Anna Maria Waterfront Vacation Rentals, Beach Rentals & More - 198 Rentals Available.
198 Vacation rentals
Filters applied: Waterfront
"Island Oasis" A single family North end canal home with pool
Anna Maria House
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Air conditioning
- Private garden
$383.00
from $383.00 / night
Islands End- 792 North Shore Dr, Anna Maria
Anna Maria House
- 2 bedrooms 2
- 1 bathroom
- sleeps 6 6
- 7 nights min
- Ask about children
- Ask about pets
$93.00
from $93.00 / night
Sandy Toes- 116 Palmetto Ave, Anna Maria
Anna Maria House
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 7 nights min
- Ask about children
- Air conditioning
- Ask about pets
$108.00
from $108.00 / night
Palm Court Villas- 210 B Magnolia Ave, Anna Maria
Anna Maria House
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- min stay varies
- Ask about children
- Air conditioning
- Pet friendly
$150.00
from $150.00 / night
Fun In The Sun- 304 Gulf Blvd, Anna Maria
Anna Maria House
- 4 bedrooms 4
- 2 bathrooms
- sleeps 8 8
- 7 nights min
- Ask about children
- Ask about pets
$243.00
from $243.00 / night
A Puff Away East- 114 Magnolia Ave East, Anna Maria
Anna Maria House
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 7 nights min
- Ask about children
- Air conditioning
$105.00
from $105.00 / night
Island Oasis - 94 North Shore Drive, Anna Maria
Anna Maria House
- 4 bedrooms 4
- 5 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$315.00
from $315.00 / night
Seabatical- 225 Willow Ave, Anna Maria
Anna Maria House
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Ask about children
- Pet friendly
$286.00
from $286.00 / night
Surfer Girl- 211 77th St
Anna Maria House
- 1 bedroom 1
- 1 bathroom
- sleeps 4 4
- min stay varies
- Ask about children
$86.00
from $86.00 / night
La Casita- 699 North Shore Dr, Anna Maria
Anna Maria House
- 2 bedrooms 2
- 1 bathroom
- sleeps 6 6
- 7 nights min
- Ask about children
- Ask about pets
$105.00
from $105.00 / night
The Cats Paw- 206 Palmetto Ave, Anna Maria
Anna Maria House
- 4 bedrooms 4
- 4 bathrooms
- sleeps 8 8
- min stay varies
- Ask about children
- Air conditioning
- Ask about pets
$158.00
from $158.00 / night
Sand Dollar- 208 76th St, Holmes Beach
Anna Maria House
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- 7 nights min
- Ask about children
- Ask about pets
$108.00
from $108.00 / night
Tarpon Point - 302 Tarpon Street, Anna Maria
Anna Maria House
- 3 bedrooms 3
- 2 bathrooms
- sleeps 8 8
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$286.00
from $286.00 / night
After All- 856 North Shore Dr, Anna Maria
Anna Maria House
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 30 nights min
- Ask about children
- Ask about pets
$86.00
from $86.00 / night
Mermaid House - 114 Palmetto Ave, Anna Maria
Anna Maria House
- 3 bedrooms 3
- 3 bathrooms
- sleeps 8 8
- 7 nights min
- Ask about children
- Ask about pets
$186.00
from $186.00 / night
My Beach House- 101 Spring Ave, Anna Maria
Anna Maria House
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- 7 nights min
- Ask about children
- Ask about pets
$260.00
from $260.00 / night
Cedar Getaway Apartment- 102 Cedar Ave Apt., Anna Maria
Anna Maria House
- 1 bedroom 1
- 1 bathroom
- sleeps 4 4
- 7 nights min
- Ask about children
- Ask about pets
$100.00
from $100.00 / night
Dolphins Playground- 604 South Bay Blvd, Anna Maria
Anna Maria House
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- 7 nights min
- Ask about children
- Ask about pets
$150.00
from $150.00 / night
Gee's Gulf View- 106 Palm Ave, Anna Maria
Anna Maria House
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- 30 nights min
- Ask about children
- Ask about pets
$125.00
from $125.00 / night
Salt Air & Sea Oats- 809 North Bay Blvd, Anna Maria
Anna Maria House
- 2 bedrooms 2
- 2 bathrooms
- sleeps 8 8
- 7 nights min
- Ask about children
$156.00
from $156.00 / night
Beach House- 712 North Shore Dr, Anna Maria
Anna Maria House
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 7 nights min
- Ask about children
- Ask about pets
$115.00
from $115.00 / night
A Puff Away West- 114 Magnolia Ave West, Anna Maria
Anna Maria House
- 1 bedroom 1
- 1 bathroom
- sleeps 4 4
- 7 nights min
- Ask about children
- Air conditioning
$93.00
from $93.00 / night
Herons Watch- 766 North Shore Dr, Anna Maria
Anna Maria House
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Ask about children
- Pet friendly
$108.00
from $108.00 / night
Egrets Perch - 208 Palmetto Ave, Anna Maria
Anna Maria House
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$172.00
from $172.00 / night
Canary Cottage- 317 Magnolia Ave, Anna Maria
Anna Maria House
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- 7 nights min
- Ask about children
- Ask about pets
$118.00
from $118.00 / night
Cranes Landing- 610 South Bay Blvd, Anna Maria
Anna Maria House
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 7 nights min
- Ask about children
- Ask about pets
$142.00
from $142.00 / night
Gladiolus Get Away- 712 Gladiolus St, Anna Maria Villa A
Anna Maria House
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 7 nights min
- Ask about children
- Ask about pets
$115.00
from $115.00 / night
Key West Condo - 1201 Gulf Drive North
Anna Maria House
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$186.00
from $186.00 / night
Cedar Getaway- 102 Cedar Ave, Anna Maria
Anna Maria House
- 3 bedrooms 3
- 3 bathrooms
- sleeps 8 8
- 7 nights min
- Ask about children
- Air conditioning
- Ask about pets
$200.00
from $200.00 / night
Las Palmas - 120 Park Avenue, Anna Maria
Anna Maria House
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 28 nights min
- Swimming pool
- Ask about children
- Air conditioning
$206.00
from $206.00 / night
Palm Court Villas- 210 A Magnolia Ave, Anna Maria
Anna Maria House
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- min stay varies
- Ask about children
- Air conditioning
- Pet friendly
$150.00
from $150.00 / night
Paradise On Palmetto- 105 Palmetto Ave, Anna Maria
Anna Maria House
- 3 bedrooms 3
- 2 bathrooms
- sleeps 8 8
- min stay varies
- Ask about children
- Ask about pets
$236.00
from $236.00 / night
Gladiolus Hideaway - 712 Gladiolus St, Anna Maria Villa B
Anna Maria House
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 7 nights min
- Ask about children
- Ask about pets
$115.00
from $115.00 / night
Bayside Bliss- 515 Loquat Dr, Anna Maria
Anna Maria House
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 30 nights min
- Ask about children
- Ask about pets
$150.00
from $150.00 / night
Flip Flops and Fish Tales- 426 Magnolia Ave, Anna Maria
Anna Maria House
- 3 bedrooms 3
- 3 bathrooms
- sleeps 8 8
- min stay varies
- Child friendly
$258.00
from $258.00 / night
The Tree House- 124 Hammock, Anna Maria
Anna Maria House
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 28 nights min
- Ask about children
- Ask about pets
$136.00
from $136.00 / night
Your search has been expanded 19 miles to include more rentals
Starfish Gulf Front Two Bedroom Cottage
Madeira Beach House - 18.6 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 6 6
- min stay varies
- Child friendly
- Air conditioning
- Pet friendly
$241.00
from $241.00 / night
Gulf Coast Condo Minutes from Golf and Beaches
Bradenton Condo - 15.1 miles away
- 2 bedrooms 2
- 3 bathrooms
- sleeps 6 6
- 6 nights min
- Nearest beach 8 mi
- Swimming pool
- Child friendly
$144.00
from $144.00 / night
Kima 403 2bedroom Gulf Front Condo PRICELESS SUNSETS!
Madeira Beach Condo - 19 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$152.00
from $152.00 / night
Come Soak Up The Sun on Isla del Sol!
St. Petersburg Condo - 12.3 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- min stay varies
- Nearest beach 4 mi
- Swimming pool
- Child friendly
$85.00
from $85.00 / night
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