Most Popular

from
$325
/nt
4 beds
Holmes Beach
This property can only accept 7 nights stays with a Saturday to Saturday check-in/check-out Beautiful light, bright and beachy relaxing seasonal rental. (4) Bedroom, (4...
from
$405
/nt
5 beds
Holmes Beach
This property can only accept 7 nights stays with a Saturday to Saturday check-in/check-out Magical and stunning vacation rental with an enviable backyard that includes...
from
$405
/nt
6 beds
Holmes Beach
This property can only accept 7 nights stays with a Saturday to Saturday check-in/check-out Luxurious custom built multi-level tropical oasis and pool paradise. (6) Bed...

Listings

from
$475
/nt
4 beds
Holmes Beach
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
$470
/nt
3 beds
Holmes Beach
This property can only accept 7 nights stays with a Saturday to Saturday check-in/check-out Some of the most popular vacation rentals on Anna Maria Island can be found ...
from
$445
/nt
2 beds
Holmes Beach
Island Paradise #1, located 3708 Gulf Drive in Holmes Beach is a beautifully renovated complex with a heated pool, located directly on a spectacular, pristine beach. Thi...
from
$440
/nt
4 beds
Holmes Beach
This property can only accept 7 nights stays with a Saturday to Saturday check-in/check-out Luxury at its finest with this stand-alone, spacious condo in all its elegan...
from
$430
/nt
3 beds
Holmes Beach
Island Paradise Condominium #2, located at 3708 Gulf Drive in Holmes Beach is a beautiful and spacious three bedroom, two bath unit on a spectacular, pristine beach. Loc...
from
$425
/nt
5 beds
Holmes Beach
Newly Remodeled Luxury Pool Home - Newly Remodeled Luxury Pool Home -- (5) Bed: (3) Bath: Accommodates up to (10) people: King, 2 Queens, 2 Twins & Double Futon: Interne...
from
$425
/nt
5 beds
Holmes Beach
The Southwind Island Resort West unit, located west of Gulf Drive at 110 72nd Street in Holmes Beach, is a ground level unit with a large heated pool. It's just three ho...
from
$420
/nt
3 beds
Holmes Beach
Escape to the Breakers, one of the finest luxury gulf front vacation homes on Anna Maria Island, located at 102 31st Street in Holmes Beach. Enjoy the tropical breezes a...
from
$410
/nt
8 beds
Holmes Beach
This property can only accept 7 nights stays with a Saturday to Saturday check-in/check-out Enjoy this set of elevated vacation homes with two private lagoon style perf...
from
$410
/nt
3 beds
Holmes Beach
This property can only accept 7 nights stays with a Saturday to Saturday check-in/check-out On Anna Maria Island, there are no high rise hotels. Life is better on the b...
from
$405
/nt
4 beds
Holmes Beach
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
$405
/nt
4 beds
Holmes Beach
Sunsets and Memories, located at 302 65th Street in Holmes Beach is a beautiful, new, four bedroom, three and one half bath home on a quiet residential street, only a co...
from
$400
/nt
3 beds
Holmes Beach
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
$400
/nt
3 beds
Holmes Beach
Palm Gables Condo located at 106 36th Street in Holmes Beach is a spectacular brand new Gulf front complex with a new heated pool at beachside. The complex is located cl...
from
$390
/nt
3 beds
Holmes Beach
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
$390
/nt
3 beds
Holmes Beach
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...
from
$375
/nt
3 beds
Holmes Beach
This property can only accept 7 nights stays with a Saturday to Saturday check-in/check-out Luxury is yours with this brand new gulf view rare three bedroom and three f...
Next Page >>
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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