Most Popular

from
$305
/nt
4 beds
Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31: Saturday check-in required, Saturday check-out required; One of the appeals of island li...
from
$350
/nt
4 beds
Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31: Saturday check-in required, Saturday check-out required; Brand new to our rentals - Catc...
from
$350
/nt
4 beds
Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31: Saturday check-in required, Saturday check-out required; Beautiful light, bright and bea...

Listings

from
$300
/nt
2 beds
The Seahorse, located at 102 77th Street in the preferred, northern end of Holmes Beach is an elegant, Gulf front, ground level home on a pristine beach. Walk for miles ...
from
$385
/nt
6 beds
Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31: Saturday check-in required, Saturday check-out required; Key Lime Cottages 202 & 204 wel...
from
$380
/nt
4 beds
Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31: Saturday check-in required, Saturday check-out required; Coastal and spacious vacation p...
from
$335
/nt
4 beds
Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31: Saturday check-in required, Saturday check-out required; Wash away the sand, salt, and s...
from
$330
/nt
3 beds
Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31: Saturday check-in required, Saturday check-out required; Some of the most popular vacati...
from
$340
/nt
3 beds
Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31: Saturday check-in required, Saturday check-out required; Some of the most popular vacati...
from
$315
/nt
3 beds
Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31: Saturday check-in required, Saturday check-out required; Some of the most popular vacati...
from
$305
/nt
2 beds
Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31: Saturday check-in required, Saturday check-out required; Breath-taking panoramic views o...
from
$410
/nt
3 beds
Please note these Check-in Day Requirements for this property: Jan 01 - Dec 31: Saturday check-in required, Saturday check-out required; On Anna Maria Island, there are...
from
$405
/nt
4 beds
The Sand Dollar, located at 143 50th Street in Holmes Beach is a beautiful, newly constructed four bedrooms, three and one half bath home with a large heated pool surrou...
from
$400
/nt
3 beds
The Garden Home, located at 419 Clark Drive in Holmes Beach is a spectacular, three bedrooms, and two-bath pool home. This beauty is hidden among tropical gardens, ensur...
from
$390
/nt
3 beds
This Holmes Beach Rental Beach House is a beautiful three bedroom, two bath direct Gulf front home located off Gulf Drive in Holmes Beach. It features a very large open ...
from
$345
/nt
3 beds
The Valhalla upstairs unit, located at 3216 Gulf Drive in Holmes is a wonderful three bedroom, two bath Gulf front duplex on a secluded beach. While the Valhalla is tuck...
from
$325
/nt
3 beds
Palm Gables Condominium located at 110 36th Street in Holmes Beach is one of the most after Holmes Beach rental complexes. It's in a popular, quiet area of Holmes Beach ...
from
$315
/nt
3 beds
The Harrison Home is a very spacious three bedroom, four bath pool home located at 6901 Gulf Drive in Holmes Beach, just 150' to a beautiful sandy beach. Located in the ...
from
$475
/nt
4 beds
L'Plage Condominium #3 located at 6420 Gulf Drive in the preferred northern end of Holmes Beach is a spectacular four bedroom, three bath Gulf front unit with a glorious...
from
$390
/nt
3 beds
The Tiki, located at 3214 Gulf Drive in Holmes Beach is a spectacular three bedroom, two bath home directly on the emerald waters of the Gulf of Mexico. While the Tiki i...
Next Page >>

Blog Posts

November 08, 2011
Sarasota is working with boating community, which is good. A place boaters want to avoid is Holmes Beach on Anna Maria Island, just noryh of Longboat Key. The code enforcement officer [there] will har...
August 18, 2011
LAURA AND MATT • HOLMES BEACH WEDDING • ANNA MARIA ISLAND, FL...
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