Anna Maria Island Waterfront Vacation Rentals, Beach Rentals & More - 29 Rentals Available.
29 Vacation rentals
Filters applied: Waterfront

The Cannon- A two bedroom adorable cottage minutes walking to beach
Bradenton Beach Cottage
- 2 bedrooms 2
- 1 bathroom
- sleeps 5 5
- 2 nights min
- Beach/lakeside relaxation
- Nearest beach 0 mi
- Child friendly
$373.00
from $373.00 / night

Songbird Cottage
Anna Maria Island Cottage
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 7 nights min
- Beach/lakeside relaxation
- Child friendly
- Air conditioning
Responds fast! Avg. 1 hour 16 minutes
$147.00
from $147.00 / night

Beach House on Anna Maria Island-Rental Openings
Holmes Beach Villa
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- 7 nights min
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
$458.00
from $458.00 / night

"Island Oasis" A single family North end canal home with pool
Anna Maria House
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- 2 nights min
- Beach/lakeside relaxation
- Swimming pool
- Air conditioning
$745.00
from $745.00 / night

Beach Dreams -"Dream Away Villa"
Anna Maria Island Cottage
- 1 bedroom 1
- 1 bathroom
- sleeps 3 3
- 2 nights min
- Beach/lakeside relaxation
- Car not necessary
$338.00
from $338.00 / night
The Anchor- A two bedroom cottage minutes walking to beach.
Bradenton Beach Cottage
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 2 nights min
- Beach/lakeside relaxation
- Child friendly
- Air conditioning
$373.00
from $373.00 / night
Sandy Pointe #205
Holmes Beach Condo
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- min stay varies
- Beach/lakeside relaxation
- Child friendly
- Air conditioning
$155.00
from $155.00 / night
Family Reunion Villa on Anna Maria Island, Florida
Bradenton Beach Villa
- 4 bedrooms 4
- 4 bathrooms
- sleeps 12 12
- 7 nights min
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
$458.00
from $458.00 / night
Your search has been expanded 19.4 miles to include more rentals
Enjoy a Florida Vacation in a beachfront condo!
Madeira Beach Condo - 19.4 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- 14 nights min
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
Responds fast! Avg. 3 hours 59 minutes
$229.00
from $229.00 / night
2 BR, 2 BA Surf Song Resort Townhouse #343 -- Aug 14-21 Special $800/wk + fees
Madeira Beach Townhouse - 18.2 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 7 nights min
- Beach/lakeside relaxation
- Nearest beach 30 mi
- Swimming pool
Responds fast! Avg. 2 hours 51 minutes
$164.00
from $164.00 / night
Spectacular Beachfront Condo-Private Beach/No Fees
St. Pete Beach Condo - 13.1 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 5 5
- min stay varies
- Beach/lakeside relaxation
- Nearest beach 0 mi
- Swimming pool
Responds fast! Avg. 1 hour 58 minutes
$344.00
from $344.00 / night
BAY VIEW. SUNSETS. CLOSE TO ANNA MARIA ISLAND AND IMG ACADEMY
Bradenton House - 6.6 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 4 4
- 7 nights min
- Beach/lakeside relaxation
- Child friendly
- Air conditioning
$367.00
from $367.00 / night
LUXURY WATERFRONT CONDO ON ISLA DEL SOL/St.Pete's
St. Petersburg Condo - 12.5 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- min stay varies
- Beach/lakeside relaxation
- Nearest beach 1 mi
- Swimming pool
Responds fast! Avg. 1 hour 25 minutes
$258.00
from $258.00 / night
Pool & Hot Tub-Pine Bay Forest 3-Bedroom Condo, Near AMI Beaches 3 month min
Bradenton Condo - 6.3 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 120 nights min
- Beach/lakeside relaxation
- Nearest beach 1 mi
- Swimming pool
$107.00
from $107.00 / night
Luxury Water Front Condo - Intercoastal Waterway
Treasure Island Condo - 16.6 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 5 5
- 7 nights min
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
$205.00
from $205.00 / night
Lovely 3 BR Home with Office & Heated Pool at Tara
Bradenton House - 17.2 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Beach/lakeside relaxation
- Nearest beach 20 mi
- Swimming pool
$167.00
from $167.00 / night
Sunsets and Surf Sounds: Breezy Gulf-Front Condo on Sunset Beach
Treasure Island Condo - 15.4 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
$295.00
from $295.00 / night
Sarasota Waterfront Suite
Sarasota Condo - 12.7 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 2 nights min
- Beach/lakeside relaxation
- Nearest beach 9 mi
- Swimming pool
Responds fast! Avg. 3 hours 26 minutes
$86.00
from $86.00 / night
Waterfront 2BR 2 Bath Suite at the Sara Bay Marina
Sarasota Condo - 12.7 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Beach/lakeside relaxation
- Nearest beach 10 mi
- Swimming pool
Responds fast! Avg. 3 hours 26 minutes
$171.00
from $171.00 / night
Waterfront Condo with fishing & boat docks
Treasure Island Condo - 17 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 4 4
- 2 nights min
- Beach/lakeside relaxation
- Ask about children
- Air conditioning
$167.00
from $167.00 / night
ULTIMATE ST PETE BEACH FRONT RENTAL CONDO #101
St. Pete Beach Condo - 14.6 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
$210.00
from $210.00 / night
IMG golf private 3 bed home
Bradenton House - 10.2 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 4 4
- 12 nights min
- Beach/lakeside relaxation
- Nearest beach 10 mi
- Swimming pool
$201.00
from $201.00 / night
Madeira Norte - Across from John's Pass Village - Ask about our Specials!!!
Madeira Beach Condo - 18.2 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- 7 nights min
- Beach/lakeside relaxation
- Nearest beach 0 mi
- Swimming pool
Responds fast! Avg. 2 hours 40 minutes
$262.00
from $262.00 / night
Historic Pass-A-Grille, Literally Seconds to Beach
St. Pete Beach House - 12.1 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 7 7
- 30 nights min
- Beach/lakeside relaxation
- Nearest beach 1 mi
- Child friendly
$264.00
from $264.00 / night
Pass-A-Grille Beach House
St. Pete Beach House - 12.1 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 4 4
- 30 nights min
- Beach/lakeside relaxation
- Nearest beach 1 mi
- Child friendly
$218.00
from $218.00 / night
Tara Golf & Country Club Condo
Bradenton Condo - 17.1 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- 3 nights min
- Beach/lakeside relaxation
- Nearest beach 12 mi
- Swimming pool
Responds fast! Avg. 3 hours 42 minutes
$144.00
from $144.00 / night
SUNSHINE HOLIDAY
St. Petersburg Manor house - 18.9 miles away
- 5 bedrooms 5
- 6 bathrooms
- sleeps 10 10
- 30 nights min
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
Responds fast! Avg. 3 hours 44 minutes
$1,145.00
from $1,145.00 / night
Artsy Sarasota,FL. Palm-Aire CC 2bd/2 bath Condo
Sarasota Condo - 16.8 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- 30 nights min
- Beach/lakeside relaxation
- Nearest beach 20 mi
- Swimming pool
$115.00
from $115.00 / night
Kima 503 Madeira Beach Front 2bd/2bath Condo Top Floor WHITE SANDY BEACHES!
Madeira Beach Condo - 19 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- 7 nights min
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
$197.00
from $197.00 / night
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