Anna Maria Beach Vacation Rentals
 
 
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Featured Listings
 
Waterfront Retreat
6 bedroom Anna Maria Home Vacation Rental Home
6 BR/ 3.50 BA Sleeps 12
More Info
LaRaya-801 Jacaranda
3 bedroom Anna Maria Home Vacation Rental Home
3 BR/ 2.00 BA Sleeps 6
More Info
Dolphin
2 bedroom Anna Maria Home Vacation Rental Home
2 BR/ 1.00 BA Sleeps 4
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

 
 

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

 
 

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

 
 

Dolphin Watch

Anna Maria
Sundrenched and colorful, Dolphin Watch is as beautiful inside as the landscape surrounding it. Whic...

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Home 2 / 1 / 6

Online Booking

$305 - $565
Per Night

$2135 - $3955
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

 
 

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

$210 - $480
Per Night

$1470 - $3395
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 ...

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Cottage 2 / 2 / 6

Online Booking

$225 - $345
Per Night

$1575 - $2415
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 / 8

Online Booking

$285 - $470
Per Night

$1995 - $3290
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...

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Home 2 / 2 / 5

Online Booking

$185 - $380
Per Night

$1295 - $2660
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

 
 

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

 
 

Harmony House

Anna Maria
  Harmony House is such a special place! Remember days gone by in this Key West style holiday renta...

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Home 3 / 2 / 8

Online Booking

$285 - $500
Per Night

$1995 - $3500
Per Week

 
 

Heron

Anna Maria
Welcome to the Heron. Recently updated and all new furniture throughout and a brand new shared heate...

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Home 2 / 1 / 4

Online Booking

$240 - $345
Per Night

$1680 - $2415
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

 
 

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

 
 

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

 
 

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

 
 

Grande Haven

Anna Maria
Beach Access
6 Bedroom, 3 Bath (sleeps 12) - "Grande Haven" - 804 North Shore Drive in the city of Anna Maria. A...

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Home 6 / 3 / 12

Online Booking

$570 - $1510
Per Night

$3990 - $10570
Per Week

 
 

HoneyWood House

Anna Maria
Living at the beach is like living anywhere else except its better in almost every way imaginable! E...

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Home 3 / 4 / 8

Online Booking

$350 - $595
Per Night

$2450 - $4165
Per Week

 
 

A Sassy Seahorse

Anna Maria
The special "North End" vacation rental is immaculately clean and whimsically decorated, professiona...

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Home 2 / 2 / 6

Online Booking

$285 - $575
Per Night

$1995 - $4025
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

$385 - $585
Per Night

$2695 - $4095
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

 
 

Living The Dream

Anna Maria
"Living The Dream" is a spacious 2,650 sq. ft. luxurious private vacation rental home with an attach...

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Home 4 / 3 / 8

Online Booking

$480 - $685
Per Night

$3360 - $4795
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

$285 - $415
Per Night

$1995 - $2905
Per Week

 
           
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