Anna Maria Island Vacation Rentals: Homes
There’s nothing quite like staying in one of these Anna Maria Island vacation rentals. These island homes offer luxurious amenities, privacy, and plenty of space for a family or group. Take in Anna Maria Island off the beaten path. Each lodging experience has its own identity and character, creating a unique experience you’ll cherish for a lifetime.
With your own backyard oasis and private pool, you can relax knowing that your neighbor’s kids won’t barge in on your relaxing pool time. We’ll even supply you with fun beach equipment like umbrellas, snorkeling gear, towels, and toys.
Select the home that speaks to you and book online today.
My Rentals (
From $185 - $286/night
From $158 - $243/night
From $93 - $165/night
From $158 - $285/night
From $115 - $236/night
Bed/Bath: 2/2
Sleeps: 4
Pets: dog
Address: 3100 Gulf Drive, Unit 5
City: Holmes Beach
From $222 - $390/night
Bed/Bath: 3/3
Sleeps: 6
Pets: cat, dog
Address: 7007 Holmes Boulevard
City: Holmes Beach
From $200 - $343/night
Bed/Bath: 3/2.5
Sleeps: 6
Pets: none
Address: 309 66th Street, Unit A
City: Holmes Beach
From $143 - $215/night
Bed/Bath: 2/2
Sleeps: 4
Pets: dog
Address: 119 52nd Street, Unit #B
City: Holmes Beach
From $160 - $220/night
From $165 - $236/night
From $222 - $386/night
From $179 - $329/night
Bed/Bath: 4/4
Sleeps: 8
Pets: none
Address: 668 Key Royale Drive
City: Holmes Beach
From $179 - $258/night
From $100 - $200/night
Bed/Bath: 1/1
Sleeps: 2
Pets: dog
Address: 208 69th Street, Unit B
City: Holmes Beach
From $208 - $293/night
Bed/Bath: 3/2.5
Sleeps: 6
Pets: dog
Address: 119 52nd Street, Unit A
City: Holmes Beach
From $172 - $258/night
From $172 - $286/night
Bed/Bath: 2/2
Sleeps: 4
Pets: dog
Address: 207 70th Street Unit B
City: Holmes Beach
From $158 - $260/night
Bed/Bath: 3/2.5
Sleeps: 6
Pets: none
Address: 6250 Holmes Blvd.
City: Holmes Beach
From $213 - $346/night
From $143 - $243/night
Bed/Bath: 2/1
Sleeps: 4
Pets: cat, dog
Address: 424 62nd Street
City: Holmes Beach
From $172 - $300/night
From $200 - $343/night
From $142 - $215/night
From $110 - $222/night
Bed/Bath: 2/2
Sleeps: 4
Pets: dog
Address: 305 62nd Street, Unit A
City: Holmes Beach
From $64 - $132/night
From $172 - $286/night
Bed/Bath: 2/2
Sleeps: 4
Pets: dog
Address: 207 70th Street Unit A
City: Holmes Beach
From $115 - $186/night
From $185 - $330/night
Bed/Bath: 3/2
Sleeps: 6
Pets: none
Address: 303 74th Street, #A
City: Holmes Beach
From $240 - $480/night
From $143 - $229/night
From $129 - $229/night
From $258 - $409/night
From $236 - $458/night
From $100 - $200/night
Bed/Bath: 1/1
Sleeps: 2
Pets: none
Address: 206 35th Street, Unit A, East
City: Holmes Beach
