 - $5215
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

$295 - $530
Per Night

$2065 - $3710
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 / 14

Online Booking

$425 - $1225
Per Night

$2975 - $8575
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

$260 - $560
Per Night

$1820 - $3920
Per Week

 
 

Blue Waters

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

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Home 4 / 4 / 8

Online Booking

$495 - $1050
Per Night

$3465 - $7385
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

$250 - $440
Per Night

$1750 - $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...

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Home 2 / 2 / 6

Online Booking

$150 - $255
Per Night

$1050 - $1785
Per Week

 
 

Grande Haven

Anna Maria
Beach Access
 "Grande Haven" - 804 North Shore Drive in the city of Anna Maria. Accommodating up to 16 guests, A...

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Home 6 / 3 / 16

Online Booking

$535 - $1470
Per Night

$3745 - $10290
Per Week

 
 

All Decked Out

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

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Home 5 / 3 / 12

Online Booking

$345 - $835
Per Night

$2415 - $5845
Per Week

 
 

Fish House

Anna Maria
(3) Bedroom, (3) Bath (Sleeps 8) – “Fish House” – 231 Oak Avenue in Anna Maria. For the perfect Ann...

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Home 3 / 3 / 8

Online Booking

$310 - $545
Per Night

$2170 - $3815
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

$240 - $430
Per Night

$1680 - $3010
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...

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Home 3 / 2.5 / 6

Online Booking

$220 - $375
Per Night

$1540 - $2625
Per Week

 
           
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